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Cruises From San Juan

Choose from 96 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Lisbon, Los Angeles, Manaus and more. December is the most popular month to join a cruise from San Juan and you can select from 262 departures available from twelve leading cruise lines.
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96 Cruises (262 Cruise Departures)
8 Day Southern Caribbean - San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Ship: Norwegian Viva
Departures: Dec 2024 to Apr 2025
Countries Visited: Puerto Rico, Dominican Republic, Aruba, Curacao (+3 more), Bonaire, Saint Lucia, Saint Kitts and Nevis
Exclusive Solo Offer
INSIDE
$2,979
OCEANVIEW
$3,133
BALCONY
$3,576
SUITE
$4,142
From 2,979
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 13 April 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+2 more), Barbados, Dominica
Exclusive Deal
INSIDE
$1,977
OCEANVIEW
$2,304
BALCONY
$4,372
SUITE
$4,291
Save 786
From 1,727
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
Ships: Rhapsody of the Seas, Rhapsody of the Seas
Departures: Aug 2024 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Bonaire (+1 more), Curacao
Exclusive Deal
INSIDE
$1,305
OCEANVIEW
$1,450
BALCONY
$2,535
SUITE
$2,533
Save 1,051
From 1,119
View Trip
8 Day Resilient New Year's Ahoy with Virgin Voyages
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 28 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$3,036
OCEANVIEW
$3,429
BALCONY
$3,780
SUITE
$8,402
From 3,036
View Trip
8 Day Southern Caribbean with Barbados with Princess
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Dominica, Saint Lucia (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,615
OCEANVIEW
$1,773
BALCONY
$2,308
SUITE
$2,763
From 1,615
View Trip
11 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 16 February 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+3 more), Bonaire, Curacao, Aruba
Exclusive Deal
INSIDE
$2,125
OCEANVIEW
$2,515
BALCONY
$5,095
SUITE
$6,802
Save 826
From 1,862
View Trip
8 Day Southern Caribbean with Barbados with Princess
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Oct 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,645
OCEANVIEW
$1,803
BALCONY
$2,338
SUITE
$2,793
From 1,645
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: 23 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Curacao, Aruba
Exclusive Deal
INSIDE
$1,814
OCEANVIEW
$2,047
BALCONY
$2,250
SUITE
$3,661
Save 750
From 1,565
View Trip
8 Day Southern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$1,909
OCEANVIEW
$2,514
BALCONY
$3,088
SUITE
$5,042
From 1,909
View Trip
12 Day Colombia & Caribbean Islands with Virgin Voyages
Cruise
 (4)

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 April 2025
Countries Visited: Puerto Rico, Colombia, Aruba, Curacao (+3 more), Dominica, Antigua and Barbuda, Saint Martin
INSIDE
$2,894
OCEANVIEW
$3,314
BALCONY
$3,542
SUITE
$8,173
From 2,894
View Trip
8 Day Southern Caribbean with Barbados with Princess
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Martinique, Barbados
Exclusive Deal
INSIDE
$1,605
OCEANVIEW
$1,744
BALCONY
$2,209
SUITE
$2,664
From 1,605
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
Departures: Nov 2025 to Jan 2026
Countries Visited: Puerto Rico, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$1,512
OCEANVIEW
$1,682
BALCONY
$2,091
SUITE
$3,298
Save 646
From 1,324
View Trip
14 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,225
OCEANVIEW
$4,175
BALCONY
$5,095
SUITE
$8,428
From 3,225
View Trip
8 Day San Juan, Barbados & Beyond with Virgin Voyages
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 March 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,326
OCEANVIEW
$2,375
BALCONY
$2,518
SUITE
$5,454
From 2,326
View Trip
15 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Onward, Azamara Quest
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,474
OCEANVIEW
$4,539
BALCONY
$5,574
SUITE
$7,885
From 3,474
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: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao
Exclusive Deal
INSIDE
$1,624
OCEANVIEW
$1,795
BALCONY
$2,189
SUITE
$3,287
Save 673
From 1,402
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
Departures: Dec 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Curacao, Aruba (+1 more), Bonaire
Exclusive Deal
INSIDE
$1,694
OCEANVIEW
$1,954
BALCONY
$2,491
SUITE
$3,754
Save 787
From 1,472
View Trip
8 Day Saint (Isles) & Seas of the Caribbean with Virgin Voyages
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Dec 2024 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$2,025
OCEANVIEW
$2,127
BALCONY
$2,127
SUITE
$5,292
From 2,025
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: Jun 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,235
OCEANVIEW
$1,467
BALCONY
$2,545
SUITE
$2,707
Save 802
From 1,074
View Trip
12 Day Idyllic Isles of the Caribbean & Colombia with Virgin Voyages
Cruise
 (4)

