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All Caribbean Cruises with Explora Journeys

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93 cruises

Caribbean: United States, Virgin Islands, France, Barbados, Dominica, Sint Maarten, Puerto Rico

Miami Itinerary Caribbean
from $4,510
price per person Taxes included
1 booking in 72 hours
See the cruise Book
Explora I | Nov 12, 2025
Duration: 8 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. Deshaies,
6. Bridgetown,
7. Roseau,
8. Philipsburg,
9. San Juan

Caribbean: United States, Virgin Islands, France, Barbados, Dominica, Sint Maarten, Puerto Rico, United Kingdom, Saint Barthelemy, British Virgin Islands

Miami Itinerary Caribbean
from $9,794
price per person Taxes included
1 booking in 72 hours
Extended Journey Savings
See the cruise Book
Explora I | Nov 12, 2025
Duration: 15 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. Deshaies,
6. Bridgetown,
7. Roseau,
8. Philipsburg,
9. San Juan,
10. Anguilla,
11. St. John ,
12. Gustavia,
13. Road Town,
14. navigation,
15. navigation,
16. Miami

Caribbean: Barbados, Dominica, Sint Maarten, Puerto Rico, United Kingdom, Virgin Islands, Saint Barthelemy, British Virgin Islands, United States, Guadeloupe

Bridgetown Itinerary Caribbean
from $7,517
price per person Taxes included
See the cruise Book
Explora I | Nov 17, 2025
Duration: 15 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Roseau,
3. Philipsburg,
4. San Juan,
5. Anguilla,
6. St. John ,
7. Gustavia,
8. Road Town,
9. navigation,
10. navigation,
11. Miami,
12. navigation,
13. navigation,
14. navigation,
15. Terre-de-Haut,
16. Bridgetown

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

San Juan Itinerary Caribbean
from $8,883
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora I | Nov 20, 2025
Duration: 15 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Anguilla,
3. St. John ,
4. Gustavia,
5. Road Town,
6. navigation,
7. navigation,
8. Miami,
9. navigation,
10. navigation,
11. navigation,
12. Terre-de-Haut,
13. Bridgetown,
14. Fort de france,
15. Basseterre,
16. San Juan

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

San Juan Itinerary Caribbean
from $3,946
price per person Taxes included
See the cruise Book
Explora I | Nov 20, 2025
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Anguilla,
3. St. John ,
4. Gustavia,
5. Road Town,
6. navigation,
7. navigation,
8. Miami

Caribbean: Barbados, Guadeloupe, Virgin Islands, United States

Bridgetown Itinerary Caribbean
from $3,821
price per person Taxes included
See the cruise Book
Explora II | Nov 22, 2025
Duration: 6 nights
Departure from: Bridgetown Landing: Miami
Itinerary:
1. Bridgetown,
2. Pointe à Pitre,
3. St. John ,
4. navigation,
5. navigation,
6. navigation,
7. Miami

Caribbean: United States, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico

Miami Itinerary Caribbean
from $3,758
price per person Taxes included
See the cruise Book
Explora I | Nov 27, 2025
Duration: 8 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. navigation,
5. Terre-de-Haut,
6. Bridgetown,
7. Fort de france,
8. Basseterre,
9. San Juan

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

Miami Itinerary Caribbean
from $9,794
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora I | Nov 27, 2025
Duration: 15 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. navigation,
5. Terre-de-Haut,
6. Bridgetown,
7. Fort de france,
8. Basseterre,
9. San Juan,
10. Road Town,
11. St. John ,
12. Gustavia,
13. Anguilla,
14. navigation,
15. navigation,
16. Miami

Caribbean: United States, Mexico, Guatemala, Guadeloupe, Saint Pierre and Miquelon, Saint Lucia, Grenada, Saint Vincent and the Grenadines, Barbados

Miami Itinerary Caribbean
from $9,908
price per person Taxes included
Extended Journey Savings
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Explora II | Nov 28, 2025
Duration: 16 nights
Departure from: Miami Landing: Bridgetown
Itinerary:
1. Miami,
2. navigation,
3. Cozumel Island,
4. navigation,
5. Santo Tomás de Castilla,
6. navigation,
7. Key West,
8. Miami,
9. navigation,
10. navigation,
11. navigation,
12. Pointe à Pitre,
13. Saint Pierre,
14. Castries,
15. Saint George,
16. Kingstown,
17. Bridgetown

