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Cruises Calling at Little Bay

45 upcoming cruises that stop at Little Bay, Montserrat, Caribbean. Updated regularly; always confirm with the cruise line.

Seabourn Venture
Seabourn Cruises
Halifax → Bridgetown
⚓ Calls 11 Oct 06:00 - 17:00 20268 nights5 portsDeparts 2026 Oct 05
View itinerary · 5 ports
8 days, one-way from Halifax to Bridgetown
  1. 05 Oct - 17:00Departing from Halifax, Nova Scotia Canada
  2. 10 Oct 07:00 - 18:00Saint Kitts island
  3. 11 Oct 06:00 - 17:00Montserrat Island UK, Little Bay
  4. 12 Oct 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  5. 13 Oct 07:00Arriving in Bridgetown, Barbados
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Price on request
Seabourn Venture
Seabourn Cruises
Halifax → Rio de Janeiro
⚓ Calls 11 Oct 06:00 - 17:00 202624 nights13 portsDeparts 2026 Oct 05
View itinerary · 13 ports
24 days, one-way from Halifax to Rio de Janeiro
  1. 05 Oct - 17:00Departing from Halifax, Nova Scotia Canada
  2. 10 Oct 07:00 - 18:00Saint Kitts island
  3. 11 Oct 06:00 - 17:00Montserrat Island UK, Little Bay
  4. 12 Oct 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  5. 13 Oct 07:00 - 18:00Bridgetown, Barbados
  6. 14 Oct 09:00 - 20:00Port-of-Spain, Trinidad
  7. 17 Oct 07:00 - 19:00Ile Royale Island, Salvation Islands, French Guiana
  8. 21 Oct 07:00 - 14:00Fortaleza, Brazil
  9. 22 Oct 09:00 - 17:00Natal, Brazil
  10. 24 Oct 09:00 - 18:00Salvador de Bahia, Brazil
  11. 27 Oct 07:00 - 14:00Buzios, Brazil
  12. 28 Oct 07:00 - 17:00Paraty, Brazil
  13. 29 Oct 07:00Arriving in Rio de Janeiro, Brazil
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Price on request
Seabourn Venture
Seabourn Cruises
Halifax → Ushuaia
⚓ Calls 11 Oct 06:00 - 17:00 202645 nights19 portsDeparts 2026 Oct 05
View itinerary · 19 ports
45 days, one-way from Halifax to Ushuaia
  1. 05 Oct - 17:00Departing from Halifax, Nova Scotia Canada
  2. 10 Oct 07:00 - 18:00Saint Kitts island
  3. 11 Oct 06:00 - 17:00Montserrat Island UK, Little Bay
  4. 12 Oct 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  5. 13 Oct 07:00 - 18:00Bridgetown, Barbados
  6. 14 Oct 09:00 - 20:00Port-of-Spain, Trinidad
  7. 17 Oct 07:00 - 19:00Ile Royale Island, Salvation Islands, French Guiana
  8. 21 Oct 07:00 - 14:00Fortaleza, Brazil
  9. 22 Oct 09:00 - 17:00Natal, Brazil
  10. 24 Oct 09:00 - 18:00Salvador de Bahia, Brazil
  11. 27 Oct 07:00 - 14:00Buzios, Brazil
  12. 28 Oct 07:00 - 17:00Paraty, Brazil
  13. 29 Oct 07:00 - 17:00Rio de Janeiro, Brazil
  14. 31 Oct 07:00 - 18:00Balneario Camboriu, Brazil
  15. 03 Nov 07:00 - 13:00Montevideo, Uruguay
  16. 06 Novcoastal cruising
  17. 07 Nov 07:00 - 17:00Port Stanley, East Falkland Island UK
  18. 08 Nov - 16 Novcoastal cruising
  19. 19 Nov 07:00Arriving in Ushuaia, Argentina
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Price on request
Seabourn Venture
Seabourn Cruises
Kangerlussuaq → Ushuaia
⚓ Calls 11 Oct 06:00 - 17:00 202659 nights33 portsDeparts 2026 Sep 21
View itinerary · 33 ports
59 days, one-way from Kangerlussuaq to Ushuaia
  1. 21 Sep - 17:00Departing from Kangerlussuaq, Greenland
  2. 23 Sep 07:00 - 12:00Baffin Island, Nunavut Canada
  3. 23 Sep 14:30 - 18:00Kekerten Island Canada, Nunavut
  4. 24 Sep 08:00 - 12:00Lady Franklin Island Canada, Nunavut
  5. 24 Sep 13:00 - 18:00Monumental Island Canada, Nunavut
  6. 25 Sep 07:00 - 12:00Lower Savage Islands Canada, Nunavut
  7. 25 Sep 13:00 - 17:00Resolution Island Canada, Nunavut
  8. 26 Sepfjord cruising
  9. 27 Sepcoastal cruising
  10. 28 Sepfjord cruising
  11. 29 Sep 09:00 - 17:00Nain NL, Newfoundland-Labrador Canada
  12. 30 Sep 09:30 - 17:00Indian Harbour NS, Nova Scotia Canada
  13. 01 Oct 07:00 - 11:30Battle Harbour NL, Newfoundland-Labrador Canada
  14. 01 Oct 14:30 - 19:00L'Anse aux Meadows, Newfoundland-Labrador Canada
  15. 05 Oct 07:00 - 17:00Halifax, Nova Scotia Canada
  16. 10 Oct 07:00 - 18:00Saint Kitts island
  17. 11 Oct 06:00 - 17:00Montserrat Island UK, Little Bay
  18. 12 Oct 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  19. 13 Oct 07:00 - 18:00Bridgetown, Barbados
  20. 14 Oct 09:00 - 20:00Port-of-Spain, Trinidad
  21. 17 Oct 07:00 - 19:00Ile Royale Island, Salvation Islands, French Guiana
  22. 21 Oct 07:00 - 14:00Fortaleza, Brazil
  23. 22 Oct 09:00 - 17:00Natal, Brazil
  24. 24 Oct 09:00 - 18:00Salvador de Bahia, Brazil
  25. 27 Oct 07:00 - 14:00Buzios, Brazil
  26. 28 Oct 07:00 - 17:00Paraty, Brazil
  27. 29 Oct 07:00 - 17:00Rio de Janeiro, Brazil
  28. 31 Oct 07:00 - 18:00Balneario Camboriu, Brazil
  29. 03 Nov 07:00 - 13:00Montevideo, Uruguay
  30. 06 Novcoastal cruising
  31. 07 Nov 07:00 - 17:00Port Stanley, East Falkland Island UK
