All 1,598 sailings visiting 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 |
|---|---|---|---|---|---|
| Eastern/western Caribbean Adventurer with Celebration Key | Dec 6, 2026 | 14 | Sun Princess |
from $1,053 $75 / night |
|
| Eastern Caribbean with Puerto Rico & Celebration Key | Dec 6, 2026 | 7 | Sun Princess |
from $584 $83 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 6, 2026 | 7 | Vision of the Seas |
from $681 $97 / night |
|
| 14-Day Leeward Island Jewels | Dec 6, 2026 | 14 | Seabourn Quest |
from $7,753 $553 / night |
|
| San Juan to San Juan | Dec 6, 2026 | 14 | Star Pride |
from $5,834 $416 / night |
|
| San Juan to San Juan | Dec 6, 2026 | 7 | Star Pride |
from $3,006 $429 / night |
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| A Journey of Colourful Treasures & Idyllic Island Scenery | Dec 6, 2026 | 7 | EXPLORA III |
from $5,585 $797 / night |
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| An Extended Journey through Islands of Scenic Wonder & Coastal History | Dec 6, 2026 | 14 | EXPLORA III |
from $8,925 $637 / night |
|
| 9 Night Eastern Caribbean Cruise | Dec 7, 2026 | 9 | Jewel of the Seas |
from $1,021 $113 / night |
|
| Splendours of the Caribbean from San Juan | Dec 7, 2026 | 6 | Emerald Sakara |
from $5,552 $925 / night |
|
| 10-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Dec 8, 2026 | 10 | Norwegian Pearl |
from $659 $65 / night |
|
| Caribbean Celebration | Dec 8, 2026 | 21 | Queen Elizabeth |
from $1,516 $72 / night |
|
| Miami, FL to San Juan | Dec 10, 2026 | 10 | Silver Shadow |
from $4,800 $480 / night |
|
| 9-Day Eastern Caribbean: St. Maarten, Antigua & Bahamas | Dec 11, 2026 | 9 | Nieuw Amsterdam |
from $829 $92 / night |
|
| 16-Day Eastern Caribbean Holiday: Amber Cove & Bahamas | Dec 11, 2026 | 16 | Nieuw Amsterdam |
from $2,439 $152 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 11, 2026 | 12 | Norwegian Bliss |
from $1,149 $95 / night |
|
| Galveston to Galveston | Dec 11, 2026 | 17 | Seven Seas Splendor |
from $13,099 $770 / night |
|
| Miami, FL to Miami, FL | Dec 11, 2026 | 11 | Silver Ray |
from $6,000 $545 / night |
|
| 14-Day Eastern Caribbean: Bahamas & San Juan Holiday | Dec 12, 2026 | 14 | Eurodam |
from $2,144 $153 / night |
|
| 14 nights East Caribbean from Miami | Dec 12, 2026 | 14 | MSC World America |
from $1,471 $105 / night |
|
| 7 nights East Caribbean from Miami | Dec 12, 2026 | 7 | MSC World America |
from $524 $74 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Rhapsody of the Seas |
from $588 $84 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Celebrity Constellation |
from $913 $130 / night |
|
| Caribbean Combination Cruise: Barbados, St. Lucia & St. Thomas | Dec 12, 2026 | 16 | Azamara Journey |
from $5,279 $329 / night |
|
| Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten | Dec 12, 2026 | 6 | Azamara Journey |
from $2,569 $428 / night |
|
| Very Merrytime Eastern Caribbean Cruise from Fort Lauderdale | Dec 12, 2026 | 7 | Disney Destiny |
from $1,983 $283 / night |
|
| Sunny Miles of Tropical Isles | Dec 12, 2026 | 7 | Valiant Lady |
from $903 $129 / night |
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| San Juan to Fort Lauderdale | Dec 13, 2026 | 7 | Crystal Symphony |
from $3,300 $471 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 13, 2026 | 7 | Norwegian Prima |
from $819 $117 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Dec 13, 2026 | 14 | Sun Princess |
from $1,628 $116 / night |
|
| Eastern Caribbean with Puerto Rico & Celebration Key | Dec 13, 2026 | 8 | Sky Princess |
from $806 $100 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 13, 2026 | 7 | Vision of the Seas |
from $609 $87 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Dec 13, 2026 | 7 | Independence of the Seas |
from $694 $99 / night |
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| San Juan to San Juan | Dec 13, 2026 | 14 | Star Pride |
from $8,984 $641 / night |
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| San Juan to San Juan | Dec 13, 2026 | 7 | Star Pride |
