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Cruises from San Juan

Choose from 230 unique cruises starting in San Juan, and travelling 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 408 departures available from twelve leading cruise lines.
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230 Cruises (408 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 Savings Event
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,434
Suite
$8,864
From
A$5,434
Save 1,395
Per Person
View Trip
9 Day Southern Caribbean & Aruban Holidays with Virgin Voyages
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 18 December 2027
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Aruba, Curacao
Inside
$1,586
Oceanview
$1,814
Balcony
$2,270
Suite
$7,074
From
A$1,586
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
Visit: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,494
Oceanview
$2,568
Balcony
$2,718
Suite
$2,747
From
A$2,494
Per Person
View Trip
8 Day Southern Caribbean Holiday Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Inside
$1,488
Oceanview
$1,687
Balcony
$1,887
Suite
$5,980
From
A$1,488
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: Jul 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominican Republic
Exclusive Savings
Inside
$2,453
Oceanview
$3,023
Balcony
$4,721
Suite
-
From
A$2,453
Save 1,406
Per Person
View Trip
21 Day Mediterranean & Atlantic Crossing with Viking Cruises
Cruise
 (5)

21 Days (20 Nights) San Juan to Rome
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 06 March 2027
Visit: Puerto Rico, Saint Martin, Portugal, Spain, France, Monaco, Italy
Viking Savings Event
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,490
Suite
$17,978
From
A$12,490
Save 1,505
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (11)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 24 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Guadeloupe, Dominica, Grenada
Princess Standard
Exclusive Savings
Inside
$2,264
Oceanview
$2,256
Balcony
$3,997
Suite
$5,175
From
A$2,256
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
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,246
Oceanview
$1,327
Balcony
$2,223
Suite
$2,769
From
A$1,246
Save 774
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
Visit: Puerto Rico, Curacao, Aruba, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,523
Oceanview
$2,523
Balcony
$2,821
Suite
$3,075
From
A$2,523
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
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Exclusive Savings
Inside
$2,185
Oceanview
$2,735
Balcony
$3,502
Suite
$4,957
From
A$2,185
Per Person
View Trip
11 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

11 Days (10 Nights) San Juan to Miami
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 06 March 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Barbados, Saint Lucia, Dominica, USA
Exclusive Savings
Inside
$1,887
Oceanview
$1,957
Balcony
-
Suite
$7,405
From
A$1,887
Save 1,029
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (11)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 21 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Martinique, Dominica, Grenada
Princess Standard
Exclusive Savings
Inside
$2,056
Oceanview
$2,353
Balcony
$3,927
Suite
$5,521
From
A$2,056
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
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Exclusive Savings
Inside
$1,012
Oceanview
$1,055
Balcony
$1,210
Suite
$1,982
From
A$1,012
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: 14 November 2026
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$993
Oceanview
$976
Balcony
$1,608
Suite
$2,292
From
A$976
Save 690
Per Person
View Trip
12 Day A Journey Through Coastal History & the Heart of the Amazon with Explora Journeys
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$11,412
From
A$11,412
Save 233
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: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,181
Oceanview
$1,263
Balcony
$1,994
Suite
$2,533
From
A$1,181
Save 726
Per Person
View Trip
6 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (11)

6 Days (5 Nights) San Juan to Bridgetown
Cruise Line: Princess
Ship: Crown Princess
Departure: 03 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Exclusive Savings
Inside
$1,190
Oceanview
$1,300
Balcony
$1,526
Suite
$2,180
From
A$1,190
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: 20 December 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,777
Oceanview
$2,777
Balcony
$2,851
Suite
$3,849
From
A$2,777
Per Person
View Trip
8 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 March 2028
Visit: Puerto Rico, Curacao, Aruba, Bonaire, USA
Princess Standard
Exclusive Savings
Inside
$1,191
Oceanview
$1,486
Balcony
$2,181
Suite
$3,052
From
A$1,191
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: 16 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Barbados, Saint Lucia, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Exclusive Savings
Inside
$2,284
Oceanview
$2,929
Balcony
$3,769
Suite
$5,056
From
A$2,284
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
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,255
Oceanview
$2,449
Balcony
$2,806
Suite
$3,938
From
A$2,255
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
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Grenada
Princess Standard
Exclusive Savings
Inside
$2,521
Oceanview
$3,137
Balcony
$4,224
Suite
$5,511
From
A$2,521
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: Valiant Lady
Departure: 20 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$1,487
Oceanview
$1,786
Balcony
$2,086
Suite
$5,680
From
A$1,487
Per Person
View Trip
7 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

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
Inside
$1,189
Oceanview
$1,446
Balcony
$1,703
Suite
$4,869
From
A$1,189
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
Exclusive Savings
Inside
$975
Oceanview
$1,003
Balcony
$1,770
Suite
$2,244
From
A$975
Save 670
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 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
-
Oceanview
$5,190
Balcony
$7,787
Suite
$10,727
From
A$5,190
Save 79
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
$966
Oceanview
$1,117
Balcony
$1,624
Suite
$2,602
From
A$966
Save 815
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
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Princess Standard
Exclusive Savings
Inside
$1,389
Oceanview
$1,528
Balcony
$2,151
Suite
$2,617
From
A$1,389
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
Exclusive Savings
Inside
$2,432
Oceanview
$2,874
Balcony
$3,502
Suite
$4,858
From
A$2,432
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
Visit: Puerto Rico, Saint Martin, Martinique, Barbados, Saint Lucia, Antigua and Barbuda
Inside
$2,619
Oceanview
$2,786
Balcony
$3,185
Suite
$6,879
From
A$2,619
Per Person
View Trip
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