Cruises Calling at Charlestown

105 upcoming cruises that stop at Charlestown, Nevis, Saint Kitts and Nevis. Updated regularly; always confirm with the cruise line.

Azamara Journey
Azamara Cruises
Round-trip from San Juan
⚓ Calls 18 Nov 08:00 - 18:00 202614 nights15 portsDeparts 2026 Nov 07
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise San Juan, St. Lucia St. Kitts
  1. 07 Nov 18:00Departing from San Juan, Puerto Rico
  2. 08 Nov 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 09 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 10 Nov 08:00 - 22:00Saint-Pierre Martinique
  5. 11 Nov 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  6. 12 Nov 08:00 - 20:00St Georges Grenada
  7. 13 Nov 08:00 - 17:00Scarborough, Tobago
  8. 14 Nov 06:00Bridgetown, Barbados
  9. 15 Nov 08:00 - 18:00Castries, St Lucia Island
  10. 16 Nov 08:00 - 18:00Roseau, Dominica
  11. 17 Nov 08:00 - 22:00Basseterre St Kitts, Port Zante
  12. 18 Nov 08:00 - 18:00Charlestown Nevis, Nevis Island
  13. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  14. 20 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  15. 21 Nov 06:00Arriving in San Juan, Puerto Rico
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$4319from / pp
Azamara Journey
Azamara Cruises
Bridgetown → San Juan
⚓ Calls 18 Nov 08:00 - 18:00 20267 nights8 portsDeparts 2026 Nov 14
View itinerary · 8 ports
7 days, one-way from Bridgetown to San Juan
  1. 14 Nov 18:00Departing from Bridgetown, Barbados
  2. 15 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 16 Nov 08:00 - 18:00Roseau, Dominica
  4. 17 Nov 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 18 Nov 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 20 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 21 Nov 06:00Arriving in San Juan, Puerto Rico
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$1819from / pp
Azamara Journey
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 18 Nov 08:00 - 18:00 202614 nights15 portsDeparts 2026 Nov 14
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise Barbados, St. Lucia St. Kitts
  1. 14 Nov 18:00Departing from Bridgetown, Barbados
  2. 15 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 16 Nov 08:00 - 18:00Roseau, Dominica
  4. 17 Nov 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 18 Nov 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 20 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 21 Nov 06:00San Juan, Puerto Rico
  9. 22 Nov 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 23 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 24 Nov 08:00 - 22:00Saint-Pierre Martinique
  12. 25 Nov 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  13. 26 Nov 08:00 - 17:00St Georges Grenada
  14. 27 Nov 08:00 - 17:00Scarborough, Tobago
  15. 28 Nov 06:00Arriving in Bridgetown, Barbados
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$4269from / pp
Azamara Journey
Azamara Cruises
Round-trip from San Juan
⚓ Calls 02 Dec 08:00 - 18:00 202614 nights15 portsDeparts 2026 Nov 21
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise San Juan, Antigua Barbados
  1. 21 Nov 18:00Departing from San Juan, Puerto Rico
  2. 22 Nov 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 23 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 24 Nov 08:00 - 22:00Saint-Pierre Martinique
  5. 25 Nov 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  6. 26 Nov 08:00 - 17:00St Georges Grenada
  7. 27 Nov 08:00 - 17:00Scarborough, Tobago
  8. 28 Nov 06:00Bridgetown, Barbados
  9. 29 Nov 08:00 - 18:00Castries, St Lucia Island
  10. 30 Nov 08:00 - 18:00Roseau, Dominica
  11. 01 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  12. 02 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  13. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  14. 04 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 05 Dec 06:00Arriving in San Juan, Puerto Rico
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$3399from / pp
SeaDream II
SeaDream Yacht Club Cruises
San Juan → St Thomas Island USVI
⚓ Calls 02 Dec 20268 nights10 portsDeparts 2026 Nov 27
View itinerary · 10 ports
8 days, one-way from San Juan to St Thomas Island USVI
  1. 27 NovDeparting from San Juan, Puerto Rico
  2. 28 NovSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 29 NovAnguilla Island, UK, Sandy Ground
  4. 30 NovPhilipsburg St Maarten, Netherlands Antilles
  5. 30 Nov - 01 DecGustavia St Barths, Saint-Barthelemy Island France
  6. 02 DecCharlestown Nevis, Nevis Island
  7. 03 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 04 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 04 DecNorman Island BVI, The Bight, UK Virgin Islands
  10. 05 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
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Price on request
Azamara Journey
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 02 Dec 08:00 - 18:00 202614 nights15 portsDeparts 2026 Nov 28
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise Barbados, St. Lucia St. Maarten
  1. 28 Nov 18:00Departing from Bridgetown, Barbados
  2. 29 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 30 Nov 08:00 - 18:00Roseau, Dominica
  4. 01 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 02 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 04 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 05 Dec 06:00San Juan, Puerto Rico
  9. 06 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 07 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 08 Dec 08:00 - 22:00Saint-Pierre Martinique
  12. 09 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  13. 10 Dec 08:00 - 20:00St Georges Grenada
  14. 11 Dec 08:00 - 17:00Scarborough, Tobago
  15. 12 Dec 06:00Arriving in Bridgetown, Barbados
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$3709from / pp
Azamara Journey
Azamara Cruises
Bridgetown → San Juan
⚓ Calls 02 Dec 08:00 - 18:00 20267 nights8 portsDeparts 2026 Nov 28
View itinerary · 8 ports
7 days, one-way from Bridgetown to San Juan
  1. 28 Nov 18:00Departing from Bridgetown, Barbados
  2. 29 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 30 Nov 08:00 - 18:00Roseau, Dominica
  4. 01 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 02 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 04 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 05 Dec 06:00Arriving in San Juan, Puerto Rico
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$1699from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 06 Dec 20267 nights9 portsDeparts 2026 Dec 05
View itinerary · 9 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 05 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 06 DecCharlestown Nevis, Nevis Island
  3. 07 DecCabrits Dominica
  4. 08 DecTerre-de-Haut Island, Guadeloupe
  5. 09 DecDeshaies, Basse-Terre Island Guadeloupe
  6. 10 DecFalmouth Antigua
  7. 11 DecBasseterre St Kitts, Port Zante
  8. 11 DecSaint Kitts island
  9. 12 DecArriving in Philipsburg St Maarten, Netherlands Antilles
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Price on request
SeaDream I
SeaDream Yacht Club Cruises
St Johns Antigua → San Juan
⚓ Calls 08 Dec 20267 nights9 portsDeparts 2026 Dec 05
View itinerary · 9 ports
7 days, one-way from St Johns Antigua to San Juan
  1. 05 DecDeparting from St Johns Antigua, RCI Royal Beach Club
  2. 06 DecOranjestad Aruba, Netherlands Antilles
  3. 06 Dec - 07 DecGustavia St Barths, Saint-Barthelemy Island France
  4. 08 DecCharlestown Nevis, Nevis Island
  5. 09 DecAnguilla Island, UK, Sandy Ground
  6. 10 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 11 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 11 DecNorman Island BVI, The Bight, UK Virgin Islands
  9. 12 DecArriving in San Juan, Puerto Rico
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$5219from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 09 Dec 20266 nights7 portsDeparts 2026 Dec 07
View itinerary · 7 ports
6 days, one-way from San Juan to St Thomas Island USVI
  1. 07 DecDeparting from San Juan, Puerto Rico
  2. 08 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 09 DecCharlestown Nevis, Nevis Island
  4. 10 DecFalmouth Antigua
  5. 11 DecGustavia St Barths, Saint-Barthelemy Island France
  6. 12 DecAnguilla Island, UK, Sandy Ground
  7. 13 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
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$5045from / pp
Emerald Sakara
Emerald Cruises
Miami → St Thomas Island USVI
⚓ Calls 09 Dec 202613 nights13 portsDeparts 2026 Nov 30
View itinerary · 13 ports
13 days, one-way from Miami to St Thomas Island USVI
  1. 30 NovDeparting from Miami, Florida
  2. 01 DecNassau, Bahamas, New Providence Island
  3. 02 DecExuma Islands, Bahamas, George Town
  4. 03 DecSan Salvador Island Bahamas, Cockburn Town
  5. 04 DecLong Island Bahamas, Clarence Town, Calypso Cove
  6. 05 DecGrand Turk Island, Cockburn Town, Turks and Caicos
  7. 07 DecSan Juan, Puerto Rico
  8. 08 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  9. 09 DecCharlestown Nevis, Nevis Island
  10. 10 DecFalmouth Antigua
  11. 11 DecGustavia St Barths, Saint-Barthelemy Island France
  12. 12 DecAnguilla Island, UK, Sandy Ground
  13. 13 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
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$10890from / pp
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 10 Dec 20266 nights8 portsDeparts 2026 Dec 06
View itinerary · 8 ports
6 days, one-way from Bridgetown to Marigot
  1. 06 DecDeparting from Bridgetown, Barbados
  2. 07 DecSoufriere, St Lucia Island
  3. 08 DecIles des Saintes, Guadeloupe
  4. 09 DecFalmouth Antigua
  5. 10 DecCharlestown Nevis, Nevis Island
  6. 11 DecGustavia St Barths, Saint-Barthelemy Island France
  7. 12 DecAnguilla Island, UK, Sandy Ground
  8. 12 DecArriving in Marigot, St Martin Island France
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$4491from / pp
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 15 Dec 07:00 - 18:00 20267 nights8 portsDeparts 2026 Dec 12
View itinerary · 8 ports
7 days, one-way from Pointe-a-Pitre to Marigot
  1. 12 Dec 18:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 13 Dec - 21:30Iles des Saintes, Guadeloupe
  3. 14 Dec 08:30 - 21:30Falmouth Antigua
  4. 15 Dec 07:00 - 18:00Charlestown Nevis, Nevis Island
  5. 16 Dec 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 17 Dec 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 18 Dec - 14:30Anguilla Island, UK, Sandy Ground
  8. 19 DecArriving in Marigot, St Martin Island France
