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Cruises Calling at Mayreau Island

45 upcoming cruises that stop at Mayreau Island, St. Vincent and the Grenadines. Updated regularly; always confirm with the cruise line.

Le Bellot
Ponant Cruises
Fort-de-France → Colon
⚓ Calls 30 Oct - 18:00 202612 nights12 portsDeparts 2026 Oct 26
View itinerary · 12 ports
12 days, one-way from Fort-de-France to Colon
  1. 26 Oct 18:00Departing from Fort-de-France, Martinique
  2. 27 Oct 08:00 - 20:00Iles des Saintes, Guadeloupe
  3. 28 Oct 08:00 - 12:00Pigeon Island, Rodney Bay, St Lucia
  4. 28 Oct 14:30 - 20:00Soufriere, St Lucia Island
  5. 29 Oct 07:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  6. 30 Oct - 18:00Mayreau Island, Grenadines
  7. 01 Nov 07:00 - 18:00Kralendijk Bonaire, Netherlands Antilles
  8. 03 Nov 07:00 - 19:00Santa Marta Colombia
  9. 04 Nov 07:00 - 20:00Cartagena Colombia
  10. 05 Nov 14:00 - 19:00San Blas Islands Panama
  11. 06 Nov 07:00 - 18:00Portobelo, Panama
  12. 07 NovArriving in Colon, Panama
Find this cruise to book →
$7550from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 12 Nov 08:00 - 17:00 202614 nights14 portsDeparts 2026 Nov 08
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 08 Nov 19:00Departing from San Juan, Puerto Rico
  2. 10 Nov 09:00 - 22:00St Georges Grenada
  3. 11 Nov 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 12 Nov 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Nov 10:00 - 17:00Iles des Saintes, Guadeloupe
  6. 14 Nov 08:00 - 15:00Marigot, St Martin Island France
  7. 15 Nov 07:00 - 19:00San Juan, Puerto Rico
  8. 16 Nov 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 17 Nov 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 18 Nov 07:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  11. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  12. 20 Nov 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 21 Nov 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 22 Nov 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5893from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 12 Nov 08:00 - 17:00 20267 nights7 portsDeparts 2026 Nov 08
View itinerary · 7 ports
7 days, round-trip 7 Night Windward Islands Surf and Sunsets Cruise
  1. 08 Nov 19:00Departing from San Juan, Puerto Rico
  2. 10 Nov 09:00 - 22:00St Georges Grenada
  3. 11 Nov 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 12 Nov 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Nov 10:00 - 17:00Iles des Saintes, Guadeloupe
  6. 14 Nov 08:00 - 15:00Marigot, St Martin Island France
  7. 15 Nov 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$3230from / pp
SeaDream I
SeaDream Yacht Club Cruises
Philipsburg St Maarten → Bridgetown
⚓ Calls 20 Nov 20267 nights9 portsDeparts 2026 Nov 14
View itinerary · 9 ports
7 days, one-way from Philipsburg St Maarten to Bridgetown
  1. 14 NovDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 15 NovTortola Island BVI, Road Town, UK Virgin Islands
  3. 15 NovNorman Island BVI, The Bight, UK Virgin Islands
  4. 16 NovVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 16 NovVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  6. 17 Nov - 18 NovGustavia St Barths, Saint-Barthelemy Island France
  7. 19 NovTerre-de-Haut Island, Guadeloupe
  8. 20 NovMayreau Island, Grenadines
  9. 21 NovArriving in Bridgetown, Barbados
Find this cruise to book →
$5019from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 26 Nov 08:00 - 17:00 202614 nights14 portsDeparts 2026 Nov 15
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 15 Nov 19:00Departing from San Juan, Puerto Rico
  2. 16 Nov 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 17 Nov 08:00 - 17:00Basseterre St Kitts, Port Zante
  4. 18 Nov 07:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 19 Nov 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  6. 20 Nov 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 21 Nov 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 22 Nov 07:00 - 19:00San Juan, Puerto Rico
  9. 24 Nov 09:00 - 22:00St Georges Grenada
  10. 25 Nov 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  11. 26 Nov 08:00 - 17:00Mayreau Island, Grenadines
  12. 27 Nov 10:00 - 17:00Iles des Saintes, Guadeloupe
  13. 28 Nov 08:00 - 15:00Marigot, St Martin Island France
  14. 29 Nov 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5693from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from Bridgetown
⚓ Calls 26 Nov 20267 nights8 portsDeparts 2026 Nov 21
View itinerary · 8 ports
7 days, round-trip 7 Night Bridgetown to Bridgetown Cruise
  1. 21 NovDeparting from Bridgetown, Barbados
  2. 22 NovSoufriere, St Lucia Island
  3. 23 NovSaint Vincent Island, Kingstown, Grenadines
  4. 23 Nov - 24 NovBequia Island, Port Elizabeth, Grenadines
  5. 25 NovTobago Cays, Grenadines
  6. 26 NovMayreau Island, Grenadines
  7. 27 NovSt Georges Grenada
  8. 28 NovArriving in Bridgetown, Barbados
