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Cruises Calling at Anguilla

105 upcoming cruises that stop at Anguilla, Caribbean. Updated regularly; always confirm with the cruise line.

MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 05 Nov 09:00 - 17:00 20267 nights6 portsDeparts 2026 Nov 01
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 01 Nov 18:00Departing from San Juan, Puerto Rico
  2. 02 Nov 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 03 Nov 09:00 - 19:00Basseterre St Kitts, Port Zante
  4. 04 Nov 09:00 - 05 Nov 01:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 05 Nov 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  6. 08 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$4600from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 05 Nov 09:00 - 17:00 202614 nights12 portsDeparts 2026 Nov 01
View itinerary · 12 ports
14 days, round-trip An Extended Journey into Island Delights, Hidden Coves Chic Coastlines
  1. 01 Nov 18:00Departing from San Juan, Puerto Rico
  2. 02 Nov 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 03 Nov 09:00 - 19:00Basseterre St Kitts, Port Zante
  4. 04 Nov 09:00 - 05 Nov 01:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 05 Nov 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  6. 08 Nov 08:00 - 17:00Miami, Florida
  7. 10 Nov 09:00 - 18:00Providenciales Island, Turks and Caicos Islands
  8. 11 Nov 09:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  9. 12 Nov 09:00 - 17:00La Romana, Dominicana
  10. 13 Nov 10:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 14 Nov 08:00 - 19:00Gustavia St Barths, Saint-Barthelemy Island France
  12. 15 Nov 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$8025from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 05 Nov 09:00 - 17:00 202614 nights11 portsDeparts 2026 Oct 25
View itinerary · 11 ports
14 days, round-trip An Extended Journey of Maritime Soul Island Zest
  1. 25 Oct 17:00Departing from Miami, Florida
  2. 28 Oct 08:00 - 17:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 29 Oct 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 30 Oct 09:00 - 18:00Iles des Saintes, Guadeloupe
  5. 31 Oct 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  6. 01 Nov 08:00 - 18:00San Juan, Puerto Rico
  7. 02 Nov 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 03 Nov 09:00 - 19:00Basseterre St Kitts, Port Zante
  9. 04 Nov 09:00 - 05 Nov 01:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 05 Nov 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  11. 08 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$7725from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Barcelona → Miami
⚓ Calls 13 Nov 08:00 - 18:00 202616 nights7 portsDeparts 2026 Nov 01
View itinerary · 7 ports
16 days, one-way from Barcelona to Miami
  1. 01 Nov 20:00Departing from Barcelona, Spain
  2. 03 Nov 09:00 - 21:00Cadiz, Spain, Sevilla
  3. 05 Nov 09:00 - 18:00Funchal, Madeira Island Portugal
  4. 12 Nov 09:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 13 Nov 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  6. 14 Nov 08:00 - 19:00San Juan, Puerto Rico
  7. 17 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$7625from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Barcelona → Miami
⚓ Calls 13 Nov 08:00 - 18:00 202624 nights12 portsDeparts 2026 Nov 01
View itinerary · 12 ports
24 days, one-way from Barcelona to Miami
  1. 01 Nov 20:00Departing from Barcelona, Spain
  2. 03 Nov 09:00 - 21:00Cadiz, Spain, Sevilla
  3. 05 Nov 09:00 - 18:00Funchal, Madeira Island Portugal
  4. 12 Nov 09:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 13 Nov 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  6. 14 Nov 08:00 - 19:00San Juan, Puerto Rico
  7. 17 Nov 08:00 - 17:00Miami, Florida
  8. 19 Nov 09:00 - 21:00Progreso, Merida, Yucatan Mexico
  9. 21 Nov 08:00 - 19:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  10. 22 Nov 07:00 - 16:00Belize City
  11. 24 Nov 10:00 - 21:00MSC Ocean Cay, Bahamas private island
  12. 25 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$10780from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Barcelona → Miami
⚓ Calls 13 Nov 08:00 - 18:00 202627 nights14 portsDeparts 2026 Oct 21
View itinerary · 14 ports
27 days, one-way from Barcelona to Miami
  1. 21 Oct 18:00Departing from Barcelona, Spain
  2. 22 Oct 09:00 - 19:00Alicante, Spain
  3. 24 Oct 09:00 - 25 Oct 02:00Lisbon, Portugal
  4. 26 Oct 07:00 - 27 Oct 16:00Casablanca, Marrakesh, Morocco
  5. 28 Oct 09:00 - 19:00Tangier, Morocco, Tanger-Ville
  6. 29 Oct 07:00 - 23:55Malaga, Spain Granada
  7. 30 Oct 09:00 - 21:00Motril, Spain Granada
  8. 01 Nov 08:00 - 20:00Barcelona, Spain
  9. 03 Nov 09:00 - 21:00Cadiz, Spain, Sevilla
  10. 05 Nov 09:00 - 18:00Funchal, Madeira Island Portugal
  11. 12 Nov 09:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  12. 13 Nov 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  13. 14 Nov 08:00 - 19:00San Juan, Puerto Rico
  14. 17 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$15375from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 16 Nov 09:00 - 19:00 202614 nights13 portsDeparts 2026 Nov 08
View itinerary · 13 ports
14 days, round-trip An Extended Journey of Blissful Escapes Shoreline Splendour
  1. 08 Nov 17:00Departing from Miami, Florida
  2. 10 Nov 09:00 - 18:00Providenciales Island, Turks and Caicos Islands
  3. 11 Nov 09:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  4. 12 Nov 09:00 - 17:00La Romana, Dominicana
  5. 13 Nov 10:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 14 Nov 08:00 - 19:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 15 Nov 08:00 - 17:00San Juan, Puerto Rico
  8. 16 Nov 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  9. 17 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  10. 18 Nov 08:00 - 16:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  11. 19 Nov 08:00 - 17:00Catalina Island, Dominicana
  12. 20 Nov 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  13. 22 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$7425from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 16 Nov 09:00 - 19:00 202614 nights12 portsDeparts 2026 Nov 15
View itinerary · 12 ports
14 days, round-trip An Extended Journey of Tropical Harmony Natural Wonders
  1. 15 Nov 17:00Departing from San Juan, Puerto Rico
  2. 16 Nov 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 17 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 18 Nov 08:00 - 16:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  5. 19 Nov 08:00 - 17:00Catalina Island, Dominicana
  6. 20 Nov 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 22 Nov 08:00 - 17:00Miami, Florida
  8. 25 Nov 08:00 - 17:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 26 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  10. 27 Nov 09:00 - 18:00Iles des Saintes, Guadeloupe