Caribbean: Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico, British Virgin Islands, Virgin Islands, Saint Barthelemy, United Kingdom, United States, Dominican Republic, France, Saint Vincent and the Grenadines

Bridgetown Itinerary Caribbean
from $9,823
price per person Taxes included
4 reservations in 72 hours
See the cruise Book
Explora I | Dec 2, 2025
Duration: 19 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Basseterre,
4. San Juan,
5. Road Town,
6. St. John ,
7. Gustavia,
8. Anguilla,
9. navigation,
10. navigation,
11. Miami,
12. navigation,
13. navigation,
14. La Romana,
15. San Juan,
16. Basseterre,
17. Les Trois-Îlets,
18. Bequia,
19. Kingstown,
20. Bridgetown

Caribbean: Puerto Rico, British Virgin Islands, Virgin Islands, Saint Barthelemy, United Kingdom, United States, Dominican Republic, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $10,421
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora I | Dec 5, 2025
Duration: 16 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Road Town,
3. St. John ,
4. Gustavia,
5. Anguilla,
6. navigation,
7. navigation,
8. Miami,
9. navigation,
10. navigation,
11. La Romana,
12. San Juan,
13. Basseterre,
14. Les Trois-Îlets,
15. Bequia,
16. Kingstown,
17. Bridgetown

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

San Juan Itinerary Caribbean
from $3,508
price per person Taxes included
See the cruise Book
Explora I | Dec 5, 2025
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Road Town,
3. St. John ,
4. Gustavia,
5. Anguilla,
6. navigation,
7. navigation,
8. Miami

Caribbean: United States, Guadeloupe, Saint Pierre and Miquelon, Saint Lucia, Grenada, Saint Vincent and the Grenadines, Barbados

Miami Itinerary Caribbean
from $4,738
price per person Taxes included
See the cruise Book
Explora II | Dec 5, 2025
Duration: 9 nights
Departure from: Miami Landing: Bridgetown
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. navigation,
5. Pointe à Pitre,
6. Saint Pierre,
7. Castries,
8. Saint George,
9. Kingstown,
10. Bridgetown

Caribbean: United States, Guadeloupe, Saint Pierre and Miquelon, Saint Lucia, Grenada, Saint Vincent and the Grenadines, Barbados, Trinidad and Tobago, Martinique, Montserrat, British Virgin Islands

Miami Itinerary Caribbean
from $8,245
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora II | Dec 5, 2025
Duration: 17 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. navigation,
5. Pointe à Pitre,
6. Saint Pierre,
7. Castries,
8. Saint George,
9. Kingstown,
10. Bridgetown,
11. Bequia,
12. Port Of Spain,
13. Fort de france,
14. Little Bay,
15. Road Town,
16. navigation,
17. navigation,
18. Miami

Caribbean: United States, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Barbados, Trinidad and Tobago, Martinique, Virgin Islands, Sint Maarten, British Virgin Islands

Miami Itinerary Caribbean
from $11,389
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora I | Dec 12, 2025
Duration: 17 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. La Romana,
5. San Juan,
6. Basseterre,
7. Les Trois-Îlets,
8. Bequia,
9. Kingstown,
10. Bridgetown,
11. Scarborough,
12. Fort de france,
13. St. John ,
14. Philipsburg,
15. Road Town,
16. navigation,
17. navigation,
18. Miami

Caribbean: United States, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Barbados

Miami Itinerary Caribbean
from $4,225
price per person Taxes included
See the cruise Book
Explora I | Dec 12, 2025
Duration: 9 nights
Departure from: Miami Landing: Bridgetown
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. La Romana,
5. San Juan,
6. Basseterre,
7. Les Trois-Îlets,
8. Bequia,
9. Kingstown,
10. Bridgetown

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

Bridgetown Itinerary Caribbean
from $4,009
price per person Taxes included
2 reservations in 72 hours
See the cruise Book
Explora II | Dec 14, 2025
Duration: 8 nights
Departure from: Bridgetown Landing: Miami
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, Saint Vincent and the Grenadines, Trinidad and Tobago, Martinique, Montserrat, British Virgin Islands, United States, Bahamas, Jamaica, Saint Martin, Puerto Rico

