All 525 sailings from San Juan, Puerto Rico
Ordered soonest first. Prices per person, including taxes and fees. Want to filter by price, date, or ship?
Open these cruises in search →| View | Sailing | Departs | Nights | Ship | From |
|---|---|---|---|---|---|
| Southern Caribbean with Barbados and Tortola | Nov 28, 2027 | 7 | Emerald Princess |
from $899 $128 / night |
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| 7 Night Southern Caribbean Cruise | Nov 28, 2027 | 7 | Vision of the Seas |
from $647 $92 / night |
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| 7 Night Southern Caribbean Cruise | Nov 28, 2027 | 7 | Celebrity Summit |
from $692 $98 / night |
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| West Indies Explorer - San Juan to San Juan | Nov 29, 2027 | 10 | Viking Sky |
from $4,299 $429 / night |
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| Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & the Caribbean | Nov 29, 2027 | 14 | Star Pride |
from $4,594 $328 / night |
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| The Spanish Main: Rise of the New World | Nov 29, 2027 | 7 | Star Pride |
from $2,416 $345 / night |
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| 7-Night Very Merrytime Southern Caribbean Cruise from San Juan | Dec 3, 2027 | 7 | Disney Fantasy |
from $2,045 $292 / night |
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| 7-Day Caribbean Round-Trip San Juan | Dec 4, 2027 | 7 | Norwegian Prima |
from $1,218 $174 / night |
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| 7 Night Southern Caribbean Cruise | Dec 4, 2027 | 7 | Rhapsody of the Seas |
from $699 $99 / night |
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| Southern Caribbean & Aruban Nights | Dec 4, 2027 | 7 | Scarlet Lady |
from $833 $119 / night |
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| Southern Caribbean Adventurer | Dec 5, 2027 | 14 | Emerald Princess |
from $1,688 $120 / night |
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| Southern Caribbean with Barbados and St. Lucia | Dec 5, 2027 | 7 | Emerald Princess |
from $839 $119 / night |
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| 7 Night Southern Caribbean Cruise | Dec 5, 2027 | 7 | Vision of the Seas |
from $636 $90 / night |
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| 7 Night Southern Caribbean Cruise | Dec 5, 2027 | 7 | Celebrity Summit |
from $675 $96 / night |
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| Caribbean Combination Cruise: Antigua, Grenada & Saint Lucia | Dec 5, 2027 | 14 | Azamara Quest |
from $4,089 $292 / night |
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| Southern Caribbean Cruise: Puerto Rico, British Virgin Islands & Grenada | Dec 5, 2027 | 7 | Azamara Quest |
from $2,169 $309 / night |
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| West Indies Explorer - San Juan to San Juan | Dec 9, 2027 | 10 | Viking Sky |
from $3,799 $379 / night |
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| San Juan to Fort Lauderdale | Dec 10, 2027 | 9 | Crystal Symphony |
from $3,570 $396 / night |
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| 5-Night Very Merrytime Eastern Caribbean Cruise from San Juan ending in Fort Lauderdale | Dec 10, 2027 | 5 | Disney Fantasy |
from $1,358 $271 / night |
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| 7-Day Caribbean Round-Trip San Juan | Dec 11, 2027 | 7 | Norwegian Prima |
from $1,188 $169 / night |
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| 7 Night Southern Caribbean Cruise | Dec 11, 2027 | 7 | Rhapsody of the Seas |
from $729 $104 / night |
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| San Juan to San Juan | Dec 11, 2027 | 10 | Silver Dawn |
from $4,800 $480 / night |
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| Southern Caribbean & Aruban Nights | Dec 11, 2027 | 7 | Scarlet Lady |
from $833 $119 / night |
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| Southern Caribbean Adventurer Holiday | Dec 12, 2027 | 14 | Emerald Princess |
from $1,628 $116 / night |
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| Southern Caribbean with Barbados and Tortola | Dec 12, 2027 | 7 | Emerald Princess |
from $879 $125 / night |
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| 7 Night Southern Caribbean Cruise | Dec 12, 2027 | 7 | Vision of the Seas |
from $722 $103 / night |
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| 7 Night Southern Caribbean Cruise | Dec 12, 2027 | 7 | Celebrity Summit |
from $693 $99 / night |
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| West Indies Explorer - San Juan to San Juan | Dec 17, 2027 | 10 | Viking Sea |
from $3,599 $359 / night |
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| 7-Day Caribbean Round-Trip San Juan | Dec 18, 2027 | 7 | Norwegian Prima |
from $1,809 $258 / night |
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| 6 Night Southern Caribbean Cruise | Dec 18, 2027 | 6 | Rhapsody of the Seas |
