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 |
|---|---|---|---|---|---|
| Caribbean Combination Cruise: Barbados, St. Lucia & St. Kitts | Nov 14, 2026 | 14 | Azamara Journey |
from $4,289 $306 / night |
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| Eastern Caribbean Cruise: Barbados, Saint Lucia & British Virgin Islands | Nov 14, 2026 | 7 | Azamara Journey |
from $2,349 $335 / night |
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| Caribbean East: Virgin & Saint Isles | Nov 14, 2026 | 6 | Valiant Lady |
from $774 $129 / night |
|
| Eastern Caribbean from Port Canaveral (Orlando),FL | Nov 14, 2026 | 8 | Carnival Vista |
from $478 $59 / night |
|
| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Nov 15, 2026 | 7 | Norwegian Prima |
from $909 $129 / night |
|
| Eastern/western Caribbean Adventurer | Nov 15, 2026 | 14 | Sun Princess |
from $1,238 $88 / night |
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| 7 Night Southern Caribbean Cruise | Nov 15, 2026 | 7 | Vision of the Seas |
from $680 $97 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 15, 2026 | 7 | Independence of the Seas |
from $534 $76 / night |
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| San Juan to San Juan | Nov 15, 2026 | 14 | Star Pride |
Call for price |
|
| San Juan to San Juan | Nov 15, 2026 | 7 | Star Pride |
Call for price |
|
| Rome to Miami | Nov 15, 2026 | 25 | Marina |
from $10,049 $401 / night |
|
| San Juan to San Juan | Nov 15, 2026 | 10 | Viking Sea |
from $4,499 $449 / night |
|
| Eastern Caribbean from Port Canaveral (Orlando) | Nov 15, 2026 | 7 | Carnival Venezia |
from $420 $60 / night |
|
| A Journey of Blissful Escapes & Island Splendour | Nov 15, 2026 | 7 | EXPLORA III |
from $4,575 $653 / night |
|
| An Extended Journey of Tropical Harmony & Natural Wonders | Nov 15, 2026 | 14 | EXPLORA III |
from $9,900 $707 / night |
|
| 7-Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Nov 16, 2026 | 7 | Norwegian Getaway |
from $519 $74 / night |
|
| 11 Night Southern Caribbean Intensive | Nov 17, 2026 | 11 | Celebrity Constellation |
from $1,477 $134 / night |
|
| Barcelona to Miami | Nov 17, 2026 | 15 | Allura |
from $4,549 $303 / night |
|
| Caribbean | Nov 17, 2026 | 21 | Queen Elizabeth |
Call for price |
|
| Miami, FL to Miami, FL | Nov 18, 2026 | 12 | Silver Shadow |
from $7,400 $616 / night |
|
| Eastern Caribbean with Puerto Rico & Celebration Key | Nov 20, 2026 | 9 | Sky Princess |
from $1,683 $187 / night |
|
| 15-Day Southern Caribbean in Depth | Nov 20, 2026 | 15 | Seabourn Ovation |
from $7,938 $529 / night |
|
| 8-Day Southern Caribbean Gems | Nov 20, 2026 | 8 | Seabourn Ovation |
from $4,368 $546 / night |
|
| Thanksgiving: St. Isles, Aruba & Curaçao | Nov 20, 2026 | 8 | Valiant Lady |
from $952 $119 / night |
|
| 14-Day Eastern Caribbean: Bahamas & San Juan | Nov 21, 2026 | 14 | Eurodam |
from $2,144 $153 / night |
|
| 14 nights West Caribbean from Miami | Nov 21, 2026 | 14 | MSC World America |
from $1,305 $93 / night |
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| 7 Night Southern Caribbean Cruise | Nov 21, 2026 | 7 | Rhapsody of the Seas |
from $849 $121 / night |
|
| 7 Night Eastern Caribbean & Perfect Day | Nov 21, 2026 | 7 | Harmony of the Seas |
from $1,175 $167 / night |
|
| Caribbean Combination Cruise: San Juan, Antigua & Barbados | Nov 21, 2026 | 14 | Azamara Journey |
from $5,399 $385 / night |
|
| Southern Caribbean Cruise: Bequia, Grenada & Tobago | Nov 21, 2026 | 7 | Azamara Journey |
from $2,959 $422 / night |
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| Caribbean Escapade from San Juan | Nov 21, 2026 | 7 | Emerald Sakara |
from $5,033 $719 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Nov 22, 2026 | 7 | Norwegian Prima |
from $949 $135 / night |
|
| Eastern Caribbean Adventurer with Celebration Key | Nov 22, 2026 | 14 | Regal Princess |
from $1,160 $82 / night |
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| Eastern/western Caribbean Adventurer with Celebration Key | Nov 22, 2026 | 14 | Sun Princess |
