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Cruises of Explora Journeys in Puerto Rico

  • 2025
  • 2026
  • 2027
November 2025 December 2025
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January 2027 February 2027 March 2027 April 2027
36 cruises

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

San Juan Itinerary Caribbean
from $5,620
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: 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 $9,893
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, 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 $9,885
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
from $4,995
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

Central America: Puerto Rico, United Kingdom, Virgin Islands, Dominican Republic, United States, Colombia, Panama, Costa Rica, Cayman Islands

San Juan Itinerary Central America
from $15,253
price per person Taxes included
See the cruise Book
Explora II | Dec. 29, 2025
Duration: 17 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,
10. navigation,
11. navigation,
12. San Andres,
13. Colon,
14. Bocas del Toro,
15. Limón,
16. navigation,
17. George Town,
18. navigation,
19. Miami

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

San Juan Itinerary Caribbean
from $8,085
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. navigation,
4. St. John ,
5. navigation,
6. San Felipe de Puerto Plata,
7. navigation,
8. Key West,
9. Miami

Caribbean: Puerto Rico, Saint Barthelemy, Virgin Islands, British Virgin Islands, United Kingdom, United States, France, Grenada, Barbados, Montserrat

San Juan Itinerary Caribbean
from $15,643
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

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

San Juan Itinerary Caribbean
from $5,855
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, British Virgin Islands, Virgin Islands, United Kingdom, United States

San Juan Itinerary Caribbean
from $6,131
price per person Taxes included
See the cruise Book
Explora I | Jan. 21, 2026
Duration: 7 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Gustavia,
3. Road Town,
4. St. John ,
5. Anguilla,
6. navigation,
7. navigation,
8. Miami

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

San Juan Itinerary Caribbean
from $11,158
price per person Taxes included
See the cruise Book
Explora I | Jan. 21, 2026
Duration: 15 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Gustavia,
3. Road Town,
4. St. John ,
5. Anguilla,
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, British Virgin Islands, Virgin Islands, Saint Barthelemy, United Kingdom, United States

San Juan Itinerary Caribbean
from $6,204
price per person Taxes included
See the cruise Book
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, British Virgin Islands, Virgin Islands, Saint Barthelemy, United Kingdom, United States, Dominican Republic, Dominica, Barbados, France

San Juan Itinerary Caribbean
from $12,196
price per person Taxes included
See the cruise Book
Explora I | Feb. 5, 2026
Duration: 15 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Road Town,
3. St. John ,
4. Gustavia,
5. Anguilla,
6. navigation,
7. navigation,
8. Miami,
9. navigation,
10. San Felipe de Puerto Plata,
11. navigation,
12. Roseau,
13. Bridgetown,
14. Deshaies,
15. St. John ,
16. San Juan

Caribbean: Puerto Rico, Netherlands Antilles, Barbados, Guadeloupe, Sint Maarten, Virgin Islands

San Juan Itinerary Caribbean
from $9,082
price per person Taxes included
See the cruise Book
Explora I | Feb. 20, 2026
Duration: 10 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Aruba,
4. Willemstad,
5. Kralendijk,
6. navigation,
7. Bridgetown,
8. Terre-de-Haut,
9. Philipsburg,
10. Jost Van Dyke,
11. San Juan

Caribbean: Puerto Rico, Virgin Islands, United Kingdom, Jamaica, United States

San Juan Itinerary Caribbean
from $5,530
price per person Taxes included
See the cruise Book
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, Grenada, Saint Vincent and the Grenadines, Barbados, Martinique, Saint Barthelemy, Saint Kitts and Nevis

San Juan Itinerary Caribbean
from $6,779
price per person Taxes included
See the cruise Book
Explora II | Mar. 3, 2026
Duration: 8 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Saint George,
4. Bequia,
5. Bridgetown,
6. Fort de france,
7. Gustavia,
8. Basseterre,
9. San Juan

Caribbean: Puerto Rico, Grenada, Saint Vincent and the Grenadines, Barbados, Martinique, Saint Barthelemy, Saint Kitts and Nevis, United Kingdom, Virgin Islands, Sint Maarten, Jamaica, United States

San Juan Itinerary Caribbean
from $11,385
price per person Taxes included
See the cruise Book
Explora II | Mar. 3, 2026
Duration: 15 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. navigation,
3. Saint George,
4. Bequia,
5. Bridgetown,
6. Fort de france,
7. Gustavia,
8. Basseterre,
9. San Juan,
10. Anguilla,
11. St. John ,
12. Philipsburg,
13. Spanish Town,
14. navigation,
15. navigation,
16. Miami