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Price on request
Azamara Journey
Azamara Cruises
Round-trip from San Juan
⚓ Calls 16 Dec 08:00 - 18:00 202613 nights14 portsDeparts 2026 Dec 05
View itinerary · 14 ports
13 days, round-trip Cruise Caribbean Cruise San Juan, Antigua St. Lucia
  1. 05 Dec 18:00Departing from San Juan, Puerto Rico
  2. 06 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 07 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 08 Dec 08:00 - 22:00Saint-Pierre Martinique
  5. 09 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  6. 10 Dec 08:00 - 20:00St Georges Grenada
  7. 11 Dec 08:00 - 17:00Scarborough, Tobago
  8. 12 Dec 06:00Bridgetown, Barbados
  9. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  10. 14 Dec 08:00 - 18:00Roseau, Dominica
  11. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  12. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  13. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  14. 18 Dec 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$3449from / pp
Azamara Journey
Azamara Cruises
Bridgetown → San Juan
⚓ Calls 16 Dec 08:00 - 18:00 20266 nights7 portsDeparts 2026 Dec 12
View itinerary · 7 ports
6 days, one-way from Bridgetown to San Juan
  1. 12 Dec 18:00Departing from Bridgetown, Barbados
  2. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 14 Dec 08:00 - 18:00Roseau, Dominica
  4. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  7. 18 Dec 06:00Arriving in San Juan, Puerto Rico
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$1399from / pp
Azamara Journey
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 16 Dec 08:00 - 18:00 202616 nights16 portsDeparts 2026 Dec 12
View itinerary · 16 ports
16 days, round-trip Cruise Caribbean Christmas Cruise Barbados, St. Lucia St. Thomas
  1. 12 Dec 18:00Departing from Bridgetown, Barbados
  2. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 14 Dec 08:00 - 18:00Roseau, Dominica
  4. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  7. 18 Dec 06:00San Juan, Puerto Rico
  8. 19 Dec 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  9. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 21 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 22 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  12. 23 Dec 09:00 - 22:00Saint-Pierre Martinique
  13. 24 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  14. 26 Dec 08:00 - 17:00Scarborough, Tobago
  15. 27 Dec 08:00 - 17:00Mayreau Island, Grenadines
  16. 28 Dec 06:00Arriving in Bridgetown, Barbados
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$4349from / pp
SeaDream II
SeaDream Yacht Club Cruises
St Thomas Island USVI → San Juan
⚓ Calls 16 Dec 20267 nights10 portsDeparts 2026 Dec 12
View itinerary · 10 ports
7 days, one-way from St Thomas Island USVI to San Juan
  1. 12 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 13 DecPhilipsburg St Maarten, Netherlands Antilles
  3. 13 DecPhilipsburg St Maarten, Netherlands Antilles
  4. 13 Dec - 14 DecGustavia St Barths, Saint-Barthelemy Island France
  5. 15 DecFalmouth Antigua
  6. 16 DecCharlestown Nevis, Nevis Island
  7. 17 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 17 DecNorman Island BVI, The Bight, UK Virgin Islands
  9. 18 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  10. 19 DecArriving in San Juan, Puerto Rico
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$4819from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 20 Dec 20267 nights8 portsDeparts 2026 Dec 19
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Christmas Cruise
  1. 19 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 20 DecCharlestown Nevis, Nevis Island
  3. 21 DecCabrits Dominica
  4. 22 DecTerre-de-Haut Island, Guadeloupe
  5. 23 DecDeshaies, Basse-Terre Island Guadeloupe
  6. 24 DecFalmouth Antigua
  7. 25 DecGustavia St Barths, Saint-Barthelemy Island France
  8. 26 DecArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Emerald Azzurra
Emerald Cruises
Marigot → Bridgetown
⚓ Calls 23 Dec 20266 nights9 portsDeparts 2026 Dec 21
View itinerary · 9 ports
6 days, one-way from Marigot to Bridgetown
  1. 21 DecDeparting from Marigot, St Martin Island France
  2. 21 DecPrickly Pear Island BVI, UK Virgin Islands
  3. 21 Dec - 22 DecGustavia St Barths, Saint-Barthelemy Island France
  4. 23 DecCharlestown Nevis, Nevis Island
  5. 23 DecBasseterre St Kitts, Port Zante
  6. 24 DecFalmouth Antigua
  7. 25 DecIles des Saintes, Guadeloupe
  8. 26 DecSoufriere, St Lucia Island
  9. 27 DecArriving in Bridgetown, Barbados
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Price on request
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 28 Dec 08:00 - 17:00 202614 nights15 portsDeparts 2026 Dec 19
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 19 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 20 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 21 Dec 08:00 - 18:00Falmouth Antigua
  4. 22 Dec 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  5. 23 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 23 Dec 19:00 - 24 Dec 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 25 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 26 Dec 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 27 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  11. 29 Dec 08:00 - 16:00Roseau, Dominica
  12. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  13. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  14. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  15. 02 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5619from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 28 Dec 08:00 - 17:00 202614 nights15 portsDeparts 2026 Dec 26
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 26 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 27 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  4. 29 Dec 08:00 - 16:00Roseau, Dominica
  5. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  6. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  7. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  8. 02 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 03 Jan 08:00 - 18:00Falmouth Antigua
  10. 04 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  11. 05 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  12. 05 Jan 19:00 - 06 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 07 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 08 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 09 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5519from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 28 Dec 08:00 - 17:00 20267 nights8 portsDeparts 2026 Dec 26
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 26 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 27 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  4. 29 Dec 08:00 - 16:00Roseau, Dominica
  5. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  6. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  7. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  8. 02 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3351from / pp
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 29 Dec 07:00 - 18:00 20267 nights8 portsDeparts 2026 Dec 26
View itinerary · 8 ports
7 days, one-way from Marigot to Pointe-a-Pitre
  1. 26 Dec 22:30Departing from Marigot, St Martin Island France
  2. 27 Dec 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  3. 28 Dec - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 29 Dec 07:00 - 18:00Charlestown Nevis, Nevis Island
  5. 30 Dec 08:00 - 21:00Falmouth Antigua
  6. 31 Dec 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  7. 01 Jan 08:30 - 21:30Iles des Saintes, Guadeloupe
  8. 02 Jan 05:30Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
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$12660from / pp
Silver Nova
Silversea Cruises
San Juan → Miami
⚓ Calls 31 Dec 08:00 - 18:00 20268 nights7 portsDeparts 2026 Dec 29
View itinerary · 7 ports
8 days, one-way from San Juan to Miami
  1. 29 Dec 19:00Departing from San Juan, Puerto Rico
  2. 30 Dec 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 31 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  4. 01 Jan 09:00 - 19:00Roseau, Dominica
  5. 02 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  6. 03 Jan 08:00 - 15:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 06 JanArriving in Miami, Florida
Find this cruise to book →
$7800from / pp
Azamara Journey
Azamara Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 09:00 - 18:00 202718 nights16 portsDeparts 2026 Dec 18
View itinerary · 16 ports
18 days, round-trip Cruise Caribbean Holiday Cruise San Juan, St. Barts Curacao
  1. 18 Dec 18:00Departing from San Juan, Puerto Rico
  2. 19 Dec 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 21 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  5. 22 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 23 Dec 09:00 - 22:00Saint-Pierre Martinique
  7. 24 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  8. 26 Dec 08:00 - 17:00Scarborough, Tobago
  9. 27 Dec 08:00 - 17:00Mayreau Island, Grenadines
  10. 28 Dec 06:00Bridgetown, Barbados
  11. 30 Dec 08:00 - 22:00Oranjestad Aruba, Netherlands Antilles
  12. 31 Dec 08:00 - 23:00Willemstad Curacao, Netherlands Antilles
  13. 02 Jan 11:00 - 18:00Castries, St Lucia Island
  14. 03 Jan 09:00 - 18:00Charlestown Nevis, Nevis Island
  15. 04 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  16. 05 Jan 06:00Arriving in San Juan, Puerto Rico
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$5239from / pp
Azamara Journey
Azamara Cruises
Bridgetown → San Juan
⚓ Calls 03 Jan 09:00 - 18:00 20278 nights7 portsDeparts 2026 Dec 28
View itinerary · 7 ports
8 days, one-way from Bridgetown to San Juan
  1. 28 Dec 18:00Departing from Bridgetown, Barbados
  2. 30 Dec 08:00 - 22:00Oranjestad Aruba, Netherlands Antilles
  3. 31 Dec 08:00 - 23:00Willemstad Curacao, Netherlands Antilles
  4. 02 Jan 11:00 - 18:00Castries, St Lucia Island
  5. 03 Jan 09:00 - 18:00Charlestown Nevis, Nevis Island
  6. 04 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  7. 05 Jan 06:00Arriving in San Juan, Puerto Rico
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$2649from / pp
Azamara Journey
Azamara Cruises
Bridgetown → Miami
⚓ Calls 03 Jan 09:00 - 18:00 202717 nights14 portsDeparts 2026 Dec 28
View itinerary · 14 ports
17 days, one-way from Bridgetown to Miami
  1. 28 Dec 18:00Departing from Bridgetown, Barbados
