All 1,535 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 nights West Caribbean from Miami | Aug 29, 2026 | 14 | MSC World America |
from $6,611 $472 / night |
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| Eastern Caribbean with St. Thomas | Aug 29, 2026 | 7 | Regal Princess |
from $696 $99 / night |
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| 7 Night Southern Caribbean Cruise | Aug 29, 2026 | 7 | Rhapsody of the Seas |
Call for price |
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| 7 Night Eastern Caribbean & Perfect Day | Aug 29, 2026 | 7 | Icon of the Seas |
from $1,271 $181 / night |
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| Guayaquil to San Juan | Sep 5, 2026 | 9 | Crystal Symphony |
from $4,300 $477 / night |
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| 14 nights East Caribbean from Miami | Sep 5, 2026 | 14 | MSC World America |
from $3,641 $260 / night |
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| 7 nights East Caribbean from Miami | Sep 5, 2026 | 7 | MSC World America |
from $918 $131 / night |
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| Eastern/western Caribbean Adventurer | Sep 5, 2026 | 14 | Regal Princess |
Call for price |
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| 7 Night Southern Caribbean Cruise | Sep 5, 2026 | 7 | Rhapsody of the Seas |
from $1,198 $171 / night |
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| Eastern Caribbean from Miami, FL | Sep 5, 2026 | 8 | Carnival Magic |
from $573 $71 / night |
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| Eastern Caribbean with Puerto Rico | Sep 6, 2026 | 7 | Caribbean Princess |
from $506 $72 / night |
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| 14 nights West Caribbean from Miami | Sep 12, 2026 | 14 | MSC World America |
Call for price |
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| Eastern/western Caribbean Adventurer | Sep 12, 2026 | 14 | Regal Princess |
Call for price |
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| Eastern Caribbean with Puerto Rico | Sep 12, 2026 | 7 | Regal Princess |
from $911 $130 / night |
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| 7 Night Southern Caribbean Cruise | Sep 12, 2026 | 7 | Rhapsody of the Seas |
from $834 $119 / night |
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| Eastern Caribbean with Puerto Rico | Sep 13, 2026 | 7 | Caribbean Princess |
from $503 $71 / night |
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| Eastern/western Caribbean Adventurer | Sep 13, 2026 | 14 | Caribbean Princess |
Call for price |
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| 7 Night Eastern Caribbean & Perfect Day | Sep 13, 2026 | 7 | Star of the Seas |
from $1,037 $148 / night |
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| San Juan to New York City | Sep 14, 2026 | 11 | Crystal Symphony |
from $4,700 $427 / night |
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| San Juan to Bridgetown | Sep 14, 2026 | 3 | Crystal Symphony |
from $1,700 $566 / night |
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| 8 Night Eastern Caribbean & Perfect Day | Sep 18, 2026 | 8 | Adventure of the Seas |
from $843 $105 / night |
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| 14 nights East Caribbean from Miami | Sep 19, 2026 | 14 | MSC World America |
from $2,206 $157 / night |
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| 7 nights East Caribbean from Miami | Sep 19, 2026 | 7 | MSC World America |
from $778 $111 / night |
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| Eastern/western Caribbean Adventurer | Sep 19, 2026 | 14 | Regal Princess |
Call for price |
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| 7 Night Southern Caribbean Cruise | Sep 19, 2026 | 7 | Rhapsody of the Seas |
from $619 $88 / night |
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| 8 Night Eastern Caribbean & Perfect Day | Sep 19, 2026 | 8 | Allure of the Seas |
from $836 $104 / night |
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| Eastern Caribbean from Port Canaveral (Orlando),FL | Sep 19, 2026 | 8 | Carnival Vista |
from $577 $72 / night |
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| 14 nights West Caribbean from Miami | Sep 26, 2026 | 14 | MSC World America |
from $1,296 $92 / night |
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| Eastern/western Caribbean Adventurer | Sep 26, 2026 | 14 | Regal Princess |
from $1,297 $92 / night |
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| Eastern Caribbean with Puerto Rico | Sep 26, 2026 | 7 | Regal Princess |
from $705 $100 / night |
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| 7 Night Southern Caribbean Cruise | Sep 26, 2026 | 7 | Rhapsody of the Seas |
from $644 $92 / night |
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| Eastern Caribbean Adventurer | Sep 27, 2026 | 14 | Caribbean Princess |
from $1,943 $138 / night |
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| Eastern Caribbean from Miami, FL | Sep 27, 2026 | 7 | Carnival Celebration |
from $453 $64 / night |
