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Cruises of SeaDream Yacht Club in Puerto Rico

  • 2025
  • 2026
  • 2027
33 cruises
sold out

Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy

San Juan Itinerary Caribbean
from $4,673
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

Caribbean: Puerto Rico, Virgin Islands, Jamaica, British Virgin Islands, Saint Barthelemy, United Kingdom

San Juan Itinerary Caribbean
from $5,768
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

Caribbean: Puerto Rico, Honduras, Antigua and Barbuda, United Kingdom, Saint Barthelemy, United States, Sint Maarten

San Juan Itinerary Caribbean
from $4,704
price per person Taxes included
4 reservations in 72 hours
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

Caribbean: Puerto Rico, Jamaica, British Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, United States, Virgin Islands

San Juan Itinerary Caribbean
from $4,704
price per person Taxes included
4 reservations in 72 hours
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
sold out

Puerto Rico, Jamaica, British Virgin Islands, Antigua and Barbuda, Saint Barthelemy, United States, Virgin Islands

San Juan Itinerary Caribbean
from $6,173
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

Caribbean: Puerto Rico, Saint Barthelemy, United Kingdom, Virgin Islands

San Juan Itinerary Caribbean
from $11,090
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

Caribbean: Puerto Rico, Virgin Islands, Antigua and Barbuda, United Kingdom, Saint Barthelemy, United States, Guadeloupe, South Africa, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $7,662
price per person Taxes included
SeaDream I | Jan 10, 2026
Duration: 10 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Lovango Island,
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

Caribbean: Puerto Rico, Netherlands, Saint Barthelemy, United Kingdom, Guadeloupe, France, Barbados

San Juan Itinerary Caribbean
from $5,449
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

Caribbean: Puerto Rico, British Virgin Islands, Virgin Islands, United Kingdom, Saint Barthelemy, Sint Maarten, Jamaica

San Juan Itinerary Caribbean
from $5,342
price per person Taxes included
5 reservations in 72 hours
SeaDream I | Jan 31, 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. Tortola Island,
3. Lovango Island,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Philipsburg,
8. navigation,
9. Spanish Town,
10. Norman Island,
11. Charlotte Amalie

Caribbean: Puerto Rico, Virgin Islands, United States, United Kingdom, Saint Barthelemy, Jamaica, British Virgin Islands

San Juan Itinerary Caribbean
from $5,342
price per person Taxes included
2 reservations in 72 hours
SeaDream I | Feb 14, 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. Lovango Island,
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
from $4,763
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

Caribbean: Puerto Rico, Virgin Islands, United States, Netherlands, Saint Barthelemy, Jamaica, British Virgin Islands

San Juan Itinerary Caribbean
from $5,342
price per person Taxes included
SeaDream I | Mar 14, 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Lovango Island,
3. Charlestown,
4. Saba,
5. Gustavia,
6. Gustavia,
7. navigation,
8. Spanish Town,
9. Norman Island,
10. San Juan

Caribbean: Puerto Rico, Honduras, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, United States, Jamaica, British Virgin Islands

San Juan Itinerary Caribbean
from $5,129
price per person Taxes included
5 reservations in 72 hours
SeaDream I | Mar 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

Caribbean: Puerto Rico, Dominican Republic, Turks and Caicos, Canada, United States

San Juan Itinerary Caribbean
from $6,513
price per person Taxes included
SeaDream II | Mar 29, 2026
Duration: 7 nights
Departure from: San Juan Landing: Palm Beach
Itinerary:
1. San Juan,
2. Samana,
3. Grand Turk,
4. Gordons Beach,
5. navigation,
6. navigation,
7. Palm Beach
sold out

Puerto Rico, Honduras, Virgin Islands, Antigua and Barbuda, United Kingdom, Saint Barthelemy, Sint Maarten

San Juan Itinerary Caribbean
from $5,099
price per person Taxes included
SeaDream I | Apr 11, 2026
Duration: 7 nights
Departure from: San Juan Landing: Philipsburg
Itinerary:
1. San Juan,
2. La Esperanza,
3. Culebra,
4. Lovango Island,
5. Saint Johns,
6. Anguilla,
7. Gustavia,
8. Gustavia,
9. Falmouth,
10. Philipsburg

Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Sint Maarten, Saint Barthelemy, United States, Jamaica, British Virgin Islands

San Juan Itinerary Caribbean
from $5,832
price per person Taxes included
2 reservations in 72 hours
SeaDream II | Nov 27, 2026
Duration: 8 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Philipsburg,
5. Gustavia,
6. Gustavia,
7. Charlestown,
8. navigation,
9. Spanish Town,
10. Norman Island,
11. Charlotte Amalie

