Search among available cruises
Filter Cruises
home › Explora Journeys › All Caribbean Cruises with Explora Journeys

All Caribbean Cruises with Explora Journeys

  • 2025
  • 2026
  • 2027
November 2025 December 2025
January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026 December 2026
January 2027 February 2027 March 2027 April 2027
92 cruises

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

Miami Itinerary Caribbean
from $7,793
price per person Taxes included
See the cruise Book
Explora I | 12/11/2025
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 $14,385
price per person Taxes included
See the cruise Book
Explora I | 12/11/2025
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 $14,956
price per person Taxes included
See the cruise Book
Explora I | 17/11/2025
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 $12,004
price per person Taxes included
See the cruise Book
Explora I | 20/11/2025
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 $6,819
price per person Taxes included
See the cruise Book
Explora I | 20/11/2025
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 $6,602
price per person Taxes included
See the cruise Book
Explora II | 22/11/2025
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 $5,510
price per person Taxes included
See the cruise Book
Explora I | 27/11/2025
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 $11,188
price per person Taxes included
See the cruise Book
Explora I | 27/11/2025
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 $14,484
price per person Taxes included
See the cruise Book
Explora II | 28/11/2025
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 $16,973
price per person Taxes included
See the cruise Book
Explora I | 2/12/2025
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 $11,994
price per person Taxes included
See the cruise Book
Explora I | 5/12/2025
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 $6,061
price per person Taxes included
See the cruise Book
Explora I | 5/12/2025
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 $8,187
price per person Taxes included
See the cruise Book
Explora II | 5/12/2025
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 $13,146
price per person Taxes included
See the cruise Book
Explora II | 5/12/2025
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 $14,582
price per person Taxes included
See the cruise Book
Explora I | 12/12/2025
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 $6,317
price per person Taxes included
See the cruise Book
Explora I | 12/12/2025
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 $5,943
price per person Taxes included
See the cruise Book
Explora II | 14/12/2025
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 $14,572
price per person Taxes included
See the cruise Book
Explora II | 14/12/2025
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 $8,816
price per person Taxes included
See the cruise Book
Explora I | 21/12/2025
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 $15,980
price per person Taxes included
See the cruise Book
Explora I | 21/12/2025
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 $17,318
price per person Taxes included
See the cruise Book
Explora I | 21/12/2025
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 $9,161
price per person Taxes included
See the cruise Book
Explora II | 22/12/2025
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 $17,938
price per person Taxes included
See the cruise Book
Explora II | 22/12/2025
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 $9,446
price per person Taxes included
See the cruise Book
Explora I | 29/12/2025
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 $16,137
price per person Taxes included
See the cruise Book
Explora I | 29/12/2025
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 $9,810
price per person Taxes included
See the cruise Book
Explora II | 29/12/2025
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Anguilla,
3. navigation,
4. St. John ,
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 $16,226
price per person Taxes included
See the cruise Book
Explora I | 3/01/2026
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 $20,230
price per person Taxes included
See the cruise Book
Explora II | 5/01/2026
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 $7,104
price per person Taxes included
See the cruise Book
Explora I | 6/01/2026
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 $18,981
price per person Taxes included
See the cruise Book
Explora I | 6/01/2026
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
92 cruises