Find this cruise to book →
$5019from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 26 Nov 08:00 - 17:00 20267 nights7 portsDeparts 2026 Nov 22
View itinerary · 7 ports
7 days, round-trip 7 Night Windward Islands Surf and Sunsets Cruise
  1. 22 Nov 19:00Departing from San Juan, Puerto Rico
  2. 24 Nov 09:00 - 22:00St Georges Grenada
  3. 25 Nov 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 26 Nov 08:00 - 17:00Mayreau Island, Grenadines
  5. 27 Nov 10:00 - 17:00Iles des Saintes, Guadeloupe
  6. 28 Nov 08:00 - 15:00Marigot, St Martin Island France
  7. 29 Nov 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$3030from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 26 Nov 08:00 - 17:00 202614 nights14 portsDeparts 2026 Nov 22
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 22 Nov 19:00Departing from San Juan, Puerto Rico
  2. 24 Nov 09:00 - 22:00St Georges Grenada
  3. 25 Nov 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 26 Nov 08:00 - 17:00Mayreau Island, Grenadines
  5. 27 Nov 10:00 - 17:00Iles des Saintes, Guadeloupe
  6. 28 Nov 08:00 - 15:00Marigot, St Martin Island France
  7. 29 Nov 07:00 - 19:00San Juan, Puerto Rico
  8. 30 Nov 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 01 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 02 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  11. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  12. 04 Dec 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 05 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 06 Dec 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5093from / pp
Emerald Azzurra
Emerald Cruises
Marigot → Bridgetown
⚓ Calls 27 Nov 20269 nights10 portsDeparts 2026 Nov 20
View itinerary · 10 ports
9 days, one-way from Marigot to Bridgetown
  1. 20 NovDeparting from Marigot, St Martin Island France
  2. 21 NovGustavia St Barths, Saint-Barthelemy Island France
  3. 22 NovBasseterre St Kitts, Port Zante
  4. 23 NovFalmouth Antigua
  5. 24 NovIles des Saintes, Guadeloupe
  6. 25 NovSaint-Pierre Martinique
  7. 26 NovSoufriere, St Lucia Island
  8. 27 NovMayreau Island, Grenadines
  9. 27 Nov - 28 NovTobago Cays, Grenadines
  10. 29 NovArriving in Bridgetown, Barbados
Find this cruise to book →
$5907from / pp
SeaDream I
SeaDream Yacht Club Cruises
Bridgetown → St Johns Antigua
⚓ Calls 30 Nov 20267 nights9 portsDeparts 2026 Nov 28
View itinerary · 9 ports
7 days, one-way from Bridgetown to St Johns Antigua
  1. 28 NovDeparting from Bridgetown, Barbados
  2. 29 NovBequia Island, Port Elizabeth, Grenadines
  3. 30 NovMayreau Island, Grenadines
  4. 01 DecSoufriere, St Lucia Island
  5. 02 DecTerre-de-Haut Island, Guadeloupe
  6. 03 DecPhilipsburg St Maarten, Netherlands Antilles
  7. 03 DecPhilipsburg St Maarten, Netherlands Antilles
  8. 03 Dec - 04 DecGustavia St Barths, Saint-Barthelemy Island France
  9. 05 DecArriving in St Johns Antigua, RCI Royal Beach Club
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$4819from / pp
Star Legend
Windstar Cruises
Malaga → Bridgetown
⚓ Calls 01 Dec 08:00 - 18:00 202622 nights12 portsDeparts 2026 Nov 12
View itinerary · 12 ports
22 days, one-way from Malaga to Bridgetown
  1. 12 Nov 17:00Departing from Malaga, Spain Granada
  2. 13 Nov 07:00 - 13:00Tangier, Morocco, Tanger-Ville
  3. 14 Nov 06:00 - 23:00Casablanca, Marrakesh, Morocco
  4. 16 Nov 13:00 - 23:00Funchal, Madeira Island Portugal
  5. 27 Nov 06:00 - 18:00Bridgetown, Barbados
  6. 28 Nov 08:00 - 18:00Les Trois-Ilets, Martinique
  7. 29 Nov 08:00 - 30 Nov 06:00Pigeon Island, Rodney Bay, St Lucia
  8. 30 Nov 08:00 - 18:30Castries, St Lucia Island
  9. 01 Dec 08:00 - 18:00Mayreau Island, Grenadines
  10. 02 Dec 08:00 - 22:00St Georges Grenada
  11. 03 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  12. 04 Dec 05:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$5043from / pp
Star Legend
Windstar Cruises
Round-trip from Bridgetown
⚓ Calls 01 Dec 08:00 - 18:00 20267 nights8 portsDeparts 2026 Nov 27
View itinerary · 8 ports
7 days, round-trip 7 Night Jewels of the Windward Islands Cruise
  1. 27 Nov 18:00Departing from Bridgetown, Barbados
  2. 28 Nov 08:00 - 18:00Les Trois-Ilets, Martinique
  3. 29 Nov 08:00 - 30 Nov 06:00Pigeon Island, Rodney Bay, St Lucia
  4. 30 Nov 08:00 - 18:30Castries, St Lucia Island
  5. 01 Dec 08:00 - 18:00Mayreau Island, Grenadines
  6. 02 Dec 08:00 - 22:00St Georges Grenada
  7. 03 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  8. 04 Dec 05:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$2838from / pp
Star Legend
Windstar Cruises
Bridgetown → Oranjestad Aruba
⚓ Calls 01 Dec 08:00 - 18:00 202615 nights15 portsDeparts 2026 Nov 27
View itinerary · 15 ports
15 days, one-way from Bridgetown to Oranjestad Aruba
  1. 27 Nov 18:00Departing from Bridgetown, Barbados
  2. 28 Nov 08:00 - 18:00Les Trois-Ilets, Martinique
  3. 29 Nov 08:00 - 30 Nov 06:00Pigeon Island, Rodney Bay, St Lucia
  4. 30 Nov 08:00 - 18:30Castries, St Lucia Island