from $767 $127 / night |
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| Southern Caribbean & Aruban Holidays | Dec 18, 2027 | 8 | Scarlet Lady |
from $1,112 $139 / night |
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| A Journey of Tropical Spirits & the Colourful Beauty of the Antilles | Dec 19, 2027 | 7 | EXPLORA II |
from $4,815 $687 / night |
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| Southern Caribbean Adventurer Holiday | Dec 19, 2027 | 14 | Emerald Princess |
from $1,823 $130 / night |
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| Southern Caribbean with Barbados and St. Lucia Holiday | Dec 19, 2027 | 7 | Emerald Princess |
from $779 $111 / night |
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| 7 Night Southern Caribbean Holiday | Dec 19, 2027 | 7 | Celebrity Summit |
from $888 $126 / night |
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| West Indies Explorer - San Juan to San Juan | Dec 19, 2027 | 10 | Viking Sky |
from $3,799 $379 / night |
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| Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada | Dec 19, 2027 | 8 | Azamara Quest |
from $2,939 $367 / night |
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| Eastern & Southern Caribbean Combination Cruise: Grenada, Barbados & Aruba | Dec 19, 2027 | 17 | Azamara Quest |
from $5,729 $337 / night |
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| Star Collector: Lovely Leewards | Dec 20, 2027 | 14 | Star Legend |
from $4,434 $316 / night |
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| San Juan & the Virgin Islands | Dec 20, 2027 | 7 | Star Legend |
from $2,443 $349 / night |
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| West Indies Island Hopping 8 Days San Juan Roundtrip | Dec 20, 2027 | 7 | Emerald Kaia |
from $5,186 $740 / night |
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| San Juan to San Juan | Dec 21, 2027 | 7 | Silver Dawn |
from $3,900 $557 / night |
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| 7 Night Southern Caribbean Holiday | Dec 24, 2027 | 7 | Rhapsody of the Seas |
from $1,079 $154 / night |
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| 7-Day Caribbean Round-Trip San Juan | Dec 25, 2027 | 7 | Norwegian Prima |
from $1,908 $272 / night |
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| Southern Caribbean Adventurer Holiday | Dec 26, 2027 | 14 | Emerald Princess |
from $1,823 $130 / night |
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| Southern Caribbean with Barbados and Tortola Holiday | Dec 26, 2027 | 7 | Emerald Princess |
from $1,044 $149 / night |
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| San Juan to Miami | Dec 26, 2027 | 8 | Silver Ray |
from $6,100 $762 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2027 | 7 | Celebrity Summit |
from $1,201 $171 / night |
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| Southern Caribbean Cruise New Year's | Dec 26, 2027 | 7 | Scarlet Lady |
from $1,673 $239 / night |
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| 7 Night Southern Caribbean Holiday | Dec 27, 2027 | 7 | Vision of the Seas |
from $1,180 $168 / night |
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| Star Collector: Lovely Leewards | Dec 27, 2027 | 14 | Star Legend |
from $4,434 $316 / night |
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| Windward Islands Surf & Sunsets | Dec 27, 2027 | 7 | Star Legend |
from $2,656 $379 / night |
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| West Indies Island Hopping 8 Days San Juan Roundtrip | Dec 27, 2027 | 7 | Emerald Kaia |
from $5,501 $785 / night |
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| San Juan to San Juan | Dec 28, 2027 | 7 | Silver Dawn |
from $4,100 $585 / night |
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| San Juan to Fort Lauderdale | Dec 29, 2027 | 10 | Crystal Serenity |
from $5,380 $538 / night |
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| A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm | Dec 30, 2027 | 7 | EXPLORA IV |
from $5,160 $737 / night |
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| 8 Night Southern Caribbean Holiday | Dec 31, 2027 | 8 | Rhapsody of the Seas |
from $1,308 $163 / night |
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| 7-Day Caribbean Round-Trip San Juan | Jan 1, 2028 | 7 | Norwegian Prima |
from $1,218 $174 / night |
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| A Journey to Island Rhythms & Tranquil Bahamian Bliss | Jan 2, 2028 | 7 | EXPLORA II |
from $4,020 $574 / night |
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| Southern Caribbean Adventurer | Jan 2, 2028 | 14 | Emerald Princess |
from $1,553 $110 / night |
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| Southern Caribbean with Barbados and St. Lucia | Jan 2, 2028 | 7 | Emerald Princess |
from $804 $114 / night |