Call for price |
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| Eastern Caribbean with Relaxaway, Half Moon Cay | Nov 22, 2026 | 7 | Sun Princess |
from $599 $85 / night |
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| 7 Night Southern Caribbean Cruise | Nov 22, 2026 | 7 | Vision of the Seas |
from $987 $141 / night |
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| 14-Day Leeward Island Jewels | Nov 22, 2026 | 14 | Seabourn Quest |
from $7,153 $510 / night |
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| San Juan to San Juan | Nov 22, 2026 | 14 | Star Pride |
from $7,164 $511 / night |
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| San Juan to San Juan | Nov 22, 2026 | 7 | Star Pride |
from $2,586 $369 / night |
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| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Nov 22, 2026 | 7 | EXPLORA III |
from $5,325 $760 / night |
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| An Extended Journey of Sunlit Horizons & Sapphire Bays | Nov 22, 2026 | 14 | EXPLORA III |
from $8,135 $581 / night |
|
| Fort Lauderdale San Juan | Nov 23, 2026 | 4 | Crystal Serenity |
from $2,400 $600 / night |
|
| Fort Lauderdale to Fort Lauderdale | Nov 24, 2026 | 9 | Crystal Symphony |
from $4,200 $466 / night |
|
| Miami To Miami | Nov 24, 2026 | 25 | Insignia |
from $13,249 $529 / night |
|
| Barcelona To Miami | Nov 25, 2026 | 15 | Marina |
from $2,470 $164 / night |
|
| San Juan to San Juan | Nov 25, 2026 | 10 | Viking Sea |
from $4,499 $449 / night |
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| Eastern Caribbean | Nov 26, 2026 | 12 | Queen Elizabeth |
from $699 $58 / night |
|
| Caribbean | Nov 26, 2026 | 21 | Queen Elizabeth |
from $1,665 $79 / night |
|
| Transatlantic Combination Cruise: Malta, Malaga & Miami | Nov 26, 2026 | 21 | Azamara Quest |
from $6,249 $297 / night |
|
| 14-Day Eastern & Western Caribbean: San Juan & Mexico | Nov 28, 2026 | 14 | Eurodam |
from $2,164 $154 / night |
|
| 7-Day Eastern Caribbean: San Juan & St. Thomas | Nov 28, 2026 | 7 | Eurodam |
from $584 $83 / night |
|
| 14-Day Eastern Caribbean: Bahamas & San Juan | Nov 28, 2026 | 14 | Zuiderdam |
from $2,044 $146 / night |
|
| 14 nights East Caribbean from Miami | Nov 28, 2026 | 14 | MSC World America |
from $1,556 $111 / night |
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| 7 nights East Caribbean from Miami | Nov 28, 2026 | 7 | MSC World America |
from $478 $68 / night |
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| 10-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Nov 28, 2026 | 10 | Norwegian Pearl |
from $699 $69 / night |
|
| 12-Day Caribbean Round-Trip Tampa: Dominican Republic & Grand Cayman | Nov 28, 2026 | 12 | Norwegian Gem |
from $909 $75 / night |
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| Eastern Caribbean Adventurer with Celebration Key | Nov 28, 2026 | 14 | Regal Princess |
from $929 $66 / night |
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| Eastern Caribbean with Puerto Rico | Nov 28, 2026 | 8 | Regal Princess |
from $469 $58 / night |
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| 7 Night Southern Caribbean Cruise | Nov 28, 2026 | 7 | Rhapsody of the Seas |
from $564 $80 / night |
|
| 7 Nt Eastern Caribbean & Perfect Day | Nov 28, 2026 | 7 | Harmony of the Seas |
from $799 $114 / night |
|
| 7 Night Southern Caribbean Cruise | Nov 28, 2026 | 7 | Celebrity Constellation |
from $611 $87 / night |
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| Caribbean Combination Cruise: Barbados, St. Lucia & St. Maarten | Nov 28, 2026 | 14 | Azamara Journey |
from $4,979 $355 / night |
|
| Eastern Caribbean Cruise: Saint Kitts, Nevis & Saint Barth?lemy | Nov 28, 2026 | 7 | Azamara Journey |
from $2,619 $374 / night |
|
| Antiguan Elegance & Sunny St. Isles | Nov 28, 2026 | 7 | Valiant Lady |
from $763 $109 / night |
