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Itineraries and cruises Explora Journeys departing from San Juan

  • 2025
  • 2026
  • 2027
36 cruises

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

San Juan Itinerary Caribbean
from $3,946
price per person Taxes included
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 $8,883
price per person Taxes included
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 $10,421
price per person Taxes included
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 $3,508
price per person Taxes included
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 $11,901
price per person Taxes included
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 $5,677
price per person Taxes included
1 booking in 72 hours
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 $7,545
price per person Taxes included
4 reservations in 72 hours
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 $3,724
price per person Taxes included
4 reservations in 72 hours
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 $4,715
price per person Taxes included
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 $9,407
price per person Taxes included
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 $3,946
price per person Taxes included
5 reservations in 72 hours
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, Guadeloupe

San Juan Itinerary Caribbean
from $9,737
price per person Taxes included
5 reservations in 72 hours
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. Basse Terre,
15. St. John ,
16. San Juan

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

San Juan Itinerary Caribbean
from $6,378
price per person Taxes included
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 $3,884
price per person Taxes included
2 reservations in 72 hours
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 $4,760
price per person Taxes included
1 booking in 72 hours
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 $8,644
price per person Taxes included
1 booking in 72 hours
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 $7,556
price per person Taxes included
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 $3,747
price per person Taxes included
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 $3,747
price per person Taxes included
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 $7,858
price per person Taxes included
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 $11,275
price per person Taxes included
4 reservations in 72 hours
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 $3,536
price per person Taxes included
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 $3,975
price per person Taxes included
2 reservations in 72 hours
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 $3,975
price per person Taxes included
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 $3,975
price per person Taxes included
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 $3,975
price per person Taxes included
2 reservations in 72 hours
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 $4,259
price per person Taxes included
4 reservations in 72 hours
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 $6,230
price per person Taxes included
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 $3,975
price per person Taxes included
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 $4,869
price per person Taxes included
4 reservations in 72 hours
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