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Cruises from San Juan 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 $13,283
price per person Taxes included
Seabourn Ovation | 5/12/2026
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 $2,419
price per person Taxes included
Azamara Journey | 5/12/2026
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 $8,856
price per person Taxes included
Seabourn Ovation | 5/12/2026
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 $1,578
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 $2,314
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 $2,464
price per person Taxes included
Valiant Lady | 5/12/2026
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 $4,406
price per person Taxes included
Azamara Journey | 5/12/2026
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 $2,401
price per person Taxes included
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 $1,602
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 $2,249
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 $8,864
price per person Taxes included
SeaDream I | 12/12/2026
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 $1,380
price per person Taxes included
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 $2,594
price per person Taxes included
Valiant Lady | 12/12/2026
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 $6,868
price per person Taxes included
Explora III | 13/12/2026
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 $2,060
price per person Taxes included
Norwegian Breakaway | 13/12/2026
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 $1,620
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 $6,099
price per person Taxes included
Azamara Journey | 18/12/2026
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 $3,481
price per person Taxes included
Azamara Journey | 18/12/2026
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 $2,676
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 $2,983
price per person Taxes included
Valiant Lady | 19/12/2026
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 $2,047
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, Saint Barthelemy, United Kingdom, British Virgin Islands, Jamaica

San Juan Itinerary Caribbean
from $10,078
price per person Taxes included
SeaDream II | 19/12/2026
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 $2,005
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 $7,360
price per person Taxes included
Explora I | 20/12/2026
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 $2,922
price per person Taxes included
Norwegian Breakaway | 20/12/2026
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 $15,153
price per person Taxes included
Silver Shadow | 22/12/2026
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 $2,180
price per person Taxes included
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 $3,464
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 $4,286
price per person Taxes included
Valiant Lady | 26/12/2026
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 $19,164
price per person Taxes included
SeaDream II | 27/12/2026
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