  32. 08 Nov - 16 Novcoastal cruising
  33. 19 Nov 07:00Arriving in Ushuaia, Argentina
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Price on request
Seabourn Venture
Seabourn Cruises
Kangerlussuaq → Rio de Janeiro
⚓ Calls 11 Oct 06:00 - 17:00 202638 nights27 portsDeparts 2026 Sep 21
View itinerary · 27 ports
38 days, one-way from Kangerlussuaq to Rio de Janeiro
  1. 21 Sep - 17:00Departing from Kangerlussuaq, Greenland
  2. 23 Sep 07:00 - 12:00Baffin Island, Nunavut Canada
  3. 23 Sep 14:30 - 18:00Kekerten Island Canada, Nunavut
  4. 24 Sep 08:00 - 12:00Lady Franklin Island Canada, Nunavut
  5. 24 Sep 13:00 - 18:00Monumental Island Canada, Nunavut
  6. 25 Sep 07:00 - 12:00Lower Savage Islands Canada, Nunavut
  7. 25 Sep 13:00 - 17:00Resolution Island Canada, Nunavut
  8. 26 Sepfjord cruising
  9. 27 Sepcoastal cruising
  10. 28 Sepfjord cruising
  11. 29 Sep 09:00 - 17:00Nain NL, Newfoundland-Labrador Canada
  12. 30 Sep 09:30 - 17:00Indian Harbour NS, Nova Scotia Canada
  13. 01 Oct 07:00 - 11:30Battle Harbour NL, Newfoundland-Labrador Canada
  14. 01 Oct 14:30 - 19:00L'Anse aux Meadows, Newfoundland-Labrador Canada
  15. 05 Oct 07:00 - 17:00Halifax, Nova Scotia Canada
  16. 10 Oct 07:00 - 18:00Saint Kitts island
  17. 11 Oct 06:00 - 17:00Montserrat Island UK, Little Bay
  18. 12 Oct 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  19. 13 Oct 07:00 - 18:00Bridgetown, Barbados
  20. 14 Oct 09:00 - 20:00Port-of-Spain, Trinidad
  21. 17 Oct 07:00 - 19:00Ile Royale Island, Salvation Islands, French Guiana
  22. 21 Oct 07:00 - 14:00Fortaleza, Brazil
  23. 22 Oct 09:00 - 17:00Natal, Brazil
  24. 24 Oct 09:00 - 18:00Salvador de Bahia, Brazil
  25. 27 Oct 07:00 - 14:00Buzios, Brazil
  26. 28 Oct 07:00 - 17:00Paraty, Brazil
  27. 29 Oct 07:00Arriving in Rio de Janeiro, Brazil
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Price on request
Seabourn Venture
Seabourn Cruises
Kangerlussuaq → Bridgetown
⚓ Calls 11 Oct 06:00 - 17:00 202622 nights19 portsDeparts 2026 Sep 21
View itinerary · 19 ports
22 days, one-way from Kangerlussuaq to Bridgetown
  1. 21 Sep - 17:00Departing from Kangerlussuaq, Greenland
  2. 23 Sep 07:00 - 12:00Baffin Island, Nunavut Canada
  3. 23 Sep 14:30 - 18:00Kekerten Island Canada, Nunavut
  4. 24 Sep 08:00 - 12:00Lady Franklin Island Canada, Nunavut
  5. 24 Sep 13:00 - 18:00Monumental Island Canada, Nunavut
  6. 25 Sep 07:00 - 12:00Lower Savage Islands Canada, Nunavut
  7. 25 Sep 13:00 - 17:00Resolution Island Canada, Nunavut
  8. 26 Sepfjord cruising
  9. 27 Sepcoastal cruising
  10. 28 Sepfjord cruising
  11. 29 Sep 09:00 - 17:00Nain NL, Newfoundland-Labrador Canada
  12. 30 Sep 09:30 - 17:00Indian Harbour NS, Nova Scotia Canada
  13. 01 Oct 07:00 - 11:30Battle Harbour NL, Newfoundland-Labrador Canada
  14. 01 Oct 14:30 - 19:00L'Anse aux Meadows, Newfoundland-Labrador Canada
  15. 05 Oct 07:00 - 17:00Halifax, Nova Scotia Canada
  16. 10 Oct 07:00 - 18:00Saint Kitts island
  17. 11 Oct 06:00 - 17:00Montserrat Island UK, Little Bay
  18. 12 Oct 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  19. 13 Oct 07:00Arriving in Bridgetown, Barbados
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Price on request
Silver Shadow
Silversea Cruises
Round-trip from Miami
⚓ Calls 14 Nov 08:00 - 17:00 202611 nights8 portsDeparts 2026 Nov 07
View itinerary · 8 ports
11 days, round-trip Miami, Fl To Miami, Fl
  1. 07 Nov 18:00Departing from Miami, Florida
  2. 10 Nov 09:00 - 19:00San Juan, Puerto Rico
  3. 11 Nov 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  4. 12 Nov 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 13 Nov 08:00 - 18:00Basseterre St Kitts, Port Zante
  6. 14 Nov 08:00 - 17:00Montserrat Island UK, Little Bay
  7. 15 Nov 08:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 18 NovArriving in Miami, Florida
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$6300from / pp
Silver Shadow
Silversea Cruises
Montreal → Miami
⚓ Calls 14 Nov 08:00 - 17:00 202625 nights16 portsDeparts 2026 Oct 24
View itinerary · 16 ports
25 days, one-way from Montreal to Miami
  1. 24 Oct 20:00Departing from Montreal, Quebec Canada
  2. 25 Oct 08:00 - 23:00Quebec City, Canada
  3. 28 Oct 08:00 - 20:00Prince Edward Island, Charlottetown, Canada
  4. 30 Oct 08:00 - 23:00Halifax, Nova Scotia Canada
  5. 01 Nov 08:00 - 19:30Boston, Massachusetts
  6. 02 Nov 01:45 - 03:15Cape Cod Canal, Massachusetts
  7. 02 Nov 08:00 - 17:00Newport RI, Rhode Island
  8. 03 Nov 08:00 - 23:00New York, NYC Manhattan-Brooklyn
  9. 07 Nov 07:00Miami, Florida
  10. 10 Nov 09:00 - 19:00San Juan, Puerto Rico
  11. 11 Nov 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  12. 12 Nov 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  13. 13 Nov 08:00 - 18:00Basseterre St Kitts, Port Zante
