All 1,551 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. Maarten | Nov 28, 2026 | 14 | Azamara Journey |
from $5,719 $408 / night |
|
| Eastern Caribbean Cruise: Saint Kitts, Nevis & Saint Barth?lemy | Nov 28, 2026 | 7 | Azamara Journey |
from $2,339 $334 / night |
|
| Antiguan Elegance & Sunny St. Isles | Nov 28, 2026 | 7 | Valiant Lady |
from $1,050 $150 / night |
|
| Eastern Caribbean From Miami, FL | Nov 28, 2026 | 8 | Carnival Magic |
from $519 $64 / night |
|
| 21-Day Eastern Caribbean: Antiqua, St. Lucia and Bahamas | Nov 29, 2026 | 21 | Nieuw Amsterdam |
from $3,724 $177 / night |
|
| 14 nights East Caribbean from Miami | Nov 29, 2026 | 14 | MSC Meraviglia |
from $1,080 $77 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Nov 29, 2026 | 12 | Norwegian Bliss |
from $1,029 $85 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Nov 29, 2026 | 7 | Norwegian Prima |
from $999 $142 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Nov 29, 2026 | 14 | Sun Princess |
from $1,337 $95 / night |
|
| Eastern Caribbean with Puerto Rico | Nov 29, 2026 | 8 | Sky Princess |
from $672 $84 / night |
|
| 7 Night Southern Caribbean Cruise | Nov 29, 2026 | 7 | Vision of the Seas |
from $566 $80 / night |
|
| San Juan to San Juan | Nov 29, 2026 | 14 | Star Pride |
from $7,654 $546 / night |
|
| San Juan to San Juan | Nov 29, 2026 | 7 | Star Pride |
from $3,738 $534 / night |
|
| 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 $7,300 $730 / night |
|
| St. Maarten, Tortola, San Juan & more | Nov 30, 2026 | 10 | Brilliant Lady |
from $1,190 $119 / 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 $22,876 $1,759 / night |
|
| Fort Lauderdale to San Juan | Dec 3, 2026 | 10 | Crystal Symphony |
from $4,300 $430 / night |
|
| Fort Lauderdale to Fort Lauderdale | Dec 3, 2026 | 17 | Crystal Symphony |
from $6,800 $400 / night |
|
| Transatlantic Cruise: Malaga, San Juan & Miami | Dec 4, 2026 | 13 | Azamara Quest |
from $3,229 $248 / night |
|
| 14-Day Eastern & Western Caribbean: San Juan & Mexico | Dec 5, 2026 | 14 | Zuiderdam |
from $2,294 $163 / night |
|
| 7-Day Eastern Caribbean: San Juan & St. Thomas | Dec 5, 2026 | 7 | Zuiderdam |
from $1,334 $190 / night |
|
| 8 nights East Caribbean from Miami | Dec 5, 2026 | 8 | MSC Meraviglia |
from $498 $62 / night |
|
| 14 nights East Caribbean from Miami | Dec 5, 2026 | 14 | MSC Meraviglia |
from $1,100 $78 / night |
|
| 14 nights West Caribbean from Miami | Dec 5, 2026 | 14 | MSC World America |
from $1,346 $96 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Rhapsody of the Seas |
from $542 $77 / night |
|
| 7 Night Eastern Caribbean & Perfect Day | Dec 5, 2026 | 7 | Harmony of the Seas |
from $771 $110 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Celebrity Constellation |
from $646 $92 / 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 $2,409 $344 / night |
|
| Sunsets in the Lesser Antilles | Dec 5, 2026 | 7 | Valiant Lady |
from $903 $129 / night |
|
| 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 $13,750 $916 / night |
|
| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 6, 2026 | 7 | Norwegian Prima |
from $1,059 $151 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Dec 6, 2026 | 14 | Sun Princess |
from $1,428 $102 / night |
|
