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 |
|---|---|---|---|---|---|
| 14-Day Eastern Caribbean Holiday: Bahamas & San Juan | Dec 27, 2026 | 14 | Nieuw Statendam |
from $2,419 $172 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 27, 2026 | 7 | Norwegian Prima |
from $1,649 $235 / night |
|
| Eastern/western Caribbean Adventurer | Dec 27, 2026 | 14 | Sun Princess |
from $2,728 $194 / night |
|
| Southern Caribbean Adventurer | Dec 27, 2026 | 14 | Crown Princess |
from $2,166 $154 / night |
|
| Southern Caribbean with Barbados and St. Lucia Holiday | Dec 27, 2026 | 7 | Crown Princess |
from $1,239 $177 / night |
|
| Eastern Caribbean with Puerto Rico Holiday | Dec 27, 2026 | 8 | Sky Princess |
from $1,540 $192 / night |
|
| Eastern Caribbean with St. Kitts Holiday | Dec 27, 2026 | 10 | Enchanted Princess |
from $1,089 $108 / night |
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| 7 Night Southern Caribbean Holiday | Dec 27, 2026 | 7 | Vision of the Seas |
from $1,321 $188 / night |
|
| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 27, 2026 | 7 | Allure of the Seas |
from $1,886 $269 / night |
|
| San Juan to San Juan | Dec 27, 2026 | 7 | Silver Shadow |
Call for price |
|
| San Juan to San Juan | Dec 27, 2026 | 14 | Star Pride |
from $7,374 $526 / night |
|
| San Juan to San Juan | Dec 27, 2026 | 7 | Star Pride |
from $4,823 $689 / night |
|
| Eastern Caribbean Cruise from Fort Lauderdale | Dec 27, 2026 | 7 | Disney Dream |
from $3,668 $524 / night |
|
| Eastern Caribbean from Port Canaveral (Orlando) | Dec 27, 2026 | 7 | Carnival Venezia |
from $1,350 $192 / night |
|
| A Journey of Sparkling Skies & Bright Beginnings | Dec 27, 2026 | 8 | EXPLORA I |
from $7,095 $886 / night |
|
| An Extended Journey through Island Joys & Volcanic Majesty | Dec 27, 2026 | 15 | EXPLORA I |
from $9,835 $655 / night |
|
| 7 Night Eastern Caribbean Holiday | Dec 28, 2026 | 7 | Explorer of the Seas |
from $1,959 $279 / night |
|
| 7 Night Eastern Caribbean Holiday | Dec 28, 2026 | 7 | Brilliance of the Seas |
from $1,355 $193 / night |
|
| Caribbean Combination Cruise: Aruba, Cura?ao & Saint Lucia | Dec 28, 2026 | 17 | Azamara Journey |
from $5,419 $318 / night |
|
| Caribbean New Year's Cruise: Aruba, Saint Lucia & Saint Croix | Dec 28, 2026 | 8 | Azamara Journey |
from $3,009 $376 / night |
|
| A Journey of Spectacular Festivities & Caribbean Wonders | Dec 28, 2026 | 8 | EXPLORA III |
from $6,710 $838 / night |
|
| An Extended Journey of Caribbean Celebrations & Tropical Idylls | Dec 28, 2026 | 16 | EXPLORA III |
from $14,175 $885 / night |
|
| San Juan to Miami, FL | Dec 29, 2026 | 8 | Silver Nova |
from $6,100 $762 / night |
|
| 21-Day Western & Eastern Caribbean: Mexico & Leeward Islands | Jan 2, 2027 | 21 | Rotterdam |
from $3,799 $180 / night |
|
| 14 nights West Caribbean from Miami | Jan 2, 2027 | 14 | MSC World America |
from $1,475 $105 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Rhapsody of the Seas |
from $648 $92 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Celebrity Constellation |
from $786 $112 / night |
|
| Saint (Isles) & Seas of the Caribbean | Jan 2, 2027 | 7 | Valiant Lady |
from $1,043 $149 / night |
|
| Southern Caribbean from Galveston, TX | Jan 2, 2027 | 14 | Carnival Dream |
Call for price |
|
| 14-Day Eastern & Western Caribbean: San Juan & Mexico | Jan 3, 2027 | 14 | Nieuw Statendam |
from $2,374 $169 / night |
|
| 7-Day Eastern Caribbean: San Juan & St. Thomas | Jan 3, 2027 | 7 | Nieuw Statendam |
from $1,239 $177 / night |
|
| 70-Day Grand South America & Antarctica Voyage | Jan 3, 2027 | 70 | Zaandam |
from $13,869 $198 / night |
|
| 10-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Jan 3, 2027 | 10 | Norwegian Pearl |