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 21 January 2025
Countries Visited: Puerto Rico, Colombia, Curacao, Aruba (+3 more), Saint Lucia, Antigua and Barbuda, Saint Martin
INSIDE
$2,845
OCEANVIEW
$3,157
BALCONY
$3,370
SUITE
$7,505
From 2,845
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: Jun 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,622
OCEANVIEW
$1,827
BALCONY
$2,706
SUITE
$4,091
Save 3,073
From 1,495
View Trip
16 Day Caribbean & Panama Canal with Viking Cruises
Cruise
 (5)

16 Days (15 Nights) San Juan to Los Angeles
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 29 March 2026
Countries Visited: Puerto Rico, Curacao, Colombia, Panama (+3 more), Costa Rica, Mexico, USA
Exclusive Savings
INSIDE
-
OCEANVIEW
-
BALCONY
$8,410
SUITE
$16,825
Save 1,085
From 8,410
View Trip
8 Day Caribbean Cruise with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Ships: Norwegian Epic, Norwegian Viva
Departures: Dec 2024 to Apr 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados (+2 more), Saint Lucia, Sint Maarten
Exclusive Solo Offer
INSIDE
$1,564
OCEANVIEW
$3,354
BALCONY
$2,176
SUITE
$2,481
From 1,564
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 07 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Sint Maarten (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,404
OCEANVIEW
$1,581
BALCONY
$2,528
SUITE
$2,916
Save 538
From 1,232
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: Aug 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,521
OCEANVIEW
$1,602
BALCONY
$3,118
SUITE
$3,662
Save 970
From 1,292
View Trip
15 Day San Juan to Spanish Island Nights with Virgin Voyages
Cruise
 (4)

15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 12 April 2025
Countries Visited: Puerto Rico, Spain, Morocco
INSIDE
$2,596
OCEANVIEW
$2,749
BALCONY
$3,327
SUITE
$9,646
From 2,596
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: Jan 2025 to Mar 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Martinique (+1 more), Barbados
Exclusive Deal
INSIDE
$1,673
OCEANVIEW
$1,810
BALCONY
$3,325
SUITE
$3,777
Save 696
From 1,485
View Trip
8 Day A Journey Meandering Amongst Lush Leewards Islands with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 03 March 2026
Countries Visited: Puerto Rico, Saint Martin, Guadeloupe, Saint Kitts and Nevis (+2 more), Virgin Islands, USA
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$5,658
SUITE
$6,905
From 5,658
View Trip
9 Day Yachtsman's Caribbean with Seabourn
Cruise

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 14 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+4 more), Martinique, Saint Vincent, Grenada, Barbados
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$5,056
SUITE
$9,853
From 5,056
View Trip
11 Day Sun-Soaked Seas & Saint Isles with Virgin Voyages
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 22 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Barbados, Saint Lucia, Sint Maarten
INSIDE
$3,194
OCEANVIEW
$3,552
BALCONY
$3,908
SUITE
$9,186
From 3,194
View Trip
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