  11. 28 Nov 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  12. 29 Nov 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$6900from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 16 Nov 09:00 - 19:00 20267 nights7 portsDeparts 2026 Nov 15
View itinerary · 7 ports
7 days, one-way from San Juan to Miami
  1. 15 Nov 17:00Departing from San Juan, Puerto Rico
  2. 16 Nov 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 17 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 18 Nov 08:00 - 16:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  5. 19 Nov 08:00 - 17:00Catalina Island, Dominicana
  6. 20 Nov 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 22 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$4125from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 26 Nov 08:00 - 17:00 202614 nights11 portsDeparts 2026 Nov 22
View itinerary · 11 ports
14 days, round-trip Leeward Island Jewels
  1. 22 Nov 16:00Departing from Miami, Florida
  2. 25 Nov 10:00 - 18:00San Juan, Puerto Rico
  3. 26 Nov 08:00 - 17:00Anguilla Island, UK, Sandy Ground
  4. 27 Nov 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 28 Nov 08:00 - 17:00Roseau, Dominica
  6. 29 Nov 08:00 - 18:00Fort-de-France, Martinique
  7. 30 Nov 08:00 - 17:00Iles des Saintes, Guadeloupe
  8. 01 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  9. 02 Dec 08:00 - 17:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 03 Dec 07:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 06 Dec 07:00Arriving in Miami, Florida
Find this cruise to book →
$5999from / pp
SeaDream II
SeaDream Yacht Club Cruises
San Juan → St Thomas Island USVI
⚓ Calls 29 Nov 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
Find this cruise to book →
Price on request
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 29 Nov 20267 nights12 portsDeparts 2026 Nov 28
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 28 NovDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 29 NovAnguilla Island, UK, Sandy Ground
  3. 30 NovJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 30 NovTortola Island BVI, Road Town, UK Virgin Islands
  5. 01 DecNorman Island BVI, The Bight, UK Virgin Islands
  6. 01 DecNorman Island BVI, The Bight, UK Virgin Islands
  7. 02 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 02 Deccoastal cruising
  9. 03 DecBasseterre St Kitts, Port Zante
  10. 03 DecSaint Kitts island
  11. 04 DecGustavia St Barths, Saint-Barthelemy Island France
  12. 05 DecArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
SeaDream I
SeaDream Yacht Club Cruises
St Johns Antigua → San Juan
⚓ Calls 09 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
Find this cruise to book →
$5219from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 10 Dec 20267 nights7 portsDeparts 2026 Dec 05
View itinerary · 7 ports
7 days, round-trip 7 Night Charlotte Amalie to Charlotte Amalie Cruise
  1. 05 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 06 DecSan Juan, Puerto Rico
  3. 07 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 08 Dec - 09 DecGustavia St Barths, Saint-Barthelemy Island France
  5. 10 DecAnguilla Island, UK, Sandy Ground
  6. 11 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  7. 12 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 12 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
Find this cruise to book →
$4491from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 12 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
Find this cruise to book →
$5045from / pp
Emerald Sakara
Emerald Cruises
Miami → St Thomas Island USVI
⚓ Calls 12 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
Find this cruise to book →
$10890from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 13 Dec 20267 nights12 portsDeparts 2026 Dec 12
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 12 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 13 DecAnguilla Island, UK, Sandy Ground
  3. 14 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 14 DecTortola Island BVI, Road Town, UK Virgin Islands
  5. 15 DecNorman Island BVI, The Bight, UK Virgin Islands
  6. 15 DecNorman Island BVI, The Bight, UK Virgin Islands
  7. 16 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 16 Deccoastal cruising
  9. 17 DecBasseterre St Kitts, Port Zante
  10. 17 DecSaint Kitts island
  11. 18 DecGustavia St Barths, Saint-Barthelemy Island France
  12. 19 DecArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 14 Dec 09:00 - 19:00 202614 nights11 portsDeparts 2026 Dec 06
View itinerary · 11 ports
14 days, round-trip An Extended Journey through Islands of Scenic Wonder Coastal History
  1. 06 Dec 17:00Departing from Miami, Florida
  2. 09 Dec 09:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 10 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 11 Dec 09:00 - 18:00Iles des Saintes, Guadeloupe
  5. 12 Dec 08:00 - 19:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 13 Dec 08:00 - 18:00San Juan, Puerto Rico
  7. 14 Dec 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  8. 15 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  9. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 18 Dec 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  11. 20 Dec 08:00Arriving in Miami, Florida
Find this cruise to book →
$7070from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 14 Dec 09:00 - 19:00 202615 nights12 portsDeparts 2026 Dec 13
View itinerary · 12 ports
15 days, round-trip An Extended Journey through Wild Beauty and Tropical Festivities
  1. 13 Dec 18:00Departing from San Juan, Puerto Rico
  2. 14 Dec 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 15 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 18 Dec 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 20 Dec 08:00 - 17:00Miami, Florida
  7. 22 Dec 09:00 - 18:00Ocho Rios, Jamaica
  8. 24 Dec 09:00 - 18:00Catalina Island, Dominicana
  9. 25 Dec 12:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  10. 26 Dec 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  11. 27 Dec 08:00 - 21:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  12. 28 Dec 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$8810from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 14 Dec 09:00 - 19:00 20267 nights6 portsDeparts 2026 Dec 13
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 13 Dec 18:00Departing from San Juan, Puerto Rico
  2. 14 Dec 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 15 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 18 Dec 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 20 Dec 08:00Arriving in Miami, Florida
Find this cruise to book →
$4125from / pp
Emerald Azzurra
Emerald Cruises
Round-trip from Marigot
⚓ Calls 14 Dec 20266 nights9 portsDeparts 2026 Dec 14
View itinerary · 9 ports
6 days, round-trip 7 Night Cruising the Leeward Islands with Chef Rachel Hargrove Cruise
  1. 14 DecDeparting from Marigot, St Martin Island France
  2. 14 DecAnguilla Island, UK, Sandy Ground
  3. 15 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 15 Dec - 16 DecNorman Island BVI, The Bight, UK Virgin Islands