  14. 14 Nov 08:00 - 17:00Montserrat Island UK, Little Bay
  15. 15 Nov 08:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  16. 18 NovArriving in Miami, Florida
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$9600from / pp
Silver Shadow
Silversea Cruises
Round-trip from Miami
⚓ Calls 25 Nov 08:00 - 18:00 202612 nights9 portsDeparts 2026 Nov 18
View itinerary · 9 ports
12 days, round-trip Miami, Fl To Miami, Fl
  1. 18 Nov 18:00Departing from Miami, Florida
  2. 21 Nov 09:00 - 19:00San Juan, Puerto Rico
  3. 22 Nov 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  4. 23 Nov 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 24 Nov 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  6. 25 Nov 08:00 - 18:00Montserrat Island UK, Little Bay
  7. 26 Nov 08:00 - 18:00Basseterre St Kitts, Port Zante
  8. 27 Nov 08:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 30 NovArriving in Miami, Florida
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$6200from / pp
Seabourn Ovation
Seabourn Cruises
Miami → Philipsburg St Maarten
⚓ Calls 01 Dec 08:00 - 18:00 202615 nights13 portsDeparts 2026 Nov 20
View itinerary · 13 ports
15 days, one-way from Miami to Philipsburg St Maarten
  1. 20 Nov 16:00Departing from Miami, Florida
  2. 23 Nov 10:00 - 18:00San Juan, Puerto Rico
  3. 24 Nov 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 25 Nov 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 26 Nov 08:00 - 17:00Roseau, Dominica
  6. 27 Nov 08:00 - 18:00Bequia Island, Port Elizabeth, Grenadines
  7. 28 Nov 07:00 - 21:00Bridgetown, Barbados
  8. 29 Nov 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  9. 01 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  10. 02 Dec 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  11. 03 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  12. 04 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  13. 05 Dec 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$7499from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 01 Dec 08:00 - 18:00 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
Seabourn Ovation
Seabourn Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 01 Dec 08:00 - 18:00 20267 nights7 portsDeparts 2026 Nov 28
View itinerary · 7 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 28 Nov 21:00Departing from Bridgetown, Barbados
  2. 29 Nov 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  3. 01 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 02 Dec 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 03 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 04 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 05 Dec 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$4499from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Bridgetown
⚓ Calls 01 Dec 08:00 - 18:00 202614 nights13 portsDeparts 2026 Nov 28
View itinerary · 13 ports
14 days, round-trip Exotic Caribbean In Depth
  1. 28 Nov 21:00Departing from Bridgetown, Barbados
  2. 29 Nov 08:00 - 18:00Pigeon Island, Rodney Bay, St Lucia
  3. 01 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 02 Dec 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 03 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 04 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 05 Dec 07:00 - 21:00Philipsburg St Maarten, Netherlands Antilles
  8. 06 Dec 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 07 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 09 Dec 08:00 - 18:00Les Anses d'Arlet, Martinique
  11. 10 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 11 Dec 08:00 - 18:00St Georges Grenada
  13. 12 Dec 07:00Arriving in Bridgetown, Barbados
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$7999from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 15 Dec 08:00 - 18:00 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
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$5999from / pp
Silver Shadow
Silversea Cruises
Miami → San Juan
⚓ Calls 18 Dec 08:00 - 17:00 202610 nights9 portsDeparts 2026 Dec 10
View itinerary · 9 ports
10 days, one-way from Miami to San Juan
  1. 10 Dec 18:00Departing from Miami, Florida
  2. 13 Dec 13:00 - 19:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 14 Dec 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  4. 15 Dec 08:00 - 18:00Basseterre St Kitts, Port Zante
  5. 16 Dec 08:00 - 18:00Iles des Saintes, Guadeloupe
  6. 17 Dec 08:00 - 18:00Fort-de-France, Martinique
  7. 18 Dec 08:00 - 17:00Montserrat Island UK, Little Bay
  8. 19 Dec 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 20 DecArriving in San Juan, Puerto Rico
