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Cruises Puerto Rico in January 2026

33 cruises

Caribbean: Puerto Rico, Aruba, Netherlands Antilles, Virgin Islands, Sint Maarten

San Juan Itinerary Caribbean
from $2,169
price per person Taxes included
Valiant Lady | 3 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
4. Oranjestad,
6. Willemstad,
7. navigation,
8. St. John ,
11. Philipsburg,
12. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Dominica, Barbados

San Juan Itinerary Caribbean
from $1,425
price per person Taxes included
Jewel Of The Seas | 3 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Philipsburg,
4. Saint Croix ,
5. Roseau,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Dominica

San Juan Itinerary Caribbean
from $2,438
price per person Taxes included
Grand Princess | 4 Jan 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Basseterre,
4. Castries,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Philipsburg,
11. Saint Johns,
12. Dominica,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Saint Kitts and Nevis, Grenada, Aruba, Netherlands Antilles

San Juan Itinerary Caribbean
from $1,443
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Basseterre,
3. Saint George,
4. navigation,
5. Oranjestad,
6. Willemstad,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Sint Maarten, Virgin Islands

San Juan Itinerary Caribbean
from $1,893
price per person Taxes included
Norwegian Epic | 4 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Saint Johns,
4. Bridgetown,
5. Castries,
6. Philipsburg,
7. Saint Thomas,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Grenada, Barbados

San Juan Itinerary Caribbean
from $1,203
price per person Taxes included
Grand Princess | 4 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Basseterre,
4. Castries,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $6,601
price per person Taxes included
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, Virgin Islands, British Virgin Islands, United Kingdom, United States, France, Grenada, Barbados, Montserrat

San Juan Itinerary Caribbean
from $17,637
price per person Taxes included
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, Virgin Islands, Antigua and Barbuda, United Kingdom, Saint Barthelemy, United States, Guadeloupe, South Africa, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $12,303
price per person Taxes included
SeaDream I | 10 Jan 2026
Duration: 10 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. St. John ,
3. Saint Johns,
4. Anguilla,
5. Gustavia,
6. Gustavia,
7. Charlestown,
8. Terre-de-Haut,
9. Port Elizabeth,
10. Port Elizabeth,
11. Tobago Cays,
12. Bridgetown

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Dominica, Barbados

San Juan Itinerary Caribbean
from $1,441
price per person Taxes included
Jewel Of The Seas | 10 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Philipsburg,
4. Saint Croix ,
5. Roseau,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Barbados, Saint Vincent and the Grenadines, Saint Kitts and Nevis, Virgin Islands

San Juan Itinerary Caribbean
from $2,412
price per person Taxes included
Valiant Lady | 10 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
3. Road Town,
4. navigation,
5. Bridgetown,
7. Kingstown,
9. Basseterre,
11. Frederiksted,
13. San Juan

Caribbean: Puerto Rico, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda, British Virgin Islands, Virgin Islands

San Juan Itinerary Caribbean
from $1,957
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Castries,
4. Basseterre,
5. Saint Johns,
6. Tortola Island,
7. Charlotte Amalie,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados

San Juan Itinerary Caribbean
from $1,295
price per person Taxes included
Grand Princess | 11 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Sint Maarten, Virgin Islands

San Juan Itinerary Caribbean
from $1,618
price per person Taxes included
Norwegian Epic | 11 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Saint Johns,
4. Bridgetown,
5. Castries,
6. Philipsburg,
7. Saint Thomas,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados

San Juan Itinerary Caribbean
from $2,286
price per person Taxes included
Grand Princess | 11 Jan 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Philipsburg,
11. Saint Johns,
12. Dominica,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Saint Kitts and Nevis, Barbados, Martinique, Virgin Islands, Sint Maarten

San Juan Itinerary Caribbean
from $2,606
price per person Taxes included
Valiant Lady | 17 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Basseterre,
4. navigation,
5. Bridgetown,
7. Fort de france,
10. St. John ,
11. Philipsburg,
13. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Martinique, Barbados

San Juan Itinerary Caribbean
from $1,426
price per person Taxes included
Jewel Of The Seas | 17 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Philipsburg,
4. Saint Croix ,
5. Fort de france,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Sint Maarten, Virgin Islands

San Juan Itinerary Caribbean
from $1,710
price per person Taxes included
Norwegian Epic | 18 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Saint Johns,
4. Bridgetown,
5. Castries,
6. Philipsburg,
7. Saint Thomas,
8. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Dominica

San Juan Itinerary Caribbean
from $1,710
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Saint Johns,
4. Saint George,
5. Kingstown,
6. Roseau,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados, Guadeloupe

San Juan Itinerary Caribbean
from $2,110
price per person Taxes included
Grand Princess | 18 Jan 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Philipsburg,
11. Saint Johns,
12. Pointe à Pitre,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados

San Juan Itinerary Caribbean
from $1,037
price per person Taxes included
Grand Princess | 18 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $6,912
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 $12,581
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, Virgin Islands, Sint Maarten, Dominica, Barbados

San Juan Itinerary Caribbean
from $1,448
price per person Taxes included
Jewel Of The Seas | 24 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Philipsburg,
4. Saint Croix ,
5. Roseau,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Barbados, Martinique, Virgin Islands, Sint Maarten

San Juan Itinerary Caribbean
from $2,408
price per person Taxes included
Valiant Lady | 24 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Road Town,
4. navigation,
5. Bridgetown,
8. Fort de france,
10. St. John ,
12. Philipsburg,
13. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Sint Maarten, Virgin Islands

San Juan Itinerary Caribbean
from $1,692
price per person Taxes included
Norwegian Epic | 25 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Saint Johns,
4. Bridgetown,
5. Castries,
6. Philipsburg,
7. Saint Thomas,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, British Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia

San Juan Itinerary Caribbean
from $1,485
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Tortola Island,
4. Basseterre,
5. Saint Johns,
6. Castries,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Netherlands, Saint Barthelemy, United Kingdom, Guadeloupe, France, Barbados

San Juan Itinerary Caribbean
from $8,750
price per person Taxes included
SeaDream II | 25 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. navigation,
3. Sint Eustatius,
4. Gustavia,
5. Gustavia,
6. Falmouth,
7. Terre-de-Haut,
8. Le Marin,
9. Bridgetown

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Guadeloupe, Barbados

San Juan Itinerary Caribbean
from $1,119
price per person Taxes included
Grand Princess | 25 Jan 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Saint Johns,
5. Pointe à Pitre,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Guadeloupe, Barbados, British Virgin Islands, Saint Kitts and Nevis, Dominica

San Juan Itinerary Caribbean
from $2,319
price per person Taxes included
Grand Princess | 25 Jan 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Saint Johns,
5. Pointe à Pitre,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Tortola Island,
10. Basseterre,
11. Saint Johns,
12. Dominica,
13. Bridgetown,
14. navigation,
15. San Juan
33 cruises