  5. 16 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 17 DecAnegada Island BVI, UK Virgin Islands
  7. 18 DecSaba Island, Netherlands Antilles
  8. 18 Dec - 19 DecGustavia St Barths, Saint-Barthelemy Island France
  9. 20 DecArriving in Marigot, St Martin Island France
Find this cruise to book →
$4585from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 16 Dec 08:00 - 17:00 202614 nights11 portsDeparts 2026 Dec 06
View itinerary · 11 ports
14 days, round-trip Leeward Island Jewels
  1. 06 Dec 16:00Departing from Miami, Florida
  2. 09 Dec 10:00 - 18:00San Juan, Puerto Rico
  3. 10 Dec 08:00 - 17:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 11 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 12 Dec 08:00 - 17:00Roseau, Dominica
  6. 13 Dec 08:00 - 18:00Fort-de-France, Martinique
  7. 14 Dec 08:00 - 17:00Iles des Saintes, Guadeloupe
  8. 15 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  9. 16 Dec 08:00 - 17:00Anguilla Island, UK, Sandy Ground
  10. 17 Dec 07:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 20 Dec 07:00Arriving in Miami, Florida
Find this cruise to book →
$5999from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 17 Dec 20267 nights8 portsDeparts 2026 Dec 13
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 13 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 14 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 15 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 15 Dec - 16 DecNorman Island BVI, The Bight, UK Virgin Islands
  5. 17 DecAnguilla Island, UK, Sandy Ground
  6. 17 Dec - 18 DecPhilipsburg St Maarten, Netherlands Antilles
  7. 18 Dec - 19 DecGustavia St Barths, Saint-Barthelemy Island France
  8. 20 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$4278from / pp
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 18 Dec - 14:30 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
Find this cruise to book →
Price on request
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 22 Dec 08:00 - 18:00 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 22 Dec 08:00 - 18:00 20267 nights8 portsDeparts 2026 Dec 19
View itinerary · 8 ports
7 days, round-trip 7 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 - 22:00Gustavia 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 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$3267from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 22 Dec 20268 nights10 portsDeparts 2026 Dec 19
View itinerary · 10 ports
8 days, round-trip 8 Night San Juan to San Juan Cruise
  1. 19 DecDeparting from San Juan, Puerto Rico
  2. 20 Dec - 21 DecGustavia St Barths, Saint-Barthelemy Island France
  3. 22 DecAnguilla Island, UK, Sandy Ground
  4. 23 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 23 DecBeef Island BVI, UK Virgin Islands
  6. 24 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 25 DecTortola Island BVI, Road Town, UK Virgin Islands
  8. 25 DecNorman Island BVI, The Bight, UK Virgin Islands
  9. 26 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  10. 27 DecArriving in San Juan, Puerto Rico
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$6479from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 24 Dec 09:00 - 17:00 202614 nights11 portsDeparts 2026 Dec 13
View itinerary · 11 ports
14 days, round-trip An Extended Journey of Island Calm Coastal Retreats
  1. 13 Dec 17:00Departing from Miami, Florida
  2. 16 Dec 08:00 - 17:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 17 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 18 Dec 09:00 - 18:00Iles des Saintes, Guadeloupe
  5. 19 Dec 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  6. 20 Dec 08:00 - 18:00San Juan, Puerto Rico
  7. 21 Dec 09:00 - 19:00Basseterre St Kitts, Port Zante
  8. 22 Dec 08:00 - 19:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 23 Dec 08:00 - 24 Dec 01:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 24 Dec 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  11. 27 Dec 08:00Arriving in Miami, Florida
Find this cruise to book →
$7630from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 24 Dec 08:00 - 17:00 202616 nights13 portsDeparts 2026 Dec 20
View itinerary · 13 ports
16 days, round-trip Leeward Island Holiday
  1. 20 Dec 16:00Departing from Miami, Florida
  2. 23 Dec 10:00 - 18:00San Juan, Puerto Rico
  3. 24 Dec 08:00 - 17:00Anguilla Island, UK, Sandy Ground
  4. 25 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 26 Dec 08:00 - 17:00Marigot, St Martin Island France
  6. 27 Dec 08:00 - 17:00Iles des Saintes, Guadeloupe
  7. 28 Dec 08:00 - 18:00Fort-de-France, Martinique
  8. 29 Dec 08:00 - 17:00Pigeon Island, Rodney Bay, St Lucia
  9. 30 Dec 08:00 - 18:00Roseau, Dominica
  10. 31 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  11. 01 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  12. 02 Jan 07:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 05 Jan 07:00Arriving in Miami, Florida
Find this cruise to book →
$10999from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 24 Dec 20267 nights8 portsDeparts 2026 Dec 20
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 20 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 21 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 22 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 22 Dec - 23 DecNorman Island BVI, The Bight, UK Virgin Islands
  5. 24 DecAnguilla Island, UK, Sandy Ground
  6. 24 Dec - 25 DecPhilipsburg St Maarten, Netherlands Antilles
  7. 25 Dec - 26 DecGustavia St Barths, Saint-Barthelemy Island France
  8. 27 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$4278from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 24 Dec 09:00 - 17:00 20267 nights6 portsDeparts 2026 Dec 20
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 20 Dec 18:00Departing from San Juan, Puerto Rico
  2. 21 Dec 09:00 - 19:00Basseterre St Kitts, Port Zante
  3. 22 Dec 08:00 - 19:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 23 Dec 08:00 - 24 Dec 01:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 24 Dec 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  6. 27 Dec 08:00Arriving in Miami, Florida
Find this cruise to book →
$5650from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 24 Dec 09:00 - 17:00 202615 nights13 portsDeparts 2026 Dec 20
View itinerary · 13 ports
15 days, round-trip An Extended Journey into Island Bliss Lively Celebrations
  1. 20 Dec 18:00Departing from San Juan, Puerto Rico
  2. 21 Dec 09:00 - 19:00Basseterre St Kitts, Port Zante
  3. 22 Dec 08:00 - 19:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 23 Dec 08:00 - 24 Dec 01:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 24 Dec 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  6. 27 Dec 08:00 - 17:00Miami, Florida
  7. 29 Dec 08:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  8. 30 Dec 08:00 - 17:00Catalina Island, Dominicana
  9. 31 Dec 09:00 - 16:00St John Island USVI, Cruz Bay, US Virgin Islands
