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Cruises from San Juan

Choose from 240 unique cruises starting in San Juan, and traveling to Barcelona, Bridgetown, Cartagena, Colon, Fort Lauderdale and more. December is the most popular month to join a cruise from San Juan and you can select from 399 departures available from twelve leading cruise lines.
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240 Cruises (399 Departures)
240 Cruises (399 Departures)
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Duration
4 Days
25 Days
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Price
$400pp
$19,570pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Balcony
$3,799
Suite
$5,999
From (Per Person)
US$3,799
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 February 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$833
Oceanview
$973
Balcony
$1,323
Suite
$3,850
From (Per Person)
US$833
Per Person
View Trip
9 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 31 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Vincent
Exclusive Savings
Inside
$1,358
Oceanview
$1,578
Balcony
$2,641
Suite
$3,050
From (Per Person)
US$1,358
Save 678
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: 31 January 2027
Visits: Puerto Rico, Curacao, Saint Martin, Virgin Islands
Inside
$1,449
Oceanview
$1,439
Balcony
$1,639
Suite
$1,689
From (Per Person)
US$1,439
Per Person
View Trip
8 Day A Journey Across Caribbean Culture & Volcanic Landscapes with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 16 January 2028
Visits: Puerto Rico, Saint Vincent, Saint Lucia, Barbados, Antigua and Barbuda, Saint Kitts and Nevis
Suite
$4,020
From (Per Person)
US$4,020
Per Person
View Trip
8 Day Southern Caribbean 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: 13 December 2026
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Inside
$1,419
Oceanview
$1,419
Balcony
$1,619
Suite
$1,699
From (Per Person)
US$1,419
Per Person
View Trip
18 Day Transatlantic Repositioning Cruise with Norwegian Cruise Line
Cruise
 (1)

18 Days (17 Nights) San Juan to Rome
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 04 April 2027
Visits: Puerto Rico, Portugal, Spain, France, Italy
Inside
$3,119
Oceanview
$3,149
Balcony
$3,619
Suite
$4,719
From (Per Person)
US$3,119
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From (Per Person)
US$763
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$768
Oceanview
$828
Balcony
$1,374
Suite
$1,540
From (Per Person)
US$768
Save 433
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: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Inside
$1,568
Oceanview
$1,938
Balcony
$2,348
Suite
$3,208
From (Per Person)
US$1,568
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: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Inside
$1,339
Oceanview
$1,419
Balcony
$1,699
Suite
$1,819
From (Per Person)
US$1,339
Per Person
View Trip
9 Day Southern Caribbean Cruise: Martinique, Grenada & U.S. Virgin Islands with Azamara Cruises
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara
Ship: Azamara Quest
Departure: 06 November 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +4 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$2,156
Oceanview
$2,688
Balcony
$3,258
Suite
$4,939
From (Per Person)
US$2,156
Save 113
Per Person
View Trip
8 Day Southern Caribbean Cruise: Antigua, Grenada & Barbados with Azamara Cruises
Cruise
 (4)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Dec 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +4 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$1,359
Oceanview
$1,739
Balcony
$2,269
Suite
$3,499
From (Per Person)
US$1,359
Save 103
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
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$515
Oceanview
$532
Balcony
$1,249
Suite
$1,247
From (Per Person)
US$515
Save 396
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Inside
$699
Oceanview
$739
Balcony
$1,049
Suite
$1,324
From (Per Person)
US$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: 27 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Barbados, Saint Martin
Inside
$1,259
Oceanview
$1,319
Balcony
$1,559
Suite
$2,289
From (Per Person)
US$1,259
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
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Inside
$954
Oceanview
$1,054
Balcony
$1,399
Suite
$1,774
From (Per Person)
US$954
Per Person
View Trip
14 Day Caribbean Cruise: San Juan, Antigua & St. Lucia with Azamara Cruises
Cruise
 (4)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara
Ship: Azamara Journey
Departure: 05 December 2026
Visits: 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
Inside
-
Oceanview
-
Balcony
$4,859
Suite
$6,689
From (Per Person)
US$4,859
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: 13 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,339
Oceanview
$1,439
Balcony
$1,679
Suite
$2,439
From (Per Person)
US$1,339
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia, Barbados
Inside
$1,049
Oceanview
$1,129
Balcony
$1,824
Suite
$2,499
From (Per Person)
US$1,049
Per Person
View Trip
8 Day Southern Caribbean New Year's Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 26 December 2026
Visits: Puerto Rico, Saint Martin, Martinique, Barbados, Saint Lucia, Antigua and Barbuda
Inside
$1,953
Oceanview
$2,093
Balcony
$2,233
Suite
$4,823
From (Per Person)
US$1,953
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: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Inside
$1,723
Oceanview
$2,073
Balcony
$2,458
Suite
$4,178
From (Per Person)
US$1,723
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica +4 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda
Inside
$1,322
Oceanview
$1,672
Balcony
$2,372
Suite
$3,272
From (Per Person)
US$1,322
Per Person
View Trip
6 Day Southern Caribbean with St. Lucia Holiday with Princess
Cruise
 (1)

6 Days (5 Nights) San Juan to Bridgetown
Cruise Line: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Inside
$571
Oceanview
$742
Balcony
$855
Suite
$1,374
From (Per Person)
US$571
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: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Grenada
Inside
$1,663
Oceanview
$2,283
Balcony
$2,708
Suite
$3,808
From (Per Person)
US$1,663
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: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$756
Oceanview
$826
Balcony
$1,598
Suite
$1,656
From (Per Person)
US$756
Save 422
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Dec 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Inside
$1,466
Oceanview
$1,806
Balcony
$2,716
Suite
$4,266
From (Per Person)
US$1,466
Per Person
View Trip
8 Day Southern Caribbean 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
Departures: Nov 2026 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Inside
$1,259
Oceanview
$1,459
Balcony
$1,549
Suite
$1,879
From (Per Person)
US$1,259
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 07 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Inside
$649
Oceanview
$749
Balcony
$1,024
Suite
$1,599
From (Per Person)
US$649
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: Feb 2028 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$779
Oceanview
$840
Balcony
$1,499
Suite
$1,679
From (Per Person)
US$779
Save 468
Per Person
View Trip
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