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| Halloween on the High Seas Eastern Caribbean Cruise from Fort Lauderdale | Oct 2, 2026 | 7 | Disney Dream |
from $1,571 $224 / night |
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| 14 nights East Caribbean from Miami | Oct 3, 2026 | 14 | MSC World America |
from $1,246 $89 / night |
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| 7 nights East Caribbean from Miami | Oct 3, 2026 | 7 | MSC World America |
from $568 $81 / night |
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| 7 Night Southern Caribbean Cruise | Oct 3, 2026 | 7 | Rhapsody of the Seas |
from $579 $82 / night |
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| Eastern Caribbean From Miami, FL | Oct 3, 2026 | 8 | Carnival Magic |
from $559 $69 / night |
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| Eastern Caribbean with Puerto Rico | Oct 4, 2026 | 7 | Caribbean Princess |
from $653 $93 / night |
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| Eastern/western Caribbean Adventurer | Oct 4, 2026 | 14 | Caribbean Princess |
from $1,370 $97 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 4, 2026 | 7 | Star of the Seas |
from $1,133 $161 / night |
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| Montreal to San Juan | Oct 9, 2026 | 19 | Star Pride |
from $8,284 $436 / night |
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| 14 nights West Caribbean from Miami | Oct 10, 2026 | 14 | MSC World America |
from $1,286 $91 / night |
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| 7 Night Southern Caribbean Cruise | Oct 10, 2026 | 7 | Rhapsody of the Seas |
from $559 $79 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 10, 2026 | 7 | Icon of the Seas |
from $1,167 $166 / night |
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| Eastern Caribbean | Oct 15, 2026 | 12 | Queen Elizabeth |
from $1,099 $91 / night |
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| Caribbean | Oct 15, 2026 | 21 | Queen Elizabeth |
from $1,918 $91 / night |
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| A Grand Journey of Bright Coastlines & Captivating Havens | Oct 15, 2026 | 17 | EXPLORA III |
from $12,985 $763 / night |
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| Montreal to Fort Lauderdale | Oct 16, 2026 | 26 | Crystal Symphony |
from $14,000 $538 / night |
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| 8 Night Eastern Caribbean & Perfect Day | Oct 16, 2026 | 8 | Adventure of the Seas |
from $1,403 $175 / night |
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| Mediterranean & Atlantic Crossing Rome (Civitavecchia) to San Juan | Oct 16, 2026 | 21 | Viking Sea |
from $7,498 $357 / night |
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| 14 nights East Caribbean from Miami | Oct 17, 2026 | 14 | MSC World America |
from $1,376 $98 / night |
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| 7 nights East Caribbean from Miami | Oct 17, 2026 | 7 | MSC World America |
from $588 $84 / night |
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| 7 Night Southern Caribbean Cruise | Oct 17, 2026 | 7 | Rhapsody of the Seas |
from $679 $97 / night |
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| Halloween on the High Seas Eastern Caribbean Cruise from Fort Lauderdale | Oct 17, 2026 | 7 | Disney Destiny |
from $2,474 $353 / night |
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| Eastern Caribbean from Port Canaveral (Orlando),FL | Oct 17, 2026 | 8 | Carnival Vista |
from $664 $83 / night |
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| Exotic Eastern Caribbean Cruise from Galveston, FL | Oct 17, 2026 | 14 | Carnival Dream |
from $1,419 $101 / night |
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| Southern Caribbean from Port Canaveral (Orlando), FL | Oct 18, 2026 | 14 | Carnival Venezia |
Call for price |
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| Bermuda & Caribbean: NYC to San Juan | Oct 19, 2026 | 12 | Valiant Lady |
from $1,068 $89 / night |
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| A Grand Journey of Colourful Moroccan Shores & Idyllic Caribbean Scenery | Oct 21, 2026 | 27 | EXPLORA I |
from $15,640 $579 / night |
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| 10 Night Baltimore To San Juan Cruise | Oct 22, 2026 | 10 | Vision of the Seas |
from $1,565 $156 / night |
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| USA Ostküste & Karibiksonne - ab Bayonne/bis La Romana | Oct 22, 2026 | 15 | Mein Schiff 1 |
Call for price |
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| Venice to Miami | Oct 23, 2026 | 57 | Insignia |
Call for price |
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| Venice to Miami | Oct 23, 2026 | 32 | Insignia |
from $15,749 $492 / night |
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| West Indies to Spain - Barcelona to San Juan | Oct 23, 2026 | 13 | Viking Sea |
from $3,499 $269 / night |
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| MSC Grand Voyages from Barcelona | Oct 24, 2026 | 21 | MSC Grandiosa |
Call for price |