from $3,213 $459 / night |
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| 7 Night St. Thomas, San Juan & Bahamas | Dec 13, 2026 | 7 | Celebrity Beyond |
from $1,063 $151 / night |
|
| Eastern Caribbean from Miami, FL | Dec 13, 2026 | 7 | Carnival Celebration |
from $586 $83 / night |
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| Eastern Caribbean from Port Canaveral (Orlando) | Dec 13, 2026 | 7 | Carnival Venezia |
from $605 $86 / night |
|
| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Dec 13, 2026 | 7 | EXPLORA I |
from $4,385 $626 / night |
|
| An Extended Journey of Island Calm & Coastal Retreats | Dec 13, 2026 | 14 | EXPLORA I |
from $8,885 $634 / night |
|
| A Journey through Caribbean Gems & Multi-coloured Coasts | Dec 13, 2026 | 7 | EXPLORA III |
from $4,575 $653 / night |
|
| An Extended Journey through Wild Beauty and Tropical Festivities | Dec 13, 2026 | 15 | EXPLORA III |
from $10,985 $732 / night |
|
| 8-Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Dec 14, 2026 | 8 | Norwegian Getaway |
from $709 $88 / night |
|
| Pre-Holiday Caribbean Getaway | Dec 14, 2026 | 9 | Brilliant Lady |
from $802 $89 / night |
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| San Juan to San Juan | Dec 15, 2026 | 21 | Viking Sea |
from $11,499 $547 / night |
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| Eastern Caribbean with St. Kitts Holiday | Dec 17, 2026 | 10 | Enchanted Princess |
from $1,179 $117 / night |
|
| Caribbean Celebration | Dec 17, 2026 | 12 | Queen Elizabeth |
from $999 $83 / night |
|
| Caribbean Celebration | Dec 17, 2026 | 21 | Queen Elizabeth |
from $3,011 $143 / night |
|
| Caribbean Celebration | Dec 17, 2026 | 33 | Queen Elizabeth |
from $5,959 $180 / night |
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| 10 nights Caribbean from Miami | Dec 18, 2026 | 10 | MSC Seaside |
from $1,172 $117 / night |
|
| Caribbean Combination Cruise: San Juan, St. Barts & Curacao | Dec 18, 2026 | 18 | Azamara Journey |
from $8,589 $477 / night |
|
| Caribbean Holiday Cruise: Antigua, Martinique & Saint Barth?lemy | Dec 18, 2026 | 10 | Azamara Journey |
from $3,999 $399 / night |
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| Eastern Caribbean from Port Canaveral, FL | Dec 18, 2026 | 8 | Carnival Vista |
from $727 $90 / night |
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| Eastern Caribbean From Miami, FL | Dec 18, 2026 | 8 | Carnival Magic |
from $726 $90 / night |
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| 14-Day Eastern/western Caribbean: San Juan & Mexico Holiday | Dec 19, 2026 | 14 | Eurodam |
from $2,519 $179 / night |
|
| 7-Day Eastern Caribbean Holiday: San Juan & St. Thomas | Dec 19, 2026 | 7 | Eurodam |
from $1,289 $184 / night |
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| 14-Day Eastern Caribbean: Bahamas & San Juan Holiday | Dec 19, 2026 | 14 | Zuiderdam |
from $2,469 $176 / night |
|
| 14 nights West Caribbean from Miami | Dec 19, 2026 | 14 | MSC World America |
from $2,291 $163 / night |
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| Eastern Caribbean with Puerto Rico Holiday | Dec 19, 2026 | 7 | Coral Princess |
from $629 $89 / night |
|
| Southern Caribbean Islander Holiday | Dec 19, 2026 | 8 | Crown Princess |
from $689 $86 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Rhapsody of the Seas |
from $1,012 $144 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Celebrity Constellation |
from $758 $108 / night |
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| Valiant Caribbean Holidays | Dec 19, 2026 | 7 | Valiant Lady |
from $903 $129 / night |
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| Eastern Caribbean & Bimini Holiday | Dec 19, 2026 | 8 | Resilient Lady |
from $1,192 $149 / night |
|
| Fort Lauderdale to Fort Lauderdale | Dec 20, 2026 | 10 | Crystal Symphony |
from $6,000 $600 / night |
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| Fort Lauderdale to Fort Lauderdale | Dec 20, 2026 | 21 | Crystal Symphony |
