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Cruises from San Juan

Choose from 205 unique cruises starting in San Juan, and traveling to Barcelona, Bridgetown, Colon, Fort Lauderdale, Lanzarote and more. December is the most popular month to join a cruise from San Juan and you can select from 362 departures available from twelve leading cruise lines.
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205 Cruises (362 Cruise Departures)
11 Day West Indies Explorer with Viking Cruises
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking $799 Air Deal
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 07 March 2027
Visit: Puerto Rico, Virgin Islands, Aruba, Curacao
Inside
$1,359
Oceanview
$1,519
Balcony
$1,609
Suite
$2,409
From
US$1,359
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Sep 2026 to Oct 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$557
Oceanview
$534
Balcony
$1,124
Suite
$1,265
From
US$582
Save 392
Per Person
View Trip
9 Day Thanksgiving: St. Isles, Aruba & Curacao with Virgin Voyages
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 November 2026
Visit: Puerto Rico, Virgin Islands, Curacao, Aruba, Saint Kitts and Nevis, Saint Martin
Limited Time Offer
Inside
$952
Oceanview
$1,192
Balcony
$1,432
Suite
$4,552
From
US$952
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 16 January 2028
Visit: Puerto Rico, Aruba, Barbados, Saint Martin, Saint Kitts and Nevis
Inside
$1,169
Oceanview
$1,369
Balcony
$1,619
Suite
$2,447
From
US$1,169
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 12 April 2026
Visit: Puerto Rico, Virgin Islands, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,280
Oceanview
$1,445
Balcony
$1,731
Suite
$3,906
From
US$1,280
Save 664
Per Person
View Trip
9 Day Southern Caribbean Cruise: Martinique, Grenada & U.S. Virgin Islands with Azamara Cruises
Cruise
 (4)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,229
Oceanview
$2,724
Balcony
$3,306
Suite
$5,013
From
US$2,229
Per Person
View Trip
7 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Limited Time Offer
Inside
$834
Oceanview
$1,014
Balcony
$1,194
Suite
$3,414
From
US$834
Per Person
View Trip
24 Day A Grand Journey Into Island Whispers & Beauty-Rich Shores with Explora Journeys
Cruise

24 Days (23 Nights) San Juan to Barcelona
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 01 March 2027
Visit: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands (+5 more), Turks and Caicos Islands, USA, Saint Martin, Portugal, Spain
Inside
-
Oceanview
-
Balcony
-
Suite
$10,955
From
US$10,955
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visit: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Limited Time Offer
Inside
$973
Oceanview
$1,113
Balcony
$1,323
Suite
$3,843
From
US$973
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,646
Oceanview
$1,901
Balcony
$2,326
Suite
$2,926
From
US$1,646
Per Person
View Trip
8 Day Valiant's Haunted Halloween Soiree with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 31 October 2026
Visit: Puerto Rico, Curacao, Aruba, Martinique, Saint Kitts and Nevis
Limited Time Offer
Inside
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$4,053
From
US$973
Per Person
View Trip
9 Day San Juan to Miami, Fl with Silversea
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, USA
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,920
Suite
$9,640
From
US$5,920
Save 1,480
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$794
Oceanview
$891
Balcony
$1,299
Suite
$1,584
From
US$794
Per Person
View Trip
8 Day Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 28 November 2027
Visit: Puerto Rico, Aruba, Curacao, Saint Martin, Saint Kitts and Nevis
Inside
$1,119
Oceanview
$1,319
Balcony
$1,569
Suite
$2,399
From
US$1,119
Per Person
View Trip
11 Day San Juan to Miami, Fl with Silversea
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 22 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Martinique, Antigua and Barbuda, Saint Kitts and Nevis, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,640
Balcony
$5,200
Suite
$9,940
From
US$4,640
Save 1,160
Per Person
View Trip
8 Day Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: Mar 2026 to Apr 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Sint Maarten
Exclusive Savings
Inside
$749
Oceanview
-
Balcony
$1,249
Suite
$1,819
From
US$749
Save 150
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 01 May 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Turks and Caicos Islands, USA
Exclusive Savings
Inside
$862
Oceanview
$931
Balcony
$1,055
Suite
-
From
US$1,297
Save 50
Per Person
View Trip
6 Day Eastern Caribbean: San Juan to Miami with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) San Juan to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 10 April 2027
Visit: Puerto Rico, Dominican Republic, Bahamas, USA
Limited Time Offer
Inside
$654
Oceanview
$695
Balcony
$845
Suite
$2,650
From
US$654
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
$649
Oceanview
$698
Balcony
$1,244
Suite
$1,326
From
US$693
Save 460
Per Person
View Trip
14 Day Caribbean Cruise: San Juan, Antigua & St. Lucia with Azamara Cruises
Cruise
 (3)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Exclusive Savings
Inside
$3,112
Oceanview
$3,374
Balcony
$4,402
Suite
$6,944
From
US$3,112
Save 67
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$2,088
Oceanview
$2,349
Balcony
$3,048
Suite
$3,715
From
US$2,088
Per Person
View Trip
14 Day West Indies to Spain with Viking Cruises
Cruise
 (5)

14 Days (13 Nights) San Juan to Barcelona
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 06 March 2027
Visit: Puerto Rico, Saint Martin, Portugal, Spain
Viking $999 Air Deal
Inside
-
Oceanview
-
Balcony
$3,499
Suite
$5,999
From
US$3,499
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 30 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Bonus Onboard Credit
Exclusive Savings
Inside
$684
Oceanview
$714
Balcony
$1,257
Suite
$1,674
From
US$684
Save 391
Per Person
View Trip
18 Day Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba with Azamara Cruises
Cruise
 (4)

18 Days (17 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+10 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Exclusive Savings
Inside
$4,623
Oceanview
$5,670
Balcony
$6,960
Suite
$10,569
From
US$4,623
Save 106
Per Person
View Trip
19 Day Caribbean Holiday Cruise: San Juan, St. Barts & Curacao with Azamara Cruises
Cruise
 (3)

19 Days (18 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 18 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+8 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
$5,114
Oceanview
$5,395
Balcony
$6,666
Suite
$10,546
From
US$5,114
Save 125
Per Person
View Trip
9 Day Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada with Azamara Cruises
Cruise
 (4)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,189
Oceanview
$2,684
Balcony
$3,266
Suite
$4,973
From
US$2,189
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 02 January 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$3,983
From
US$973
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 09 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,758
Oceanview
$1,992
Balcony
$2,708
Suite
$3,196
From
US$1,758
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
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,320
Balcony
$4,880
Suite
$9,040
From
US$4,320
Save 1,080
Per Person
View Trip
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