All 1,607 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 |
|---|---|---|---|---|---|
| Eastern Caribbean | Oct 15, 2026 | 12 | Queen Elizabeth |
from $699 $58 / night |
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| Caribbean | Oct 15, 2026 | 21 | Queen Elizabeth |
from $2,008 $95 / night |
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| A Grand Journey of Bright Coastlines & Captivating Havens | Oct 15, 2026 | 17 | EXPLORA III |
from $18,550 $1,091 / night |
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| Montreal to Fort Lauderdale | Oct 16, 2026 | 26 | Crystal Symphony |
from $14,300 $550 / night |
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| 8 Night Eastern Caribbean & Perfect Day | Oct 16, 2026 | 8 | Adventure of the Seas |
from $454 $56 / night |
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| Rome (Civitavecchia) to San Juan | Oct 16, 2026 | 20 | Viking Sea |
from $7,498 $374 / night |
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| 14 nights East Caribbean from Miami | Oct 17, 2026 | 14 | MSC World America |
Call for price |
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| 7 nights East Caribbean from Miami | Oct 17, 2026 | 7 | MSC World America |
from $638 $91 / night |
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| 7 Night Southern Caribbean Cruise | Oct 17, 2026 | 7 | Rhapsody of the Seas |
from $621 $88 / night |
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| Halloween on the High Seas Eastern Caribbean Cruise from Fort Lauderdale | Oct 17, 2026 | 7 | Disney Destiny |
from $1,893 $270 / night |
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| Eastern Caribbean from Port Canaveral (Orlando),FL | Oct 17, 2026 | 8 | Carnival Vista |
from $578 $72 / night |
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| Exotic Eastern Caribbean Cruise from Galveston, FL | Oct 17, 2026 | 14 | Carnival Dream |
from $1,099 $78 / night |
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| Southern Caribbean from Port Canaveral (Orlando), FL | Oct 18, 2026 | 14 | Carnival Venezia |
from $1,167 $83 / night |
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| Bermuda & Caribbean: NYC to San Juan | Oct 19, 2026 | 12 | Valiant Lady |
from $1,188 $99 / night |
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| Boston to San Juan | Oct 20, 2026 | 8 | Star Pride |
from $3,787 $473 / night |
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| A Grand Journey of Colourful Moroccan Shores & Idyllic Caribbean Scenery | Oct 21, 2026 | 27 | EXPLORA I |
from $14,660 $542 / night |
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| USA Ostküste & Karibiksonne - ab Bayonne/bis Montego Bay | Oct 22, 2026 | 18 | Mein Schiff 1 |
Call for price |
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| 10 Night Baltimore To San Juan Cruise | Oct 22, 2026 | 10 | Vision of the Seas |
from $949 $94 / 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 |
Call for price |
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| 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 |
Call for price |
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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 $784 $112 / 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 $1,169 $58 / night |
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| 9 Night Eastern Caribbean & Perfect Day | Oct 25, 2026 | 9 | Oasis of the Seas |
from $1,346 $149 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 25, 2026 | 7 | Allure of the Seas |
from $618 $88 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 25, 2026 | 7 | Star of the Seas |
from $1,007 $143 / night |
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| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Oct 25, 2026 | 7 | EXPLORA III |
from $5,120 $731 / night |
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| An Extended Journey of Maritime Soul & Island Zest | Oct 25, 2026 | 14 | EXPLORA III |
from $12,280 $877 / 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 $3,500 $388 / night |
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| 18 nights Caribbean from Genoa (Portofino) | Oct 26, 2026 | 18 | MSC Grandiosa |
from $896 $49 / 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 |
Call for price |
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| 17 nights Caribbean from Civitavecchia (Rome) | Oct 28, 2026 | 17 | MSC Grandiosa |
from $983 $57 / night |
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| 16 nights Caribbean from Civitavecchia (Rome) | Oct 28, 2026 | 16 | MSC Grandiosa |
from $870 $54 / night |
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| San Juan to San Juan | Oct 28, 2026 | 11 | Star Pride |
from $5,118 $465 / night |
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| Eastern Caribbean with St. Kitts | Oct 29, 2026 | 10 | Coral Princess |
from $649 $64 / night |
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| Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town | Oct 29, 2026 | 9 | Azamara Journey |
Call for price |
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| Caribbean Combination Cruise: New York, Bermuda & Barbados | Oct 29, 2026 | 16 | Azamara Journey |
Call for price |
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| 15 nights Caribbean from Palma de Mallorca (Baleari Is.) | Oct 30, 2026 | 15 | MSC Grandiosa |
from $739 $49 / night |
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| Montreal to Miami | Oct 30, 2026 | 16 | Seven Seas Splendor |
from $144,789 $9,049 / night |
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| 14 nights Caribbean from Barcelona | Oct 31, 2026 | 14 | MSC Grandiosa |
from $459 $32 / night |
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| 14 nights East Caribbean from Miami | Oct 31, 2026 | 14 | MSC World America |
Call for price |
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| 7 nights East Caribbean from Miami | Oct 31, 2026 | 7 | MSC World America |
from $477 $68 / night |
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| Eastern Caribbean with Puerto Rico | Oct 31, 2026 | 8 | Regal Princess |
Call for price |
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| 7 Night Southern Caribbean Cruise | Oct 31, 2026 | 7 | Rhapsody of the Seas |
from $638 $91 / 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 $833 $119 / night |
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| Eastern Caribbean From Miami, FL | Oct 31, 2026 | 8 | Carnival Magic |
from $409 $51 / night |
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| 13 nights Caribbean from Barcelona | Oct 31, 2026 | 13 | MSC Grandiosa |
from $460 $35 / night |