  2. 30 Dec 08:00 - 22:00Oranjestad Aruba, Netherlands Antilles
  3. 31 Dec 08:00 - 23:00Willemstad Curacao, Netherlands Antilles
  4. 02 Jan 11:00 - 18:00Castries, St Lucia Island
  5. 03 Jan 09:00 - 18:00Charlestown Nevis, Nevis Island
  6. 04 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  7. 05 Jan 06:00San Juan, Puerto Rico
  8. 06 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 07 Jan 08:00 - 18:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 08 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  11. 09 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  12. 10 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  13. 11 Jan 07:30 - 14:00Tortola Island BVI, Road Town, UK Virgin Islands
  14. 14 Jan 06:00Arriving in Miami, Florida
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$5129from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 03 Jan 20277 nights8 portsDeparts 2027 Jan 02
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 02 JanDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 03 JanCharlestown Nevis, Nevis Island
  3. 04 JanCabrits Dominica
  4. 05 JanDeshaies, Basse-Terre Island Guadeloupe
  5. 06 JanTerre-de-Haut Island, Guadeloupe
  6. 07 JanFalmouth Antigua
  7. 08 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 09 JanArriving in Philipsburg St Maarten, Netherlands Antilles
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Price on request
Emerald Sakara
Emerald Cruises
St Thomas Island USVI → San Juan
⚓ Calls 05 Jan 20276 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
6 days, one-way from St Thomas Island USVI to San Juan
  1. 03 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 04 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 05 JanCharlestown Nevis, Nevis Island
  4. 06 JanFalmouth Antigua
  5. 07 JanGustavia St Barths, Saint-Barthelemy Island France
  6. 08 JanAnguilla Island, UK, Sandy Ground
  7. 09 JanArriving in San Juan, Puerto Rico
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$5265from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 10 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 02
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 02 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 03 Jan 08:00 - 18:00Falmouth Antigua
  3. 04 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 05 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 05 Jan 19:00 - 06 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 07 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  7. 08 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 09 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  11. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  12. 13 Jan 08:00 - 16:00Roseau, Dominica
  13. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 16 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5419from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 10 Jan 08:00 - 17:00 20277 nights8 portsDeparts 2027 Jan 09
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 09 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  4. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Jan 08:00 - 16:00Roseau, Dominica
  6. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 16 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$3251from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 10 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 09
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 09 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  4. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Jan 08:00 - 16:00Roseau, Dominica
  6. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 16 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 17 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 18 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  11. 18 Jan 19:00 - 19 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  12. 20 Jan 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  13. 21 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  14. 22 Jan 08:00 - 17:00Falmouth Antigua
  15. 23 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5519from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 11 Jan 20277 nights8 portsDeparts 2027 Jan 09
View itinerary · 8 ports
7 days, one-way from San Juan to St Thomas Island USVI
  1. 09 JanDeparting from San Juan, Puerto Rico
  2. 10 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 11 JanCharlestown Nevis, Nevis Island
  4. 12 JanDeshaies, Basse-Terre Island Guadeloupe
  5. 13 JanFalmouth Antigua
  6. 14 JanGustavia St Barths, Saint-Barthelemy Island France
  7. 15 JanAnguilla Island, UK, Sandy Ground
  8. 16 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 13 Jan 07:00 - 18:00 20277 nights8 portsDeparts 2027 Jan 09
View itinerary · 8 ports
7 days, one-way from Pointe-a-Pitre to Marigot
  1. 09 Jan 18:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 10 Jan - 21:30Iles des Saintes, Guadeloupe
  3. 11 Jan 08:30 - 21:30Falmouth Antigua
  4. 12 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 13 Jan 07:00 - 18:00Charlestown Nevis, Nevis Island
  6. 14 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 15 Jan 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  8. 16 JanArriving in Marigot, St Martin Island France
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$9320from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 17 Jan 20277 nights8 portsDeparts 2027 Jan 16
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 16 JanDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 17 JanCharlestown Nevis, Nevis Island
  3. 18 JanCabrits Dominica
  4. 19 JanTerre-de-Haut Island, Guadeloupe
  5. 20 JanDeshaies, Basse-Terre Island Guadeloupe
  6. 21 JanFalmouth Antigua
  7. 22 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 23 JanArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Azamara Journey
Azamara Cruises
Miami → Bridgetown
⚓ Calls 20 Jan 08:00 - 18:00 202711 nights10 portsDeparts 2027 Jan 14
View itinerary · 10 ports
11 days, one-way from Miami to Bridgetown
  1. 14 Jan 17:00Departing from Miami, Florida
  2. 17 Jan 10:30 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 18 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 19 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  5. 20 Jan 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 21 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  7. 22 Jan 08:00 - 20:00Saint-Pierre Martinique
  8. 23 Jan 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  9. 24 Jan 08:00 - 17:00St Georges Grenada
  10. 25 Jan 06:00Arriving in Bridgetown, Barbados
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$2699from / pp
Azamara Journey
Azamara Cruises
Miami → Buenos Aires
⚓ Calls 20 Jan 08:00 - 18:00 202734 nights23 portsDeparts 2027 Jan 14
View itinerary · 23 ports
34 days, one-way from Miami to Buenos Aires
  1. 14 Jan 17:00Departing from Miami, Florida
  2. 17 Jan 10:30 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 18 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 19 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  5. 20 Jan 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 21 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  7. 22 Jan 08:00 - 20:00Saint-Pierre Martinique
  8. 23 Jan 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  9. 24 Jan 08:00 - 17:00St Georges Grenada
  10. 25 Jan 06:00Bridgetown, Barbados
  11. 26 Jan 08:00 - 16:00Scarborough, Tobago
  12. 28 Jan 10:00 - 15:00Iles du Salut, French Guiana
  13. 30 Jan 08:00 - 17:00Belem, Brazil
  14. 02 Feb 13:00 - 22:00Recife, Brazil
  15. 04 Feb 08:00 - 18:00Salvador de Bahia, Brazil
  16. 06 Feb 13:00 - 20:00Buzios, Brazil
  17. 07 Feb 08:00 - 09 Feb 17:00Rio de Janeiro, Brazil
  18. 10 Feb 08:00 - 18:00Paraty, Brazil
  19. 11 Feb 08:00 - 18:00Ilhabela, Brazil
  20. 12 Feb 08:00 - 18:00Santos, Sao Paulo, Brazil
  21. 15 Feb 08:00 - 18:00Montevideo, Uruguay
  22. 16 Feb 08:00Buenos Aires, Argentina
  23. 17 FebArriving in Buenos Aires, Argentina
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Azamara Journey
Azamara Cruises
Round-trip from Miami
⚓ Calls 20 Jan 08:00 - 18:00 202774 nights42 portsDeparts 2027 Jan 14
View itinerary · 42 ports
74 days, round-trip Cruise Circle South America Grand Voyage
  1. 14 Jan 17:00Departing from Miami, Florida
  2. 17 Jan 10:30 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 18 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 19 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  5. 20 Jan 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 21 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  7. 22 Jan 08:00 - 20:00Saint-Pierre Martinique
  8. 23 Jan 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  9. 24 Jan 08:00 - 17:00St Georges Grenada
  10. 25 Jan 06:00Bridgetown, Barbados
  11. 26 Jan 08:00 - 16:00Scarborough, Tobago
  12. 28 Jan 10:00 - 15:00Iles du Salut, French Guiana
  13. 30 Jan 08:00 - 17:00Belem, Brazil
  14. 02 Feb 13:00 - 22:00Recife, Brazil
  15. 04 Feb 08:00 - 18:00Salvador de Bahia, Brazil
  16. 06 Feb 13:00 - 20:00Buzios, Brazil
  17. 07 Feb 08:00 - 09 Feb 17:00Rio de Janeiro, Brazil
  18. 10 Feb 08:00 - 18:00Paraty, Brazil
  19. 11 Feb 08:00 - 18:00Ilhabela, Brazil
  20. 12 Feb 08:00 - 18:00Santos, Sao Paulo, Brazil
  21. 15 Feb 08:00 - 18:00Montevideo, Uruguay
  22. 16 Feb 08:00 - 17 FebBuenos Aires, Argentina
  23. 19 Feb 08:00 - 22:00Montevideo, Uruguay
  24. 20 Feb 08:00 - 22:00Punta del Este, Uruguay
  25. 24 Feb 07:30 - 17:00Port Stanley, East Falkland Island UK
  26. 26 Feb 06:00 - 28 Feb 18:00Antarctic Peninsula
  27. 02 Mar 08:00 - 03 Mar 07:00Ushuaia, Argentina
  28. 04 Mar 07:00 - 19:30Punta Arenas, Chile Antarctica
  29. 07 Mar 07:00 - 14:30Puerto Chacabuco, Coyhaique, Chile
  30. 08 Mar 08:00 - 17:00Puerto Montt, Chile
  31. 10 Mar 07:00San Antonio, Chile
  32. 11 Mar 11:00 - 17:00Coquimbo, La Serena, Chile
  33. 13 Mar 09:30 - 20:00Iquique, Chile
  34. 14 Mar 08:00 - 22:00Arica, Chile
  35. 16 Mar 08:00 - 20:00Pisco, Paracas-Puerto General San Martin, Peru
  36. 17 Mar 07:30 - 18 Mar 18:00Callao-Lima, Peru
  37. 22 Mar 09:30 - 22:00Panama City, Fuerte Amador, Balboa
  38. 23 Mar 05:00 - 17:00Panama Canal
  39. 24 Mar 08:00 - 18:00Puerto Limon, Costa Rica
  40. 25 Mar 08:00 - 16:00San Andres Island Colombia
  41. 27 Mar 08:00 - 18:00Cozumel, Mexico, Riviera Maya
  42. 29 Mar 06:00Arriving in Miami, Florida
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$28729from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 24 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 16
