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Cruises From San Juan

Choose from 77 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 230 departures available from eleven leading cruise lines.
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77 Cruises (230 Cruise Departures)
11 Day West Indies Explorer with Viking Cruises
Cruise
 (4)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Oct 2024 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$5,440
SUITE
$9,400
Save 1,120
From 5,440
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
$2,330
OCEANVIEW
$2,379
BALCONY
$2,522
SUITE
$5,462
From 2,330
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
$1,901
OCEANVIEW
$2,264
BALCONY
$4,267
SUITE
$4,626
Save 751
From 1,692
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8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 28 December 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$2,030
OCEANVIEW
$2,317
BALCONY
$2,867
SUITE
$4,236
Save 783
From 1,732
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15 Day Exotic Atlantic Crossing with Oceania Cruises
Cruise
 (2)

15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 April 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal (+2 more), Morocco, Spain
Exclusive Deal
INSIDE
$5,380
OCEANVIEW
$5,845
BALCONY
$7,211
SUITE
$9,478
Save 2,040
From 5,380
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: Jun 2024 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Bonaire (+1 more), Curacao
Exclusive Deal
INSIDE
$1,379
OCEANVIEW
$1,564
BALCONY
$2,686
SUITE
$2,799
Save 2,590
From 1,163
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9 Day Southern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+3 more), Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,279
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,279
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: 15 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+1 more), Bonaire
Exclusive Deal
INSIDE
$1,807
OCEANVIEW
$2,108
BALCONY
$2,562
SUITE
$3,972
Save 712
From 1,544
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
$3,041
OCEANVIEW
$3,436
BALCONY
$3,787
SUITE
$8,416
From 3,041
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: 07 December 2025
Countries Visited: Puerto Rico, Bonaire, Curacao, Aruba (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$1,633
OCEANVIEW
$1,899
BALCONY
$2,421
SUITE
$3,797
Save 640
From 1,396
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22 Day Caribbean & Riviera Revelry with Oceania Cruises
Cruise
 (2)

22 Days (21 Nights) San Juan to Rome
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 April 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal (+5 more), Morocco, Spain, France, Monaco, Italy
Exclusive Deal
INSIDE
$8,557
OCEANVIEW
$9,617
BALCONY
$11,755
SUITE
$16,230
Save 2,063
From 8,557
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: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Grenada (+2 more), Saint Vincent, Dominica
Exclusive Deal
INSIDE
$1,734
OCEANVIEW
$2,042
BALCONY
$2,420
SUITE
$4,008
Save 692
From 1,483
View Trip
9 Day Pre-Holiday Caribbean Refresh with Virgin Voyages
Cruise
 (4)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 06 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Barbados (+3 more), Martinique, Saint Lucia, Saint Kitts and Nevis
INSIDE
$2,223
OCEANVIEW
$2,541
BALCONY
$2,753
SUITE
$6,430
From 2,223
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
$2,065
OCEANVIEW
$2,282
BALCONY
$2,586
SUITE
$4,078
Save 809
From 1,746
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
$2,981
OCEANVIEW
$3,415
BALCONY
$3,651
SUITE
$8,185
From 2,981
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
$1,627
OCEANVIEW
$1,962
BALCONY
$2,401
SUITE
$3,668
Save 645
From 1,390
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, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,435
OCEANVIEW
$1,619
BALCONY
$2,681
SUITE
$2,964
Save 673
From 1,232
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
$2,183
OCEANVIEW
$2,381
BALCONY
-
SUITE
$5,625
Save 824
From 1,864
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
$2,485
BALCONY
$3,059
SUITE
$5,014
From 1,909
View Trip
16 Day Caribbean & Panama Canal with Viking Cruises
Cruise
 (4)

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
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$8,410
SUITE
$16,825
Save 1,085
From 8,410
View Trip
13 Day Amazon & Caribbean Adventure with Viking Cruises
Cruise
 (4)

13 Days (12 Nights) San Juan to Manaus
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Nov 2024 to Feb 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados (+2 more), French Guiana, Brazil
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$8,212
SUITE
$12,370
Save 1,088
From 8,212
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 Apr 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Saint Lucia
Exclusive Deal
INSIDE
$1,586
OCEANVIEW
$1,709
BALCONY
$2,238
SUITE
$3,397
Save 749
From 1,356
View Trip
14 Day Transatlantic Repositioning Cruise with Norwegian Cruise Line
Cruise
 (1)

14 Days (13 Nights) San Juan to Lisbon
Ship: Norwegian Viva
Departure: 13 April 2025
Countries Visited: Puerto Rico, Dominican Republic, Sint Maarten, Cape Verde (+2 more), Spain, Portugal
Free At Sea OfferExclusive Solo Offer
INSIDE
$3,509
OCEANVIEW
$3,767
BALCONY
$4,420
SUITE
$7,107
From 3,509
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: 24 May 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+2 more), Barbados, Saint Lucia
Exclusive Deal
INSIDE
$2,036
OCEANVIEW
$2,479
BALCONY
$3,643
SUITE
$4,200
Save 775
From 1,745
View Trip
8 Day Resilient Caribbean Holidays with Virgin Voyages
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 21 December 2024
Countries Visited: Puerto Rico, Saint Martin, Barbados, Saint Lucia (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,436
OCEANVIEW
$2,792
BALCONY
$2,986
SUITE
$7,142
From 2,436
View Trip
8 Day Southern Caribbean - San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Ship: Norwegian Viva
Departure: 19 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+2 more), Saint Lucia, Sint Maarten
Free At Sea Offer
INSIDE
$2,940
OCEANVIEW
$3,455
BALCONY
$4,124
SUITE
$4,761
From 2,940
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
Ship: Resilient Lady
Departures: Dec 2024 to Mar 2025
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$2,039
OCEANVIEW
$2,196
BALCONY
$2,376
SUITE
$5,524
From 2,039
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: Oct 2024 to Mar 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+1 more), Barbados
Exclusive Deal
INSIDE
$1,451
OCEANVIEW
$1,518
BALCONY
$2,533
SUITE
$3,056
Save 937
From 1,255
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 Apr 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,434
OCEANVIEW
$1,476
BALCONY
$2,516
SUITE
$3,018
Save 2,151
From 1,225
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
$1,340
OCEANVIEW
$1,579
BALCONY
$2,764
SUITE
$2,924
Save 815
From 1,151
View Trip
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