Puerto Rico, Virgin Islands, United Kingdom, Saint Barthelemy

External from $7,585
price per person Taxes included

SeaDream I | 15 Nov 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: Saint Martin, Guadeloupe, Saint Lucia, South Africa, Saint Vincent and the Grenadines, Barbados

External from $7,230
price per person Taxes included

See the cruise Book

SeaDream II | 16 Nov 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

Virgin Islands, United Kingdom, Saint Barthelemy, Antigua and Barbuda

External from $5,753
price per person Taxes included

SeaDream I | 19 Nov 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

Virgin Islands, Jamaica, British Virgin Islands, Antigua and Barbuda, Sint Maarten, Saint Barthelemy, United States

External from $7,585
price per person Taxes included

SeaDream I | 22 Nov 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

Caribbean: Barbados, Saint Vincent and the Grenadines, South Africa, France, Saint Lucia

External from $8,047
price per person Taxes included

See the cruise Book

SeaDream II | 23 Nov 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

Caribbean: Virgin Islands, Sint Maarten, Saint Barthelemy

External from $6,705
price per person Taxes included

See the cruise Book

SeaDream I | 24 Nov 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

Virgin Islands, United Kingdom, Saint Barthelemy, Sint Maarten

External from $7,933
price per person Taxes included

SeaDream I | 29 Nov 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

Barbados, Guadeloupe, Saint Martin, Saint Barthelemy, Virgin Islands, Puerto Rico

External from $7,635
price per person Taxes included

SeaDream II | 30 Nov 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

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

External from $7,933
price per person Taxes included

SeaDream I | 6 Dec 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

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

External from $8,866
price per person Taxes included

See the cruise Book

SeaDream II | 7 Dec 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

External from $7,230
price per person Taxes included

See the cruise Book

SeaDream I | 13 Dec 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

External from $7,230
price per person Taxes included

See the cruise Book

SeaDream II | 14 Dec 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

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

External from $9,356
price per person Taxes included

See the cruise Book

SeaDream I | 20 Dec 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

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

External from $9,356
price per person Taxes included

See the cruise Book

SeaDream II | 21 Dec 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

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

External from $10,020
price per person Taxes included

SeaDream I | 27 Dec 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

External from $17,046
price per person Taxes included

See the cruise Book

SeaDream II | 28 Dec 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: Virgin Islands, Antigua and Barbuda, United Kingdom, Saint Barthelemy, United States, Jamaica, British Virgin Islands, Puerto Rico

External from $7,884
price per person Taxes included

See the cruise Book

SeaDream I | 3 Jan 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

Caribbean: Virgin Islands, Jamaica, Antigua and Barbuda, United Kingdom, Sint Maarten, Saint Barthelemy

External from $8,047
price per person Taxes included

See the cruise Book

SeaDream II | 4 Jan 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

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

External from $11,940
price per person Taxes included

See the cruise Book

SeaDream I | 10 Jan 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: Virgin Islands, Antigua and Barbuda, United Kingdom, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten

External from $8,374
price per person Taxes included

See the cruise Book

SeaDream II | 11 Jan 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

Caribbean: Sint Maarten, United Kingdom, United States, Guadeloupe, Netherlands, Saint Barthelemy, Puerto Rico

External from $8,539
price per person Taxes included

See the cruise Book

SeaDream II | 18 Jan 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

Caribbean: Barbados, Grenada, Saint Vincent and the Grenadines, South Africa, Guadeloupe, Saint Kitts and Nevis, United States, Saint Barthelemy, Jamaica, British Virgin Islands, Virgin Islands, Puerto Rico

External from $12,530
price per person Taxes included

See the cruise Book

SeaDream I | 20 Jan 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

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

External from $8,374
price per person Taxes included

See the cruise Book

SeaDream II | 25 Jan 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

External from $8,539
price per person Taxes included

See the cruise Book

SeaDream I | 31 Jan 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: Barbados, Saint Lucia, Saint Kitts and Nevis, Netherlands, Saint Barthelemy, Guadeloupe, Saint Vincent and the Grenadines, South Africa

External from $12,432
price per person Taxes included

See the cruise Book

SeaDream II | 1 Feb 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

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

External from $8,866
price per person Taxes included

See the cruise Book

SeaDream I | 7 Feb 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

Caribbean: Barbados, Saint Lucia, United States, Saint Barthelemy, Saint Kitts and Nevis, Guadeloupe, Saint Vincent and the Grenadines, South Africa

External from $13,347
price per person Taxes included

See the cruise Book

SeaDream II | 11 Feb 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

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

External from $8,539
price per person Taxes included

See the cruise Book

SeaDream I | 14 Feb 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

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

External from $7,731
price per person Taxes included

SeaDream I | 21 Feb 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: Barbados, South Africa, Saint Vincent and the Grenadines, Saint Lucia, France, Guadeloupe, United Kingdom, Sint Maarten

External from $8,539
price per person Taxes included

See the cruise Book

SeaDream II | 22 Feb 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

All Caribbean Cruises with SeaDream Yacht Club