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All Caribbean Cruises with SeaDream Yacht Club

  • 2026
  • 2027
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102 cruises
sold out
Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy
San Juan Itinerary Caribbean
External from $4,953
price per person Taxes included
SeaDream I | Nov 15, 2025
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. St. John ,
3. navigation,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Lovango Island,
8. Charlotte Amalie
Marigot Itinerary Caribbean
External from $4,721
price per person Taxes included
SeaDream II | Nov 16, 2025
Duration: 7 nights
Departure from: Marigot Landing: Bridgetown
Itinerary:
1. Marigot,
2. Terre-de-Haut,
3. Rodney Bay,
4. Port Elizabeth,
5. Mayreau,
6. Tobago Cays,
7. Bridgetown
sold out
Virgin Islands, United Kingdom, Saint Barthelemy, Antigua and Barbuda
Charlotte Amalie Itinerary Caribbean
External from $3,757
price per person Taxes included
SeaDream I | Nov 19, 2025
Duration: 5 nights
Departure from: Charlotte Amalie Landing: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Saint Johns,
7. Charlotte Amalie
sold out
Virgin Islands, Jamaica, British Virgin Islands, Antigua and Barbuda, Sint Maarten, Saint Barthelemy, United States
Charlotte Amalie Itinerary Caribbean
External from $4,953
price per person Taxes included
SeaDream I | Nov 22, 2025
Duration: 7 nights
Departure from: Charlotte Amalie Landing: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. Spanish Town,
3. Norman Island,
4. Saint Johns,
5. Philipsburg,
6. Gustavia,
7. Gustavia,
8. Charlestown,
9. Lovango Island,
10. Charlotte Amalie
Bridgetown Itinerary Caribbean
External from $5,255
price per person Taxes included
SeaDream II | Nov 23, 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Tobago Cays,
3. Mayreau,
4. Port Elizabeth,
5. Port Elizabeth,
6. Le Marin,
7. Rodney Bay,
8. Bridgetown
Charlotte Amalie Itinerary Caribbean
External from $4,378
price per person Taxes included
SeaDream I | Nov 24, 2025
Duration: 5 nights
Departure from: Charlotte Amalie Landing: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Philipsburg,
4. Gustavia,
5. Gustavia,
6. navigation,
7. Charlotte Amalie
sold out
Virgin Islands, United Kingdom, Saint Barthelemy, Sint Maarten
Charlotte Amalie Itinerary Caribbean
External from $5,180
price per person Taxes included
SeaDream I | Nov 29, 2025
Duration: 7 nights
Departure from: Charlotte Amalie Landing: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. navigation,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Philipsburg,
8. Charlotte Amalie
sold out
Barbados, Guadeloupe, Saint Martin, Saint Barthelemy, Virgin Islands, Puerto Rico
Bridgetown Itinerary Caribbean
External from $4,986
price per person Taxes included
SeaDream II | Nov 30, 2025
Duration: 7 nights
Departure from: Bridgetown Landing: San Juan
Itinerary:
1. Bridgetown,
2. Terre-de-Haut,
3. Marigot,
4. Gustavia,
5. Gustavia,
6. navigation,
7. St. John ,
8. San Juan
sold out
Virgin Islands, Netherlands, United States, Saint Barthelemy, Antigua and Barbuda, Jamaica, British Virgin Islands, Puerto Rico
Charlotte Amalie Itinerary Caribbean
External from $5,180
price per person Taxes included
SeaDream I | Dec 6, 2025
Duration: 7 nights
Departure from: Charlotte Amalie Landing: San Juan
Itinerary:
1. Charlotte Amalie,
2. Sint Eustatius,
3. Charlestown,
4. Gustavia,
5. Gustavia,
6. Saint Johns,
7. Spanish Town,
8. Norman Island,
9. San Juan
San Juan Itinerary Caribbean
External from $5,790
price per person Taxes included
SeaDream II | Dec 7, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. navigation,
4. Spanish Town,
5. Norman Island,
6. Gustavia,
7. Gustavia,
8. Anguilla,
9. San Juan
San Juan Itinerary Caribbean
External from $4,721
price per person Taxes included
SeaDream I | Dec 13, 2025
Duration: 7 nights
Departure from: San Juan Landing: Philipsburg
Itinerary:
1. San Juan,
2. La Esperanza,
3. Culebra,
4. Saint Johns,
5. Anguilla,
6. Gustavia,
7. Gustavia,
8. Charlestown,
9. Falmouth,
10. Philipsburg
San Juan Itinerary Caribbean
External from $4,721
price per person Taxes included
SeaDream II | Dec 14, 2025
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. Spanish Town,
3. Norman Island,
4. Saint Johns,
5. Marigot,
6. Gustavia,
7. Gustavia,
8. Basseterre,
9. Charlestown,
10. Charlotte Amalie
Philipsburg Itinerary Caribbean
External from $6,109
price per person Taxes included
SeaDream I | Dec 20, 2025
Duration: 7 nights
Departure from: Philipsburg Landing: San Juan
Itinerary:
1. Philipsburg,
2. Anguilla,
3. Charlestown,
4. Gustavia,
5. Gustavia,
6. Saint Johns,
7. St. John ,
8. San Juan
Charlotte Amalie Itinerary Caribbean
External from $6,109
price per person Taxes included
SeaDream II | Dec 21, 2025
Duration: 7 nights
Departure from: Charlotte Amalie Landing: San Juan
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Charlestown,
4. Gustavia,
5. Gustavia,
6. Saint Johns,
7. Spanish Town,
8. Norman Island,
9. San Juan
sold out
Puerto Rico, Jamaica, British Virgin Islands, Antigua and Barbuda, Saint Barthelemy, United States, Virgin Islands
San Juan Itinerary Caribbean
External from $6,543
price per person Taxes included
SeaDream I | Dec 27, 2025
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. Spanish Town,