  5. 01 Dec 08:00 - 18:00Mayreau Island, Grenadines
  6. 02 Dec 08:00 - 22:00St Georges Grenada
  7. 03 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  8. 04 Dec 05:00 - 18:00Bridgetown, Barbados
  9. 05 Dec 17:30 - 18:30Castries, St Lucia Island
  10. 06 Dec 08:00 - 17:00Scarborough, Tobago
  11. 07 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  12. 08 Dec 08:00 - 18:00Mayreau Island, Grenadines
  13. 09 Dec 08:00 - 21:00St Georges Grenada
  14. 11 Dec 08:00 - 18:00Willemstad Curacao, Netherlands Antilles
  15. 12 Dec 06:00Arriving in Oranjestad Aruba, Netherlands Antilles
Find this cruise to book →
$5358from / pp
Star Legend
Windstar Cruises
Istanbul → Puntarenas
⚓ Calls 01 Dec 08:00 - 18:00 202670 nights48 portsDeparts 2026 Oct 19
View itinerary · 48 ports
70 days, one-way from Istanbul to Puntarenas
  1. 19 Oct 18:00Departing from Istanbul, Turkey, Galataport
  2. 20 Oct 11:30 - 18:00Lemnos Island, Myrina, Greece
  3. 21 Oct 09:00 - 21:00Mykonos Island, Greece
  4. 22 Oct 08:00 - 23:59Kusadasi, Ephesus, Turkey
  5. 23 Oct 09:00 - 19:00Bodrum, Turkey
  6. 24 Oct 08:00 - 20:00Santorini Island, Thira, Greece
  7. 26 Oct 08:00 - 13:00Itea, Delphi, Greece
  8. 26 Oct 17:00 - 19:00Corinth Canal, Greece
  9. 27 Oct 00:01 - 17:00Piraeus-Athens, Greece
  10. 28 Oct 08:00 - 10:00Corinth Canal, Greece
  11. 28 Oct 14:00 - 21:00Itea, Delphi, Greece
  12. 29 Oct 13:00 - 21:00Corfu Island, Kerkyra, Greece
  13. 30 Oct 07:30 - 14:00Kefalonia Island, Argostoli-Fiskardo, Greece
  14. 31 Oct 10:00 - 17:00Messina, Sicily Italy
  15. 01 Nov 08:00 - 17:00Trapani, Sicily Italy
  16. 02 Nov 08:00 - 23:59Cagliari, Sardinia Italy
  17. 04 Nov 08:00 - 17:00Barcelona, Spain
  18. 12 Nov 07:00 - 17:00Malaga, Spain Granada
  19. 13 Nov 07:00 - 13:00Tangier, Morocco, Tanger-Ville
  20. 14 Nov 06:00 - 23:00Casablanca, Marrakesh, Morocco
  21. 16 Nov 13:00 - 23:00Funchal, Madeira Island Portugal
  22. 27 Nov 06:00 - 18:00Bridgetown, Barbados
  23. 28 Nov 08:00 - 18:00Les Trois-Ilets, Martinique
  24. 29 Nov 08:00 - 30 Nov 06:00Pigeon Island, Rodney Bay, St Lucia
  25. 30 Nov 08:00 - 18:30Castries, St Lucia Island
  26. 01 Dec 08:00 - 18:00Mayreau Island, Grenadines
  27. 02 Dec 08:00 - 22:00St Georges Grenada
  28. 03 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  29. 04 Dec 05:00 - 18:00Bridgetown, Barbados
  30. 05 Dec 17:30 - 18:30Castries, St Lucia Island
  31. 06 Dec 08:00 - 17:00Scarborough, Tobago
  32. 07 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  33. 08 Dec 08:00 - 18:00Mayreau Island, Grenadines
  34. 09 Dec 08:00 - 21:00St Georges Grenada
  35. 11 Dec 08:00 - 18:00Willemstad Curacao, Netherlands Antilles
  36. 12 Dec 06:00 - 18:00Oranjestad Aruba, Netherlands Antilles
  37. 14 Dec 07:00 - 15 Dec 18:00Cartagena Colombia
  38. 17 Dec 07:00 - 15:00Bocas del Toro, Colon Island Panama
  39. 18 Dec 09:30 - 17:00San Blas Islands Panama
  40. 19 Dec 04:00 - 18:00Panama Canal
  41. 20 Dec 07:00 - 18:00Panama City, Fuerte Amador, Balboa
  42. 22 Dec 07:00 - 18:00Isla Parida Panama
  43. 23 Dec 08:30 - 17:00Golfo Dulce, Costa Rica
  44. 24 Dec 06:00 - 18:00Quepos, Costa Rica
  45. 25 Dec 07:00 - 21:00Herradura, Los Suenos, Costa Rica
  46. 26 Dec 07:00 - 18:00Curu Wildlife Reserve, Costa Rica
  47. 27 Dec 07:00 - 17:00Playa Flamingo, Costa Rica
  48. 28 Dec 06:00Arriving in Puntarenas, Puerto Caldera, Costa Rica
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Price on request
Star Legend
Windstar Cruises
Bridgetown → Oranjestad Aruba
⚓ Calls 08 Dec 08:00 - 18:00 20268 nights8 portsDeparts 2026 Dec 04
View itinerary · 8 ports
8 days, one-way from Bridgetown to Oranjestad Aruba
  1. 04 Dec 18:00Departing from Bridgetown, Barbados
  2. 05 Dec 17:30 - 18:30Castries, St Lucia Island
  3. 06 Dec 08:00 - 17:00Scarborough, Tobago
  4. 07 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  5. 08 Dec 08:00 - 18:00Mayreau Island, Grenadines
  6. 09 Dec 08:00 - 21:00St Georges Grenada
  7. 11 Dec 08:00 - 18:00Willemstad Curacao, Netherlands Antilles
  8. 12 Dec 06:00Arriving in Oranjestad Aruba, Netherlands Antilles
Find this cruise to book →
$3519from / pp
Star Legend
Windstar Cruises
Bridgetown → Panama City
⚓ Calls 08 Dec 08:00 - 18:00 202616 nights13 portsDeparts 2026 Dec 04
View itinerary · 13 ports
16 days, one-way from Bridgetown to Panama City
  1. 04 Dec 18:00Departing from Bridgetown, Barbados
  2. 05 Dec 17:30 - 18:30Castries, St Lucia Island
  3. 06 Dec 08:00 - 17:00Scarborough, Tobago
  4. 07 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  5. 08 Dec 08:00 - 18:00Mayreau Island, Grenadines
  6. 09 Dec 08:00 - 21:00St Georges Grenada
  7. 11 Dec 08:00 - 18:00Willemstad Curacao, Netherlands Antilles
  8. 12 Dec 06:00 - 18:00Oranjestad Aruba, Netherlands Antilles
  9. 14 Dec 07:00 - 15 Dec 18:00Cartagena Colombia
  10. 17 Dec 07:00 - 15:00Bocas del Toro, Colon Island Panama
  11. 18 Dec 09:30 - 17:00San Blas Islands Panama