  10. 01 Jan 12:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 02 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  12. 03 Jan 08:00 - 21:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  13. 04 Jan 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$12280from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 25 Dec 20268 nights11 portsDeparts 2026 Dec 19
View itinerary · 11 ports
8 days, round-trip 8 Night Charlotte Amalie to Charlotte Amalie Cruise
  1. 19 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 20 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 21 DecNorman Island BVI, The Bight, UK Virgin Islands
  4. 21 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 22 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 23 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 23 DecBeef Island BVI, UK Virgin Islands
  8. 24 DecMarigot, St Martin Island France
  9. 25 DecAnguilla Island, UK, Sandy Ground
  10. 25 Dec - 26 DecGustavia St Barths, Saint-Barthelemy Island France
  11. 27 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5979from / pp
Ritz-Carlton Ilma
Ritz-Carlton Yacht Collection Cruises
Round-trip from San Juan
⚓ Calls 26 Dec 08:00 - 19:00 20267 nights7 portsDeparts 2026 Dec 21
View itinerary · 7 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 21 Dec 18:00Departing from San Juan, Puerto Rico
  2. 22 Dec 09:00 - 18:00Marigot, St Martin Island France
  3. 23 Dec 09:00 - 19:00Terre-de-Haut Island, Guadeloupe
  4. 24 Dec 08:00 - 19:00Portsmouth Dominica
  5. 26 Dec 08:00 - 19:00Anguilla Island, UK, Sandy Ground
  6. 27 Dec 08:00 - 19:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 28 Dec 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$9100from / pp
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 27 Dec 09:30 - 14:30 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
Find this cruise to book →
$12660from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 31 Dec 20267 nights8 portsDeparts 2026 Dec 27
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 27 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 28 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 29 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 29 Dec - 30 DecNorman Island BVI, The Bight, UK Virgin Islands
  5. 31 DecAnguilla Island, UK, Sandy Ground
  6. 31 Dec - 01 JanPhilipsburg St Maarten, Netherlands Antilles
  7. 01 Jan - 02 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 03 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$4788from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 01 Jan 20277 nights12 portsDeparts 2026 Dec 26
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands New Years Cruise
  1. 26 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 27 DecGustavia St Barths, Saint-Barthelemy Island France
  3. 28 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 28 DecTortola Island BVI, Road Town, UK Virgin Islands
  5. 29 DecNorman Island BVI, The Bight, UK Virgin Islands
  6. 29 DecNorman Island BVI, The Bight, UK Virgin Islands
  7. 30 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 30 Deccoastal cruising
  9. 31 DecBasseterre St Kitts, Port Zante
  10. 31 DecSaint Kitts island
  11. 01 JanAnguilla Island, UK, Sandy Ground
  12. 02 JanArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 04 Jan 08:00 - 18:00 202714 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 04 Jan 08:00 - 18:00 20277 nights8 portsDeparts 2027 Jan 02
View itinerary · 8 ports
7 days, round-trip 7 Night Beach Fun and Sun A Remote Caribbean Getaway 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 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3167from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 04 Jan 08:00 - 18:00 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
Find this cruise to book →
$5419from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 05 Jan 20276 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
6 days, round-trip 6 Night San Juan to San Juan Cruise
  1. 03 JanDeparting from San Juan, Puerto Rico
  2. 04 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 05 JanAnguilla Island, UK, Sandy Ground
  4. 05 Jan - 06 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 07 JanMarigot, St Martin Island France
  6. 08 JanPrickly Pear Island BVI, UK Virgin Islands
  7. 09 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$3959from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 05 Jan 20277 nights8 portsDeparts 2027 Jan 03
View itinerary · 8 ports
7 days, round-trip 7 Night Charlotte Amalie to Charlotte Amalie Cruise
  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 JanAnguilla Island, UK, Sandy Ground
  4. 05 Jan - 07 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 08 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 09 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 09 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 10 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5119from / pp
Ritz-Carlton Ilma
Ritz-Carlton Yacht Collection Cruises
Round-trip from San Juan
⚓ Calls 05 Jan 09:00 - 22:00 20274 nights5 portsDeparts 2027 Jan 04
View itinerary · 5 ports
4 days, round-trip 4 Night San Juan to San Juan Cruise
  1. 04 Jan 18:00Departing from San Juan, Puerto Rico
  2. 05 Jan 09:00 - 22:00Anguilla Island, UK, Sandy Ground
  3. 06 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 07 Jan 08:00 - 19:00St John Island USVI, Cruz Bay, US Virgin Islands
  5. 08 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5100from / pp
Emerald Sakara
Emerald Cruises
St Thomas Island USVI → San Juan
⚓ Calls 08 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
Find this cruise to book →
$5265from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 10 Jan 20277 nights12 portsDeparts 2027 Jan 09
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 09 JanDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 10 JanAnguilla Island, UK, Sandy Ground
  3. 11 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 11 JanTortola Island BVI, Road Town, UK Virgin Islands
  5. 12 JanNorman Island BVI, The Bight, UK Virgin Islands
  6. 12 JanNorman Island BVI, The Bight, UK Virgin Islands
  7. 13 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 13 Jancoastal cruising
  9. 14 JanBasseterre St Kitts, Port Zante
  10. 14 JanSaint Kitts island
  11. 15 JanGustavia St Barths, Saint-Barthelemy Island France
  12. 16 JanArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 11 Jan 20277 nights9 portsDeparts 2027 Jan 09
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 09 JanDeparting from San Juan, Puerto Rico
  2. 10 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 11 JanAnguilla Island, UK, Sandy Ground
  4. 11 Jan - 12 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 13 JanNorman Island BVI, The Bight, UK Virgin Islands
