home

Itineraries and cruises SeaDream Yacht Club departing from San Juan

  • 2025
  • 2026
  • 2027
33 cruises
sold out

Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy

San Juan Itinerary Caribbean
from $6,654
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 $8,215
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 $6,698
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

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 $6,698
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
sold out

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

San Juan Itinerary Caribbean
from $8,790
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
sold out

Puerto Rico, Saint Barthelemy, United Kingdom, Virgin Islands

San Juan Itinerary Caribbean
from $15,793
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 $10,912
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

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

San Juan Itinerary Caribbean
from $7,761
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 $7,608
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

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

San Juan Itinerary Caribbean
from $7,608
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
from $6,783
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 $7,608
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. St. John ,
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 $7,305
price per person Taxes included
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. St. John ,
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 $9,731
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 $7,261
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 $8,305
price per person Taxes included
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 $7,305
price per person Taxes included
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 $8,305
price per person Taxes included
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 $15,793
price per person Taxes included
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 $6,001
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 $7,001
price per person Taxes included
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 $7,001
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 $6,698
price per person Taxes included
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 $6,698
price per person Taxes included
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 $6,698
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 $6,698
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 $6,698
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 $6,244
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 $8,669
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 $6,244
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