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| 4 Night San Juan To Ft. Lauderdale | Jan 2, 2028 | 4 | Celebrity Summit |
from $531 $132 / night |
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| Southern Caribbean Cruise | Jan 2, 2028 | 6 | Scarlet Lady |
from $654 $109 / night |
|
| 6 Night Southern Caribbean Cruise | Jan 3, 2028 | 6 | Vision of the Seas |
from $709 $118 / night |
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| Beaches of the Virgin Islands | Jan 3, 2028 | 5 | Emerald Kaia |
from $3,638 $727 / night |
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| Star Collector: Lovely Leewards | Jan 3, 2028 | 14 | Star Legend |
from $4,014 $286 / night |
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| San Juan & the Virgin Islands | Jan 3, 2028 | 7 | Star Legend |
from $2,443 $349 / night |
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| San Juan to San Juan | Jan 4, 2028 | 11 | Silver Dawn |
from $4,700 $427 / night |
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| From the Caribbean to the Amazon | Jan 6, 2028 | 21 | Viking Sea |
from $11,999 $571 / night |
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| 7-Day Caribbean Round-Trip San Juan | Jan 8, 2028 | 7 | Norwegian Prima |
from $1,218 $174 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 8, 2028 | 7 | Rhapsody of the Seas |
from $832 $118 / night |
|
| West Indies Explorer - San Juan to San Juan | Jan 8, 2028 | 10 | Viking Sky |
from $4,299 $429 / night |
|
| Southern Caribbean & Aruban Nights | Jan 8, 2028 | 7 | Scarlet Lady |
from $763 $109 / night |
|
| Discover the yachting islands of the Caribbean san juan to san juan | Jan 8, 2028 | 14 | Emerald Kaia |
from $11,456 $818 / night |
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| Southern Caribbean Adventurer | Jan 9, 2028 | 14 | Emerald Princess |
from $1,553 $110 / night |
|
| Southern Caribbean with Barbados and Tortola | Jan 9, 2028 | 7 | Emerald Princess |
from $804 $114 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 9, 2028 | 7 | Vision of the Seas |
from $770 $110 / night |
|
| Star Collector: Lovely Leewards | Jan 10, 2028 | 14 | Star Legend |
from $4,014 $286 / night |
|
| Windward Islands Surf & Sunsets | Jan 10, 2028 | 7 | Star Legend |
from $2,411 $344 / night |
|
| 7-Day Caribbean Round-Trip San Juan | Jan 15, 2028 | 7 | Norwegian Prima |
from $1,218 $174 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 15, 2028 | 7 | Rhapsody of the Seas |
from $755 $107 / night |
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| San Juan to San Juan | Jan 15, 2028 | 10 | Silver Dawn |
from $4,500 $450 / night |
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| Southern Caribbean Cruise | Jan 15, 2028 | 7 | Scarlet Lady |
from $763 $109 / night |
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| A Journey across Caribbean Culture & Volcanic Landscapes | Jan 16, 2028 | 7 | EXPLORA II |
from $4,200 $600 / night |
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| Southern Caribbean Adventurer | Jan 16, 2028 | 14 | Emerald Princess |
from $1,493 $106 / night |
|
| Southern Caribbean with Barbados and St. Lucia | Jan 16, 2028 | 7 | Emerald Princess |
from $804 $114 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 16, 2028 | 7 | Vision of the Seas |
from $761 $108 / night |
|
| Star Collector: Lovely Leewards | Jan 17, 2028 | 14 | Star Legend |
from $4,014 $286 / night |
|
| San Juan & the Virgin Islands | Jan 17, 2028 | 7 | Star Legend |
from $2,443 $349 / night |
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| West Indies Explorer - San Juan to San Juan | Jan 18, 2028 | 10 | Viking Sky |
from $4,299 $429 / night |
|
| A Journey through the Caribbean's Elegant Charm & Vibrant Soul | Jan 22, 2028 | 7 | EXPLORA IV |
from $4,020 $574 / night |
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| 7-Day Caribbean Round-Trip San Juan | Jan 22, 2028 | 7 | Norwegian Prima |
from $1,218 $174 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 22, 2028 | 7 | Rhapsody of the Seas |
from $766 $109 / night |
|
| Southern Caribbean & Aruban Nights | Jan 22, 2028 | 7 | Scarlet Lady |
from $763 $109 / night |
|
| Discover the yachting islands of the Caribbean san juan to san juan | Jan 22, 2028 | 14 | Emerald Kaia |
from $11,456 $818 / night |
|
| A Journey to Island Rhythms & Tranquil Bahamian Bliss | Jan 23, 2028 | 7 | EXPLORA II |
from $4,020 $574 / night |
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| Southern Caribbean Adventurer | Jan 23, 2028 | 14 | Emerald Princess |
from $1,493 $106 / night |
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| Southern Caribbean with Barbados and St. Kitts | Jan 23, 2028 | 7 | Emerald Princess |
from $754 $107 / night |
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| 7 Night Southern Caribbean Cruise | Jan 23, 2028 | 7 | Vision of the Seas |
from $722 $103 / night |
|
| Star Collector: Lovely Leewards | Jan 24, 2028 | 14 | Star Legend |
from $4,014 $286 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
