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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 $6,450
price per person Taxes included
4 reservations in 72 hours
Explora I | 20 Nov 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 $14,520
price per person Taxes included
4 reservations in 72 hours
Explora I | 20 Nov 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 $17,033
price per person Taxes included
Explora I | 5 Dec 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 $5,733
price per person Taxes included
Explora I | 5 Dec 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 $19,453
price per person Taxes included
Explora II | 29 Dec 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 $9,280
price per person Taxes included
Explora II | 29 Dec 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 $12,333
price per person Taxes included
2 reservations in 72 hours
Explora I | 6 Jan 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 $6,087
price per person Taxes included
2 reservations in 72 hours
Explora I | 6 Jan 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 $7,707
price per person Taxes included
Explora I | 21 Jan 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 $15,376
price per person Taxes included
Explora I | 21 Jan 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 $6,450
price per person Taxes included
Explora I | 5 Feb 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 $15,916
price per person Taxes included
Explora I | 5 Feb 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 $10,425
price per person Taxes included
Explora I | 20 Feb 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 $6,348
price per person Taxes included
Explora I | 2 Mar 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 $7,781
price per person Taxes included
1 booking in 72 hours
Explora II | 3 Mar 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 $14,129
price per person Taxes included
1 booking in 72 hours
Explora II | 3 Mar 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 $12,351
price per person Taxes included
Explora II | 11 Mar 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 $6,124
price per person Taxes included
Explora II | 11 Mar 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 $6,124
price per person Taxes included
Explora II | 26 Mar 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 $12,844
price per person Taxes included
Explora II | 26 Mar 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 $18,429
price per person Taxes included
Explora II | 2 Apr 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 $5,780
price per person Taxes included
Explora II | 2 Apr 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 $6,497
price per person Taxes included
4 reservations in 72 hours
Explora III | 1 Nov 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 $6,497
price per person Taxes included
4 reservations in 72 hours
Explora III | 15 Nov 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 $6,497
price per person Taxes included
Explora III | 29 Nov 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 $6,497
price per person Taxes included
Explora III | 13 Dec 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 $6,962
price per person Taxes included
5 reservations in 72 hours
Explora I | 20 Dec 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 $10,183
price per person Taxes included
Explora III | 28 Dec 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 $6,497
price per person Taxes included
Explora I | 4 Jan 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 $7,958
price per person Taxes included
Explora III | 13 Jan 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