Find this cruise to book →
$5100from / pp
Seabourn Ovation
Seabourn Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 22 Dec 08:00 - 18:00 20267 nights7 portsDeparts 2026 Dec 19
View itinerary · 7 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 19 Dec 21:00Departing from Bridgetown, Barbados
  2. 20 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 22 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 23 Dec 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 24 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 25 Dec 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 26 Dec 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5499from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Bridgetown
⚓ Calls 22 Dec 08:00 - 18:00 202614 nights13 portsDeparts 2026 Dec 19
View itinerary · 13 ports
14 days, round-trip Exotic Caribbean In Depth
  1. 19 Dec 21:00Departing from Bridgetown, Barbados
  2. 20 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 22 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 23 Dec 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 24 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 25 Dec 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 26 Dec 07:00 - 21:00Philipsburg St Maarten, Netherlands Antilles
  8. 27 Dec 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 28 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 30 Dec 08:00 - 18:00Les Anses d'Arlet, Martinique
  11. 31 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 01 Jan 08:00 - 18:00St Georges Grenada
  13. 02 Jan 07:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$10999from / pp
Silver Shadow
Silversea Cruises
Round-trip from San Juan
⚓ Calls 22 Dec 09:00 - 18:30 20267 nights7 portsDeparts 2026 Dec 20
View itinerary · 7 ports
7 days, round-trip San Juan To San Juan
  1. 20 Dec 19:00Departing from San Juan, Puerto Rico
  2. 21 Dec 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  3. 22 Dec 09:00 - 18:30Montserrat Island UK, Little Bay
  4. 23 Dec 08:30 - 18:00Castries, St Lucia Island
  5. 24 Dec 08:00 - 18:00Fort-de-France, Martinique
  6. 26 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  7. 27 DecArriving in San Juan, Puerto Rico
Find this cruise to book →
$4800from / pp
Silver Shadow
Silversea Cruises
Round-trip from San Juan
⚓ Calls 22 Dec 09:00 - 18:30 202614 nights13 portsDeparts 2026 Dec 20
View itinerary · 13 ports
14 days, round-trip San Juan To San Juan
  1. 20 Dec 19:00Departing from San Juan, Puerto Rico
  2. 21 Dec 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  3. 22 Dec 09:00 - 18:30Montserrat Island UK, Little Bay
  4. 23 Dec 08:30 - 18:00Castries, St Lucia Island
  5. 24 Dec 08:00 - 18:00Fort-de-France, Martinique
  6. 26 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  7. 27 Dec 07:00San Juan, Puerto Rico
  8. 28 Dec 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 29 Dec 08:00 - 18:00Basseterre St Kitts, Port Zante
  10. 30 Dec 08:00 - 17:00Iles des Saintes, Guadeloupe
  11. 31 Dec 08:00 - 18:00Bequia Island, Port Elizabeth, Grenadines
  12. 02 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  13. 03 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$8700from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 31 Dec 08:00 - 18:00 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
MSC Explora 1
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 07 Jan 08:00 - 18:00 202715 nights13 portsDeparts 2026 Dec 27
View itinerary · 13 ports
15 days, round-trip An Extended Journey through Island Joys Volcanic Majesty
  1. 27 Dec 17:00Departing from Miami, Florida
  2. 29 Dec 08:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  3. 30 Dec 08:00 - 17:00Catalina Island, Dominicana
  4. 31 Dec 09:00 - 16:00St John Island USVI, Cruz Bay, US Virgin Islands
  5. 01 Jan 12:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 02 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 03 Jan 08:00 - 21:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  8. 04 Jan 08:00 - 17:00San Juan, Puerto Rico
  9. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  10. 06 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  11. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  12. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  13. 11 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$8505from / pp
Silver Shadow
Silversea Cruises
Round-trip from San Juan
⚓ Calls 07 Jan 08:00 - 18:00 20277 nights8 portsDeparts 2027 Jan 03
View itinerary · 8 ports
7 days, round-trip San Juan To San Juan
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 04 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 05 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 06 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  6. 08 Jan 08:00 - 19:00Basseterre St Kitts, Port Zante
