home Original Cruises to the Caribbean Islands on a Yacht
  • 2026
  • 2027
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85 cruises
Marigot Itinerary Caribbean
from $4,735
price per person Taxes included
SeaDream II | Nov 16, 2025
Duration: 7 nights
Departure from: Marigot
Itinerary:
1. Marigot,
2. Terre-de-Haut,
3. Rodney Bay,
4. Port Elizabeth,
5. Mayreau,
6. Tobago Cays,
7. Bridgetown
Bridgetown Itinerary Caribbean
from $5,270
price per person Taxes included
SeaDream II | Nov 23, 2025
Duration: 7 nights
Departure from: 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
from $4,391
price per person Taxes included
SeaDream I | Nov 24, 2025
Duration: 5 nights
Departure from: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Philipsburg,
4. Gustavia,
5. Gustavia,
6. navigation,
7. Charlotte Amalie
San Juan Itinerary Caribbean
from $5,807
price per person Taxes included
SeaDream II | Dec 7, 2025
Duration: 7 nights
Departure from: 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
from $4,735
price per person Taxes included
SeaDream I | Dec 13, 2025
Duration: 7 nights
Departure from: San Juan
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
from $4,735
price per person Taxes included
SeaDream II | Dec 14, 2025
Duration: 7 nights
Departure from: San Juan
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
from $6,128
price per person Taxes included
SeaDream I | Dec 20, 2025
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Anguilla,
3. Charlestown,
4. Gustavia,
5. Gustavia,
6. Saint Johns,
7. St. John ,
8. San Juan
Charlotte Amalie Itinerary Caribbean
from $6,128
price per person Taxes included
SeaDream II | Dec 21, 2025
Duration: 7 nights
Departure from: Charlotte Amalie
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
Charlotte Amalie Itinerary Caribbean
from $5,164
price per person Taxes included
SeaDream I | Jan 3, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
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
from $5,270
price per person Taxes included
SeaDream II | Jan 4, 2026
Duration: 7 nights
Departure from: 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
from $7,820
price per person Taxes included
SeaDream I | Jan 10, 2026
Duration: 10 nights
Departure from: San Juan
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
from $5,485
price per person Taxes included
SeaDream II | Jan 11, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
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
from $5,593
price per person Taxes included
SeaDream II | Jan 18, 2026
Duration: 7 nights
Departure from: Philipsburg
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
from $8,207
price per person Taxes included
SeaDream I | Jan 20, 2026
Duration: 11 nights
Departure from: Bridgetown
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
from $5,485
price per person Taxes included
SeaDream II | Jan 25, 2026
Duration: 7 nights
Departure from: San Juan
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
from $5,593
price per person Taxes included
SeaDream I | Jan 31, 2026
Duration: 7 nights
Departure from: San Juan
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
from $8,142
price per person Taxes included
SeaDream II | Feb 1, 2026
Duration: 10 nights
Departure from: 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
from $5,807
price per person Taxes included
SeaDream I | Feb 7, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
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
from $8,742
price per person Taxes included
SeaDream II | Feb 11, 2026
Duration: 11 nights
Departure from: 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
from $5,593
price per person Taxes included
SeaDream I | Feb 14, 2026
Duration: 7 nights
Departure from: San Juan
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
Bridgetown Itinerary Caribbean
from $5,593
price per person Taxes included
SeaDream II | Feb 22, 2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Port Elizabeth,
3. Mayreau,
4. Rodney Bay,
5. Le Marin,
6. Terre-de-Haut,
7. Falmouth,
8. Philipsburg
Charlotte Amalie Itinerary Caribbean
from $5,378
price per person Taxes included
SeaDream I | Feb 28, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Saint Johns,
4. Tortola Island,
5. Spanish Town,
6. Anguilla,
7. Gustavia,
8. Gustavia,
9. Philipsburg,
10. Charlotte Amalie
Charlotte Amalie Itinerary Caribbean
from $5,164
price per person Taxes included
SeaDream I | Mar 7, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Saint Johns,
4. Gustavia,
5. Anguilla,
6. Basseterre,
7. Spanish Town,
8. Norman Island,
9. San Juan
Philipsburg Itinerary Caribbean
from $5,807
price per person Taxes included
SeaDream II | Mar 8, 2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Falmouth,
3. Charlestown,
4. Terre-de-Haut,
5. Saba,
6. Gustavia,
7. Gustavia,
8. navigation,
9. Charlotte Amalie
Charlotte Amalie Itinerary Caribbean
from $5,164
price per person Taxes included
SeaDream II | Mar 15, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. Saint Johns,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Falmouth,
7. Terre-de-Haut,
8. Le Marin,
9. Bridgetown
Bridgetown Itinerary Caribbean
from $5,164
price per person Taxes included
SeaDream II | Mar 22, 2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Le Marin,
3. Terre-de-Haut,
4. Charlestown,
5. Sint Eustatius,
6. Gustavia,
7. Gustavia,
8. Saint Johns,
9. San Juan
Charlotte Amalie Itinerary Caribbean
from $5,164
price per person Taxes included
SeaDream I | Mar 28, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. Anguilla,
3. Gustavia,
4. Gustavia,
5. Philipsburg,
6. Tortola Island,
7. Spanish Town,
8. navigation,
9. St. John ,
10. Charlotte Amalie
San Juan Itinerary Caribbean
from $6,878
price per person Taxes included
SeaDream II | Mar 29, 2026
Duration: 7 nights
Departure from: San Juan
Itinerary:
1. San Juan,
2. Samana,
3. Grand Turk,
4. Gordons Beach,
5. navigation,
6. navigation,
7. Palm Beach
Charlotte Amalie Itinerary Caribbean
from $5,164
price per person Taxes included
SeaDream I | Apr 4, 2026
Duration: 7 nights
Departure from: Charlotte Amalie
Itinerary:
1. Charlotte Amalie,
2. St. John ,
3. Saint Johns,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Charlestown,
8. Norman Island,
9. San Juan
Palm Beach Itinerary Caribbean
from $7,414
price per person Taxes included
SeaDream II | Apr 5, 2026
Duration: 7 nights
Departure from: Palm Beach
Itinerary:
1. Palm Beach,
2. navigation,
3. Gordons Beach,
4. Salvador,
5. Staniel Cay,
6. Palm Beach
85 cruises