  12. 19 Dec 04:00 - 18:00Panama Canal
  13. 20 Dec 07:00Arriving in Panama City, Fuerte Amador, Balboa
Find this cruise to book →
$5611from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 10 Dec 08:00 - 16:30 20267 nights7 portsDeparts 2026 Dec 06
View itinerary · 7 ports
7 days, round-trip 7 Night Windward Islands Surf and Sunsets Cruise
  1. 06 Dec 19:00Departing from San Juan, Puerto Rico
  2. 08 Dec 09:00 - 22:00St Georges Grenada
  3. 09 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 10 Dec 08:00 - 16:30Mayreau Island, Grenadines
  5. 11 Dec 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 12 Dec 08:00 - 15:00Marigot, St Martin Island France
  7. 13 Dec 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$3030from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 10 Dec 08:00 - 16:30 202614 nights14 portsDeparts 2026 Dec 06
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 06 Dec 19:00Departing from San Juan, Puerto Rico
  2. 08 Dec 09:00 - 22:00St Georges Grenada
  3. 09 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 10 Dec 08:00 - 16:30Mayreau Island, Grenadines
  5. 11 Dec 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 12 Dec 08:00 - 15:00Marigot, St Martin Island France
  7. 13 Dec 07:00 - 19:00San Juan, Puerto Rico
  8. 14 Dec 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 15 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  11. 17 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  12. 18 Dec 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 19 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 20 Dec 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5093from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 10 Dec 08:00 - 16:30 202614 nights14 portsDeparts 2026 Nov 29
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 29 Nov 19:00Departing from San Juan, Puerto Rico
  2. 30 Nov 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 01 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 02 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 03 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  6. 04 Dec 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 05 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 06 Dec 07:00 - 19:00San Juan, Puerto Rico
  9. 08 Dec 09:00 - 22:00St Georges Grenada
  10. 09 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  11. 10 Dec 08:00 - 16:30Mayreau Island, Grenadines
  12. 11 Dec 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  13. 12 Dec 08:00 - 15:00Marigot, St Martin Island France
  14. 13 Dec 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5093from / pp
Le Laperouse
Ponant Cruises
Fort-de-France → Colon
⚓ Calls 11 Dec - 18:00 202612 nights12 portsDeparts 2026 Dec 07
View itinerary · 12 ports
12 days, one-way from Fort-de-France to Colon
  1. 07 Dec 21:30Departing from Fort-de-France, Martinique
  2. 08 Dec 07:00 - 20:00Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  3. 09 Dec 08:00 - 12:00Pigeon Island, Rodney Bay, St Lucia
  4. 09 Dec 14:30 - 20:00Soufriere, St Lucia Island
  5. 10 Dec 07:00 - 18:30Union Island Grenadines, Ashton
  6. 11 Dec - 18:00Mayreau Island, Grenadines
  7. 13 Dec 07:00 - 18:00Kralendijk Bonaire, Netherlands Antilles
  8. 15 Dec 07:00 - 19:00Santa Marta Colombia
  9. 16 Dec 07:00 - 20:00Cartagena Colombia
  10. 17 Dec 14:00 - 19:00San Blas Islands Panama
  11. 18 Dec 07:00 - 18:00Portobelo, Panama
  12. 19 DecArriving in Colon, Panama
Find this cruise to book →
$8960from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 24 Dec 08:00 - 16:30 202614 nights14 portsDeparts 2026 Dec 13
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 13 Dec 19:00Departing from San Juan, Puerto Rico
  2. 14 Dec 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 15 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 17 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  6. 18 Dec 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 19 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 20 Dec 07:00 - 19:00San Juan, Puerto Rico
  9. 22 Dec 09:00 - 22:00St Georges Grenada
  10. 23 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  11. 24 Dec 08:00 - 16:30Mayreau Island, Grenadines
  12. 25 Dec 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  13. 26 Dec 08:00 - 15:00Marigot, St Martin Island France
  14. 27 Dec 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$4993from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 24 Dec 08:00 - 16:30 202614 nights14 portsDeparts 2026 Dec 20
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 20 Dec 19:00Departing from San Juan, Puerto Rico
  2. 22 Dec 09:00 - 22:00St Georges Grenada
  3. 23 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 24 Dec 08:00 - 16:30Mayreau Island, Grenadines
  5. 25 Dec 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 26 Dec 08:00 - 15:00Marigot, St Martin Island France
  7. 27 Dec 07:00 - 19:00San Juan, Puerto Rico
