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Cruises from San Juan

Choose from 234 unique cruises starting in San Juan, and traveling to Barcelona, Bridgetown, Colon, Fort Lauderdale, Lisbon and more. December is the most popular month to join a cruise from San Juan and you can select from 395 departures available from twelve leading cruise lines.
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234 Cruises (395 Cruise Departures)
15 Day Discover Island Rhythms & Coastal Dreams with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Inside
-
Oceanview
$14,390
Balcony
-
Suite
-
From
US$14,390
Per Person
View Trip
8 Day A Journey Through Caribbean Gems & Multi-coloured Coasts with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,800
From
US$4,800
Per Person
View Trip
15 Day An Extended Journey of Secluded Isles & Coastal Havens with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands (+4 more), USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$10,240
From
US$10,240
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 25 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Saint Vincent, Grenada, Curacao, Bonaire
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,200
Balcony
$5,900
Suite
$11,500
From
US$5,200
Save 1,500
Per Person
View Trip
8 Day A Journey Across Turquoise Seas and Timeless Streets with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visit: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,920
From
US$3,920
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$702
Oceanview
$824
Balcony
$999
Suite
$2,244
From
US$702
Save 747
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 02 April 2028
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Vincent, Grenada, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$884
Oceanview
$943
Balcony
$1,534
Suite
$1,838
From
US$884
Save 482
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada
Bonus Onboard Credit
Exclusive Savings
Inside
$591
Oceanview
$799
Balcony
$2,158
Suite
$2,389
From
US$591
Save 452
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 05 December 2027
Visit: Puerto Rico, Barbados, Grenada, Dominica, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$679
Oceanview
$729
Balcony
$1,309
Suite
$1,514
From
US$679
Save 396
Per Person
View Trip
8 Day A Journey Across the Caribbean’s Colourful Heart with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
Per Person
View Trip
6 Day Beaches of the Virgin Islands with Emerald Cruises
New ReleaseCruise

6 Days (5 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$3,638
Balcony
-
Suite
$4,808
From
US$3,638
Save 1,457
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$602
Oceanview
$765
Balcony
$1,148
Suite
$2,093
From
US$602
Save 640
Per Person
View Trip
15 Day An Extended Journey Through Golden Shores & Island Grace with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$8,400
From
US$8,400
Per Person
View Trip
11 Day San Juan to Bridgetown with Silversea
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 06 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+7 more), Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,400
Balcony
$6,500
Suite
$10,000
From
US$5,400
Save 1,500
Per Person
View Trip
8 Day A Journey Through The Caribbean's Rich History & Palm-shaded Paradise with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$3,755
From
US$3,755
Per Person
View Trip
8 Day A Journey of Intimate Island Bliss & Caribbean Breeze with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
Per Person
View Trip
8 Day A Journey Of Caribbean Delicacies & Idyllic Islands with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,480
From
US$4,480
Per Person
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visit: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,432
From
US$5,432
Save 2,058
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$517
Oceanview
$544
Balcony
$1,214
Suite
$1,386
From
US$517
Save 468
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Dominica, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$672
Oceanview
$722
Balcony
$1,312
Suite
$1,497
From
US$672
Save 435
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 20 March 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$884
Oceanview
$904
Balcony
$1,089
Suite
$3,234
From
US$884
Save 529
Per Person
View Trip
11 Day San Juan to San Juan with Silversea
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$4,300
Balcony
$4,900
Suite
$9,500
From
US$4,300
Save 1,500
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 28 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$642
Oceanview
$672
Balcony
$917
Suite
$3,134
From
US$642
Save 383
Per Person
View Trip
8 Day A Journey Through Balmy Shores & Stirring Scenery with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visit: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,760
From
US$4,760
Per Person
View Trip
Results: 211-234 of 234

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