All 1,552 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 |
|---|---|---|---|---|---|
| Fort Lauderdale to Fort Lauderdale | Dec 20, 2026 | 10 | Crystal Symphony |
from $5,900 $590 / night |
|
| Fort Lauderdale to Fort Lauderdale | Dec 20, 2026 | 21 | Crystal Symphony |
from $11,300 $538 / night |
|
| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 20, 2026 | 7 | Norwegian Prima |
from $959 $137 / night |
|
| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 20, 2026 | 14 | Regal Princess |
from $1,648 $117 / night |
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| Eastern/western Caribbean with Celebration Key Holiday | Dec 20, 2026 | 14 | Sun Princess |
from $2,558 $182 / night |
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| Eastern Caribbean with Celebration Key Holiday | Dec 20, 2026 | 7 | Sun Princess |
from $879 $125 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 20, 2026 | 7 | Vision of the Seas |
from $733 $104 / night |
|
| 7 Night Eastern Caribbean Holiday | Dec 20, 2026 | 7 | Allure of the Seas |
from $1,112 $158 / night |
|
| 16-Day Leeward Island Holiday | Dec 20, 2026 | 16 | Seabourn Quest |
from $9,514 $594 / night |
|
| San Juan to San Juan | Dec 20, 2026 | 7 | Silver Shadow |
from $4,700 $671 / night |
|
| San Juan to San Juan | Dec 20, 2026 | 14 | Star Pride |
from $10,804 $771 / night |
|
| San Juan to San Juan | Dec 20, 2026 | 7 | Star Pride |
from $3,146 $449 / night |
|
| 7 Night St. Kitts, & Perfect Day Holiday | Dec 20, 2026 | 7 | Celebrity Beyond |
from $997 $142 / night |
|
| A Journey of Caribbean Celebrations & Island Wonders | Dec 20, 2026 | 7 | EXPLORA I |
from $6,715 $959 / night |
|
| An Extended Journey into Island Bliss & Lively Celebrations | Dec 20, 2026 | 15 | EXPLORA I |
from $42,625 $2,841 / night |
|
| A Journey of Tropical Festivities & Dazzling Island Beauty | Dec 20, 2026 | 8 | EXPLORA III |
from $7,235 $904 / night |
|
| An Extended Journey of Sparkling Skies & Dramatic Natural Beauty | Dec 20, 2026 | 16 | EXPLORA III |
from $16,535 $1,033 / night |
|
| 7 nights East Caribbean from Miami | Dec 21, 2026 | 7 | MSC Seaside |
from $609 $87 / night |
|
| 14 nights East Caribbean from Miami | Dec 21, 2026 | 14 | MSC Seaside |
from $1,894 $135 / night |
|
| Bridgetown to San Juan | Dec 21, 2026 | 8 | Silver Nova |
from $4,050 $506 / night |
|
| 14-Day Southern Caribbean: Abc & Windward Islands Holiday | Dec 22, 2026 | 14 | Volendam |
from $2,864 $204 / night |
|
| 9- Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Dec 22, 2026 | 9 | Norwegian Getaway |
from $1,269 $141 / night |
|
| Miami, FL to Miami, FL | Dec 22, 2026 | 14 | Silver Ray |
from $10,000 $714 / night |
|
| 11-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Dec 23, 2026 | 11 | Norwegian Pearl |
from $1,369 $124 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 23, 2026 | 12 | Norwegian Bliss |
from $1,999 $166 / night |
|
| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 23, 2026 | 7 | Harmony of the Seas |
from $1,501 $214 / night |
|
| 7-Day Eastern Caribbean Holiday: San Juan & St. Thomas | Dec 26, 2026 | 7 | Zuiderdam |
from $1,684 $240 / night |
|
| 7 nights East Caribbean from Miami | Dec 26, 2026 | 7 | MSC World America |
from $1,533 $219 / night |
|
| 14 nights East Caribbean from Miami | Dec 26, 2026 | 14 | MSC World America |
from $2,240 $160 / night |
|
| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 26, 2026 | 14 | Regal Princess |
from $1,499 $107 / night |
|
| Eastern Caribbean with Puerto Rico Holiday | Dec 26, 2026 | 8 | Regal Princess |