  8. 28 Dec 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 29 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 30 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  11. 31 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  12. 01 Jan 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 02 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 03 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$6293from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 24 Dec 08:00 - 16:30 20267 nights7 portsDeparts 2026 Dec 20
View itinerary · 7 ports
7 days, round-trip 7 Night Windward Islands Surf and Sunsets Cruise
  1. 20 Dec 19:00Departing from San Juan, Puerto Rico
  2. 22 Dec 09:00 - 22:00St Georges Grenada
  3. 23 Dec 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 24 Dec 08:00 - 16:30Mayreau Island, Grenadines
  5. 25 Dec 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 26 Dec 08:00 - 15:00Marigot, St Martin Island France
  7. 27 Dec 07:00Arriving in San Juan, Puerto Rico
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$2930from / pp
Le Bougainville
Ponant Cruises
Round-trip from Fort-de-France
⚓ Calls 26 Dec - 18:30 20267 nights9 portsDeparts 2026 Dec 23
View itinerary · 9 ports
7 days, round-trip 7 Night Renaud Capucons Caribbean Celebration Fifty Years in Paradise Cruise
  1. 23 Dec 22:00Departing from Fort-de-France, Martinique
  2. 24 Dec 12:30 - 23:59Union Island Grenadines, Ashton
  3. 25 Dec 08:30 - 18:00Tobago Cays, Grenadines
  4. 26 Dec - 18:30Mayreau Island, Grenadines
  5. 27 Dec - 19:30Bequia Island, Port Elizabeth, Grenadines
  6. 28 Dec 07:30 - 12:30Pigeon Island, Rodney Bay, St Lucia
  7. 28 Dec 16:00 - 19:30Soufriere, St Lucia Island
  8. 29 Dec 07:30 - 18:00Iles des Saintes, Guadeloupe
  9. 30 Dec 07:00Arriving in Fort-de-France, Martinique
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$7730from / pp
Azamara Journey
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 27 Dec 08:00 - 17:00 202616 nights16 portsDeparts 2026 Dec 12
View itinerary · 16 ports
16 days, round-trip Cruise Caribbean Christmas Cruise Barbados, St. Lucia St. Thomas
  1. 12 Dec 18:00Departing from Bridgetown, Barbados
  2. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 14 Dec 08:00 - 18:00Roseau, Dominica
  4. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  7. 18 Dec 06:00San Juan, Puerto Rico
  8. 19 Dec 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  9. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 21 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 22 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  12. 23 Dec 09:00 - 22:00Saint-Pierre Martinique
  13. 24 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  14. 26 Dec 08:00 - 17:00Scarborough, Tobago
  15. 27 Dec 08:00 - 17:00Mayreau Island, Grenadines
  16. 28 Dec 06:00Arriving in Bridgetown, Barbados
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$4349from / pp
Azamara Journey
Azamara Cruises
San Juan → Bridgetown
⚓ Calls 27 Dec 08:00 - 17:00 202610 nights10 portsDeparts 2026 Dec 18
View itinerary · 10 ports
10 days, one-way from San Juan to Bridgetown
  1. 18 Dec 18:00Departing from San Juan, Puerto Rico
  2. 19 Dec 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 21 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  5. 22 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 23 Dec 09:00 - 22:00Saint-Pierre Martinique
  7. 24 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  8. 26 Dec 08:00 - 17:00Scarborough, Tobago
  9. 27 Dec 08:00 - 17:00Mayreau Island, Grenadines
  10. 28 Dec 06:00Arriving in Bridgetown, Barbados
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$2319from / pp
Azamara Journey
Azamara Cruises
Round-trip from San Juan
⚓ Calls 27 Dec 08:00 - 17:00 202618 nights16 portsDeparts 2026 Dec 18
View itinerary · 16 ports
18 days, round-trip Cruise Caribbean Holiday Cruise San Juan, St. Barts Curacao
  1. 18 Dec 18:00Departing from San Juan, Puerto Rico
  2. 19 Dec 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 21 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  5. 22 Dec 08:00 - 17:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 23 Dec 09:00 - 22:00Saint-Pierre Martinique
  7. 24 Dec 08:00 - 17:00Bequia Island, Port Elizabeth, Grenadines
  8. 26 Dec 08:00 - 17:00Scarborough, Tobago
  9. 27 Dec 08:00 - 17:00Mayreau Island, Grenadines
  10. 28 Dec 06:00Bridgetown, Barbados
  11. 30 Dec 08:00 - 22:00Oranjestad Aruba, Netherlands Antilles
  12. 31 Dec 08:00 - 23:00Willemstad Curacao, Netherlands Antilles
  13. 02 Jan 11:00 - 18:00Castries, St Lucia Island
  14. 03 Jan 09:00 - 18:00Charlestown Nevis, Nevis Island
  15. 04 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  16. 05 Jan 06:00Arriving in San Juan, Puerto Rico
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$5239from / pp
ms Europa
Hapag-Lloyd Cruises
Round-trip from Miami
⚓ Calls 28 Dec 08:00 202617 nights12 portsDeparts 2026 Dec 20
