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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
95 cruises
Caribbean: Barbados, Guadeloupe, Virgin Islands, United States
Bridgetown Itinerary Caribbean
Suite from $5,338
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, Virgin Islands, Guadeloupe, Sint Maarten, Puerto Rico
Miami Itinerary Caribbean
Suite from $5,338
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Dec. 13, 2026
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. St. John ,
6. Terre-de-Haut,
7. Philipsburg,
8. San Juan
Caribbean: Puerto Rico, United Kingdom, Virgin Islands, Sint Maarten, Jamaica, United States
San Juan Itinerary Caribbean
Suite from $5,709
price per person Taxes included
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Explora II | Mar. 11, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Anguilla,
3. St. John ,
4. Philipsburg,
5. Spanish Town,
6. navigation,
7. navigation,
8. Miami
Caribbean: Puerto Rico, Saint Barthelemy, Virgin Islands, British Virgin Islands, United Kingdom, United States
San Juan Itinerary Caribbean
Suite from $5,709
price per person Taxes included
See the cruise Book Online Book Online
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, Virgin Islands, United Kingdom, Jamaica, Turks and Caicos, United States
San Juan Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Mar. 1, 2027
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Spanish Town,
5. navigation,
6. Grand Turk,
7. navigation,
8. Miami
Caribbean: Puerto Rico, Sint Maarten, Virgin Islands, Montserrat, British Virgin Islands, United States
San Juan Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Jan. 4, 2027
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Philipsburg,
3. St. John ,
4. Little Bay,
5. Road Town,
6. navigation,
7. navigation,
8. Miami
Caribbean: United States, Dominican Republic, Sint Maarten, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Miami Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Jan. 29, 2027
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. San Felipe de Puerto Plata,
4. navigation,
5. Philipsburg,
6. Terre-de-Haut,
7. Basseterre,
8. San Juan
Caribbean: Puerto Rico, United Kingdom, Virgin Islands, Saint Kitts and Nevis, Turks and Caicos, United States
San Juan Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Dec. 13, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Anguilla,
3. St. John ,
4. Basseterre,
5. navigation,
6. Grand Turk,
7. navigation,
8. Miami
Caribbean: United States, Virgin Islands, Guadeloupe, Saint Barthelemy, Puerto Rico
Miami Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Dec. 6, 2026
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. St. John ,
6. Terre-de-Haut,
7. Gustavia,
8. San Juan
Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, United Kingdom, United States
San Juan Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Nov. 1, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Road Town,
3. Basseterre,
4. Gustavia,
5. Gustavia,
6. Anguilla,
7. navigation,
8. navigation,
9. Miami
Caribbean: United States, Turks and Caicos, Dominican Republic, Virgin Islands, Saint Barthelemy, Puerto Rico
Miami Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Nov. 8, 2026
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. Providenciales,
4. San Felipe de Puerto Plata,
5. La Romana,
6. Jost Van Dyke,
7. Gustavia,
8. San Juan
Caribbean: Puerto Rico, United Kingdom, Virgin Islands, Dominican Republic, United States
San Juan Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Nov. 15, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Anguilla,
3. St. John ,
4. Frederiksted,
5. Catalina Island,
6. San Felipe de Puerto Plata,
7. navigation,
8. Miami
Caribbean: United States, Virgin Islands, Guadeloupe, Sint Maarten, Puerto Rico
Miami Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Nov. 22, 2026
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. St. John ,
6. Terre-de-Haut,
7. Philipsburg,
8. San Juan
Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos, United States
San Juan Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Nov. 29, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Road Town,
3. Basseterre,
4. Gustavia,
5. navigation,
6. Grand Turk,
7. navigation,
8. Miami
Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Jamaica, United States
San Juan Itinerary Caribbean
Suite from $5,931
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Mar. 2, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. St. John ,
3. Anguilla,
4. Spanish Town,
5. navigation,
6. navigation,
7. navigation,
8. Miami
Caribbean: Puerto Rico, British Virgin Islands, Virgin Islands, Saint Barthelemy, United Kingdom, United States