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 16 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 17 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  3. 18 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 18 Jan 19:00 - 19 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  5. 20 Jan 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  6. 21 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 22 Jan 08:00 - 17:00Falmouth Antigua
  8. 23 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 24 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 25 Jan 08:00 - 16:00Roseau, Dominica
  11. 26 Jan 08:00 - 17:00Mayreau Island, Grenadines
  12. 27 Jan 12:00 - 18:00Iles des Saintes, Guadeloupe
  13. 28 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 29 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 30 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5719from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 24 Jan 08:00 - 17:00 20277 nights8 portsDeparts 2027 Jan 23
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 23 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 24 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 25 Jan 08:00 - 16:00Roseau, Dominica
  4. 26 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 27 Jan 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 28 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 29 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 30 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3451from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 24 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 23
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 23 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 24 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 25 Jan 08:00 - 16:00Roseau, Dominica
  4. 26 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 27 Jan 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 28 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 29 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 30 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 31 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 01 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  11. 01 Feb 19:00 - 02 Feb 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  12. 03 Feb 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  13. 04 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  14. 05 Feb 08:00 - 17:00Falmouth Antigua
  15. 06 Feb 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5919from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 26 Jan 20277 nights9 portsDeparts 2027 Jan 23
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 23 JanDeparting from San Juan, Puerto Rico
  2. 24 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 25 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 25 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 26 JanCharlestown Nevis, Nevis Island
  6. 27 JanAnguilla Island, UK, Sandy Ground
  7. 27 Jan - 28 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 29 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 30 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$5919from / pp
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 26 Jan 07:00 - 18:00 20277 nights8 portsDeparts 2027 Jan 23
View itinerary · 8 ports
7 days, one-way from Marigot to Pointe-a-Pitre
  1. 23 Jan 22:30Departing from Marigot, St Martin Island France
  2. 24 Jan 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  3. 25 Jan - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 26 Jan 07:00 - 18:00Charlestown Nevis, Nevis Island
  5. 27 Jan 08:00 - 21:00Falmouth Antigua
  6. 28 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  7. 29 Jan 08:30 - 21:30Iles des Saintes, Guadeloupe
  8. 30 Jan 05:30Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$9320from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 31 Jan 20277 nights8 portsDeparts 2027 Jan 30
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 30 JanDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 31 JanCharlestown Nevis, Nevis Island
  3. 01 FebCabrits Dominica
  4. 02 FebTerre-de-Haut Island, Guadeloupe
  5. 03 FebDeshaies, Basse-Terre Island Guadeloupe
  6. 04 FebFalmouth Antigua
  7. 05 FebGustavia St Barths, Saint-Barthelemy Island France
  8. 06 FebArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 03 Feb 20276 nights8 portsDeparts 2027 Jan 30
View itinerary · 8 ports
6 days, one-way from Bridgetown to Marigot
  1. 30 JanDeparting from Bridgetown, Barbados
  2. 31 JanSoufriere, St Lucia Island
  3. 01 FebIles des Saintes, Guadeloupe
  4. 02 FebFalmouth Antigua
  5. 03 FebCharlestown Nevis, Nevis Island
  6. 04 FebGustavia St Barths, Saint-Barthelemy Island France
  7. 05 FebAnguilla Island, UK, Sandy Ground
  8. 05 FebArriving in Marigot, St Martin Island France
Find this cruise to book →
$4788from / pp
SeaDream II
SeaDream Yacht Club Cruises
St Thomas Island USVI → Marigot
⚓ Calls 06 Feb 20277 nights9 portsDeparts 2027 Jan 31
View itinerary · 9 ports
7 days, one-way from St Thomas Island USVI to Marigot
  1. 31 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 01 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 01 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 02 FebPrickly Pear Island BVI, UK Virgin Islands
  5. 03 FebNorman Island BVI, The Bight, UK Virgin Islands
  6. 04 FebAnguilla Island, UK, Sandy Ground
  7. 04 Feb - 05 FebGustavia St Barths, Saint-Barthelemy Island France
  8. 06 FebCharlestown Nevis, Nevis Island
  9. 07 FebArriving in Marigot, St Martin Island France
Find this cruise to book →
$5119from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 07 Feb 08:00 - 17:00 20277 nights8 portsDeparts 2027 Feb 06
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 06 Feb 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 07 Feb 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 08 Feb 08:00 - 16:00Roseau, Dominica
  4. 09 Feb 08:00 - 17:00Mayreau Island, Grenadines
  5. 10 Feb 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 11 Feb 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 12 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 13 Feb 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3451from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 07 Feb 08:00 - 17:00 202714 nights15 portsDeparts 2027 Feb 06
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 06 Feb 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 07 Feb 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 08 Feb 08:00 - 16:00Roseau, Dominica
  4. 09 Feb 08:00 - 17:00Mayreau Island, Grenadines
  5. 10 Feb 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 11 Feb 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 12 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 13 Feb 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 14 Feb 08:00 - 18:00Falmouth Antigua
  10. 15 Feb 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  11. 16 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  12. 16 Feb 19:00 - 17 Feb 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 18 Feb 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 19 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 20 Feb 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5919from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 07 Feb 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 30
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 30 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 31 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  3. 01 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 01 Feb 19:00 - 02 Feb 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  5. 03 Feb 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  6. 04 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 05 Feb 08:00 - 17:00Falmouth Antigua
  8. 06 Feb 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 07 Feb 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 08 Feb 08:00 - 16:00Roseau, Dominica
  11. 09 Feb 08:00 - 17:00Mayreau Island, Grenadines
  12. 10 Feb 12:00 - 18:00Iles des Saintes, Guadeloupe
  13. 11 Feb 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 12 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 13 Feb 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5919from / pp
Emerald Sakara
Emerald Cruises
St Thomas Island USVI → San Juan
⚓ Calls 08 Feb 20277 nights8 portsDeparts 2027 Feb 06
View itinerary · 8 ports
7 days, one-way from St Thomas Island USVI to San Juan
  1. 06 FebDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 07 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 08 FebCharlestown Nevis, Nevis Island
  4. 09 FebDeshaies, Basse-Terre Island Guadeloupe
  5. 10 FebFalmouth Antigua
  6. 11 FebGustavia St Barths, Saint-Barthelemy Island France
  7. 12 FebAnguilla Island, UK, Sandy Ground
  8. 13 FebArriving in San Juan, Puerto Rico
Find this cruise to book →
$4788from / pp
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 11 Feb 07:00 - 18:00 20277 nights8 portsDeparts 2027 Feb 06
View itinerary · 8 ports
7 days, one-way from Pointe-a-Pitre to Marigot
  1. 06 Feb 18:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 07 Feb - 21:30Iles des Saintes, Guadeloupe
  3. 08 Feb 08:30 - 21:30Falmouth Antigua
  4. 09 Feb 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 10 Feb 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 11 Feb 07:00 - 18:00Charlestown Nevis, Nevis Island
  7. 12 Feb - 14:30Anguilla Island, UK, Sandy Ground
  8. 13 FebArriving in Marigot, St Martin Island France
Find this cruise to book →
$9320from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from Marigot
⚓ Calls 13 Feb 20277 nights9 portsDeparts 2027 Feb 07
View itinerary · 9 ports
7 days, round-trip 7 Night Marigot to Marigot Cruise
  1. 07 FebDeparting from Marigot, St Martin Island France
  2. 08 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 08 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 09 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  5. 10 FebNorman Island BVI, The Bight, UK Virgin Islands
  6. 11 FebAnguilla Island, UK, Sandy Ground
  7. 11 Feb - 12 FebGustavia St Barths, Saint-Barthelemy Island France
  8. 13 FebCharlestown Nevis, Nevis Island
  9. 14 FebArriving in Marigot, St Martin Island France
Find this cruise to book →