  7. 09 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 10 JanArriving in San Juan, Puerto Rico
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$4500from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 07 Jan 08:00 - 18:00 20277 nights6 portsDeparts 2027 Jan 04
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 04 Jan 17:00Departing from San Juan, Puerto Rico
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  5. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 11 Jan 08:00Arriving in Miami, Florida
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$3850from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 07 Jan 08:00 - 18:00 202716 nights12 portsDeparts 2027 Jan 04
View itinerary · 12 ports
16 days, one-way from San Juan to Miami
  1. 04 Jan 17:00Departing from San Juan, Puerto Rico
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  5. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 11 Jan 08:00 - 17:00Miami, Florida
  7. 13 Jan 09:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  8. 14 Jan 08:00 - 18:00Samana, Dominicana
  9. 15 Jan 09:00 - 23:00San Juan, Puerto Rico
  10. 16 Jan 09:00 - 20:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  11. 17 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  12. 20 Jan 08:00Arriving in Miami, Florida
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$7385from / pp
Seabourn Ovation
Seabourn Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 12 Jan 08:00 - 18:00 20277 nights7 portsDeparts 2027 Jan 09
View itinerary · 7 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 09 Jan 21:00Departing from Bridgetown, Barbados
  2. 10 Jan 08:00 - 18:00Castries, St Lucia Island
  3. 12 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 13 Jan 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 14 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 15 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 16 Jan 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5299from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Bridgetown
⚓ Calls 12 Jan 08:00 - 18:00 202714 nights13 portsDeparts 2027 Jan 09
View itinerary · 13 ports
14 days, round-trip Exotic Caribbean In Depth
  1. 09 Jan 21:00Departing from Bridgetown, Barbados
  2. 10 Jan 08:00 - 18:00Castries, St Lucia Island
  3. 12 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 13 Jan 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 14 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 15 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 16 Jan 07:00 - 21:00Philipsburg St Maarten, Netherlands Antilles
  8. 17 Jan 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 18 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 20 Jan 08:00 - 18:00Les Anses d'Arlet, Martinique
  11. 21 Jan 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 22 Jan 08:00 - 18:00St Georges Grenada
  13. 23 Jan 07:00Arriving in Bridgetown, Barbados
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$10099from / pp
Silver Shadow
Silversea Cruises
San Juan → Bridgetown
⚓ Calls 14 Jan 08:00 - 18:00 202710 nights11 portsDeparts 2027 Jan 10
View itinerary · 11 ports
10 days, one-way from San Juan to Bridgetown
  1. 10 Jan 19:00Departing from San Juan, Puerto Rico
  2. 11 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  3. 12 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 13 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 14 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  6. 15 Jan 08:00 - 18:00Iles des Saintes, Guadeloupe
  7. 16 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  8. 17 Jan 08:00 - 18:00Les Anses d'Arlet, Martinique
  9. 18 Jan 08:00 - 18:00Castries, St Lucia Island
  10. 19 Jan 08:00 - 18:00St Georges Grenada
  11. 20 JanArriving in Bridgetown, Barbados
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$6600from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 26 Jan 08:00 - 18:00 202714 nights13 portsDeparts 2027 Jan 16
View itinerary · 13 ports
14 days, round-trip Caribbean Gems In Depth
  1. 16 Jan 21:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 17 Jan 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 18 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  4. 20 Jan 08:00 - 18:00Les Anses d'Arlet, Martinique
  5. 21 Jan 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  6. 22 Jan 08:00 - 18:00St Georges Grenada
  7. 23 Jan 07:00 - 21:00Bridgetown, Barbados
  8. 24 Jan 08:00 - 18:00Castries, St Lucia Island