San Juan Itinerary Caribbean
Suite from $6,022
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Feb. 5, 2026
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: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominican Republic, United States
San Juan Itinerary Caribbean
Suite from $6,022
price per person Taxes included
See the cruise Book Online Book Online
Explora II | Apr. 2, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. St. John ,
3. Gustavia,
4. navigation,
5. San Felipe de Puerto Plata,
6. navigation,
7. Key West,
8. Miami
Caribbean: United States, Virgin Islands, Saint Barthelemy, Puerto Rico
Miami Itinerary Caribbean
Suite from $6,022
price per person Taxes included
See the cruise Book Online Book Online
Explora II | Feb. 24, 2026
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. navigation,
5. Jost Van Dyke,
6. St. John ,
7. Gustavia,
8. San Juan
Caribbean: United States, Virgin Islands, Guadeloupe, Sint Maarten, Puerto Rico
Miami Itinerary Caribbean
Suite from $6,055
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Oct. 25, 2026
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. St. John ,
6. Terre-de-Haut,
7. Philipsburg,
8. San Juan
Caribbean: United States, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Barbados
Miami Itinerary Caribbean
Suite from $6,112
price per person Taxes included
See the cruise Book Online Book Online
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: United States, Dominican Republic, Dominica, Barbados, France, Virgin Islands, Puerto Rico
Miami Itinerary Caribbean
Suite from $6,112
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Feb. 12, 2026
Duration: 8 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. San Felipe de Puerto Plata,
4. navigation,
5. Roseau,
6. Bridgetown,
7. Deshaies,
8. St. John ,
9. San Juan
Caribbean: Puerto Rico, British Virgin Islands, Virgin Islands, Turks and Caicos, United States
San Juan Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Jan. 29, 2027
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Road Town,
3. St. John ,
4. navigation,
5. Providenciales,
6. navigation,
7. Key West,
8. Miami
Caribbean: United States, Sint Maarten, Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Miami Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Feb. 5, 2027
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Philipsburg,
5. Gustavia,
6. Basseterre,
7. St. John ,
8. San Juan
Caribbean: Puerto Rico, Saint Kitts and Nevis, British Virgin Islands, Saint Barthelemy, United Kingdom, United States
San Juan Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora I | Dec. 20, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Basseterre,
3. Road Town,
4. Gustavia,
5. Gustavia,
6. Anguilla,
7. navigation,
8. navigation,
9. Miami
Caribbean: Puerto Rico, Virgin Islands, Guadeloupe, Dominican Republic, United States
San Juan Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Feb. 12, 2027
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. navigation,
3. St. John ,
4. Terre-de-Haut,
5. navigation,
6. San Felipe de Puerto Plata,
7. navigation,
8. Miami
Caribbean: United States, Virgin Islands, Guadeloupe, Puerto Rico
Miami Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Feb. 28, 2027
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. St. John ,
6. Terre-de-Haut,
7. navigation,
8. San Juan
Caribbean: Puerto Rico, Sint Maarten, Saint Barthelemy, Saint Kitts and Nevis, Turks and Caicos, United States
San Juan Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Mar. 7, 2027
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Philipsburg,
3. Gustavia,
4. Basseterre,
5. Gustavia,
6. navigation,
7. Grand Turk,
8. navigation,
9. Miami
Caribbean: United States, Turks and Caicos, Virgin Islands, Dominica, Saint Vincent and the Grenadines, Barbados
Miami Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Mar. 14, 2027
Duration: 7 nights
Departure from: Miami Landing: Bridgetown
Itinerary:
1. Miami,
2. navigation,
3. Providenciales,
4. navigation,
5. St. John ,
6. Roseau,
7. Bequia,
8. Bridgetown
Caribbean: United States, Virgin Islands, Guadeloupe, British Virgin Islands, Puerto Rico
Miami Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Mar. 29, 2027
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. St. John ,
5. St. John ,
6. Terre-de-Haut,
7. Road Town,
8. San Juan
Caribbean: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, United States
San Juan Itinerary Caribbean
Suite from $6,162
price per person Taxes included
See the cruise Book Online Book Online
Explora III | Apr. 5, 2027
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Gustavia,
3. Little Bay,
4. Gustavia,
5. Basseterre,
6. navigation,
7. navigation,
8. Key West,
9. Miami
95 cruises