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Cruises From San Juan

Choose from 92 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 255 departures available from eleven leading cruise lines.
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92 Cruises (255 Cruise Departures)
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
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: 01 March 2026
Countries Visited: Puerto Rico, Curacao, Aruba, Virgin Islands
Exclusive Deal
INSIDE
$1,516
OCEANVIEW
$1,680
BALCONY
$2,024
SUITE
$3,366
Save 618
From 1,327
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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
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+1 more), Bonaire
Exclusive Deal
INSIDE
$1,894
OCEANVIEW
$2,086
BALCONY
$2,471
SUITE
$3,991
Save 706
From 1,549
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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
$2,219
OCEANVIEW
$2,536
BALCONY
$2,747
SUITE
$6,419
From 2,219
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
$1,460
OCEANVIEW
$1,610
BALCONY
$2,194
SUITE
$3,283
Save 653
From 1,278
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
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
Exclusive Solo Offer
INSIDE
$2,589
OCEANVIEW
$3,185
BALCONY
$3,858
SUITE
$4,501
From 2,589
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
$1,428
OCEANVIEW
$1,681
BALCONY
$2,844
SUITE
$2,889
Save 541
From 1,239
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
$2,035
OCEANVIEW
$2,191
BALCONY
$2,372
SUITE
$5,515
From 2,035
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: 04 January 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Grenada, Aruba (+1 more), Curacao
Exclusive Deal
INSIDE
$1,702
OCEANVIEW
$2,009
BALCONY
$2,299
SUITE
$3,621
Save 673
From 1,452
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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
$8,509
SUITE
$12,370
Save 1,090
From 8,509
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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
$3,456
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,456
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
$1,249
OCEANVIEW
$1,458
BALCONY
$2,560
SUITE
$2,588
Save 780
From 1,081
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
$1,774
OCEANVIEW
$1,889
BALCONY
$2,425
SUITE
$3,658
Save 700
From 1,516
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
$1,659
OCEANVIEW
$1,986
BALCONY
$2,297
SUITE
$3,714
Save 669
From 1,436
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
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 02 November 2025
Countries Visited: Puerto Rico, Dominican Republic, Jamaica, Cayman Islands (+1 more), USA
Exclusive Deal
INSIDE
$1,106
OCEANVIEW
$1,345
BALCONY
$1,860
SUITE
$2,328
Save 453
From 1,007
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
$1,941
OCEANVIEW
$2,140
BALCONY
$2,415
SUITE
$3,764
Save 768
From 1,657
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 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
$2,432
OCEANVIEW
$2,788
BALCONY
$2,981
SUITE
$7,131
From 2,432
View Trip
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
$1,920
OCEANVIEW
$2,206
BALCONY
$2,715
SUITE
$3,906
Save 748
From 1,669
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
$1,644
OCEANVIEW
$2,005
BALCONY
$2,442
SUITE
$3,743
Save 765
From 1,421
View Trip
8 Day Antigua, Martinique, & Barbados & More with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 21 February 2026
Countries Visited: Puerto Rico, Sint Maarten, Barbados, Martinique (+2 more), Antigua and Barbuda, Virgin Islands
INSIDE
$2,240
OCEANVIEW
$2,496
BALCONY
$2,725
SUITE
$6,363
From 2,240
View Trip
8 Day Joy Of The Islands with Regent Seven Seas
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 13 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+3 more), Saint Lucia, Antigua and Barbuda, Saint Barthelemy
Exclusive Solo OfferExclusive Deal
INSIDE
-
OCEANVIEW
$5,997
BALCONY
$7,254
SUITE
$8,581
Save 3,553
From 5,997
View Trip
8 Day Sunsets in the Lesser Antilles with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jan 2025 to Mar 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Martinique, Curacao (+1 more), Aruba
INSIDE
$1,945
OCEANVIEW
$2,174
BALCONY
$2,393
SUITE
$5,265
From 1,945
View Trip
8 Day A Journey from San Juan to Bridgetown with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 21 February 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+2 more), Trinidad and Tobago, Barbados
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,158
SUITE
$6,272
From 5,158
View Trip
12 Day Caribbean Warmth with Regent Seven Seas
Cruise

12 Days (11 Nights) San Juan to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 06 February 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+5 more), Curacao, Bonaire, Aruba, Dominican Republic, USA
Exclusive Solo OfferExclusive Deal
INSIDE
-
OCEANVIEW
$9,099
BALCONY
$11,395
SUITE
$13,019
Save 4,331
From 9,099
View Trip
8 Day Valiant New Year's Ahoy! with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 27 December 2025
Countries Visited: Puerto Rico, Sint Maarten, Saint Kitts and Nevis, Saint Lucia (+2 more), Barbados, Virgin Islands
INSIDE
$3,111
OCEANVIEW
$3,468
BALCONY
$3,801
SUITE
$9,050
From 3,111
View Trip
8 Day A Journey From San Juan To Miami with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+1 more), USA
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,401
SUITE
$5,371
From 4,401
View Trip
8 Day Quintessential Caribbean with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2027 to Mar 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+2 more), Antigua and Barbuda, Saint Barthelemy
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,836
BALCONY
-
SUITE
$7,375
Save 3,559
From 5,836
View Trip
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