  9. 26 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  10. 27 Jan 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  11. 28 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  12. 29 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 30 Jan 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$9999from / pp
Silver Shadow
Silversea Cruises
Bridgetown → San Juan
⚓ Calls 26 Jan 08:00 - 18:00 202710 nights11 portsDeparts 2027 Jan 20
View itinerary · 11 ports
10 days, one-way from Bridgetown to San Juan
  1. 20 Jan 23:00Departing from Bridgetown, Barbados
  2. 21 Jan 08:00 - 18:00Bequia Island, Port Elizabeth, Grenadines
  3. 22 Jan 08:00 - 18:00Castries, St Lucia Island
  4. 23 Jan 08:00 - 18:00Les Anses d'Arlet, Martinique
  5. 24 Jan 08:00 - 19:00Roseau, Dominica
  6. 25 Jan 08:00 - 18:00Iles des Saintes, Guadeloupe
  7. 26 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  8. 27 Jan 08:00 - 19:00Basseterre St Kitts, Port Zante
  9. 28 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 29 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  11. 30 JanArriving in San Juan, Puerto Rico
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$6400from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Bridgetown
⚓ Calls 26 Jan 08:00 - 18:00 202714 nights13 portsDeparts 2027 Jan 23
View itinerary · 13 ports
14 days, round-trip Exotic Caribbean In Depth
  1. 23 Jan 21:00Departing from Bridgetown, Barbados
  2. 24 Jan 08:00 - 18:00Castries, St Lucia Island
  3. 26 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 27 Jan 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 28 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 29 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 30 Jan 07:00 - 21:00Philipsburg St Maarten, Netherlands Antilles
  8. 31 Jan 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 01 Feb 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 03 Feb 08:00 - 18:00Les Anses d'Arlet, Martinique
  11. 04 Feb 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 05 Feb 08:00 - 18:00St Georges Grenada
  13. 06 Feb 07:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$10599from / pp
Seabourn Ovation
Seabourn Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 26 Jan 08:00 - 18:00 20277 nights7 portsDeparts 2027 Jan 23
View itinerary · 7 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 23 Jan 21:00Departing from Bridgetown, Barbados
  2. 24 Jan 08:00 - 18:00Castries, St Lucia Island
  3. 26 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 27 Jan 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 28 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 29 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 30 Jan 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5799from / pp
Silver Shadow
Silversea Cruises
Round-trip from San Juan
⚓ Calls 01 Feb 08:00 - 18:00 20277 nights8 portsDeparts 2027 Jan 30
View itinerary · 8 ports
7 days, round-trip San Juan To San Juan
  1. 30 Jan 19:00Departing from San Juan, Puerto Rico
  2. 31 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 01 Feb 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 02 Feb 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 03 Feb 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 04 Feb 08:00 - 19:00Basseterre St Kitts, Port Zante
  7. 05 Feb 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 06 FebArriving in San Juan, Puerto Rico
Find this cruise to book →
$5000from / pp
Silver Shadow
Silversea Cruises
San Juan → Bridgetown
⚓ Calls 10 Feb 08:00 - 18:00 202710 nights11 portsDeparts 2027 Feb 06
View itinerary · 11 ports
10 days, one-way from San Juan to Bridgetown
  1. 06 Feb 19:00Departing from San Juan, Puerto Rico
  2. 07 Feb 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  3. 08 Feb 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 09 Feb 08:00 - 19:00Basseterre St Kitts, Port Zante
  5. 10 Feb 08:00 - 18:00Montserrat Island UK, Little Bay
  6. 11 Feb 08:00 - 18:00Iles des Saintes, Guadeloupe
  7. 12 Feb 08:00 - 19:00Roseau, Dominica
  8. 13 Feb 08:00 - 18:00Les Anses d'Arlet, Martinique
  9. 14 Feb 08:00 - 18:00Castries, St Lucia Island
  10. 15 Feb 08:00 - 18:00St Georges Grenada
  11. 16 FebArriving in Bridgetown, Barbados
Find this cruise to book →
Price on request
Seabourn Ovation
Seabourn Cruises
Round-trip from Bridgetown
⚓ Calls 16 Feb 08:00 - 18:00 202714 nights13 portsDeparts 2027 Feb 13
View itinerary · 13 ports
14 days, round-trip Exotic Caribbean In Depth
  1. 13 Feb 21:00Departing from Bridgetown, Barbados
  2. 14 Feb 08:00 - 18:00Castries, St Lucia Island
  3. 16 Feb 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 17 Feb 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 18 Feb 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 19 Feb 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 20 Feb 07:00 - 21:00Philipsburg St Maarten, Netherlands Antilles