  6. 14 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 15 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 15 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 16 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$6019from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 12 Jan 20277 nights9 portsDeparts 2027 Jan 10
View itinerary · 9 ports
7 days, round-trip 7 Night Charlotte Amalie to Charlotte Amalie Cruise
  1. 10 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 11 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 12 JanAnguilla Island, UK, Sandy Ground
  4. 12 Jan - 13 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 14 JanMarigot, St Martin Island France
  6. 15 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 16 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 16 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 17 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5119from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 15 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 15 Jan 09:30 - 14:30 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
Find this cruise to book →
$9320from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 17 Jan 08:00 - 18:00 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
Find this cruise to book →
$5519from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 17 Jan 08:00 - 18:00 20277 nights8 portsDeparts 2027 Jan 16
View itinerary · 8 ports
7 days, round-trip 7 Night Beach Fun and Sun A Remote Caribbean Getaway 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 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3267from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 17 Jan 08:00 - 18:00 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
Find this cruise to book →
$5719from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 18 Jan 20277 nights9 portsDeparts 2027 Jan 16
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 16 JanDeparting from San Juan, Puerto Rico
  2. 17 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 18 JanAnguilla Island, UK, Sandy Ground
  4. 18 Jan - 19 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 20 JanMarigot, St Martin Island France
  6. 21 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 22 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 22 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 23 JanArriving in San Juan, Puerto Rico
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$5419from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 19 Jan 20277 nights10 portsDeparts 2027 Jan 17
View itinerary · 10 ports
7 days, round-trip 7 Night Charlotte Amalie to Charlotte Amalie Cruise
  1. 17 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 18 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 19 JanAnguilla Island, UK, Sandy Ground
  4. 19 Jan - 20 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 21 JanNorman Island BVI, The Bight, UK Virgin Islands
  6. 22 JanPrickly Pear Island BVI, UK Virgin Islands
  7. 22 JanBeef Island BVI, UK Virgin Islands
  8. 23 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 23 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 24 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
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Price on request
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 20 Jan 20277 nights8 portsDeparts 2027 Jan 16
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 16 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 17 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 18 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 18 Jan - 19 JanNorman Island BVI, The Bight, UK Virgin Islands
  5. 20 JanAnguilla Island, UK, Sandy Ground
  6. 20 Jan - 21 JanPhilipsburg St Maarten, Netherlands Antilles
  7. 21 Jan - 22 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 23 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
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$4788from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 24 Jan 20277 nights12 portsDeparts 2027 Jan 23
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 23 JanDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 24 JanAnguilla Island, UK, Sandy Ground
  3. 25 JanNorman Island BVI, The Bight, UK Virgin Islands
  4. 25 JanNorman Island BVI, The Bight, UK Virgin Islands
  5. 25 JanTortola Island BVI, Road Town, UK Virgin Islands
  6. 26 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 26 Jancoastal cruising
  8. 27 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 28 JanGustavia St Barths, Saint-Barthelemy Island France
  10. 29 JanBasseterre St Kitts, Port Zante
  11. 29 JanSaint Kitts island
  12. 30 JanArriving in Philipsburg St Maarten, Netherlands Antilles
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Price on request
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 24 Jan 09:30 - 14:30 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
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$9320from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 25 Jan 08:00 - 18:00 202716 nights13 portsDeparts 2027 Jan 13
View itinerary · 13 ports
16 days, round-trip An Extended Journey of Island Energy Ocean Tranquillity
  1. 13 Jan 18:00Departing from San Juan, Puerto Rico
  2. 14 Jan 09:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 15 Jan 09:00 - 18:00Iles des Saintes, Guadeloupe
  4. 16 Jan 09:00 - 18:00St Georges Grenada
  5. 17 Jan 08:00 - 17:00Castries, St Lucia Island
  6. 19 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 21 Jan 08:00 - 17:00Miami, Florida
  8. 24 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  9. 25 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 26 Jan 09:00 - 17:00Saint-Pierre Martinique
  11. 27 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  12. 28 Jan 08:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  13. 29 Jan 08:00Arriving in San Juan, Puerto Rico
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$10240from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Miami → San Juan
⚓ Calls 25 Jan 08:00 - 18:00 20278 nights7 portsDeparts 2027 Jan 21
View itinerary · 7 ports
8 days, one-way from Miami to San Juan
  1. 21 Jan 17:00Departing from Miami, Florida
  2. 24 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 25 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 26 Jan 09:00 - 17:00Saint-Pierre Martinique
  5. 27 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  6. 28 Jan 08:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  7. 29 Jan 08:00Arriving in San Juan, Puerto Rico
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$5360from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 25 Jan 08:00 - 18:00 202715 nights12 portsDeparts 2027 Jan 21
View itinerary · 12 ports
15 days, round-trip An Extended Journey through Caribbean Treasures Peaceful Nature
  1. 21 Jan 17:00Departing from Miami, Florida
  2. 24 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 25 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 26 Jan 09:00 - 17:00Saint-Pierre Martinique