from $629 $62 / night |
|
| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Jan 3, 2027 | 7 | Norwegian Prima |
from $1,089 $155 / night |
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| Eastern/western Caribbean Adventurer with Celebration Key | Jan 3, 2027 | 14 | Sun Princess |
from $1,560 $111 / night |
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| Eastern Caribbean with Puerto Rico Holiday | Jan 3, 2027 | 7 | Sun Princess |
from $729 $104 / night |
|
| Southern Caribbean Adventurer | Jan 3, 2027 | 14 | Crown Princess |
from $1,606 $114 / night |
|
| Southern Caribbean with Barbados and St. Kitts | Jan 3, 2027 | 7 | Crown Princess |
from $959 $137 / night |
|
| Eastern Caribbean with St. Kitts | Jan 3, 2027 | 5 | Crown Princess |
from $680 $136 / night |
|
| 6 Night Caribbean & Perfect Day | Jan 3, 2027 | 6 | Legend of the Seas |
from $1,315 $219 / night |
|
| San Juan to San Juan | Jan 3, 2027 | 7 | Silver Shadow |
from $5,100 $728 / night |
|
| San Juan to San Juan | Jan 3, 2027 | 14 | Star Pride |
from $6,604 $471 / night |
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| San Juan to San Juan | Jan 3, 2027 | 7 | Star Pride |
from $2,691 $384 / night |
|
| Splendours of the Caribbean from Saint Thomas | Jan 3, 2027 | 6 | Emerald Sakara |
from $5,969 $994 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 3, 2027 | 7 | Vision of the Seas |
from $618 $88 / night |
|
| San Juan Sunrises & Dominican Dreams | Jan 3, 2027 | 7 | Resilient Lady |
from $833 $119 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Jan 4, 2027 | 12 | Norwegian Bliss |
from $1,569 $130 / night |
|
| A Journey of Caribbean Delicacies & Idyllic Islands | Jan 4, 2027 | 7 | EXPLORA I |
from $4,270 $610 / night |
|
| An Extended Journey of Dazzling Skylines & Wildlife Exploration | Jan 4, 2027 | 16 | EXPLORA I |
from $8,365 $522 / night |
|
| 129-Day Grand World Voyage | Jan 5, 2027 | 129 | Volendam |
from $28,444 $220 / night |
|
| Miami, FL to Miami, FL | Jan 5, 2027 | 11 | Silver Ray |
from $7,900 $718 / night |
|
| Caribbean Charms followed by Tropical Isles | Jan 5, 2027 | 14 | Marella Discovery |
Call for price |
|
| San Juan to San Juan | Jan 5, 2027 | 10 | Viking Sea |
from $6,799 $679 / night |
|
| Southern Caribbean Cruise: Jost Van Dyke, Antigua & Tortola | Jan 5, 2027 | 9 | Azamara Journey |
from $2,969 $329 / night |
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| A Journey of Tranquil Tropical Beauty & Rainforest Adventures | Jan 5, 2027 | 8 | EXPLORA III |
from $6,240 $780 / night |
|
| An Extended Journey through Enchanting Islands & Lush Landscapes | Jan 5, 2027 | 16 | EXPLORA III |
from $11,680 $730 / night |
|
| 9- Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Jan 6, 2027 | 9 | Norwegian Escape |
from $1,209 $134 / night |
|
| Eastern Caribbean with St. Kitts & Celebration Key | Jan 6, 2027 | 10 | Enchanted Princess |
from $1,299 $129 / night |
|
| Miami, FL to Bridgetown | Jan 6, 2027 | 12 | Silver Nova |
from $7,200 $600 / night |
|
| Southern Caribbean with St. Lucia | Jan 8, 2027 | 7 | Crown Princess |
Call for price |
|
| 7 nights East Caribbean from Miami | Jan 9, 2027 | 7 | MSC World America |
from $598 $85 / night |
|
| 14 nights East Caribbean from Miami | Jan 9, 2027 | 14 | MSC World America |
from $1,555 $111 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Rhapsody of the Seas |
from $511 $73 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Celebrity Constellation |
from $691 $98 / night |
|
| Sunsets in the Lesser Antilles | Jan 9, 2027 | 7 | Valiant Lady |
from $973 $139 / night |
|
| Quintessential Caribbean San Juan to ST.Thomas | Jan 9, 2027 | 7 | Emerald Sakara |
from $14,158 $2,022 / night |
|
