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All Caribbean Cruises with Explora Journeys

  • 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
93 cruises
Caribbean: United States, Virgin Islands, France, Barbados, Dominica, Sint Maarten, Puerto Rico
Miami Itinerary Caribbean
Suite from $5,389
price per person Taxes included
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
Suite from $9,166
price per person Taxes included
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
Suite from $8,205
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
Suite from $6,213
price per person Taxes included
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
Suite from $4,642
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
Suite from $3,628
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
Suite from $4,636
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
Suite from $9,201
price per person Taxes included
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
Suite from $8,769
price per person Taxes included
See the cruise Book
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
Suite from $9,735
price per person Taxes included
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
Suite from $6,219
price per person Taxes included
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
Suite from $4,535
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
Suite from $4,933
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
Suite from $7,257
price per person Taxes included
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
Suite from $7,464
price per person Taxes included
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
Suite from $4,399
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
Suite from $4,174
price per person Taxes included
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
Suite from $8,863
price per person Taxes included
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
Suite from $5,312
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
Suite from $8,774
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
Suite from $11,431
price per person Taxes included
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
Suite from $5,520
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
Suite from $10,808
price per person Taxes included
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
Suite from $5,692
price per person Taxes included
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
Suite from $10,008
price per person Taxes included
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
Suite from $5,911
price per person Taxes included
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
Suite from $9,320
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
Suite from $11,585
price per person Taxes included
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
Suite from $4,381
price per person Taxes included
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
Suite from $9,018
price per person Taxes included
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