Caribbean: Puerto Rico, United Kingdom, Virgin Islands, Sint Maarten, Jamaica, United States, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis

San Juan Itinerary Caribbean
from $9,918
price per person Taxes included
See the cruise Book
Explora II | Mar. 11, 2026
Duration: 15 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Anguilla,
3. St. John ,
4. Philipsburg,
5. Spanish 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, Sint Maarten, Jamaica, United States

San Juan Itinerary Caribbean
from $5,336
price per person Taxes included
See the cruise Book
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, Netherlands Antilles, Saint Barthelemy

San Juan Itinerary Caribbean
from $5,628
price per person Taxes included
See the cruise Book
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. Gustavia,
8. San Juan

Caribbean: Puerto Rico, Netherlands Antilles, Saint Barthelemy, Virgin Islands, Dominican Republic, United States

San Juan Itinerary Caribbean
from $10,072
price per person Taxes included
See the cruise Book
Explora II | Mar. 26, 2026
Duration: 14 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. navigation,
3. Kralendijk,
4. Willemstad,
5. Aruba,
6. navigation,
7. Gustavia,
8. San Juan,
9. St. John ,
10. Gustavia,
11. navigation,
12. San Felipe de Puerto Plata,
13. navigation,
14. Key West,
15. Miami

Ocean Cruises: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominican Republic, United States, Portugal, Spain

San Juan Itinerary Ocean Cruises
from $14,451
price per person Taxes included
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Explora II | Apr. 2, 2026
Duration: 23 nights
Departure from: San Juan Landing: Barcelona
Itinerary:
1. San Juan,
2. St. John ,
3. Gustavia,
4. navigation,
5. San Felipe de Puerto Plata,
6. navigation,
7. Key West,
8. Miami,
9. navigation,
10. navigation,
11. navigation,
12. navigation,
13. navigation,
14. navigation,
15. navigation,
16. navigation,
17. Horta,
18. Ponta Delgada,
19. navigation,
20. navigation,
21. Cadiz,
22. Malaga,
23. navigation,
24. Barcelona

Caribbean: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominican Republic, United States

San Juan Itinerary Caribbean
from $5,036
price per person Taxes included
See the cruise Book
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: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, United Kingdom, United States

San Juan Itinerary Caribbean
from $5,660
price per person Taxes included
See the cruise Book
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: Puerto Rico, United Kingdom, Virgin Islands, Dominican Republic, United States

San Juan Itinerary Caribbean
from $5,660
price per person Taxes included
See the cruise Book
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: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Bahamas, United States

San Juan Itinerary Caribbean
from $5,660
price per person Taxes included
See the cruise Book
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. navigation,
7. Ocean Cay,
8. Miami

Caribbean: Puerto Rico, United Kingdom, Virgin Islands, Saint Kitts and Nevis, Bahamas, United States

San Juan Itinerary Caribbean
from $5,660
price per person Taxes included
See the cruise Book
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. navigation,
7. Ocean Cay,
8. Miami

Caribbean: Puerto Rico, Saint Kitts and Nevis, British Virgin Islands, Saint Barthelemy, Bahamas, United States

San Juan Itinerary Caribbean
from $6,066
price per person Taxes included
See the cruise Book
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. navigation,
6. navigation,
7. Ocean Cay,
8. Miami

Caribbean: Puerto Rico, Virgin Islands, Montserrat, British Virgin Islands, Dominican Republic, Bahamas, United States

San Juan Itinerary Caribbean
from $8,871
price per person Taxes included
See the cruise Book
Explora III | Dec. 28, 2026
Duration: 8 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. St. John ,
3. Little Bay,
4. Road Town,
5. navigation,
6. navigation,
7. San Felipe de Puerto Plata,
8. navigation,
9. Ocean Cay,
10. Miami

Caribbean: Puerto Rico, Sint Maarten, Virgin Islands, Montserrat, British Virgin Islands, United States

San Juan Itinerary Caribbean
from $5,660
price per person Taxes included
See the cruise Book
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: Puerto Rico, Sint Maarten, Guadeloupe, Grenada, Saint Lucia, Dominican Republic, United States

San Juan Itinerary Caribbean
from $6,933
price per person Taxes included
See the cruise Book
Explora III | Jan. 13, 2027
Duration: 8 nights
Departure from: San Juan Landing: Miami
Itinerary:
1. San Juan,
2. Philipsburg,
3. Terre-de-Haut,
4. Saint George,
5. Castries,
6. navigation,
7. San Felipe de Puerto Plata,
8. navigation,
9. Miami
36 cruises