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| Eastern Caribbean From Miami, FL | Nov 28, 2026 | 8 | Carnival Magic |
from $408 $51 / night |
|
| 21-Day Eastern Caribbean: Antiqua, St. Lucia and Bahamas | Nov 29, 2026 | 21 | Nieuw Amsterdam |
from $3,214 $153 / night |
|
| 14 nights East Caribbean from Miami | Nov 29, 2026 | 14 | MSC Meraviglia |
from $1,105 $78 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Nov 29, 2026 | 12 | Norwegian Bliss |
from $1,209 $100 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Nov 29, 2026 | 7 | Norwegian Prima |
from $989 $141 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Nov 29, 2026 | 14 | Sun Princess |
from $1,132 $80 / night |
|
| Eastern Caribbean with Puerto Rico | Nov 29, 2026 | 8 | Sky Princess |
from $1,000 $125 / night |
|
| Riviera Chic & Caribbean Cool - Miami to Miami | Nov 29, 2026 | 10 | Seven Seas Grandeur |
Call for price |
|
| 7 Night Southern Caribbean Cruise | Nov 29, 2026 | 7 | Vision of the Seas |
from $625 $89 / night |
|
| San Juan to San Juan | Nov 29, 2026 | 14 | Star Pride |
from $5,904 $421 / night |
|
| San Juan to San Juan | Nov 29, 2026 | 7 | Star Pride |
from $3,038 $434 / night |
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| Southern Caribbean from Port Canaveral | Nov 29, 2026 | 14 | Carnival Venezia |
Call for price |
|
| A Journey through a Caribbean Tapestry of Serenity & Splendour | Nov 29, 2026 | 7 | EXPLORA III |
from $4,575 $653 / night |
|
| An Extended Journey through Golden Shores & Island Grace | Nov 29, 2026 | 14 | EXPLORA III |
from $9,485 $677 / night |
|
| Miami, FL to Miami, FL | Nov 30, 2026 | 10 | Silver Shadow |
from $5,200 $520 / night |
|
| St. Maarten, Tortola, San Juan & more | Nov 30, 2026 | 10 | Brilliant Lady |
from $1,250 $125 / night |
|
| Caribbean Escapade from Miami | Nov 30, 2026 | 7 | Emerald Sakara |
from $5,033 $719 / night |
|
| Discover the Vibes of the Caribbean | Nov 30, 2026 | 13 | Emerald Sakara |
from $13,106 $1,008 / night |
|
| Fort Lauderdale to San Juan | Dec 3, 2026 | 10 | Crystal Symphony |
from $4,400 $440 / night |
|
| Fort Lauderdale to Fort Lauderdale | Dec 3, 2026 | 17 | Crystal Symphony |
from $7,900 $464 / night |
|
| Transatlantic Cruise: Malaga, San Juan & Miami | Dec 4, 2026 | 13 | Azamara Quest |
from $2,929 $225 / night |
|
| 14-Day Eastern & Western Caribbean: San Juan & Mexico | Dec 5, 2026 | 14 | Zuiderdam |
from $2,074 $148 / night |
|
| 7-Day Eastern Caribbean: San Juan & St. Thomas | Dec 5, 2026 | 7 | Zuiderdam |
from $579 $82 / night |
|
| 8 nights East Caribbean from Miami | Dec 5, 2026 | 8 | MSC Meraviglia |
from $333 $41 / night |
|
| 14 nights East Caribbean from Miami | Dec 5, 2026 | 14 | MSC Meraviglia |
from $1,125 $80 / night |
|
| 14 nights West Caribbean from Miami | Dec 5, 2026 | 14 | MSC World America |
from $1,152 $82 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Rhapsody of the Seas |
from $648 $92 / night |
|
| 7 Night Eastern Caribbean & Perfect Day | Dec 5, 2026 | 7 | Harmony of the Seas |
from $842 $120 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Celebrity Constellation |
from $969 $138 / night |
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| San Juan to San Juan | Dec 5, 2026 | 10 | Viking Sea |
from $5,299 $529 / night |
|
| Caribbean Combination Cruise: San Juan, Antigua & St. Lucia | Dec 5, 2026 | 13 | Azamara Journey |
from $7,849 $603 / night |
|
| Southern Caribbean Cruise: Antigua, Martinique & Grenada | Dec 5, 2026 | 7 | Azamara Journey |
from $3,249 $464 / night |
|
| Sunsets in the Lesser Antilles | Dec 5, 2026 | 7 | Valiant Lady |
from $763 $109 / night |
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| Eastern Caribbean & Bimini Beach Club | Dec 5, 2026 | 8 | Resilient Lady |
from $792 $99 / night |
|
| An Extended Journey of Cultural Treasures & Seaside Harmony | Dec 5, 2026 | 15 | EXPLORA I |
from $8,210 $547 / night |
|
| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 6, 2026 | 7 | Norwegian Prima |
from $859 $122 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