$6019from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 14 Feb 20277 nights8 portsDeparts 2027 Feb 13
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 13 FebDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 14 FebCharlestown Nevis, Nevis Island
  3. 15 FebCabrits Dominica
  4. 16 FebTerre-de-Haut Island, Guadeloupe
  5. 17 FebDeshaies, Basse-Terre Island Guadeloupe
  6. 18 FebFalmouth Antigua
  7. 19 FebGustavia St Barths, Saint-Barthelemy Island France
  8. 20 FebArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 15 Feb 20277 nights8 portsDeparts 2027 Feb 13
View itinerary · 8 ports
7 days, one-way from San Juan to St Thomas Island USVI
  1. 13 FebDeparting from San Juan, Puerto Rico
  2. 14 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 15 FebCharlestown Nevis, Nevis Island
  4. 16 FebDeshaies, Basse-Terre Island Guadeloupe
  5. 17 FebFalmouth Antigua
  6. 18 FebGustavia St Barths, Saint-Barthelemy Island France
  7. 19 FebAnguilla Island, UK, Sandy Ground
  8. 20 FebArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
SeaDream II
SeaDream Yacht Club Cruises
Marigot → St Thomas Island USVI
⚓ Calls 17 Feb 20277 nights9 portsDeparts 2027 Feb 14
View itinerary · 9 ports
7 days, one-way from Marigot to St Thomas Island USVI
  1. 14 FebDeparting from Marigot, St Martin Island France
  2. 15 FebAnguilla Island, UK, Sandy Ground
  3. 15 Feb - 16 FebGustavia St Barths, Saint-Barthelemy Island France
  4. 17 FebCharlestown Nevis, Nevis Island
  5. 18 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  6. 18 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 19 FebPrickly Pear Island BVI, UK Virgin Islands
  8. 20 FebNorman Island BVI, The Bight, UK Virgin Islands
  9. 21 FebArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5619from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 21 Feb 08:00 - 17:00 202714 nights15 portsDeparts 2027 Feb 13
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 13 Feb 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 14 Feb 08:00 - 18:00Falmouth Antigua
  3. 15 Feb 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 16 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 16 Feb 19:00 - 17 Feb 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 18 Feb 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  7. 19 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 20 Feb 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 21 Feb 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 22 Feb 08:00 - 16:00Roseau, Dominica
  11. 23 Feb 08:00 - 17:00Mayreau Island, Grenadines
  12. 24 Feb 12:00 - 18:00Iles des Saintes, Guadeloupe
  13. 25 Feb 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 26 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 27 Feb 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5819from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 21 Feb 08:00 - 17:00 20277 nights8 portsDeparts 2027 Feb 20
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 20 Feb 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 21 Feb 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 22 Feb 08:00 - 16:00Roseau, Dominica
  4. 23 Feb 08:00 - 17:00Mayreau Island, Grenadines
  5. 24 Feb 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 25 Feb 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 26 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 27 Feb 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3351from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 21 Feb 08:00 - 17:00 202714 nights15 portsDeparts 2027 Feb 20
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 20 Feb 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 21 Feb 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 22 Feb 08:00 - 16:00Roseau, Dominica
  4. 23 Feb 08:00 - 17:00Mayreau Island, Grenadines
  5. 24 Feb 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 25 Feb 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 26 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 27 Feb 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 28 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  10. 28 Feb 19:00 - 01 Mar 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 02 Mar 07:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  12. 03 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  13. 04 Mar 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  14. 05 Mar 08:00 - 17:00Falmouth Antigua
  15. 06 Mar 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5719from / pp
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 23 Feb 07:00 - 18:00 20277 nights8 portsDeparts 2027 Feb 20
View itinerary · 8 ports
7 days, one-way from Marigot to Pointe-a-Pitre
  1. 20 Feb 22:30Departing from Marigot, St Martin Island France
  2. 21 Feb 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  3. 22 Feb - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 23 Feb 07:00 - 18:00Charlestown Nevis, Nevis Island
  5. 24 Feb 08:00 - 21:00Falmouth Antigua
  6. 25 Feb 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  7. 26 Feb 08:30 - 21:30Iles des Saintes, Guadeloupe
  8. 27 Feb 05:30Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$9320from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 28 Feb 20277 nights8 portsDeparts 2027 Feb 27
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 27 FebDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 28 FebCharlestown Nevis, Nevis Island
  3. 01 MarCabrits Dominica
  4. 02 MarTerre-de-Haut Island, Guadeloupe
  5. 03 MarDeshaies, Basse-Terre Island Guadeloupe
  6. 04 MarFalmouth Antigua
  7. 05 MarGustavia St Barths, Saint-Barthelemy Island France
  8. 06 MarArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 03 Mar 20276 nights8 portsDeparts 2027 Feb 27
View itinerary · 8 ports
6 days, one-way from Bridgetown to Marigot
  1. 27 FebDeparting from Bridgetown, Barbados
  2. 28 FebSoufriere, St Lucia Island
  3. 01 MarIles des Saintes, Guadeloupe
  4. 02 MarFalmouth Antigua
  5. 03 MarCharlestown Nevis, Nevis Island
  6. 04 MarGustavia St Barths, Saint-Barthelemy Island France
  7. 05 MarAnguilla Island, UK, Sandy Ground
  8. 05 MarArriving in Marigot, St Martin Island France
Find this cruise to book →
$4788from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 07 Mar 08:00 - 17:00 202714 nights15 portsDeparts 2027 Feb 27
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 27 Feb 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 28 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 28 Feb 19:00 - 01 Mar 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 02 Mar 07:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  5. 03 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 04 Mar 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  7. 05 Mar 08:00 - 17:00Falmouth Antigua
  8. 06 Mar 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 07 Mar 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 08 Mar 08:00 - 16:00Roseau, Dominica
  11. 09 Mar 08:00 - 17:00Mayreau Island, Grenadines
  12. 10 Mar 12:00 - 18:00Iles des Saintes, Guadeloupe
  13. 11 Mar 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 12 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 13 Mar 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5519from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 07 Mar 08:00 - 17:00 20277 nights8 portsDeparts 2027 Mar 06
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 06 Mar 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 07 Mar 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 08 Mar 08:00 - 16:00Roseau, Dominica
  4. 09 Mar 08:00 - 17:00Mayreau Island, Grenadines
  5. 10 Mar 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 11 Mar 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 12 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 13 Mar 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3151from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 07 Mar 08:00 - 17:00 202714 nights15 portsDeparts 2027 Mar 06
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 06 Mar 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 07 Mar 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 08 Mar 08:00 - 16:00Roseau, Dominica
  4. 09 Mar 08:00 - 17:00Mayreau Island, Grenadines
  5. 10 Mar 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 11 Mar 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 12 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 13 Mar 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 14 Mar 08:00 - 18:00Falmouth Antigua
  10. 15 Mar 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  11. 16 Mar 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  12. 16 Mar 19:00 - 17 Mar 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 18 Mar 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 19 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 20 Mar 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5519from / pp
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 10 Mar 07:00 - 18:00 20277 nights8 portsDeparts 2027 Mar 06
View itinerary · 8 ports
7 days, one-way from Pointe-a-Pitre to Marigot
  1. 06 Mar 18:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 07 Mar - 21:30Iles des Saintes, Guadeloupe
  3. 08 Mar 08:30 - 21:30Falmouth Antigua
  4. 09 Mar 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 10 Mar 07:00 - 18:00Charlestown Nevis, Nevis Island
  6. 11 Mar 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 12 Mar 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  8. 13 MarArriving in Marigot, St Martin Island France
Find this cruise to book →
$9320from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 14 Mar 20277 nights8 portsDeparts 2027 Mar 13
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 13 MarDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 14 MarCharlestown Nevis, Nevis Island
  3. 15 MarCabrits Dominica
  4. 16 MarTerre-de-Haut Island, Guadeloupe
  5. 17 MarDeshaies, Basse-Terre Island Guadeloupe
  6. 18 MarFalmouth Antigua
  7. 19 MarGustavia St Barths, Saint-Barthelemy Island France
  8. 20 MarArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Emerald Sakara
Emerald Cruises
St Thomas Island USVI → San Juan
⚓ Calls 15 Mar 20277 nights8 portsDeparts 2027 Mar 13
View itinerary · 8 ports
7 days, one-way from St Thomas Island USVI to San Juan
  1. 13 MarDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 14 MarSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 15 MarCharlestown Nevis, Nevis Island
  4. 16 MarDeshaies, Basse-Terre Island Guadeloupe