View itinerary · 12 ports
17 days, round-trip Idyllic Festive Days In The Caribbean Miami - Miami
  1. 20 DecDeparting from Miami, Florida
  2. 24 Dec 08:00 - 16:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 25 Dec 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 26 Dec 08:00 - 13:00Fort-de-France, Martinique
  5. 27 Dec 07:00 - 19:00Castries, St Lucia Island
  6. 28 Dec 08:00Mayreau Island, Grenadines
  7. 29 Dec 07:00 - 23:00Bequia Island, Port Elizabeth, Grenadines
  8. 30 Dec 08:00 - 18:00St Georges Grenada
  9. 31 Dec 08:00 - 01 Jan 01:00Bridgetown, Barbados
  10. 02 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  11. 03 Jan 07:00 - 18:00Norman Island BVI, The Bight, UK Virgin Islands
  12. 06 Jan 08:00Arriving in Miami, Florida
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Price on request
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 30 Dec 08:00 - 17:00 202614 nights15 portsDeparts 2026 Dec 19
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 19 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 20 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 21 Dec 08:00 - 18:00Falmouth Antigua
  4. 22 Dec 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  5. 23 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 23 Dec 19:00 - 24 Dec 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 25 Dec 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 26 Dec 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 27 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  11. 29 Dec 08:00 - 16:00Roseau, Dominica
  12. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  13. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  14. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  15. 02 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5619from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 30 Dec 08:00 - 17:00 20267 nights8 portsDeparts 2026 Dec 26
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 26 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 27 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  4. 29 Dec 08:00 - 16:00Roseau, Dominica
  5. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  6. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  7. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  8. 02 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$3351from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 30 Dec 08:00 - 17:00 202614 nights15 portsDeparts 2026 Dec 26
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 26 Dec 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 27 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 28 Dec 08:00 - 17:00Charlestown Nevis, Nevis Island
  4. 29 Dec 08:00 - 16:00Roseau, Dominica
  5. 30 Dec 08:00 - 17:00Mayreau Island, Grenadines
  6. 31 Dec 12:00 - 18:00Iles des Saintes, Guadeloupe
  7. 01 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  8. 02 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 03 Jan 08:00 - 18:00Falmouth Antigua
  10. 04 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  11. 05 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  12. 05 Jan 19:00 - 06 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 07 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 08 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 09 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5519from / pp
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 30 Dec - 31 Dec 202612 nights14 portsDeparts 2026 Dec 28
View itinerary · 14 ports
12 days, one-way from Bridgetown to Marigot
  1. 28 DecDeparting from Bridgetown, Barbados
  2. 28 DecSpeightstown, Port St Charles, Barbados
  3. 29 DecSaint Vincent Island, Kingstown, Grenadines
  4. 29 Dec - 30 DecBequia Island, Port Elizabeth, Grenadines
  5. 30 Dec - 31 DecMayreau Island, Grenadines
  6. 31 Dec - 02 JanUnion Island Grenadines, Ashton
  7. 02 JanTobago Cays, Grenadines
  8. 03 JanBridgetown, Barbados
  9. 04 JanSoufriere, St Lucia Island
  10. 05 JanIles des Saintes, Guadeloupe
  11. 06 JanFalmouth Antigua
  12. 07 JanBasseterre St Kitts, Port Zante
  13. 08 JanGustavia St Barths, Saint-Barthelemy Island France
  14. 09 JanArriving in Marigot, St Martin Island France
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$12190from / pp
Emerald Azzurra
Emerald Cruises
Round-trip from Bridgetown
⚓ Calls 30 Dec - 31 Dec 20266 nights8 portsDeparts 2026 Dec 28
View itinerary · 8 ports
6 days, round-trip 7 Night Grenadines and Windward Islands Yachting Cruise
  1. 28 DecDeparting from Bridgetown, Barbados
  2. 28 DecSpeightstown, Port St Charles, Barbados
  3. 29 DecSaint Vincent Island, Kingstown, Grenadines
  4. 29 Dec - 30 DecBequia Island, Port Elizabeth, Grenadines
  5. 30 Dec - 31 DecMayreau Island, Grenadines
  6. 31 Dec - 02 JanUnion Island Grenadines, Ashton
  7. 02 JanTobago Cays, Grenadines
  8. 03 JanArriving in Bridgetown, Barbados