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| 14 nights West Caribbean from Miami | Oct 24, 2026 | 14 | MSC World America |
from $1,186 $84 / night |
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| 13-Day Caribbean from New York to Miami: Bermuda, Bahamas & Aruba | Oct 24, 2026 | 13 | Norwegian Sun |
from $1,179 $90 / night |
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| 7 Night Southern Caribbean Cruise | Oct 24, 2026 | 7 | Rhapsody of the Seas |
from $609 $87 / night |
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| Montreal to Miami, FL | Oct 24, 2026 | 25 | Silver Shadow |
Call for price |
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| 20 nights Caribbean from Marseille (Provence) | Oct 25, 2026 | 20 | MSC Grandiosa |
from $1,289 $64 / night |
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| 9 Night Eastern Caribbean & Perfect Day | Oct 25, 2026 | 9 | Oasis of the Seas |
from $1,278 $142 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 25, 2026 | 7 | Allure of the Seas |
from $928 $132 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 25, 2026 | 7 | Star of the Seas |
from $1,283 $183 / night |
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| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Oct 25, 2026 | 7 | EXPLORA III |
from $3,680 $525 / night |
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| An Extended Journey of Maritime Soul & Island Zest | Oct 25, 2026 | 14 | EXPLORA III |
from $14,900 $1,064 / night |
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| 19 nights Caribbean from Marseille (Provence) | Oct 25, 2026 | 19 | MSC Grandiosa |
from $1,229 $64 / night |
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| New York City to San Juan | Oct 26, 2026 | 9 | Crystal Symphony |
from $3,400 $377 / night |
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| 18 nights Caribbean from Genoa (Portofino) | Oct 26, 2026 | 18 | MSC Grandiosa |
from $7,186 $399 / night |
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| 19 nights Caribbean from Genoa (Portofino) | Oct 26, 2026 | 19 | MSC Grandiosa |
from $1,139 $59 / night |
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| Caribbean | Oct 27, 2026 | 21 | Queen Elizabeth |
from $1,658 $78 / night |
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| 17 nights Caribbean from Civitavecchia (Rome) | Oct 28, 2026 | 17 | MSC Grandiosa |
from $873 $51 / night |
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| 16 nights Caribbean from Civitavecchia (Rome) | Oct 28, 2026 | 16 | MSC Grandiosa |
from $1,700 $106 / night |
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| San Juan to San Juan | Oct 28, 2026 | 11 | Star Pride |
from $5,555 $505 / night |
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| Eastern Caribbean with St. Kitts | Oct 29, 2026 | 10 | Coral Princess |
from $1,159 $115 / night |
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| Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town | Oct 29, 2026 | 9 | Azamara Journey |
from $3,719 $413 / night |
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| 15 nights Caribbean from Palma de Mallorca (Baleari Is.) | Oct 30, 2026 | 15 | MSC Grandiosa |
from $829 $55 / night |
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| Montreal to Miami | Oct 30, 2026 | 16 | Seven Seas Splendor |
from $15,099 $943 / night |
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| 14 nights Caribbean from Barcelona | Oct 31, 2026 | 14 | MSC Grandiosa |
from $626 $44 / night |
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| 14 nights East Caribbean from Miami | Oct 31, 2026 | 14 | MSC World America |
from $1,245 $88 / night |
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| 7 nights East Caribbean from Miami | Oct 31, 2026 | 7 | MSC World America |
from $558 $79 / night |
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| Eastern Caribbean with Puerto Rico | Oct 31, 2026 | 8 | Regal Princess |
from $817 $102 / night |
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| 7 Night Southern Caribbean Cruise | Oct 31, 2026 | 7 | Rhapsody of the Seas |
from $608 $86 / night |
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| Barcelona to Miami | Oct 31, 2026 | 32 | Allura |
Call for price |
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| Valiant's Haunted Halloween Soirée | Oct 31, 2026 | 7 | Valiant Lady |
from $1,113 $159 / night |
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| Eastern Caribbean From Miami, FL | Oct 31, 2026 | 8 | Carnival Magic |
from $584 $73 / night |
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| 13 nights Caribbean from Barcelona | Oct 31, 2026 | 13 | MSC Grandiosa |
from $634 $48 / night |
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| 7 Night Southern Caribbean Cruise | Nov 1, 2026 | 7 | Vision of the Seas |
from $579 $82 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 1, 2026 | 7 | Allure of the Seas |
from $779 $111 / night |
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| Eastern Caribbean from Port Canaveral (Orlando) | Nov 1, 2026 | 7 | Carnival Venezia |
from $521 $74 / night |
