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All Caribbean Cruises with Explora Journeys

  • 2026
  • 2027
  • 2028
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 May 2027 June 2027 July 2027 August 2027 September 2027 October 2027 November 2027 December 2027
January 2028 February 2028 March 2028 April 2028
166 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 $5,618
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, Saint Barthelemy, Jamaica, United States, Bahamas
San Juan Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora IV | Nov. 27, 2027
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Gustavia,
3. Spanish Town,
4. navigation,
5. Fort Lauderdale,
6. navigation,
7. Ocean Cay,
8. Miami
Caribbean: United States, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Miami Itinerary Caribbean
Suite from $5,750
price per person Taxes included
See the cruise Book Online Book Online
Explora II | Dec. 12, 2027
Duration: 7 nights
Departure from: Miami Landing: San Juan
Itinerary:
1. Miami,
2. navigation,
3. San Felipe de Puerto Plata,
4. Catalina Island,
5. navigation,
6. St. John ,
7. Marigot,
8. San Juan
Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Jamaica, United States
San Juan Itinerary Caribbean
Suite from $5,997
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, Netherlands Antilles, Sint Maarten
San Juan Itinerary Caribbean
Suite from $6,005
price per person Taxes included
See the cruise Book Online Book Online
Explora II | Mar. 26, 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Kralendijk,
4. Willemstad,
5. Aruba,
6. navigation,
7. Philipsburg,
8. San Juan
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. Gustavia,
5. San Felipe de Puerto Plata,
6. navigation,
7. Key West,
8. Miami
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: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos, United States
San Juan Itinerary Caribbean
Suite from $6,055
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, Turks and Caicos, United States
San Juan Itinerary Caribbean
Suite from $6,055
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
166 cruises