Bridgetown Itinerary Caribbean
from $10,022
price per person Taxes included
2 reservations in 72 hours
Extended Journey Savings
See the cruise Book
Explora II | Dec 14, 2025
Duration: 15 nights
Departure from: Bridgetown Landing: San Juan
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, Trinidad and Tobago, Martinique, Virgin Islands, Sint Maarten, British Virgin Islands, United States

Bridgetown Itinerary Caribbean
from $5,102
price per person Taxes included
See the cruise Book
Explora I | Dec 21, 2025
Duration: 8 nights
Departure from: Bridgetown Landing: Miami
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

Bridgetown Itinerary Caribbean
from $8,428
price per person Taxes included
See the cruise Book
Explora I | Dec 21, 2025
Duration: 13 nights
Departure from: Bridgetown Landing: 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: Barbados, Trinidad and Tobago, Martinique, Virgin Islands, Sint Maarten, British Virgin Islands, United States, France, Saint Kitts and Nevis, Puerto Rico

Bridgetown Itinerary Caribbean
from $10,022
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora I | Dec 21, 2025
Duration: 16 nights
Departure from: Bridgetown Landing: San Juan
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,
15. Fort de france,
16. Basseterre,
17. San Juan

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

Miami Itinerary Caribbean
from $5,301
price per person Taxes included
See the cruise Book
Explora II | Dec 22, 2025
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. Ocean Cay,
3. navigation,
4. navigation,
5. navigation,
6. Spanish Town,
7. Marigot,
8. San Juan

Caribbean: United States, Bahamas, Jamaica, Saint Martin, Puerto Rico, United Kingdom, Virgin Islands, Dominican Republic

Miami Itinerary Caribbean
from $10,381
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora II | Dec 22, 2025
Duration: 14 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. Ocean Cay,
3. navigation,
4. navigation,
5. navigation,
6. Spanish Town,
7. Marigot,
8. San Juan,
9. Anguilla,
10. navigation,
11. St. John ,
12. navigation,
13. San Felipe de Puerto Plata,
14. navigation,
15. Key West,
16. Miami

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

Miami Itinerary Caribbean
from $5,467
price per person Taxes included
1 booking in 72 hours
See the cruise Book
Explora I | Dec 29, 2025
Duration: 8 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Jost Van Dyke,
5. Deshaies,
6. Bridgetown,
7. Fort de france,
8. Basseterre,
9. San Juan

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

Miami Itinerary Caribbean
from $10,648
price per person Taxes included
1 booking in 72 hours
Extended Journey Savings
See the cruise Book
Explora I | Dec 29, 2025
Duration: 15 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Jost Van Dyke,
5. Deshaies,
6. Bridgetown,
7. Fort de france,
8. Basseterre,
9. San Juan,
10. Gustavia,
11. St. John ,
12. Road Town,
13. Anguilla,
14. navigation,
15. navigation,
16. Miami

Caribbean: Puerto Rico, United Kingdom, Virgin Islands, Dominican Republic, United States

San Juan Itinerary Caribbean
from $5,677
price per person Taxes included
1 booking in 72 hours
See the cruise Book
Explora II | Dec 29, 2025
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Anguilla,
3. St. John ,
4. navigation,
5. navigation,
6. San Felipe de Puerto Plata,
7. navigation,
8. Key West,
9. Miami

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

Bridgetown Itinerary Caribbean
from $8,519
price per person Taxes included
See the cruise Book
Explora I | Jan 3, 2026
Duration: 16 nights
Departure from: Bridgetown Landing: 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

Miami Itinerary Caribbean
from $12,528
price per person Taxes included
Extended Journey Savings
See the cruise Book
Explora II | Jan 5, 2026
Duration: 20 nights
Departure from: Miami Landing: 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

San Juan Itinerary Caribbean
from $3,724
price per person Taxes included
4 reservations in 72 hours
See the cruise Book
Explora I | Jan 6, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
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

San Juan Itinerary Caribbean
from $7,545
price per person Taxes included
4 reservations in 72 hours
Extended Journey Savings
See the cruise Book
Explora I | Jan 6, 2026
Duration: 15 nights
Departure from: San Juan Landing: 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
93 cruises