  5. 27 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  6. 28 Jan 08:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  7. 29 Jan 08:00 - 18:00San Juan, Puerto Rico
  8. 30 Jan 09:00 - 19:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 31 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  10. 02 Feb 09:00 - 18:00Providenciales Island, Turks and Caicos Islands
  11. 04 Feb 08:30 - 17:30Key West, Florida
  12. 05 Feb 08:00Arriving in Miami, Florida
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$9280from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 27 Jan 20277 nights8 portsDeparts 2027 Jan 23
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 23 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 24 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 25 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 25 Jan - 26 JanNorman Island BVI, The Bight, UK Virgin Islands
  5. 27 JanAnguilla Island, UK, Sandy Ground
  6. 27 Jan - 28 JanPhilipsburg St Maarten, Netherlands Antilles
  7. 28 Jan - 29 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 30 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 27 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
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 28 Jan 20277 nights9 portsDeparts 2027 Jan 24
View itinerary · 9 ports
7 days, round-trip 7 Night Charlotte Amalie to Charlotte Amalie Cruise
  1. 24 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 25 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 25 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 26 JanPrickly Pear Island BVI, UK Virgin Islands
  5. 27 JanNorman Island BVI, The Bight, UK Virgin Islands
  6. 28 JanAnguilla Island, UK, Sandy Ground
  7. 28 Jan - 29 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 30 JanMarigot, St Martin Island France
  9. 31 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5119from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 31 Jan 08:00 - 18:00 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
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$5919from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 31 Jan 08:00 - 18:00 20277 nights8 portsDeparts 2027 Jan 30
View itinerary · 8 ports
7 days, round-trip 7 Night Beach Fun and Sun A Remote Caribbean Getaway 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 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3467from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 31 Jan 08:00 - 18:00 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
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$5919from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 01 Feb 20277 nights9 portsDeparts 2027 Jan 30
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 30 JanDeparting from San Juan, Puerto Rico
  2. 31 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 01 FebAnguilla Island, UK, Sandy Ground
  4. 01 Feb - 02 FebGustavia St Barths, Saint-Barthelemy Island France
  5. 03 FebMarigot, St Martin Island France
  6. 04 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 05 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 05 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 06 FebArriving in San Juan, Puerto Rico
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$4719from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 03 Feb 20277 nights8 portsDeparts 2027 Jan 30
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 30 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 31 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 01 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 01 Feb - 02 FebNorman Island BVI, The Bight, UK Virgin Islands
  5. 03 FebAnguilla Island, UK, Sandy Ground
  6. 03 Feb - 04 FebPhilipsburg St Maarten, Netherlands Antilles
  7. 04 Feb - 05 FebGustavia St Barths, Saint-Barthelemy Island France
  8. 06 FebArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$4788from / pp
Silver Ray
Silversea Cruises
Round-trip from Miami
⚓ Calls 04 Feb 08:00 - 13:30 202711 nights8 portsDeparts 2027 Jan 27
View itinerary · 8 ports
11 days, round-trip Miami, Fl To Miami, Fl
  1. 27 Jan 18:00Departing from Miami, Florida
  2. 30 Jan 09:00 - 19:00San Juan, Puerto Rico
  3. 31 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  4. 01 Feb 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 02 Feb 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  6. 03 Feb 08:00 - 16:30Deshaies, Basse-Terre Island Guadeloupe
  7. 04 Feb 08:00 - 13:30Anguilla Island, UK, Sandy Ground
  8. 07 FebArriving in Miami, Florida
Find this cruise to book →
$8600from / pp
SeaDream II
SeaDream Yacht Club Cruises
St Thomas Island USVI → Marigot
⚓ Calls 04 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
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$5119from / pp
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 05 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
Emerald Azzurra
Emerald Cruises
Round-trip from Marigot
⚓ Calls 07 Feb 20276 nights9 portsDeparts 2027 Feb 07
View itinerary · 9 ports
6 days, round-trip 7 Night Cruising the Leeward Islands Cruise
  1. 07 FebDeparting from Marigot, St Martin Island France
  2. 07 FebAnguilla Island, UK, Sandy Ground
  3. 08 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 08 Feb - 09 FebNorman Island BVI, The Bight, UK Virgin Islands
  5. 09 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 10 FebAnegada Island BVI, UK Virgin Islands
  7. 11 FebSaba Island, Netherlands Antilles
  8. 11 Feb - 12 FebGustavia St Barths, Saint-Barthelemy Island France
  9. 13 FebArriving in Marigot, St Martin Island France
Find this cruise to book →
$5095from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 08 Feb 20277 nights9 portsDeparts 2027 Feb 06
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 06 FebDeparting from San Juan, Puerto Rico
  2. 07 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 08 FebAnguilla Island, UK, Sandy Ground
  4. 08 Feb - 09 FebGustavia St Barths, Saint-Barthelemy Island France
  5. 10 FebNorman Island BVI, The Bight, UK Virgin Islands
  6. 11 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 12 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 12 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 13 FebArriving in San Juan, Puerto Rico
Find this cruise to book →
$5019from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from Marigot
⚓ Calls 11 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
Emerald Sakara
Emerald Cruises
St Thomas Island USVI → San Juan
⚓ Calls 12 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
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 12 Feb 20277 nights12 portsDeparts 2027 Feb 06
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 06 FebDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 07 FebGustavia St Barths, Saint-Barthelemy Island France
