Dream Winter

Caribbean: Barbados, Saint Vincent and the Grenadines, Trinidad and Tobago, Martinique, Montserrat, British Virgin Islands, United States, Bahamas, Jamaica, Saint Martin, Puerto Rico

from $9,417
price per person Taxes included

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Explora II | Dec 14, 2025

Duration: 15 nights

Departure from: Bridgetown

Itinerary:

1. Bridgetown,

2. Bequia,

3. Port Of Spain,

4. Fort de france,

5. Little Bay,

6. Road Town,

7. navigation,

8. navigation,

9. Miami,

10. Ocean Cay,

11. navigation,

12. navigation,

13. navigation,

14. Spanish Town,

15. Marigot,

16. San Juan

Caribbean: Barbados, Saint Vincent and the Grenadines, Trinidad and Tobago, Martinique, Montserrat, British Virgin Islands, United States

from $5,296
price per person Taxes included

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Explora II | Dec 14, 2025

Duration: 8 nights

Departure from: Bridgetown

Itinerary:

1. Bridgetown,

2. Bequia,

3. Port Of Spain,

4. Fort de france,

5. Little Bay,

6. Road Town,

7. navigation,

8. navigation,

9. Miami

Caribbean: Barbados, Trinidad and Tobago, Martinique, Virgin Islands, Sint Maarten, British Virgin Islands, United States

from $7,151
price per person Taxes included

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Explora I | Dec 21, 2025

Duration: 8 nights

Departure from: Bridgetown

Itinerary:

1. Bridgetown,

2. Scarborough,

3. Fort de france,

4. St. John ,

5. Philipsburg,

6. Road Town,

7. navigation,

8. navigation,

9. Miami

Caribbean: Barbados, Trinidad and Tobago, Martinique, Virgin Islands, Sint Maarten, British Virgin Islands, United States, France

from $10,763
price per person Taxes included

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Explora I | Dec 21, 2025

Duration: 13 nights

Departure from: Bridgetown

Itinerary:

1. Bridgetown,

2. Scarborough,

3. Fort de france,

4. St. John ,

5. Philipsburg,

6. Road Town,

7. navigation,

8. navigation,

9. Miami,

10. navigation,

11. navigation,

12. Jost Van Dyke,

13. Deshaies,

14. Bridgetown

Caribbean: United States, Bahamas, Jamaica, Saint Martin, Puerto Rico

from $5,302
price per person Taxes included

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Explora II | Dec 22, 2025

Duration: 7 nights

Departure from: Miami

Itinerary:

1. Miami,

2. Ocean Cay,

3. navigation,

4. navigation,

5. navigation,

6. Spanish Town,

7. Marigot,

8. San Juan

Caribbean: Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico, Saint Barthelemy, Virgin Islands, British Virgin Islands, United Kingdom, United States, France, Grenada

from $10,132
price per person Taxes included

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Explora I | Jan 3, 2026

Duration: 16 nights

Departure from: Bridgetown

Itinerary:

1. Bridgetown,

2. Fort de france,

3. Basseterre,

4. San Juan,

5. Gustavia,

6. St. John ,

7. Road Town,

8. Anguilla,

9. navigation,

10. navigation,

11. Miami,

12. navigation,

13. navigation,

14. St. John ,

15. Deshaies,

16. Saint George,

17. Bridgetown

Caribbean: United States, Colombia, Panama, Costa Rica, Cayman Islands, Guadeloupe, Saint Lucia, Montserrat, Virgin Islands

from $19,725
price per person Taxes included

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Explora II | Jan 5, 2026

Duration: 20 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. San Andres,

5. Colon,

6. Bocas del Toro,

7. Limón,

8. navigation,

9. George Town,

10. navigation,

11. Miami,

12. navigation,

13. navigation,

14. navigation,

15. Pointe à Pitre,

16. Castries,

17. Little Bay,

18. St. John ,

19. navigation,

20. navigation,

21. Miami

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

from $5,575
price per person Taxes included

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Explora I | Jan 6, 2026

Duration: 7 nights

Departure from: San Juan

Itinerary:

1. San Juan,

2. Gustavia,

3. St. John ,

4. Road Town,

5. Anguilla,

6. navigation,

7. navigation,

8. Miami

Caribbean: Puerto Rico, Saint Barthelemy, Virgin Islands, British Virgin Islands, United Kingdom, United States, France, Grenada, Barbados, Montserrat

from $11,453
price per person Taxes included

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Explora I | Jan 6, 2026

Duration: 15 nights

Departure from: San Juan

Itinerary:

1. San Juan,

2. Gustavia,

3. St. John ,

4. Road Town,

5. Anguilla,

6. navigation,

7. navigation,

8. Miami,

9. navigation,

10. navigation,

11. St. John ,

12. Deshaies,

13. Saint George,

14. Bridgetown,

15. Little Bay,

16. San Juan

Caribbean: United States, Virgin Islands, France, Grenada, Barbados, Montserrat, Puerto Rico

from $5,878
price per person Taxes included

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Explora I | Jan 13, 2026

Duration: 8 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. St. John ,

5. Deshaies,

6. Saint George,

7. Bridgetown,

8. Little Bay,

9. San Juan