from $1,899 $237 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Rhapsody of the Seas |
from $1,063 $151 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Celebrity Constellation |
from $1,117 $159 / night |
|
| Valiant New Year's Ahoy! | Dec 26, 2026 | 7 | Valiant Lady |
from $1,603 $229 / night |
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| Eastern Caribbean From Miami, FL | Dec 26, 2026 | 8 | Carnival Magic |
from $1,144 $143 / night |
|
| 14-Day Eastern Caribbean Holiday: Bahamas & San Juan | Dec 27, 2026 | 14 | Nieuw Statendam |
from $2,979 $212 / night |
|
| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 27, 2026 | 7 | Norwegian Prima |
from $2,169 $309 / night |
|
| Eastern/western Caribbean Adventurer | Dec 27, 2026 | 14 | Sun Princess |
from $2,438 $174 / night |
|
| Southern Caribbean Adventurer | Dec 27, 2026 | 14 | Crown Princess |
from $3,056 $218 / night |
|
| Southern Caribbean with Barbados and St. Lucia Holiday | Dec 27, 2026 | 7 | Crown Princess |
from $1,699 $242 / night |
|
| Eastern Caribbean with Puerto Rico Holiday | Dec 27, 2026 | 8 | Sky Princess |
from $1,542 $192 / night |
|
| Eastern Caribbean with St. Kitts Holiday | Dec 27, 2026 | 10 | Enchanted Princess |
from $1,639 $163 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 27, 2026 | 7 | Vision of the Seas |
from $1,244 $177 / night |
|
| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 27, 2026 | 7 | Allure of the Seas |
from $1,880 $268 / night |
|
| San Juan to San Juan | Dec 27, 2026 | 7 | Silver Shadow |
from $5,800 $828 / night |
|
| San Juan to San Juan | Dec 27, 2026 | 14 | Star Pride |
from $7,654 $546 / night |
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| San Juan to San Juan | Dec 27, 2026 | 7 | Star Pride |
from $3,563 $509 / night |
|
| Eastern Caribbean Cruise from Fort Lauderdale | Dec 27, 2026 | 7 | Disney Dream |
from $4,851 $693 / night |
|
| Eastern Caribbean from Port Canaveral (Orlando) | Dec 27, 2026 | 7 | Carnival Venezia |
from $1,351 $193 / night |
|
| A Journey of Sparkling Skies & Bright Beginnings | Dec 27, 2026 | 8 | EXPLORA I |
from $7,820 $977 / night |
|
| An Extended Journey through Island Joys & Volcanic Majesty | Dec 27, 2026 | 15 | EXPLORA I |
from $10,325 $688 / night |
|
| 7 Night Eastern Caribbean Holiday | Dec 28, 2026 | 7 | Explorer of the Seas |
from $1,865 $266 / night |
|
| 7 Night Eastern Caribbean Holiday | Dec 28, 2026 | 7 | Brilliance of the Seas |
from $1,251 $178 / night |
|
| Caribbean Combination Cruise: Barbados, Aruba & St. Barts | 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 $2,889 $361 / night |
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| A Journey of Spectacular Festivities & Caribbean Wonders | Dec 28, 2026 | 8 | EXPLORA III |
from $7,385 $923 / night |
|
| An Extended Journey of Caribbean Celebrations & Tropical Idylls | Dec 28, 2026 | 16 | EXPLORA III |
from $17,325 $1,082 / night |
|
| San Juan to Miami, FL | Dec 29, 2026 | 8 | Silver Nova |
Call for price |
|
| 21-Day Western & Eastern Caribbean: Mexico & Leeward Islands | Jan 2, 2027 | 21 | Rotterdam |
from $3,979 $189 / night |
|
| 14 nights West Caribbean from Miami | Jan 2, 2027 | 14 | MSC World America |
from $1,376 $98 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Rhapsody of the Seas |
from $613 $87 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Celebrity Constellation |
from $682 $97 / night |
|
| Saint (Isles) & Seas of the Caribbean | Jan 2, 2027 | 7 | Valiant Lady |