  3. 08 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 08 FebTortola Island BVI, Road Town, UK Virgin Islands
  5. 09 FebNorman Island BVI, The Bight, UK Virgin Islands
  6. 09 FebNorman Island BVI, The Bight, UK Virgin Islands
  7. 10 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 10 Febcoastal cruising
  9. 11 FebBasseterre St Kitts, Port Zante
  10. 11 FebSaint Kitts island
  11. 12 FebAnguilla Island, UK, Sandy Ground
  12. 13 FebArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 12 Feb - 14:30 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
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 15 Feb 08:00 - 18:00 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 15 Feb 08:00 - 18:00 20277 nights8 portsDeparts 2027 Feb 13
View itinerary · 8 ports
7 days, round-trip 7 Night Beach Fun and Sun A Remote Caribbean Getaway 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 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3467from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 15 Feb 20277 nights9 portsDeparts 2027 Feb 13
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 13 FebDeparting from San Juan, Puerto Rico
  2. 14 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 15 FebAnguilla Island, UK, Sandy Ground
  4. 15 Feb - 16 FebGustavia St Barths, Saint-Barthelemy Island France
  5. 17 FebMarigot, St Martin Island France
  6. 18 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 19 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 19 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 20 FebArriving in San Juan, Puerto Rico
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Price on request
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 15 Feb 08:00 - 18:00 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
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$5819from / pp
SeaDream II
SeaDream Yacht Club Cruises
Marigot → St Thomas Island USVI
⚓ Calls 15 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
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$5619from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 19 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
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Price on request
Le Ponant
Ponant Cruises
Marigot → Pointe-a-Pitre
⚓ Calls 21 Feb 09:30 - 14:30 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
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$9320from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 21 Feb 20277 nights12 portsDeparts 2027 Feb 20
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 20 FebDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 21 FebAnguilla Island, UK, Sandy Ground
  3. 22 FebNorman Island BVI, The Bight, UK Virgin Islands
  4. 22 FebNorman Island BVI, The Bight, UK Virgin Islands
  5. 22 FebTortola Island BVI, Road Town, UK Virgin Islands
  6. 23 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 23 Febcoastal cruising
  8. 24 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 25 FebBasseterre St Kitts, Port Zante
  10. 25 FebSaint Kitts island
  11. 26 FebGustavia St Barths, Saint-Barthelemy Island France
  12. 27 FebArriving in Philipsburg St Maarten, Netherlands Antilles
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Price on request
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 24 Feb 20277 nights9 portsDeparts 2027 Feb 20
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 20 FebDeparting from San Juan, Puerto Rico
  2. 21 FebNorman Island BVI, The Bight, UK Virgin Islands
  3. 22 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 23 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 23 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  6. 24 FebAnguilla Island, UK, Sandy Ground
  7. 24 Feb - 25 FebGustavia St Barths, Saint-Barthelemy Island France
  8. 26 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  9. 27 FebArriving in San Juan, Puerto Rico
Find this cruise to book →
$5419from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 24 Feb 20277 nights8 portsDeparts 2027 Feb 20
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 20 FebDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 21 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 22 FebVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 22 Feb - 23 FebNorman Island BVI, The Bight, UK Virgin Islands
  5. 24 FebAnguilla Island, UK, Sandy Ground
  6. 24 Feb - 25 FebPhilipsburg St Maarten, Netherlands Antilles
  7. 25 Feb - 26 FebGustavia St Barths, Saint-Barthelemy Island France
  8. 27 FebArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$4788from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 25 Feb 09:00 - 18:00 202716 nights12 portsDeparts 2027 Feb 12
View itinerary · 12 ports
16 days, one-way from San Juan to Miami
  1. 12 Feb 18:00Departing from San Juan, Puerto Rico
  2. 13 Feb 09:00 - 19:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 14 Feb 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 15 Feb 09:00 - 18:00Iles des Saintes, Guadeloupe
  5. 17 Feb 08:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  6. 19 Feb 08:00 - 17:00Miami, Florida
  7. 21 Feb 09:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  8. 22 Feb 08:00 - 18:00Samana, Dominicana
  9. 23 Feb 09:00 - 23:00San Juan, Puerto Rico
  10. 24 Feb 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  11. 25 Feb 09:00 - 18:00Anguilla Island, UK, Sandy Ground
  12. 28 Feb 08:00Arriving in Miami, Florida
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$9375from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 25 Feb 09:00 - 18:00 20279 nights7 portsDeparts 2027 Feb 19
View itinerary · 7 ports
9 days, round-trip A Journey through Caribbean Delights Wildlife Wonders
  1. 19 Feb 17:00Departing from Miami, Florida
  2. 21 Feb 09:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  3. 22 Feb 08:00 - 18:00Samana, Dominicana
  4. 23 Feb 09:00 - 23:00San Juan, Puerto Rico
  5. 24 Feb 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  6. 25 Feb 09:00 - 18:00Anguilla Island, UK, Sandy Ground
  7. 28 Feb 08:00Arriving in Miami, Florida
Find this cruise to book →
$6225from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Miami → San Juan
⚓ Calls 25 Feb 09:00 - 18:00 202716 nights12 portsDeparts 2027 Feb 19
View itinerary · 12 ports
16 days, one-way from Miami to San Juan
  1. 19 Feb 17:00Departing from Miami, Florida
  2. 21 Feb 09:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  3. 22 Feb 08:00 - 18:00Samana, Dominicana
  4. 23 Feb 09:00 - 23:00San Juan, Puerto Rico
  5. 24 Feb 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  6. 25 Feb 09:00 - 18:00Anguilla Island, UK, Sandy Ground
  7. 28 Feb 08:00 - 17:00Miami, Florida
  8. 03 Mar 08:00 - 17:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 04 Mar 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  10. 05 Mar 09:00 - 17:00Iles des Saintes, Guadeloupe
  11. 06 Mar 09:00 - 19:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  12. 07 Mar 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$9150from / pp