  5. 17 MarFalmouth Antigua
  6. 18 MarGustavia St Barths, Saint-Barthelemy Island France
  7. 19 MarAnguilla Island, UK, Sandy Ground
  8. 20 MarArriving in San Juan, Puerto Rico
Find this cruise to book →
$4788from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 21 Mar 08:00 - 17:00 202714 nights15 portsDeparts 2027 Mar 13
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 13 Mar 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 14 Mar 08:00 - 18:00Falmouth Antigua
  3. 15 Mar 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 16 Mar 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 16 Mar 19:00 - 17 Mar 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 18 Mar 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  7. 19 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 20 Mar 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 21 Mar 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 22 Mar 08:00 - 16:00Roseau, Dominica
  11. 23 Mar 08:00 - 17:00Mayreau Island, Grenadines
  12. 24 Mar 12:00 - 18:00Iles des Saintes, Guadeloupe
  13. 25 Mar 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 26 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 27 Mar 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5619from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 21 Mar 08:00 - 17:00 20277 nights8 portsDeparts 2027 Mar 20
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 20 Mar 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 21 Mar 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 22 Mar 08:00 - 16:00Roseau, Dominica
  4. 23 Mar 08:00 - 17:00Mayreau Island, Grenadines
  5. 24 Mar 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 25 Mar 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 26 Mar 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 27 Mar 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3251from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 22 Mar 20277 nights8 portsDeparts 2027 Mar 20
View itinerary · 8 ports
7 days, one-way from San Juan to St Thomas Island USVI
  1. 20 MarDeparting from San Juan, Puerto Rico
  2. 21 MarSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 22 MarCharlestown Nevis, Nevis Island
  4. 23 MarDeshaies, Basse-Terre Island Guadeloupe
  5. 24 MarFalmouth Antigua
  6. 25 MarGustavia St Barths, Saint-Barthelemy Island France
  7. 26 MarAnguilla Island, UK, Sandy Ground
  8. 27 MarArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 23 Mar 07:00 - 18:00 20277 nights8 portsDeparts 2027 Mar 20
View itinerary · 8 ports
7 days, one-way from Marigot to Pointe-a-Pitre
  1. 20 Mar 22:30Departing from Marigot, St Martin Island France
  2. 21 Mar 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  3. 22 Mar - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 23 Mar 07:00 - 18:00Charlestown Nevis, Nevis Island
  5. 24 Mar 08:00 - 21:00Falmouth Antigua
  6. 25 Mar 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  7. 26 Mar 08:30 - 21:30Iles des Saintes, Guadeloupe
  8. 27 Mar 05:30Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$9320from / pp
Le Laperouse
Ponant Cruises
Round-trip from Fort-de-France
⚓ Calls 24 Mar 202712 nights14 portsDeparts 2027 Mar 22
View itinerary · 14 ports
12 days, round-trip 12 Night The Essentials of the Caribbean Cruise
  1. 22 MarDeparting from Fort-de-France, Martinique
  2. 23 MarSt Johns Antigua, RCI Royal Beach Club
  3. 24 MarCharlestown Nevis, Nevis Island
  4. 25 MarJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  5. 26 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  6. 27 MarGustavia St Barths, Saint-Barthelemy Island France
  7. 28 MarIles des Saintes, Guadeloupe
  8. 29 MarPigeon Island, Rodney Bay, St Lucia
  9. 29 MarSoufriere, St Lucia Island
  10. 30 MarMayreau Island, Grenadines
  11. 31 MarTobago Cays, Grenadines
  12. 01 AprBequia Island, Port Elizabeth, Grenadines
  13. 02 AprSaint-Pierre Martinique
  14. 03 AprArriving in Fort-de-France, Martinique
Find this cruise to book →
Price on request
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 25 Mar 20277 nights9 portsDeparts 2027 Mar 20
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 20 MarDeparting from San Juan, Puerto Rico
  2. 21 MarNorman Island BVI, The Bight, UK Virgin Islands
  3. 22 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 22 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 22 MarBeef Island BVI, UK Virgin Islands
  6. 23 Mar - 24 MarGustavia St Barths, Saint-Barthelemy Island France
  7. 25 MarCharlestown Nevis, Nevis Island
  8. 26 MarJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 27 MarArriving in San Juan, Puerto Rico
Find this cruise to book →
$5719from / pp
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 31 Mar 20276 nights8 portsDeparts 2027 Mar 27
View itinerary · 8 ports
6 days, one-way from Bridgetown to Marigot
  1. 27 MarDeparting from Bridgetown, Barbados
  2. 28 MarSoufriere, St Lucia Island
  3. 29 MarIles des Saintes, Guadeloupe
  4. 30 MarFalmouth Antigua
  5. 31 MarCharlestown Nevis, Nevis Island
  6. 01 AprGustavia St Barths, Saint-Barthelemy Island France
  7. 02 AprAnguilla Island, UK, Sandy Ground
  8. 02 AprArriving in Marigot, St Martin Island France
Find this cruise to book →
$6395from / pp
Emerald Sakara
Emerald Cruises
St Thomas Island USVI → San Juan
⚓ Calls 05 Apr 20277 nights8 portsDeparts 2027 Apr 03
View itinerary · 8 ports
7 days, one-way from St Thomas Island USVI to San Juan
  1. 03 AprDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 04 AprSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 05 AprCharlestown Nevis, Nevis Island
  4. 06 AprDeshaies, Basse-Terre Island Guadeloupe
  5. 07 AprFalmouth Antigua
  6. 08 AprGustavia St Barths, Saint-Barthelemy Island France
  7. 09 AprAnguilla Island, UK, Sandy Ground
  8. 10 AprArriving in San Juan, Puerto Rico
Find this cruise to book →
Price on request
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 07 Apr 07:00 - 18:00 20277 nights8 portsDeparts 2027 Apr 03
View itinerary · 8 ports
7 days, one-way from Pointe-a-Pitre to Marigot
  1. 03 Apr 18:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 04 Apr - 21:30Iles des Saintes, Guadeloupe
  3. 05 Apr 08:30 - 21:30Falmouth Antigua
  4. 06 Apr 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 07 Apr 07:00 - 18:00Charlestown Nevis, Nevis Island
  6. 08 Apr 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 09 Apr 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  8. 10 AprArriving in Marigot, St Martin Island France
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$8770from / pp
Emerald Azzurra
Emerald Cruises
Marigot → Bridgetown
⚓ Calls 13 Apr 20276 nights9 portsDeparts 2027 Apr 11
View itinerary · 9 ports
6 days, one-way from Marigot to Bridgetown
  1. 11 AprDeparting from Marigot, St Martin Island France
  2. 11 AprPrickly Pear Island BVI, UK Virgin Islands
  3. 11 Apr - 12 AprGustavia St Barths, Saint-Barthelemy Island France
  4. 13 AprCharlestown Nevis, Nevis Island
  5. 13 AprBasseterre St Kitts, Port Zante
  6. 14 AprFalmouth Antigua
  7. 15 AprIles des Saintes, Guadeloupe
  8. 16 AprSoufriere, St Lucia Island
  9. 17 AprArriving in Bridgetown, Barbados
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Price on request
Emerald Sakara
Emerald Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 17 Nov 202714 nights13 portsDeparts 2027 Nov 13
View itinerary · 13 ports
14 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 13 NovDeparting from Bridgetown, Barbados
  2. 14 NovSoufriere, St Lucia Island
  3. 15 NovIles des Saintes, Guadeloupe
  4. 16 NovSt Johns Antigua, RCI Royal Beach Club
  5. 17 NovCharlestown Nevis, Nevis Island
  6. 18 NovGustavia St Barths, Saint-Barthelemy Island France
  7. 19 NovVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 20 NovPhilipsburg St Maarten, Netherlands Antilles
  9. 21 NovBasseterre St Kitts, Port Zante
  10. 22 NovAnguilla Island, UK, Sandy Ground
  11. 23 Nov - 24 NovVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  12. 25 Nov - 26 NovGustavia St Barths, Saint-Barthelemy Island France
  13. 27 NovArriving in Philipsburg St Maarten, Netherlands Antilles
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$12690from / pp
Azamara Quest
Azamara Cruises
Round-trip from San Juan
⚓ Calls 18 Nov 08:00 - 18:00 202715 nights16 portsDeparts 2027 Nov 06
View itinerary · 16 ports
15 days, round-trip Cruise Caribbean Cruise Antigua, Grenada Saint Lucia
  1. 06 Nov 18:00Departing from San Juan, Puerto Rico
  2. 07 Nov 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 08 Nov 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 09 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  5. 10 Nov 08:00 - 22:00Saint-Pierre Martinique
  6. 11 Nov 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  7. 12 Nov 08:00 - 20:00St Georges Grenada
  8. 13 Nov 08:00 - 17:00Scarborough, Tobago
  9. 14 Nov 06:00Bridgetown, Barbados
  10. 15 Nov 08:00 - 18:00Castries, St Lucia Island
  11. 16 Nov 08:00 - 18:00Roseau, Dominica
  12. 17 Nov 08:00 - 22:00Basseterre St Kitts, Port Zante
  13. 18 Nov 08:00 - 18:00Charlestown Nevis, Nevis Island
  14. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  15. 20 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  16. 21 Nov 06:00Arriving in San Juan, Puerto Rico
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$4089from / pp
Azamara Quest
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 18 Nov 08:00 - 18:00 202714 nights15 portsDeparts 2027 Nov 14
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise Dominica, Bequia Grenada
  1. 14 Nov 18:00Departing from Bridgetown, Barbados
  2. 15 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 16 Nov 08:00 - 18:00Roseau, Dominica
  4. 17 Nov 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 18 Nov 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 20 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 21 Nov 06:00San Juan, Puerto Rico
  9. 22 Nov 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 23 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 24 Nov 08:00 - 22:00Saint-Pierre Martinique
  12. 25 Nov 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  13. 26 Nov 08:00 - 17:00St Georges Grenada
  14. 27 Nov 08:00 - 17:00Scarborough, Tobago
  15. 28 Nov 06:00Arriving in Bridgetown, Barbados
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$3799from / pp
Azamara Quest
Azamara Cruises
Bridgetown → San Juan
⚓ Calls 18 Nov 08:00 - 18:00 20277 nights8 portsDeparts 2027 Nov 14