3. Norman Island,
4. Saint Johns,
5. Gustavia,
6. Gustavia,
7. Gustavia,
8. Charlestown,
9. Charlotte Amalie
San Juan Itinerary Caribbean
External from $11,131
price per person Taxes included
SeaDream II | Dec 28, 2025
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. navigation,
3. Gustavia,
4. Gustavia,
5. Gustavia,
6. Anguilla,
7. St. John ,
8. Charlotte Amalie
Charlotte Amalie Itinerary Caribbean
External from $5,149
price per person Taxes included
SeaDream I | Jan 3, 2026
Duration: 7 nights
Departure from: Charlotte Amalie Landing: San Juan
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Saint Johns,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Charlestown,
8. Spanish Town,
9. Norman Island,
10. San Juan
Charlotte Amalie Itinerary Caribbean
External from $5,255
price per person Taxes included
SeaDream II | Jan 4, 2026
Duration: 7 nights
Departure from: Charlotte Amalie Landing: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. Spanish Town,
3. navigation,
4. Saint Johns,
5. Anguilla,
6. Philipsburg,
7. Gustavia,
8. Gustavia,
9. St. John ,
10. Charlotte Amalie
San Juan Itinerary Caribbean
External from $7,797
price per person Taxes included
SeaDream I | Jan 10, 2026
Duration: 10 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. St. John ,
3. Saint Johns,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Charlestown,
8. Terre-de-Haut,
9. Port Elizabeth,
10. Port Elizabeth,
11. Tobago Cays,
12. Bridgetown
Charlotte Amalie Itinerary Caribbean
External from $5,468
price per person Taxes included
SeaDream II | Jan 11, 2026
Duration: 7 nights
Departure from: Charlotte Amalie Landing: Philipsburg
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Saint Johns,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Basseterre,
8. Falmouth,
9. Philipsburg
Philipsburg Itinerary Caribbean
External from $5,576
price per person Taxes included
SeaDream II | Jan 18, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: San Juan
Itinerary:
1. Philipsburg,
2. Falmouth,
3. Charlestown,
4. Terre-de-Haut,
5. Saba,
6. Gustavia,
7. Gustavia,
8. navigation,
9. San Juan
Bridgetown Itinerary Caribbean
External from $8,182
price per person Taxes included
SeaDream I | Jan 20, 2026
Duration: 11 nights
Departure from: Bridgetown Landing: San Juan
Itinerary:
1. Bridgetown,
2. Saint George,
3. Mayreau,
4. Tobago Cays,
5. Port Elizabeth,
6. Port Elizabeth,
7. Terre-de-Haut,
8. Basseterre,
9. Charlestown,
10. Gustavia,
11. Gustavia,
12. Spanish Town,
13. Norman Island,
14. St. John ,
15. San Juan
San Juan Itinerary Caribbean
External from $5,468
price per person Taxes included
SeaDream II | Jan 25, 2026
Duration: 7 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. navigation,
3. Sint Eustatius,
4. Gustavia,
5. Gustavia,
6. Falmouth,
7. Terre-de-Haut,
8. Le Marin,
9. Bridgetown
San Juan Itinerary Caribbean
External from $5,576
price per person Taxes included
SeaDream I | Jan 31, 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. Tortola Island,
3. St. John ,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Philipsburg,
8. navigation,
9. Spanish Town,
10. Norman Island,
11. Charlotte Amalie
Bridgetown Itinerary Caribbean
External from $8,118
price per person Taxes included
SeaDream II | Feb 1, 2026
Duration: 10 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. Basseterre,
4. Sint Eustatius,
5. Gustavia,
6. Gustavia,
7. Terre-de-Haut,
8. Terre-de-Haut,
9. Mayreau,
10. Tobago Cays,
11. Port Elizabeth,
12. Port Elizabeth,
13. Bridgetown
Charlotte Amalie Itinerary Caribbean
External from $5,790
price per person Taxes included
SeaDream I | Feb 7, 2026
Duration: 7 nights
Departure from: Charlotte Amalie Landing: San Juan
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Saint Johns,
4. Sint Eustatius,
5. Gustavia,
6. Gustavia,
7. Charlestown,
8. Spanish Town,
9. Norman Island,
10. San Juan
Bridgetown Itinerary Caribbean
External from $8,716
price per person Taxes included
SeaDream II | Feb 11, 2026
Duration: 11 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. Portsmouth (USA),
4. Gustavia,
5. Gustavia,
6. Basseterre,
7. Charlestown,
8. Terre-de-Haut,
9. Terre-de-Haut,
10. Tobago Cays,
11. Port Elizabeth,
12. Port Elizabeth,
13. Mayreau,
14. Bridgetown
San Juan Itinerary Caribbean
External from $5,576
price per person Taxes included
SeaDream I | Feb 14, 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. St. John ,
3. Charlestown,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. navigation,
8. Spanish Town,
9. Norman Island,
10. Charlotte Amalie
sold out
Puerto Rico, Honduras, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, United States, Jamaica, British Virgin Islands
San Juan Itinerary Caribbean
External from $5,048
price per person Taxes included
SeaDream I | Feb 21, 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. La Esperanza,
3. Culebra,
4. Lovango Island,
5. Saint Johns,
6. Gustavia,
7. Charlestown,
8. Spanish Town,
9. Norman Island,
10. Charlotte Amalie
Bridgetown Itinerary Caribbean
External from $5,576
price per person Taxes included
SeaDream II | Feb 22, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Port Elizabeth,
3. Mayreau,
4. Rodney Bay,
5. Le Marin,
6. Terre-de-Haut,
7. Falmouth,
8. Philipsburg
102 cruises