Sea Cloud 2
Small Cruise Lines Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 01 Mar 20277 nights6 portsDeparts 2027 Feb 26
View itinerary · 6 ports
7 days, round-trip 7 Night Antigua to the British Virgin Islands Hidden Cays and Azure Seas Cruise
  1. 26 FebDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 27 Feb - 28 FebJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  3. 01 MarAnguilla Island, UK, Sandy Ground
  4. 02 MarBasseterre St Kitts, Port Zante
  5. 03 MarSt Johns Antigua, RCI Royal Beach Club
  6. 05 MarArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$10731from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 02 Mar 20278 nights9 portsDeparts 2027 Feb 27
View itinerary · 9 ports
8 days, round-trip 8 Night Charlotte Amalie to Charlotte Amalie Cruise
  1. 27 FebDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 28 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 01 MarMarigot, St Martin Island France
  4. 02 MarAnguilla Island, UK, Sandy Ground
  5. 02 Mar - 04 MarGustavia St Barths, Saint-Barthelemy Island France
  6. 05 MarJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 06 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 06 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 07 MarArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5779from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Manaus → Miami
⚓ Calls 03 Mar 08:00 - 18:00 202719 nights16 portsDeparts 2027 Feb 17
View itinerary · 16 ports
19 days, one-way from Manaus to Miami
  1. 17 Feb 16:00Departing from Manaus, Brazil Amazon
  2. 18 Feb 10:00 - 18:00Parintins, Brazil Amazon
  3. 19 Feb 08:00 - 16:00Santarem, Brazil Amazon
  4. 20 Feb 12:00 - 15:00Macapa, Brazil
  5. 22 Feb 08:00 - 16:00Iles du Salut, French Guiana
  6. 24 Feb 09:00 - 18:00Bequia Island, Port Elizabeth, Grenadines
  7. 25 Feb 08:00 - 19:00Bridgetown, Barbados
  8. 26 Feb 08:00 - 16:00Castries, St Lucia Island
  9. 27 Feb 09:00 - 23:30Gustavia St Barths, Saint-Barthelemy Island France
  10. 28 Feb 08:00 - 17:00Basseterre St Kitts, Port Zante
  11. 01 Mar 08:00 - 17:00San Juan, Puerto Rico
  12. 02 Mar 09:00 - 20:00St Johns Antigua, RCI Royal Beach Club
  13. 03 Mar 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  14. 04 Mar 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  15. 06 Mar 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  16. 08 Mar 08:00Arriving in Miami, Florida
Find this cruise to book →
$11625from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 03 Mar 20277 nights8 portsDeparts 2027 Feb 27
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 27 FebDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 28 FebSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 01 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 01 Mar - 02 MarNorman Island BVI, The Bight, UK Virgin Islands
  5. 03 MarAnguilla Island, UK, Sandy Ground
  6. 03 Mar - 04 MarPhilipsburg St Maarten, Netherlands Antilles
  7. 04 Mar - 05 MarGustavia St Barths, Saint-Barthelemy Island France
  8. 06 MarArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$4788from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 03 Mar 08:00 - 18:00 20277 nights6 portsDeparts 2027 Mar 01
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 01 Mar 17:00Departing from San Juan, Puerto Rico
  2. 02 Mar 09:00 - 20:00St Johns Antigua, RCI Royal Beach Club
  3. 03 Mar 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 04 Mar 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 06 Mar 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 08 Mar 08:00Arriving in Miami, Florida
Find this cruise to book →
$4125from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Barcelona
⚓ Calls 03 Mar 08:00 - 18:00 202723 nights12 portsDeparts 2027 Mar 01
View itinerary · 12 ports
23 days, one-way from San Juan to Barcelona
  1. 01 Mar 17:00Departing from San Juan, Puerto Rico
  2. 02 Mar 09:00 - 20:00St Johns Antigua, RCI Royal Beach Club
  3. 03 Mar 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 04 Mar 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 06 Mar 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 08 Mar 08:00 - 17:00Miami, Florida
  7. 11 Mar 08:00 - 19:00San Juan, Puerto Rico
  8. 12 Mar 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  9. 19 Mar 09:00 - 19:00Funchal, Madeira Island Portugal
  10. 21 Mar 09:00 - 21:00Cadiz, Spain, Sevilla
  11. 22 Mar 09:00 - 23:30Malaga, Spain Granada
  12. 24 Mar 08:00Arriving in Barcelona, Spain
Find this cruise to book →
$10955from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 04 Mar 08:00 - 18:00 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
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 04 Mar 08:00 - 18:00 20277 nights8 portsDeparts 2027 Feb 27
View itinerary · 8 ports
7 days, round-trip 7 Night Beach Fun and Sun A Remote Caribbean Getaway 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 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3367from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 04 Mar 08:00 - 18:00 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
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 05 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
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 07 Mar 20277 nights12 portsDeparts 2027 Mar 06
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 06 MarDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 07 MarAnguilla Island, UK, Sandy Ground
  3. 08 MarNorman Island BVI, The Bight, UK Virgin Islands
  4. 08 MarNorman Island BVI, The Bight, UK Virgin Islands
  5. 09 MarTortola Island BVI, Road Town, UK Virgin Islands
  6. 09 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 10 Marcoastal cruising
  8. 10 MarJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 11 MarGustavia St Barths, Saint-Barthelemy Island France
  10. 11 MarBasseterre St Kitts, Port Zante
  11. 12 MarSaint Kitts island
  12. 13 MarArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 10 Mar 20277 nights8 portsDeparts 2027 Mar 06
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 06 MarDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 07 MarSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 08 MarVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 08 Mar - 09 MarNorman Island BVI, The Bight, UK Virgin Islands
  5. 10 MarAnguilla Island, UK, Sandy Ground
  6. 10 Mar - 11 MarPhilipsburg St Maarten, Netherlands Antilles
  7. 11 Mar - 12 MarGustavia St Barths, Saint-Barthelemy Island France
  8. 13 MarArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5299from / pp
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 12 Mar 09:30 - 14:30 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
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 15 Mar 08:00 - 18:00 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

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