View itinerary · 8 ports
7 days, one-way from Bridgetown to San Juan
  1. 14 Nov 18:00Departing from Bridgetown, Barbados
  2. 15 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 16 Nov 08:00 - 18:00Roseau, Dominica
  4. 17 Nov 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 18 Nov 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 20 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 21 Nov 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1919from / pp
Azamara Quest
Azamara Cruises
New York → San Juan
⚓ Calls 18 Nov 08:00 - 18:00 202724 nights20 portsDeparts 2027 Oct 28
View itinerary · 20 ports
24 days, one-way from New York to San Juan
  1. 28 Oct 17:00Departing from New York, NYC Manhattan-Brooklyn
  2. 30 Oct 16:00 - 31 Oct 16:00Hamilton, Bermuda
  3. 04 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  4. 05 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 06 Nov 06:00San Juan, Puerto Rico
  6. 07 Nov 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  7. 08 Nov 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 09 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  9. 10 Nov 08:00 - 22:00Saint-Pierre Martinique
  10. 11 Nov 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  11. 12 Nov 08:00 - 20:00St Georges Grenada
  12. 13 Nov 08:00 - 17:00Scarborough, Tobago
  13. 14 Nov 06:00Bridgetown, Barbados
  14. 15 Nov 08:00 - 18:00Castries, St Lucia Island
  15. 16 Nov 08:00 - 18:00Roseau, Dominica
  16. 17 Nov 08:00 - 22:00Basseterre St Kitts, Port Zante
  17. 18 Nov 08:00 - 18:00Charlestown Nevis, Nevis Island
  18. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  19. 20 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  20. 21 Nov 06:00Arriving in San Juan, Puerto Rico
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$5829from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 29 Nov 08:00 - 17:00 202715 nights16 portsDeparts 2027 Nov 20
View itinerary · 16 ports
15 days, round-trip 15 Night Star Collector Caribbean Explorations Cruise
  1. 20 Nov 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 21 Nov 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 22 Nov 08:00 - 22:00St Johns Antigua, RCI Royal Beach Club
  4. 23 Nov 07:00 - 17:00Deshaies, Basse-Terre Island Guadeloupe
  5. 24 Nov 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  6. 25 Nov 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  7. 25 Nov 19:00 - 26 Nov 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 27 Nov 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  9. 28 Nov 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  10. 29 Nov 08:00 - 17:00Charlestown Nevis, Nevis Island
  11. 30 Nov 08:00 - 16:00Roseau, Dominica
  12. 01 Dec 08:00 - 17:00Mayreau Island, Grenadines
  13. 02 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  14. 03 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 04 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  16. 05 Dec 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$4719from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 29 Nov 08:00 - 17:00 20277 nights8 portsDeparts 2027 Nov 28
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 28 Nov 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 29 Nov 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 30 Nov 08:00 - 16:00Roseau, Dominica
  4. 01 Dec 08:00 - 17:00Mayreau Island, Grenadines
  5. 02 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 03 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 04 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  8. 05 Dec 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$2851from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 29 Nov 08:00 - 17:00 202714 nights15 portsDeparts 2027 Nov 28
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 28 Nov 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 29 Nov 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 30 Nov 08:00 - 16:00Roseau, Dominica
  4. 01 Dec 08:00 - 17:00Mayreau Island, Grenadines
  5. 02 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 03 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 04 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  8. 05 Dec 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 06 Dec 08:00 - 18:00Falmouth Antigua
  10. 07 Dec 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  11. 08 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  12. 08 Dec 19:00 - 09 Dec 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 10 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 11 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 12 Dec 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$4519from / pp
Azamara Quest
Azamara Cruises
Round-trip from San Juan
⚓ Calls 02 Dec 08:00 - 18:00 202714 nights15 portsDeparts 2027 Nov 21
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise Antigua, Grenada Saint Lucia
  1. 21 Nov 18:00Departing from San Juan, Puerto Rico
  2. 22 Nov 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 23 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 24 Nov 08:00 - 22:00Saint-Pierre Martinique
  5. 25 Nov 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  6. 26 Nov 08:00 - 17:00St Georges Grenada
  7. 27 Nov 08:00 - 17:00Scarborough, Tobago
  8. 28 Nov 06:00Bridgetown, Barbados
  9. 29 Nov 08:00 - 18:00Castries, St Lucia Island
  10. 30 Nov 08:00 - 18:00Roseau, Dominica
  11. 01 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  12. 02 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  13. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  14. 04 Dec 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  15. 05 Dec 06:00Arriving in San Juan, Puerto Rico
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$3799from / pp
Azamara Quest
Azamara Cruises
Bridgetown → San Juan
⚓ Calls 02 Dec 08:00 - 18:00 20277 nights8 portsDeparts 2027 Nov 28
View itinerary · 8 ports
7 days, one-way from Bridgetown to San Juan
  1. 28 Nov 18:00Departing from Bridgetown, Barbados
  2. 29 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 30 Nov 08:00 - 18:00Roseau, Dominica
  4. 01 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 02 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 04 Dec 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  8. 05 Dec 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1919from / pp
Azamara Quest
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 02 Dec 08:00 - 18:00 202714 nights15 portsDeparts 2027 Nov 28
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise Dominica, Bequia Grenada
  1. 28 Nov 18:00Departing from Bridgetown, Barbados
  2. 29 Nov 08:00 - 18:00Castries, St Lucia Island
  3. 30 Nov 08:00 - 18:00Roseau, Dominica
  4. 01 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 02 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  7. 04 Dec 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  8. 05 Dec 06:00San Juan, Puerto Rico
  9. 06 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 07 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 08 Dec 08:00 - 22:00Saint-Pierre Martinique
  12. 09 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  13. 10 Dec 08:00 - 20:00St Georges Grenada
  14. 11 Dec 08:00 - 17:00Scarborough, Tobago
  15. 12 Dec 06:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$3649from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 05 Dec 20277 nights8 portsDeparts 2027 Dec 04
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 04 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 05 DecCharlestown Nevis, Nevis Island
  3. 06 DecCabrits Dominica
  4. 07 DecTerre-de-Haut Island, Guadeloupe
  5. 08 DecDeshaies, Basse-Terre Island Guadeloupe
  6. 09 DecFalmouth Antigua
  7. 10 DecGustavia St Barths, Saint-Barthelemy Island France
  8. 11 DecArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Emerald Sakara
Emerald Cruises
Philipsburg St Maarten → Bridgetown
⚓ Calls 07 Dec 20277 nights8 portsDeparts 2027 Dec 04
View itinerary · 8 ports
7 days, one-way from Philipsburg St Maarten to Bridgetown
  1. 04 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 05 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 06 DecGustavia St Barths, Saint-Barthelemy Island France
  4. 07 DecCharlestown Nevis, Nevis Island
  5. 08 DecSt Johns Antigua, RCI Royal Beach Club
  6. 09 DecIles des Saintes, Guadeloupe
  7. 10 DecSoufriere, St Lucia Island
  8. 11 DecArriving in Bridgetown, Barbados
Find this cruise to book →
$5214from / pp
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 10 Dec 07:00 - 18:00 20277 nights8 portsDeparts 2027 Dec 06
View itinerary · 8 ports
7 days, one-way from Pointe-a-Pitre to Marigot
  1. 06 Dec 18:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 07 Dec - 21:30Iles des Saintes, Guadeloupe
  3. 08 Dec 08:30 - 21:30Falmouth Antigua
  4. 09 Dec 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 10 Dec 07:00 - 18:00Charlestown Nevis, Nevis Island
  6. 11 Dec 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 12 Dec 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  8. 13 DecArriving in Marigot, St Martin Island France
Find this cruise to book →
$9020from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 13 Dec 08:00 - 17:00 202714 nights15 portsDeparts 2027 Dec 05
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 05 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 06 Dec 08:00 - 18:00Falmouth Antigua
  3. 07 Dec 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 08 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 08 Dec 19:00 - 09 Dec 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 10 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  7. 11 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 12 Dec 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 13 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 14 Dec 08:00 - 16:00Roseau, Dominica
  11. 15 Dec 08:00 - 17:00Mayreau Island, Grenadines
  12. 16 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  13. 17 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 18 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 19 Dec 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$4519from / pp
Le Champlain
Ponant Cruises
Round-trip from Fort-de-France
⚓ Calls 13 Dec 06:30 - 12:30 20277 nights8 portsDeparts 2027 Dec 08
View itinerary · 8 ports
7 days, round-trip 7 Night Wonders of the Caribbean Cruise
  1. 08 Dec 21:00Departing from Fort-de-France, Martinique
  2. 09 Dec 13:30 - 20:30St Johns Antigua, RCI Royal Beach Club