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$6195from / pp
Le Bougainville
Ponant Cruises
Round-trip from Fort-de-France
⚓ Calls 02 Jan - 18:30 20277 nights9 portsDeparts 2026 Dec 30
View itinerary · 9 ports
7 days, round-trip 7 Night Pearls of the Caribbean Cruise
  1. 30 Dec 22:00Departing from Fort-de-France, Martinique
  2. 31 Dec 12:30 - 23:59Union Island Grenadines, Ashton
  3. 01 Jan 08:30 - 18:00Tobago Cays, Grenadines
  4. 02 Jan - 18:30Mayreau Island, Grenadines
  5. 03 Jan - 19:30Bequia Island, Port Elizabeth, Grenadines
  6. 04 Jan 07:30 - 12:30Pigeon Island, Rodney Bay, St Lucia
  7. 04 Jan 16:00 - 19:30Soufriere, St Lucia Island
  8. 05 Jan 07:30 - 18:00Iles des Saintes, Guadeloupe
  9. 06 Jan 07:00Arriving in Fort-de-France, Martinique
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$6690from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 07 Jan 08:00 - 16:30 202714 nights14 portsDeparts 2026 Dec 27
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 27 Dec 19:00Departing from San Juan, Puerto Rico
  2. 28 Dec 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 29 Dec 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 30 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 31 Dec 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  6. 01 Jan 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 02 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 03 Jan 07:00 - 19:00San Juan, Puerto Rico
  9. 05 Jan 09:00 - 22:00St Georges Grenada
  10. 06 Jan 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  11. 07 Jan 08:00 - 16:30Mayreau Island, Grenadines
  12. 08 Jan 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  13. 09 Jan 08:00 - 15:00Marigot, St Martin Island France
  14. 10 Jan 07:00Arriving in San Juan, Puerto Rico
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$7093from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 07 Jan 08:00 - 16:30 20277 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
7 days, round-trip 7 Night Windward Islands Surf and Sunsets Cruise
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 05 Jan 09:00 - 22:00St Georges Grenada
  3. 06 Jan 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 07 Jan 08:00 - 16:30Mayreau Island, Grenadines
  5. 08 Jan 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 09 Jan 08:00 - 15:00Marigot, St Martin Island France
  7. 10 Jan 07:00Arriving in San Juan, Puerto Rico
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$3830from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 07 Jan 08:00 - 16:30 202714 nights14 portsDeparts 2027 Jan 03
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 05 Jan 09:00 - 22:00St Georges Grenada
  3. 06 Jan 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 07 Jan 08:00 - 16:30Mayreau Island, Grenadines
  5. 08 Jan 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 09 Jan 08:00 - 15:00Marigot, St Martin Island France
  7. 10 Jan 07:00 - 19:00San Juan, Puerto Rico
  8. 11 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 12 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 13 Jan 07:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  11. 14 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  12. 15 Jan 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 16 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 17 Jan 07:00Arriving in San Juan, Puerto Rico
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$6893from / pp
Le Bougainville
Ponant Cruises
Round-trip from Fort-de-France
⚓ Calls 09 Jan - 18:30 20277 nights9 portsDeparts 2027 Jan 06
View itinerary · 9 ports
7 days, round-trip 7 Night Pearls of the Caribbean Cruise
  1. 06 Jan 22:00Departing from Fort-de-France, Martinique
  2. 07 Jan 12:30 - 23:59Union Island Grenadines, Ashton
  3. 08 Jan 08:30 - 18:00Tobago Cays, Grenadines
  4. 09 Jan - 18:30Mayreau Island, Grenadines
  5. 10 Jan - 19:30Bequia Island, Port Elizabeth, Grenadines
  6. 11 Jan 07:30 - 12:30Pigeon Island, Rodney Bay, St Lucia
  7. 11 Jan 16:00 - 19:30Soufriere, St Lucia Island
  8. 12 Jan 07:30 - 18:00Iles des Saintes, Guadeloupe
  9. 13 Jan 06:00Arriving in Fort-de-France, Martinique
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$5660from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 12 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 02
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 02 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 03 Jan 08:00 - 18:00Falmouth Antigua
  3. 04 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 05 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 05 Jan 19:00 - 06 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 07 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  7. 08 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 09 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  11. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  12. 13 Jan 08:00 - 16:00Roseau, Dominica
