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Cruises Puerto Rico in December 2026

35 cruises

Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Grenada, Barbados, Saint Pierre and Miquelon, Guadeloupe, Dominica, Saint Lucia

San Juan Itinerary Caribbean
from $12,343
price per person Taxes included
Seabourn Ovation | 5 Dec 2026
Duration: 14 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Les Trois-Îlets,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. navigation,
10. Basseterre,
11. Saint Pierre,
12. Terre-de-Haut,
13. Roseau,
14. Rodney Bay,
15. Bridgetown

Caribbean: Puerto Rico, British Virgin Islands, Antigua and Barbuda, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Trinidad and Tobago, Barbados

San Juan Itinerary Caribbean
from $2,247
price per person Taxes included
Azamara Journey | 5 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Virgin Gorda,
3. Saint Johns,
4. Saint Pierre,
5. Bequia,
6. Saint George,
7. Scarborough,
8. Bridgetown

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

San Juan Itinerary Caribbean
from $8,229
price per person Taxes included
Seabourn Ovation | 5 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Les Trois-Îlets,
6. Bequia,
7. Saint George,
8. Bridgetown

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

San Juan Itinerary Caribbean
from $1,467
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Saint Croix ,
4. Philipsburg,
5. Saint Johns,
6. Roseau,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $2,151
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Philipsburg,
4. Saint Johns,
5. Castries,
6. Bridgetown,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $2,289
price per person Taxes included
Valiant Lady | 5 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
4. Oranjestad,
6. Willemstad,
7. navigation,
8. Fort de france,
11. Basseterre,
12. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Antigua and Barbuda, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten

San Juan Itinerary Caribbean
from $4,094
price per person Taxes included
Azamara Journey | 5 Dec 2026
Duration: 13 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Virgin Gorda,
3. Saint Johns,
4. Saint Pierre,
5. Bequia,
6. Saint George,
7. Scarborough,
8. Bridgetown,
9. Castries,
10. Roseau,
11. Basseterre,
12. Charlestown,
13. Philipsburg,
14. San Juan

Caribbean: Puerto Rico, Dominican Republic, Aruba, Netherlands Antilles, Virgin Islands, British Virgin Islands

San Juan Itinerary Caribbean
from $2,231
price per person Taxes included
Norwegian Breakaway | 6 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. La Romana,
3. Oranjestad,
4. Willemstad,
5. navigation,
6. Saint Thomas,
7. Tortola Island,
8. San Juan

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

San Juan Itinerary Caribbean
from $1,489
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. Philipsburg,
5. Saint Croix ,
6. Basseterre,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $2,090
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Basseterre,
4. Roseau,
5. Castries,
6. Saint George,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Jamaica

San Juan Itinerary Caribbean
from $8,236
price per person Taxes included
SeaDream I | 12 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. St. John ,
3. Philipsburg,
4. Gustavia,
5. Gustavia,
6. navigation,
7. Spanish Town,
8. navigation,
9. Charlotte Amalie

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

San Juan Itinerary Caribbean
from $1,282
price per person Taxes included
Radiance Of The Seas | 12 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Philipsburg,
4. Saint Johns,
5. Basseterre,
6. Saint Croix ,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $2,410
price per person Taxes included
Valiant Lady | 12 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
3. Philipsburg,
4. navigation,
5. Bridgetown,
7. Castries,
9. Fort de france,
11. Basseterre,
13. San Juan

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

San Juan Itinerary Caribbean
from $6,382
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, Sint Maarten, Saint Kitts and Nevis, Barbados, Saint Lucia, British Virgin Islands, Virgin Islands

San Juan Itinerary Caribbean
from $1,915
price per person Taxes included
Norwegian Breakaway | 13 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Philipsburg,
3. Basseterre,
4. Bridgetown,
5. Castries,
6. Tortola Island,
7. Saint Thomas,
8. San Juan

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

San Juan Itinerary Caribbean
from $1,505
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Saint Croix ,
4. Philipsburg,
5. Saint Johns,
6. Roseau,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, British Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Trinidad and Tobago, Barbados, Netherlands Antilles, Aruba, Saint Lucia, Saint Kitts and Nevis