| Eastern Caribbean with Puerto Rico & Celebration Key | Dec 6, 2026 | 7 | Sun Princess |
from $729 $104 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 6, 2026 | 7 | Vision of the Seas |
from $591 $84 / night |
|
| 14-Day Leeward Island Jewels | Dec 6, 2026 | 14 | Seabourn Quest |
from $6,954 $496 / night |
|
| San Juan to San Juan | Dec 6, 2026 | 14 | Star Pride |
from $8,144 $581 / night |
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| San Juan to San Juan | Dec 6, 2026 | 7 | Star Pride |
from $4,686 $669 / night |
|
| A Journey of Colourful Treasures & Idyllic Island Scenery | Dec 6, 2026 | 7 | EXPLORA III |
from $6,100 $871 / night |
|
| An Extended Journey through Islands of Scenic Wonder & Coastal History | Dec 6, 2026 | 14 | EXPLORA III |
from $7,650 $546 / night |
|
| 9 Night Eastern Caribbean Cruise | Dec 7, 2026 | 9 | Jewel of the Seas |
from $791 $87 / 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 $729 $72 / night |
|
| Caribbean Celebration | Dec 8, 2026 | 21 | Queen Elizabeth |
from $1,912 $91 / night |
|
| Miami, FL to San Juan | Dec 10, 2026 | 10 | Silver Shadow |
from $4,550 $455 / night |
|
| 9-Day Eastern Caribbean: St. Maarten, Antigua & Bahamas | Dec 11, 2026 | 9 | Nieuw Amsterdam |
from $1,614 $179 / night |
|
| 16-Day Eastern Caribbean Holiday: Amber Cove & Bahamas | Dec 11, 2026 | 16 | Nieuw Amsterdam |
from $2,699 $168 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 11, 2026 | 12 | Norwegian Bliss |
from $919 $76 / night |
|
| Galveston to Galveston | Dec 11, 2026 | 17 | Seven Seas Splendor |
Call for price |
|
| Miami, FL to Miami, FL | Dec 11, 2026 | 11 | Silver Ray |
from $5,650 $513 / night |
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| 14-Day Eastern Caribbean: Bahamas & San Juan Holiday | Dec 12, 2026 | 14 | Eurodam |
from $2,324 $166 / night |
|
| 14 nights East Caribbean from Miami | Dec 12, 2026 | 14 | MSC World America |
from $1,461 $104 / night |
|
| 7 nights East Caribbean from Miami | Dec 12, 2026 | 7 | MSC World America |
from $563 $80 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Rhapsody of the Seas |
from $543 $77 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Celebrity Constellation |
from $688 $98 / night |
|
| Caribbean Combination Cruise: Barbados, St. Lucia & St. Thomas | Dec 12, 2026 | 16 | Azamara Journey |
from $8,579 $536 / night |
|
| Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten | Dec 12, 2026 | 6 | Azamara Journey |
from $1,789 $298 / night |
|
| Very Merrytime Eastern Caribbean Cruise from Fort Lauderdale | Dec 12, 2026 | 7 | Disney Destiny |
from $2,592 $370 / night |
|
| Sunny Miles of Tropical Isles | Dec 12, 2026 | 7 | Valiant Lady |
from $973 $139 / night |
|
| San Juan to Fort Lauderdale | Dec 13, 2026 | 7 | Crystal Symphony |
from $3,200 $457 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 13, 2026 | 7 | Norwegian Prima |
from $969 $138 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Dec 13, 2026 | 14 | Sun Princess |
from $1,868 $133 / night |
|
| Eastern Caribbean with Puerto Rico & Celebration Key | Dec 13, 2026 | 8 | Sky Princess |
from $715 $89 / night |
|
| 7 Night Southern Caribbean Cruise | Dec 13, 2026 | 7 | Vision of the Seas |
from $551 $78 / night |
|
| 7 Night Eastern Caribbean & Perfect Day | Dec 13, 2026 | 7 | Independence of the Seas |