from $11,500 $547 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 20, 2026 | 7 | Norwegian Prima |
from $859 $122 / night |
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| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 20, 2026 | 14 | Regal Princess |
from $1,299 $92 / night |
|
| Eastern/western Caribbean with Celebration Key Holiday | Dec 20, 2026 | 14 | Sun Princess |
from $3,348 $239 / night |
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| Eastern Caribbean with Celebration Key Holiday | Dec 20, 2026 | 7 | Sun Princess |
from $699 $99 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 20, 2026 | 7 | Vision of the Seas |
from $748 $106 / night |
|
| 7 Night Eastern Caribbean Holiday | Dec 20, 2026 | 7 | Allure of the Seas |
from $1,462 $208 / night |
|
| 16-Day Leeward Island Holiday | Dec 20, 2026 | 16 | Seabourn Quest |
from $11,163 $697 / night |
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| San Juan to San Juan | Dec 20, 2026 | 14 | Silver Shadow |
Call for price |
|
| San Juan to San Juan | Dec 20, 2026 | 7 | Silver Shadow |
from $4,800 $685 / night |
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| San Juan to San Juan | Dec 20, 2026 | 14 | Star Pride |
Call for price |
|
| San Juan to San Juan | Dec 20, 2026 | 7 | Star Pride |
from $5,526 $789 / night |
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| 7 Night St. Kitts, & Perfect Day Holiday | Dec 20, 2026 | 7 | Celebrity Beyond |
from $1,101 $157 / night |
|
| A Journey of Caribbean Celebrations & Island Wonders | Dec 20, 2026 | 7 | EXPLORA I |
from $5,950 $850 / night |
|
| An Extended Journey into Island Bliss & Lively Celebrations | Dec 20, 2026 | 15 | EXPLORA I |
from $12,365 $824 / night |
|
| A Journey of Tropical Festivities & Dazzling Island Beauty | Dec 20, 2026 | 8 | EXPLORA III |
from $5,660 $707 / night |
|
| An Extended Journey of Sparkling Skies & Dramatic Natural Beauty | Dec 20, 2026 | 16 | EXPLORA III |
from $14,285 $892 / night |
|
| 7 nights East Caribbean from Miami | Dec 21, 2026 | 7 | MSC Seaside |
from $639 $91 / night |
|
| 14 nights East Caribbean from Miami | Dec 21, 2026 | 14 | MSC Seaside |
from $1,874 $133 / night |
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| Bridgetown to San Juan | Dec 21, 2026 | 8 | Silver Nova |
from $4,200 $525 / night |
|
| 14-Day Southern Caribbean: Abc & Windward Islands Holiday | Dec 22, 2026 | 14 | Volendam |
from $2,664 $190 / night |
|
| 9- Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Dec 22, 2026 | 9 | Norwegian Getaway |
from $1,169 $129 / night |
|
| Miami, FL to Miami, FL | Dec 22, 2026 | 14 | Silver Ray |
from $10,600 $757 / night |
|
| 11-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Dec 23, 2026 | 11 | Norwegian Pearl |
from $1,289 $117 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 23, 2026 | 12 | Norwegian Bliss |
from $1,819 $151 / night |
|
| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 23, 2026 | 7 | Harmony of the Seas |
from $1,903 $271 / night |
|
| 7-Day Eastern Caribbean Holiday: San Juan & St. Thomas | Dec 26, 2026 | 7 | Zuiderdam |
from $1,584 $226 / night |
|
| 7 nights East Caribbean from Miami | Dec 26, 2026 | 7 | MSC World America |
from $1,464 $209 / night |
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| 14 nights East Caribbean from Miami | Dec 26, 2026 | 14 | MSC World America |
from $2,221 $158 / night |
|
| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 26, 2026 | 14 | Regal Princess |
from $1,419 $101 / night |
|
| Eastern Caribbean with Puerto Rico Holiday | Dec 26, 2026 | 8 | Regal Princess |
from $1,409 $176 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Rhapsody of the Seas |
from $1,249 $178 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Celebrity Constellation |
from $1,219 $174 / night |
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| Valiant New Year's Ahoy! | Dec 26, 2026 | 7 | Valiant Lady |
from $1,533 $219 / night |
|
| Eastern Caribbean From Miami, FL | Dec 26, 2026 | 8 | Carnival Magic |
from $1,168 $146 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