  8. 21 Feb 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 22 Feb 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 24 Feb 08:00 - 18:00Les Anses d'Arlet, Martinique
  11. 25 Feb 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 26 Feb 08:00 - 18:00St Georges Grenada
  13. 27 Feb 07:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$10799from / pp
Seabourn Ovation
Seabourn Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 16 Feb 08:00 - 18:00 20277 nights7 portsDeparts 2027 Feb 13
View itinerary · 7 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 13 Feb 21:00Departing from Bridgetown, Barbados
  2. 14 Feb 08:00 - 18:00Castries, St Lucia Island
  3. 16 Feb 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 17 Feb 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 18 Feb 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 19 Feb 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 20 Feb 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5999from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 02 Mar 08:00 - 18:00 202714 nights13 portsDeparts 2027 Feb 20
View itinerary · 13 ports
14 days, round-trip Caribbean Gems In Depth
  1. 20 Feb 21:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 21 Feb 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 22 Feb 08:00 - 17:00Basseterre St Kitts, Port Zante
  4. 24 Feb 08:00 - 18:00Les Anses d'Arlet, Martinique
  5. 25 Feb 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  6. 26 Feb 08:00 - 18:00St Georges Grenada
  7. 27 Feb 07:00 - 21:00Bridgetown, Barbados
  8. 28 Feb 08:00 - 18:00Castries, St Lucia Island
  9. 02 Mar 08:00 - 18:00Montserrat Island UK, Little Bay
  10. 03 Mar 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  11. 04 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  12. 05 Mar 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 06 Mar 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$9899from / pp
Seabourn Ovation
Seabourn Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 02 Mar 08:00 - 18:00 20277 nights7 portsDeparts 2027 Feb 27
View itinerary · 7 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 27 Feb 21:00Departing from Bridgetown, Barbados
  2. 28 Feb 08:00 - 18:00Castries, St Lucia Island
  3. 02 Mar 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 03 Mar 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 04 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 05 Mar 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 06 Mar 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$4999from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Bridgetown
⚓ Calls 02 Mar 08:00 - 18:00 202714 nights13 portsDeparts 2027 Feb 27
View itinerary · 13 ports
14 days, round-trip Exotic Caribbean In Depth
  1. 27 Feb 21:00Departing from Bridgetown, Barbados
  2. 28 Feb 08:00 - 18:00Castries, St Lucia Island
  3. 02 Mar 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 03 Mar 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 04 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 05 Mar 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 06 Mar 07:00 - 21:00Philipsburg St Maarten, Netherlands Antilles
  8. 07 Mar 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 08 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 10 Mar 08:00 - 18:00Les Anses d'Arlet, Martinique
  11. 11 Mar 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 12 Mar 08:00 - 18:00St Georges Grenada
  13. 13 Mar 07:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$8999from / pp
Silver Shadow
Silversea Cruises
Round-trip from San Juan
⚓ Calls 03 Mar 08:00 - 17:00 20277 nights8 portsDeparts 2027 Feb 26
View itinerary · 8 ports
7 days, round-trip San Juan To San Juan
  1. 26 Feb 18:00Departing from San Juan, Puerto Rico
  2. 27 Feb 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 28 Feb 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 01 Mar 08:00 - 19:00Basseterre St Kitts, Port Zante
  5. 02 Mar 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  6. 03 Mar 08:00 - 17:00Montserrat Island UK, Little Bay
  7. 04 Mar 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 05 MarArriving in San Juan, Puerto Rico
Find this cruise to book →
$5000from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 16 Mar 08:00 - 18:00 202714 nights13 portsDeparts 2027 Mar 06
View itinerary · 13 ports
14 days, round-trip Caribbean Gems In Depth
  1. 06 Mar 21:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 07 Mar 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 08 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  4. 10 Mar 08:00 - 18:00Les Anses d'Arlet, Martinique