San Juan Itinerary Caribbean
from $5,667
price per person Taxes included
Azamara Journey | 18 Dec 2026
Duration: 18 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Virgin Gorda,
4. Saint Johns,
5. Gustavia,
6. Saint Pierre,
7. Bequia,
8. navigation,
9. Scarborough,
10. Mayreau,
11. Bridgetown,
12. navigation,
13. Willemstad,
14. Oranjestad,
15. navigation,
16. Castries,
17. Charlestown,
18. Frederiksted,
19. San Juan

Caribbean: Puerto Rico, Virgin Islands, British Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Trinidad and Tobago, Barbados

San Juan Itinerary Caribbean
from $3,235
price per person Taxes included
Azamara Journey | 18 Dec 2026
Duration: 10 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Virgin Gorda,
4. Saint Johns,
5. Gustavia,
6. Saint Pierre,
7. Bequia,
8. navigation,
9. Scarborough,
10. Mayreau,
11. Bridgetown

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

San Juan Itinerary Caribbean
from $2,487
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Basseterre,
4. Roseau,
5. Castries,
6. Bridgetown,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $2,772
price per person Taxes included
Valiant Lady | 19 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Basseterre,
4. Fort de france,
6. navigation,
7. Oranjestad,
9. Willemstad,
11. navigation,
12. San Juan

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

San Juan Itinerary Caribbean
from $1,902
price per person Taxes included
Radiance Of The Seas | 19 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Saint Croix ,
4. Philipsburg,
5. Saint Johns,
6. Roseau,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $9,365
price per person Taxes included
SeaDream II | 19 Dec 2026
Duration: 8 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Gustavia,
3. Gustavia,
4. Anguilla,
5. Tortola Island,
6. Spanish Town,
7. navigation,
8. Tortola Island,
9. Norman Island,
10. navigation,
11. San Juan

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

San Juan Itinerary Caribbean
from $1,863
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. Roseau,
5. Saint Croix ,
6. navigation,
7. Basseterre,
8. San Juan

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

San Juan Itinerary Caribbean
from $6,839
price per person Taxes included
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, Dominican Republic, Aruba, Netherlands Antilles, Virgin Islands, British Virgin Islands

San Juan Itinerary Caribbean
from $2,716
price per person Taxes included
Norwegian Breakaway | 20 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. La Romana,
3. Oranjestad,
4. Willemstad,
5. navigation,
6. Saint Thomas,
7. Tortola Island,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Vincent and the Grenadines, Bermuda, Aruba, Netherlands Antilles

San Juan Itinerary Caribbean
from $14,081
price per person Taxes included
Silver Shadow | 22 Dec 2026
Duration: 12 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Basseterre,
4. navigation,
5. Mayreau,
6. St. George's Island,
7. navigation,
8. Oranjestad,
9. Willemstad,
10. Kralendijk,
11. navigation,
12. Jost Van Dyke,
13. San Juan

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

San Juan Itinerary Caribbean
from $2,026
price per person Taxes included
Radiance Of The Seas | 26 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Philipsburg,
4. Saint Johns,
5. Basseterre,
6. Saint Croix ,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $3,218
price per person Taxes included
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Charlotte Amalie,
3. Philipsburg,
4. Saint Johns,
5. Castries,
6. Bridgetown,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $3,983
price per person Taxes included
Valiant Lady | 26 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Philipsburg,
4. Fort de france,
6. Bridgetown,
8. Castries,
10. St. John ,
12. navigation,
13. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy

San Juan Itinerary Caribbean
from $17,807
price per person Taxes included
SeaDream II | 27 Dec 2026
Duration: 7 nights
Departure from: San Juan Landing: Charlotte Amalie
Itinerary:
1. San Juan,
2. St. John ,
3. Philipsburg,
4. Gustavia,
5. Gustavia,
6. Gustavia,
7. navigation,
8. Charlotte Amalie
35 cruises