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Jamaica

San Juan Itinerary Caribbean
from $5,129
price per person Taxes included
5 reservations in 72 hours
SeaDream I | Dec 12, 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. St. John ,
3. Philipsburg,
4. Gustavia,
5. Gustavia,
6. navigation,
7. Spanish Town,
8. navigation,
9. Charlotte Amalie

Caribbean: Puerto Rico, Saint Barthelemy, United Kingdom, British Virgin Islands, Jamaica

San Juan Itinerary Caribbean
from $5,832
price per person Taxes included
5 reservations in 72 hours
SeaDream II | Dec 19, 2026
Duration: 8 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Gustavia,
3. Gustavia,
4. Anguilla,
5. Tortola Island,
6. Spanish Town,
7. navigation,
8. Tortola Island,
9. Norman Island,
10. navigation,
11. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy

San Juan Itinerary Caribbean
from $11,090
price per person Taxes included
1 booking in 72 hours
SeaDream II | Dec 27, 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. St. John ,
3. Philipsburg,
4. Gustavia,
5. Gustavia,
6. Gustavia,
7. navigation,
8. Charlotte Amalie

Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy, Saint Martin, Antigua and Barbuda

San Juan Itinerary Caribbean
from $4,214
price per person Taxes included
SeaDream I | Jan 3, 2027
Duration: 6 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Marigot,
7. Saint Johns,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy, British Virgin Islands, Jamaica

San Juan Itinerary Caribbean
from $4,917
price per person Taxes included
1 booking in 72 hours
SeaDream I | Jan 9, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Norman Island,
7. navigation,
8. navigation,
9. Spanish Town,
10. San Juan

Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy, Saint Martin, Jamaica

San Juan Itinerary Caribbean
from $4,917
price per person Taxes included
SeaDream I | Jan 16, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Marigot,
7. navigation,
8. navigation,
9. Spanish Town,
10. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Jamaica, United States, United Kingdom, Saint Barthelemy

San Juan Itinerary Caribbean
from $4,704
price per person Taxes included
1 booking in 72 hours
SeaDream I | Jan 23, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Norman Island,
3. navigation,
4. Spanish Town,
5. Charlestown,
6. Anguilla,
7. Gustavia,
8. Gustavia,
9. navigation,
10. San Juan

Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy, Saint Martin, Jamaica

San Juan Itinerary Caribbean
from $4,704
price per person Taxes included
4 reservations in 72 hours
SeaDream I | Jan 30, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Marigot,
7. navigation,
8. navigation,
9. Spanish Town,
10. San Juan

Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy, British Virgin Islands, Jamaica

San Juan Itinerary Caribbean
from $4,704
price per person Taxes included
SeaDream I | Feb 6, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Norman Island,
7. navigation,
8. navigation,
9. Spanish Town,
10. San Juan
sold out

Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy, Saint Martin, Jamaica

San Juan Itinerary Caribbean
from $4,704
price per person Taxes included
SeaDream I | Feb 13, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Gustavia,
5. Gustavia,
6. Marigot,
7. navigation,
8. navigation,
9. Spanish Town,
10. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Jamaica, United Kingdom, Saint Barthelemy, Virgin Islands

San Juan Itinerary Caribbean
from $4,704
price per person Taxes included
SeaDream I | Feb 20, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Norman Island,
3. navigation,
4. navigation,
5. Spanish Town,
6. Anguilla,
7. Gustavia,
8. Gustavia,
9. St. John ,
10. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Martin, Saint Barthelemy, Guadeloupe, Saint Lucia, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $4,172
price per person Taxes included
SeaDream I | Feb 27, 2027
Duration: 7 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. St. John ,
3. Marigot,
4. Gustavia,
5. Gustavia,
6. Terre-de-Haut,
7. Rodney Bay,
8. Mayreau,
9. Bridgetown

Caribbean: Puerto Rico, Dominican Republic, Turks and Caicos, Canada, United States

San Juan Itinerary Caribbean
from $6,087
price per person Taxes included
SeaDream II | Mar 13, 2027
Duration: 7 nights
Departure from: San Juan Landing: Palm Beach
Itinerary:
1. San Juan,
2. Samana,
3. Grand Turk,
4. Gordons Beach,
5. navigation,
6. navigation,
7. Palm Beach

Caribbean: Puerto Rico, British Virgin Islands, Jamaica, Saint Barthelemy, United States

San Juan Itinerary Caribbean
from $4,385
price per person Taxes included
SeaDream I | Mar 20, 2027
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Norman Island,
3. Tortola Island,
4. navigation,
5. Spanish Town,
6. Gustavia,
7. Gustavia,
8. Charlestown,
9. navigation,
10. San Juan
33 cruises