from $697 $99 / night |
|
| San Juan to San Juan | Dec 13, 2026 | 14 | Star Pride |
from $9,754 $696 / night |
|
| San Juan to San Juan | Dec 13, 2026 | 7 | Star Pride |
from $3,983 $569 / night |
|
| 7 Night St. Thomas, San Juan & Bahamas | Dec 13, 2026 | 7 | Celebrity Beyond |
from $974 $139 / night |
|
| Eastern Caribbean from Miami, FL | Dec 13, 2026 | 7 | Carnival Celebration |
from $755 $107 / night |
|
| Eastern Caribbean from Port Canaveral (Orlando) | Dec 13, 2026 | 7 | Carnival Venezia |
from $606 $86 / night |
|
| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Dec 13, 2026 | 7 | EXPLORA I |
from $5,850 $835 / night |
|
| An Extended Journey of Island Calm & Coastal Retreats | Dec 13, 2026 | 14 | EXPLORA I |
from $25,650 $1,832 / 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 $16,650 $1,110 / night |
|
| 8-Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Dec 14, 2026 | 8 | Norwegian Getaway |
from $749 $93 / night |
|
| Pre-Holiday Caribbean Getaway | Dec 14, 2026 | 9 | Brilliant Lady |
from $891 $99 / night |
|
| From the Caribbean to the Amazon | Dec 15, 2026 | 21 | Viking Sea |
from $11,499 $547 / night |
|
| Eastern Caribbean with St. Kitts Holiday | Dec 17, 2026 | 10 | Enchanted Princess |
from $1,085 $108 / night |
|
| Caribbean Celebration | Dec 17, 2026 | 12 | Queen Elizabeth |
from $1,299 $108 / night |
|
| Caribbean Celebration | Dec 17, 2026 | 21 | Queen Elizabeth |
from $3,011 $143 / night |
|
| Caribbean Celebration | Dec 17, 2026 | 33 | Queen Elizabeth |
from $6,259 $189 / night |
|
| 10 nights Caribbean from Miami | Dec 18, 2026 | 10 | MSC Seaside |
from $1,112 $111 / night |
|
| Caribbean Combination Cruise: San Juan, St. Barts & Curacao | Dec 18, 2026 | 18 | Azamara Journey |
from $5,879 $326 / night |
|
| Caribbean Holiday Cruise: Antigua, Martinique & Saint Barth?lemy | Dec 18, 2026 | 10 | Azamara Journey |
from $2,319 $231 / night |
|
| Eastern Caribbean from Port Canaveral, FL | Dec 18, 2026 | 8 | Carnival Vista |
from $838 $104 / night |
|
| Eastern Caribbean From Miami, FL | Dec 18, 2026 | 8 | Carnival Magic |
from $647 $80 / night |
|
| 14-Day Eastern/western Caribbean: San Juan & Mexico Holiday | Dec 19, 2026 | 14 | Eurodam |
from $2,819 $201 / night |
|
| 7-Day Eastern Caribbean Holiday: San Juan & St. Thomas | Dec 19, 2026 | 7 | Eurodam |
from $1,389 $198 / night |
|
| 14-Day Eastern Caribbean: Bahamas & San Juan Holiday | Dec 19, 2026 | 14 | Zuiderdam |
from $2,769 $197 / night |
|
| 14 nights West Caribbean from Miami | Dec 19, 2026 | 14 | MSC World America |
from $2,461 $175 / night |
|
| Eastern Caribbean with Puerto Rico Holiday | Dec 19, 2026 | 7 | Coral Princess |
from $760 $108 / night |
|
| Southern Caribbean Islander Holiday | Dec 19, 2026 | 8 | Crown Princess |
from $649 $81 / night |
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| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Rhapsody of the Seas |
from $664 $94 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Celebrity Constellation |
from $748 $106 / night |
|
| Valiant Caribbean Holidays | Dec 19, 2026 | 7 | Valiant Lady |
from $973 $139 / night |
|
| Eastern Caribbean & Bimini Holiday | Dec 19, 2026 | 8 | Resilient Lady |
from $1,192 $149 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
