home Original Cruises to the Caribbean Islands on a Yacht
  • 2026
  • 2027
  • 2028
January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026 December 2026
January 2027 February 2027 March 2027 April 2027 May 2027 June 2027 July 2027 August 2027 September 2027 October 2027 November 2027 December 2027
113 cruises
Marigot Itinerary Caribbean
from $6,982
price per person Taxes included
SeaDream II | 16 Nov 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 $7,772
price per person Taxes included
SeaDream II | 23 Nov 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 $6,476
price per person Taxes included
SeaDream I | 24 Nov 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 $8,563
price per person Taxes included
SeaDream II | 7 Dec 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 $6,982
price per person Taxes included
SeaDream I | 13 Dec 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 $6,982
price per person Taxes included
SeaDream II | 14 Dec 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 $9,036
price per person Taxes included
SeaDream I | 20 Dec 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 $9,036
price per person Taxes included
SeaDream II | 21 Dec 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 $7,615
price per person Taxes included
SeaDream I | 3 Jan 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 $7,772
price per person Taxes included
SeaDream II | 4 Jan 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 $11,534
price per person Taxes included
SeaDream I | 10 Jan 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 $8,088
price per person Taxes included
SeaDream II | 11 Jan 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 $8,563
price per person Taxes included
SeaDream II | 18 Jan 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 $12,101
price per person Taxes included
SeaDream I | 20 Jan 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 $8,088
price per person Taxes included
SeaDream II | 25 Jan 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 $8,563
price per person Taxes included
SeaDream I | 31 Jan 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 $12,007
price per person Taxes included
SeaDream II | 1 Feb 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 $8,563
price per person Taxes included
SeaDream I | 7 Feb 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 $12,891
price per person Taxes included
SeaDream II | 11 Feb 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 $8,563
price per person Taxes included
SeaDream I | 14 Feb 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 $8,247
price per person Taxes included
SeaDream II | 22 Feb 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 $7,931
price per person Taxes included
SeaDream I | 28 Feb 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 $7,615
price per person Taxes included
SeaDream I | 7 Mar 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
Charlotte Amalie Itinerary Caribbean
from $8,563
price per person Taxes included
SeaDream II | 15 Mar 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 $7,615
price per person Taxes included
SeaDream II | 22 Mar 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 $7,615
price per person Taxes included
SeaDream I | 28 Mar 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 $10,142
price per person Taxes included
SeaDream II | 29 Mar 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
Palm Beach Itinerary Caribbean
from $11,722
price per person Taxes included
SeaDream II | 5 Apr 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
Palm Beach Itinerary Caribbean
from $11,722
price per person Taxes included
SeaDream II | 12 Apr 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
Philipsburg Itinerary Caribbean
from $7,615
price per person Taxes included
SeaDream I | 14 Nov 2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Norman Island,
3. Tortola Island,
4. Spanish Town,
5. navigation,
6. Gustavia,
7. Gustavia,
8. Terre-de-Haut,
9. Mayreau,
10. Bridgetown
113 cruises