from $1,113 $159 / night |
|
| Southern Caribbean from Galveston, TX | Jan 2, 2027 | 14 | Carnival Dream |
from $891 $63 / night |
|
| 14-Day Eastern & Western Caribbean: San Juan & Mexico | Jan 3, 2027 | 14 | Nieuw Statendam |
from $2,604 $186 / night |
|
| 7-Day Eastern Caribbean: San Juan & St. Thomas | Jan 3, 2027 | 7 | Nieuw Statendam |
from $1,389 $198 / 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 $699 $69 / night |
|
| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Jan 3, 2027 | 7 | Norwegian Prima |
from $1,309 $187 / night |
|
| Eastern/western Caribbean Adventurer with Celebration Key | Jan 3, 2027 | 14 | Sun Princess |
from $1,600 $114 / night |
|
| 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 $1,976 $141 / night |
|
| Southern Caribbean with Barbados and St. Kitts | Jan 3, 2027 | 7 | Crown Princess |
from $1,239 $177 / night |
|
| Eastern Caribbean with St. Kitts | Jan 3, 2027 | 5 | Crown Princess |
from $499 $99 / night |
|
| 6 Night Caribbean & Perfect Day | Jan 3, 2027 | 6 | Legend of the Seas |
from $1,117 $186 / night |
|
| San Juan to San Juan | Jan 3, 2027 | 7 | Silver Shadow |
from $4,700 $671 / night |
|
| San Juan to San Juan | Jan 3, 2027 | 14 | Star Pride |
Call for price |
|
| San Juan to San Juan | Jan 3, 2027 | 7 | Star Pride |
from $3,706 $529 / night |
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| Splendours of the Caribbean from Saint Thomas | Jan 3, 2027 | 6 | Emerald Sakara |
from $4,566 $761 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 3, 2027 | 7 | Vision of the Seas |
from $563 $80 / night |
|
| San Juan Sunrises & Dominican Dreams | Jan 3, 2027 | 7 | Resilient Lady |
from $695 $99 / night |
|
| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Jan 4, 2027 | 12 | Norwegian Bliss |
from $1,369 $114 / night |
|
| A Journey of Caribbean Delicacies & Idyllic Islands | Jan 4, 2027 | 7 | EXPLORA I |
from $4,725 $675 / night |
|
| An Extended Journey of Dazzling Skylines & Wildlife Exploration | Jan 4, 2027 | 16 | EXPLORA I |
from $8,785 $549 / 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 $7,500 $681 / night |
|
| Caribbean Charms followed by Tropical Isles | Jan 5, 2027 | 14 | Marella Discovery |
Call for price |
|
| West Indies Explorer - San Juan to San Juan | Jan 5, 2027 | 10 | Viking Sea |
from $5,999 $599 / night |
|
| Southern Caribbean Cruise: St.barts, Antigua & Tortola | Jan 5, 2027 | 9 | Azamara Journey |
from $2,959 $328 / night |
|
| A Journey of Tranquil Tropical Beauty & Rainforest Adventures | Jan 5, 2027 | 8 | EXPLORA III |
from $5,920 $740 / night |
|
| An Extended Journey through Enchanting Islands & Lush Landscapes | Jan 5, 2027 | 16 | EXPLORA III |
from $12,360 $772 / 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 $1,344 $134 / night |
|
| Miami, FL to Bridgetown | Jan 6, 2027 | 12 | Silver Nova |
from $5,750 $479 / night |
|
| Southern Caribbean with St. Lucia | Jan 8, 2027 | 7 | Crown Princess |
from $1,249 $178 / night |
|
| 7 nights East Caribbean from Miami | Jan 9, 2027 | 7 | MSC World America |
from $634 $90 / night |
|
| 14 nights East Caribbean from Miami | Jan 9, 2027 | 14 | MSC World America |
from $1,797 $128 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Rhapsody of the Seas |
from $513 $73 / night |
|
| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Celebrity Constellation |
from $895 $127 / night |
|
| Sunsets in the Lesser Antilles | Jan 9, 2027 | 7 | Valiant Lady |
from $1,043 $149 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