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| 7 Night Southern Caribbean Cruise | Nov 1, 2026 | 7 | Vision of the Seas |
from $611 $87 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 1, 2026 | 7 | Allure of the Seas |
from $535 $76 / night |
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| Eastern Caribbean from Port Canaveral (Orlando) | Nov 1, 2026 | 7 | Carnival Venezia |
from $690 $98 / night |
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| A Grand Journey of Lively Culture & Stunning Beaches | Nov 1, 2026 | 16 | EXPLORA I |
from $8,745 $546 / night |
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| A Grand Journey of Vibrant Cultures, Mayan Marvels & Idyllic Beaches | Nov 1, 2026 | 24 | EXPLORA I |
from $21,185 $882 / night |
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| A Journey into Caribbean Exploration & Island Delights | Nov 1, 2026 | 7 | EXPLORA III |
from $6,600 $942 / night |
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| An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines | Nov 1, 2026 | 14 | EXPLORA III |
from $18,640 $1,331 / night |
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| 21 nights West Caribbean from Miami | Nov 1, 2026 | 21 | MSC Poesia |
from $2,464 $117 / night |
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| 15 Night Spain & Morocco Transatlantic | Nov 2, 2026 | 15 | Celebrity Constellation |
from $6,359 $423 / night |
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| Barcelona to Miami | Nov 2, 2026 | 47 | Insignia |
Call for price |
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| Barcelona to Miami | Nov 2, 2026 | 22 | Insignia |
from $7,549 $343 / night |
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| 10 nights Caribbean from Funchal (Madeira Is.) | Nov 3, 2026 | 10 | MSC Grandiosa |
from $609 $60 / night |
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| San Juan to Fort Lauderdale | Nov 4, 2026 | 7 | Crystal Symphony |
from $3,600 $514 / night |
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| Eastern Caribbean | Nov 5, 2026 | 12 | Queen Elizabeth |
from $879 $73 / night |
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| Caribbean | Nov 5, 2026 | 21 | Queen Elizabeth |
from $1,618 $77 / night |
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| San Juan to San Juan | Nov 5, 2026 | 10 | Viking Sea |
from $4,999 $499 / night |
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| 14 nights West Caribbean from Miami | Nov 7, 2026 | 14 | MSC World America |
Call for price |
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| 7 Night Southern Caribbean Cruise | Nov 7, 2026 | 7 | Rhapsody of the Seas |
from $608 $86 / night |
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| 8 Night Eastern Caribbean Cruise | Nov 7, 2026 | 8 | Adventure of the Seas |
from $518 $64 / night |
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| Miami, FL to Miami, FL | Nov 7, 2026 | 11 | Silver Shadow |
Call for price |
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| Rome to Miami | Nov 7, 2026 | 25 | Allura |
Call for price |
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| Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts | Nov 7, 2026 | 14 | Azamara Journey |
Call for price |
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| Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada | Nov 7, 2026 | 7 | Azamara Journey |
from $1,259 $179 / night |
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| Sunny Miles of Tropical Isles | Nov 7, 2026 | 7 | Valiant Lady |
from $1,043 $149 / night |
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| Lisbon to Fort Lauderdale | Nov 8, 2026 | 15 | Crystal Serenity |
from $10,400 $693 / night |
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| 7 Night Southern Caribbean Cruise | Nov 8, 2026 | 7 | Vision of the Seas |
from $578 $82 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 8, 2026 | 7 | Allure of the Seas |
from $535 $76 / night |
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| San Juan to San Juan | Nov 8, 2026 | 14 | Star Pride |
Call for price |
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| San Juan to San Juan | Nov 8, 2026 | 7 | Star Pride |
from $3,181 $454 / night |
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| November Nights in the Eastern Caribbean | Nov 8, 2026 | 8 | Resilient Lady |
from $1,032 $129 / night |
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| Eastern Caribbean from Miami, FL | Nov 8, 2026 | 7 | Carnival Celebration |
from $420 $60 / night |
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| A Journey through Beguiling Caribbean Coastlines & Lush Landscapes | Nov 8, 2026 | 7 | EXPLORA III |
from $4,480 $640 / night |
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| An Extended Journey of Blissful Escapes & Shoreline Splendour | Nov 8, 2026 | 14 | EXPLORA III |
from $12,825 $916 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Nov 9, 2026 | 12 | Norwegian Bliss |
from $1,069 $89 / night |
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| Secrets of The Amazon | Nov 9, 2026 | 22 | Seven Seas Mariner |
Call for price |
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| Lisbon To Miami | Nov 9, 2026 | 15 | Insignia |
from $2,800 $186 / night |
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| Lisbon to Miami | Nov 9, 2026 | 40 | Insignia |
from $23,599 $589 / night |
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| 10 nights East Caribbean from Miami | Nov 12, 2026 | 10 | MSC Poesia |
from $598 $59 / night |
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| 21 nights East Caribbean from Miami | Nov 12, 2026 | 21 | MSC Poesia |
Call for price |
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| 3-Day Caribbean from Port Canaveral to San Juan | Nov 12, 2026 | 3 | Norwegian Prima |
from $469 $156 / night |
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| A Journey Through Tropical Shores and Ocean Days | Nov 12, 2026 | 5 | EXPLORA I |
from $3,150 $630 / night |
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| Very Merrytime Eastern Caribbean Cruise from Fort Lauderdale | Nov 13, 2026 | 7 | Disney Dream |
from $1,865 $266 / night |
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| 14 nights East Caribbean from Miami | Nov 14, 2026 | 14 | MSC World America |
from $1,235 $88 / night |
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| 7 nights East Caribbean from Miami | Nov 14, 2026 | 7 | MSC World America |
from $498 $71 / night |
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| 7 Night Southern Caribbean Cruise | Nov 14, 2026 | 7 | Rhapsody of the Seas |
from $579 $82 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