  13. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 16 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5419from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 12 Jan 08:00 - 17:00 20277 nights8 portsDeparts 2027 Jan 09
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 09 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  4. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Jan 08:00 - 16:00Roseau, Dominica
  6. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 16 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$3251from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 12 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 09
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 09 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  4. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Jan 08:00 - 16:00Roseau, Dominica
  6. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 16 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 17 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 18 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  11. 18 Jan 19:00 - 19 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  12. 20 Jan 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  13. 21 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  14. 22 Jan 08:00 - 17:00Falmouth Antigua
  15. 23 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5519from / pp
Le Bougainville
Ponant Cruises
Round-trip from Fort-de-France
⚓ Calls 23 Jan - 18:30 20277 nights9 portsDeparts 2027 Jan 20
View itinerary · 9 ports
7 days, round-trip 7 Night Pearls of the Caribbean Cruise
  1. 20 Jan 22:00Departing from Fort-de-France, Martinique
  2. 21 Jan 12:30 - 23:59Union Island Grenadines, Ashton
  3. 22 Jan 08:30 - 18:00Tobago Cays, Grenadines
  4. 23 Jan - 18:30Mayreau Island, Grenadines
  5. 24 Jan - 19:30Bequia Island, Port Elizabeth, Grenadines
  6. 25 Jan 07:30 - 12:30Pigeon Island, Rodney Bay, St Lucia
  7. 25 Jan 16:00 - 19:30Soufriere, St Lucia Island
  8. 26 Jan 07:30 - 18:00Iles des Saintes, Guadeloupe
  9. 27 Jan 06:00Arriving in Fort-de-France, Martinique
Find this cruise to book →
$5960from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 26 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 16
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 16 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 17 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  3. 18 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 18 Jan 19:00 - 19 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  5. 20 Jan 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  6. 21 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 22 Jan 08:00 - 17:00Falmouth Antigua
  8. 23 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 24 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 25 Jan 08:00 - 16:00Roseau, Dominica
  11. 26 Jan 08:00 - 17:00Mayreau Island, Grenadines
  12. 27 Jan 12:00 - 18:00Iles des Saintes, Guadeloupe
  13. 28 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 29 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 30 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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$5719from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 26 Jan 08:00 - 17:00 20277 nights8 portsDeparts 2027 Jan 23
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 23 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 24 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 25 Jan 08:00 - 16:00Roseau, Dominica
  4. 26 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 27 Jan 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 28 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 29 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 30 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3451from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 26 Jan 08:00 - 17:00 202714 nights15 portsDeparts 2027 Jan 23
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 23 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 24 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 25 Jan 08:00 - 16:00Roseau, Dominica
  4. 26 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 27 Jan 12:00 - 18:00Iles des Saintes, Guadeloupe
  6. 28 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 29 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 30 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 31 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 01 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  11. 01 Feb 19:00 - 02 Feb 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  12. 03 Feb 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  13. 04 Feb 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  14. 05 Feb 08:00 - 17:00Falmouth Antigua
  15. 06 Feb 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
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