Dream Winter

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

from $9,599
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 $13,199
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 $5,090
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 $10,823
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 $5,575
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

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

from $10,763
price per person Taxes included

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Explora I | Jan 13, 2026

Duration: 15 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,

10. Gustavia,

11. Road Town,

12. St. John ,

13. Anguilla,

14. navigation,

15. navigation,

16. Miami

Caribbean: United States, Guadeloupe, Saint Lucia, Montserrat, Virgin Islands, Dominican Republic, Netherlands Antilles, Bahamas

from $12,320
price per person Taxes included

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Explora II | Jan 15, 2026

Duration: 20 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. navigation,

5. Pointe à Pitre,

6. Castries,

7. Little Bay,

8. St. John ,

9. navigation,

10. navigation,

11. Miami,

12. navigation,

13. San Felipe de Puerto Plata,

14. navigation,

15. Kralendijk,

16. Aruba,

17. Willemstad,

18. navigation,

19. navigation,

20. Ocean Cay,

21. Miami

Caribbean: United States, Guadeloupe, Saint Lucia, Montserrat, Virgin Islands

from $6,678
price per person Taxes included

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Explora II | Jan 15, 2026

Duration: 10 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. navigation,

5. Pointe à Pitre,

6. Castries,

7. Little Bay,

8. St. John ,

9. navigation,

10. navigation,

11. Miami

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

from $9,217
price per person Taxes included

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Explora I | Jan 19, 2026

Duration: 14 nights

Departure from: Bridgetown

Itinerary:

1. Bridgetown,

2. Little Bay,

3. San Juan,

4. Gustavia,

5. Road Town,

6. St. John ,

7. Anguilla,

8. navigation,

9. navigation,

10. Miami,

11. navigation,

12. navigation,

13. navigation,

14. Terre-de-Haut,

15. Bridgetown

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

from $5,636
price per person Taxes included

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Explora I | Jan 21, 2026

Duration: 7 nights

Departure from: San Juan

Itinerary:

1. San Juan,

2. Gustavia,

3. Road Town,

4. St. John ,

5. Anguilla,

6. navigation,

7. navigation,

8. Miami