  3. 10 Dec 12:15 - 23:59Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 11 Dec 08:00 - 16:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  5. 12 Dec 07:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 13 Dec 06:30 - 12:30Charlestown Nevis, Nevis Island
  7. 14 Dec 07:00 - 18:00Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 15 Dec 07:00Arriving in Fort-de-France, Martinique
Find this cruise to book →
$4900from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 13 Dec 08:00 - 17:00 20277 nights8 portsDeparts 2027 Dec 12
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 12 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 13 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 14 Dec 08:00 - 16:00Roseau, Dominica
  4. 15 Dec 08:00 - 17:00Mayreau Island, Grenadines
  5. 16 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 17 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 18 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 19 Dec 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$2851from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 13 Dec 08:00 - 17:00 202715 nights16 portsDeparts 2027 Dec 12
View itinerary · 16 ports
15 days, round-trip 15 Night Star Collector Caribbean Explorations Cruise
  1. 12 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 13 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 14 Dec 08:00 - 16:00Roseau, Dominica
  4. 15 Dec 08:00 - 17:00Mayreau Island, Grenadines
  5. 16 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 17 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 18 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 19 Dec 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 20 Dec 08:00 - 22:00St Johns Antigua, RCI Royal Beach Club
  10. 21 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  11. 22 Dec 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  12. 23 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  13. 23 Dec 19:00 - 24 Dec 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  14. 25 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  15. 26 Dec 08:00 - 21:00Charlestown Nevis, Nevis Island
  16. 27 Dec 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$4919from / pp
Emerald Sakara
Emerald Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 15 Dec 20277 nights8 portsDeparts 2027 Dec 11
View itinerary · 8 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 11 DecDeparting from Bridgetown, Barbados
  2. 12 DecSoufriere, St Lucia Island
  3. 13 DecIles des Saintes, Guadeloupe
  4. 14 DecSt Johns Antigua, RCI Royal Beach Club
  5. 15 DecCharlestown Nevis, Nevis Island
  6. 16 DecGustavia St Barths, Saint-Barthelemy Island France
  7. 17 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 18 DecArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Azamara Quest
Azamara Cruises
Round-trip from San Juan
⚓ Calls 16 Dec 08:00 - 18:00 202714 nights15 portsDeparts 2027 Dec 05
View itinerary · 15 ports
14 days, round-trip Cruise Caribbean Cruise Antigua, Grenada Saint Lucia
  1. 05 Dec 18:00Departing from San Juan, Puerto Rico
  2. 06 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 07 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 08 Dec 08:00 - 22:00Saint-Pierre Martinique
  5. 09 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  6. 10 Dec 08:00 - 20:00St Georges Grenada
  7. 11 Dec 08:00 - 17:00Scarborough, Tobago
  8. 12 Dec 06:00Bridgetown, Barbados
  9. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  10. 14 Dec 08:00 - 18:00Roseau, Dominica
  11. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  12. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  13. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  14. 18 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  15. 19 Dec 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$3579from / pp
Azamara Quest
Azamara Cruises
Bridgetown → San Juan
⚓ Calls 16 Dec 08:00 - 18:00 20277 nights8 portsDeparts 2027 Dec 12
View itinerary · 8 ports
7 days, one-way from Bridgetown to San Juan
  1. 12 Dec 18:00Departing from Bridgetown, Barbados
  2. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 14 Dec 08:00 - 18:00Roseau, Dominica
  4. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  7. 18 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 19 Dec 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1699from / pp
Azamara Quest
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 16 Dec 08:00 - 18:00 202715 nights15 portsDeparts 2027 Dec 12
View itinerary · 15 ports
15 days, round-trip Cruise Caribbean Cruise Dominica, Bequia Grenada
  1. 12 Dec 18:00Departing from Bridgetown, Barbados
  2. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 14 Dec 08:00 - 18:00Roseau, Dominica
  4. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  7. 18 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 19 Dec 06:00San Juan, Puerto Rico
  9. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 21 Dec 09:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 22 Dec 08:00 - 20:00Portsmouth Dominica
  12. 23 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  13. 24 Dec 08:00 - 17:00St Georges Grenada
  14. 26 Dec 08:00 - 18:00Scarborough, Tobago
  15. 27 Dec 06:00Arriving in Bridgetown, Barbados
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$3929from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 19 Dec 20279 nights11 portsDeparts 2027 Dec 18
View itinerary · 11 ports
9 days, round-trip 9 Night Leeward Islands Christmas Cruise
  1. 18 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 19 DecCharlestown Nevis, Nevis Island
  3. 20 DecCabrits Dominica
  4. 21 DecDeshaies, Basse-Terre Island Guadeloupe
  5. 22 DecTerre-de-Haut Island, Guadeloupe
  6. 23 DecFalmouth Antigua
  7. 24 DecGustavia St Barths, Saint-Barthelemy Island France
  8. 25 DecAnguilla Island, UK, Sandy Ground
  9. 26 DecBasseterre St Kitts, Port Zante
  10. 26 DecSaint Kitts island
  11. 27 DecArriving in Philipsburg St Maarten, Netherlands Antilles
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Price on request
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 23 Dec 07:00 - 18:00 20277 nights8 portsDeparts 2027 Dec 20
View itinerary · 8 ports
7 days, one-way from Marigot to Pointe-a-Pitre
  1. 20 Dec 22:30Departing from Marigot, St Martin Island France
  2. 21 Dec 09:30 - 14:30Anguilla Island, UK, Sandy Ground
  3. 22 Dec - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 23 Dec 07:00 - 18:00Charlestown Nevis, Nevis Island
  5. 24 Dec 08:00 - 21:00Falmouth Antigua
  6. 25 Dec 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  7. 26 Dec 08:30 - 21:30Iles des Saintes, Guadeloupe
  8. 27 Dec 05:30Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
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$8460from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 26 Dec 08:00 - 21:00 20278 nights9 portsDeparts 2027 Dec 19
View itinerary · 9 ports
8 days, round-trip 8 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise
  1. 19 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 20 Dec 08:00 - 22:00St Johns Antigua, RCI Royal Beach Club
  3. 21 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 22 Dec 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  5. 23 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 23 Dec 19:00 - 24 Dec 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 25 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 26 Dec 08:00 - 21:00Charlestown Nevis, Nevis Island
  9. 27 Dec 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$3267from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 26 Dec 08:00 - 21:00 202715 nights16 portsDeparts 2027 Dec 19
View itinerary · 16 ports
15 days, round-trip 15 Night Star Collector Caribbean Explorations Cruise
  1. 19 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 20 Dec 08:00 - 22:00St Johns Antigua, RCI Royal Beach Club
  3. 21 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 22 Dec 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  5. 23 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 23 Dec 19:00 - 24 Dec 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 25 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 26 Dec 08:00 - 21:00Charlestown Nevis, Nevis Island
  9. 27 Dec 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  10. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  11. 29 Dec 08:00 - 16:00Roseau, Dominica
  12. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  13. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  14. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  15. 02 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  16. 03 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5219from / pp
Le Champlain
Ponant Cruises
Round-trip from Fort-de-France
⚓ Calls 27 Dec 06:30 - 12:30 20277 nights8 portsDeparts 2027 Dec 22
View itinerary · 8 ports
7 days, round-trip 7 Night Wonders of the Caribbean Cruise
  1. 22 Dec 21:00Departing from Fort-de-France, Martinique
  2. 23 Dec 13:00 - 17:30St Johns Antigua, RCI Royal Beach Club
  3. 24 Dec 10:45 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 25 Dec - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 26 Dec 07:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 27 Dec 06:30 - 12:30Charlestown Nevis, Nevis Island
  7. 28 Dec 07:00 - 18:00Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 29 Dec 07:00Arriving in Fort-de-France, Martinique
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$5210from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 28 Dec 08:00 - 17:00 202713 nights14 portsDeparts 2027 Dec 27
View itinerary · 14 ports
13 days, round-trip 13 Night Star Collector Caribbean Explorations Cruise
  1. 27 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 29 Dec 08:00 - 16:00Roseau, Dominica
  4. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  5. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 02 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 03 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 04 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 05 Jan 08:00 - 19:00Gustavia St Barths, Saint-Barthelemy Island France
  11. 06 Jan 08:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  12. 07 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  13. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  14. 09 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$4819from / pp

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