  5. 11 Mar 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  6. 12 Mar 08:00 - 18:00St Georges Grenada
  7. 13 Mar 07:00 - 21:00Bridgetown, Barbados
  8. 14 Mar 08:00 - 18:00Castries, St Lucia Island
  9. 16 Mar 08:00 - 18:00Montserrat Island UK, Little Bay
  10. 17 Mar 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  11. 18 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  12. 19 Mar 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 20 Mar 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$8899from / pp
Seabourn Ovation
Seabourn Cruises
Bridgetown → Philipsburg St Maarten
⚓ Calls 16 Mar 08:00 - 18:00 20277 nights7 portsDeparts 2027 Mar 13
View itinerary · 7 ports
7 days, one-way from Bridgetown to Philipsburg St Maarten
  1. 13 Mar 21:00Departing from Bridgetown, Barbados
  2. 14 Mar 08:00 - 18:00Castries, St Lucia Island
  3. 16 Mar 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 17 Mar 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 18 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 19 Mar 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 20 Mar 07:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$4799from / pp
Seabourn Ovation
Seabourn Cruises
Round-trip from Bridgetown
⚓ Calls 16 Mar 08:00 - 18:00 202714 nights13 portsDeparts 2027 Mar 13
View itinerary · 13 ports
14 days, round-trip Exotic Caribbean In Depth
  1. 13 Mar 21:00Departing from Bridgetown, Barbados
  2. 14 Mar 08:00 - 18:00Castries, St Lucia Island
  3. 16 Mar 08:00 - 18:00Montserrat Island UK, Little Bay
  4. 17 Mar 08:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 18 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 19 Mar 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 20 Mar 07:00 - 21:00Philipsburg St Maarten, Netherlands Antilles
  8. 21 Mar 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 22 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 24 Mar 08:00 - 18:00Les Anses d'Arlet, Martinique
  11. 25 Mar 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 26 Mar 08:00 - 18:00St Georges Grenada
  13. 27 Mar 07:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$8899from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Panama City
⚓ Calls 07 Apr 09:00 - 19:00 202717 nights14 portsDeparts 2027 Apr 05
View itinerary · 14 ports
17 days, one-way from San Juan to Panama City
  1. 05 Apr 18:00Departing from San Juan, Puerto Rico
  2. 06 Apr 09:00 - 07 Apr 01:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 07 Apr 09:00 - 19:00Montserrat Island UK, Little Bay
  4. 08 Apr 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 11 Apr 09:00 - 18:30Key West, Florida
  6. 12 Apr 08:00 - 17:00Miami, Florida
  7. 14 Apr 09:00 - 18:00Ocho Rios, Jamaica
  8. 16 Apr 09:00 - 23:00Willemstad Curacao, Netherlands Antilles
  9. 17 Apr 08:00 - 16:00Oranjestad Aruba, Netherlands Antilles
  10. 18 Apr 09:00 - 20:00Santa Marta Colombia
  11. 19 Apr 08:00 - 20 Apr 12:00Cartagena Colombia
  12. 21 Apr 06:00 - 06:30Panama Canal
  13. 21 Apr 20:00Panama City, Fuerte Amador, Balboa
  14. 22 AprArriving in Panama City, Fuerte Amador, Balboa
Find this cruise to book →
$9870from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 07 Apr 09:00 - 19:00 20277 nights6 portsDeparts 2027 Apr 05
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 05 Apr 18:00Departing from San Juan, Puerto Rico
  2. 06 Apr 09:00 - 07 Apr 01:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 07 Apr 09:00 - 19:00Montserrat Island UK, Little Bay
  4. 08 Apr 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 11 Apr 09:00 - 18:30Key West, Florida
  6. 12 Apr 08:00Arriving in Miami, Florida
Find this cruise to book →
$4085from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 07 Apr 09:00 - 19:00 202714 nights11 portsDeparts 2027 Mar 29
View itinerary · 11 ports
14 days, round-trip An Extended Journey from Vibrant Shores to Spectacular Scenery
  1. 29 Mar 17:00Departing from Miami, Florida
  2. 01 Apr 08:00 - 17:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 02 Apr 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 03 Apr 09:00 - 17:00Iles des Saintes, Guadeloupe
  5. 04 Apr 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 05 Apr 08:00 - 18:00San Juan, Puerto Rico
  7. 06 Apr 09:00 - 07 Apr 01:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 07 Apr 09:00 - 19:00Montserrat Island UK, Little Bay
  9. 08 Apr 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 11 Apr 09:00 - 18:30Key West, Florida
  11. 12 Apr 08:00Arriving in Miami, Florida
Find this cruise to book →
$7770from / pp

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