| Eastern Caribbean from Port Canaveral, FL | Jan 9, 2027 | 8 | Carnival Vista |
from $745 $93 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Jan 10, 2027 | 7 | Norwegian Prima |
from $1,019 $145 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Jan 10, 2027 | 14 | Sun Princess |
from $1,518 $108 / night |
|
| Southern Caribbean Adventurer | Jan 10, 2027 | 14 | Crown Princess |
from $1,666 $119 / night |
|
| Southern Caribbean with Barbados and St. Lucia | Jan 10, 2027 | 7 | Crown Princess |
from $679 $97 / night |
|
| Eastern Caribbean with Puerto Rico & Celebration Key | Jan 10, 2027 | 8 | Sky Princess |
from $1,066 $133 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 10, 2027 | 7 | Vision of the Seas |
from $519 $74 / night |
|
| 7 Night Eastern Caribbean & Perfect Day | Jan 10, 2027 | 7 | Independence of the Seas |
from $661 $94 / night |
|
| San Juan to Bridgetown | Jan 10, 2027 | 10 | Silver Shadow |
from $4,850 $485 / night |
|
| San Juan to San Juan | Jan 10, 2027 | 7 | Star Pride |
from $4,018 $574 / night |
|
| St. Maarten, Tortola, San Juan & more | Jan 11, 2027 | 10 | Brilliant Lady |
from $1,390 $139 / night |
|
| A Journey of Spectacular Sights & Ocean Adventure | Jan 11, 2027 | 9 | EXPLORA I |
from $5,550 $616 / night |
|
| An Extended Journey of Coastal Marvels & Caribbean Dreams | Jan 11, 2027 | 18 | EXPLORA I |
from $9,750 $541 / night |
|
| 21-Day Eastern & Western Caribbean: Leeward Islands & Mexico | Jan 12, 2027 | 21 | Rotterdam |
from $4,029 $191 / night |
|
| 11-Day Eastern Caribbean: Windward & Leeward Islands | Jan 12, 2027 | 11 | Rotterdam |
from $2,419 $219 / night |
|
| 10-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Jan 13, 2027 | 10 | Norwegian Pearl |
from $649 $64 / night |
|
| A Journey of Lively Caribbean Culture & Stunning Beaches | Jan 13, 2027 | 8 | EXPLORA III |
from $5,920 $740 / night |
|
| An Extended Journey of Island Energy & Ocean Tranquillity | Jan 13, 2027 | 16 | EXPLORA III |
from $11,600 $725 / night |
|
| Southern Caribbean with St. Lucia | Jan 15, 2027 | 7 | Crown Princess |
Call for price |
|
| San Juan to San Juan | Jan 15, 2027 | 10 | Viking Sea |
from $6,799 $679 / night |
|
| 14 nights West Caribbean from Miami | Jan 16, 2027 | 14 | MSC World America |
from $1,533 $109 / night |
|
| Eastern Caribbean with St. Kitts & Celebration Key | Jan 16, 2027 | 10 | Enchanted Princess |
from $1,879 $187 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 16, 2027 | 7 | Rhapsody of the Seas |
from $508 $72 / night |
|
| 7 Night Eastern Caribbean & Perfect Day | Jan 16, 2027 | 7 | Harmony of the Seas |
from $976 $139 / night |
|
| Miami, FL to Miami, FL | Jan 16, 2027 | 11 | Silver Ray |
from $7,800 $709 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 16, 2027 | 7 | Celebrity Constellation |
from $726 $103 / night |
|
| Sunny Miles of Tropical Isles | Jan 16, 2027 | 7 | Valiant Lady |
from $973 $139 / night |
|
| Exotic Eastern Caribbean Cruise from Galveston, FL | Jan 16, 2027 | 14 | Carnival Dream |
Call for price |
|
| 14-Day Eastern Caribbean: Bahamas & San Juan | Jan 17, 2027 | 14 | Nieuw Statendam |
from $2,579 $184 / night |
|
| 21-Day Panama Canal & Eastern Caribbean: U.s. Virgin Islands | Jan 17, 2027 | 21 | Nieuw Amsterdam |
from $4,264 $203 / night |
|
| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Jan 17, 2027 | 7 | Norwegian Prima |
from $989 $141 / night |
|
| Eastern Caribbean Adventurer with Celebration Key | Jan 17, 2027 | 14 | Regal Princess |
from $1,299 $92 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Jan 17, 2027 | 14 | Sun Princess |
from $1,678 $119 / night |
|
| Eastern Caribbean with Puerto Rico & Celebration Key | Jan 17, 2027 | 7 | Sun Princess |
from $789 $112 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
