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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 231 departures available from eleven leading cruise lines.
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77 Cruises (231 Cruise Departures)
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
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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
$2,421
OCEANVIEW
$2,523
BALCONY
$2,753
SUITE
$6,829
From 2,421
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: May 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,510
OCEANVIEW
$1,734
BALCONY
$4,011
SUITE
$3,748
Save 1,981
From 1,300
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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: 04 January 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Grenada, Aruba (+1 more), Curacao
Exclusive Deal
INSIDE
$1,811
OCEANVIEW
$2,091
BALCONY
$2,490
SUITE
$3,935
Save 714
From 1,541
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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
$2,955
OCEANVIEW
$3,382
BALCONY
$3,614
SUITE
$8,069
From 2,955
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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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
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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
 (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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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
$1,984
OCEANVIEW
$2,099
BALCONY
$2,635
SUITE
$4,305
Save 732
From 1,603
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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
Free At Sea OfferExclusive Solo Offer
INSIDE
$1,895
OCEANVIEW
$3,486
BALCONY
$2,503
SUITE
$2,836
From 1,895
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
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
$1,520
OCEANVIEW
$1,766
BALCONY
$3,060
SUITE
$3,234
Save 582
From 1,318
View Trip
11 Day Puerto Rican Daze & Caribbean Nights with Virgin Voyages
Cruise
 (4)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 22 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Martinique, Saint Lucia, Barbados, Saint Vincent
INSIDE
$2,729
OCEANVIEW
$3,123
BALCONY
$3,339
SUITE
$7,461
From 2,729
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
$1,530
OCEANVIEW
$1,709
BALCONY
$2,360
SUITE
$3,579
Save 694
From 1,315
View Trip
11 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 01 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+3 more), Bonaire, Grenada, Saint Vincent
Exclusive Deal
INSIDE
$2,291
OCEANVIEW
$2,626
BALCONY
$3,086
SUITE
$4,797
Save 892
From 1,959
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
$1,671
OCEANVIEW
$2,108
BALCONY
$2,637
SUITE
$3,972
Save 800
From 1,434
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
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
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
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: May 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,788
OCEANVIEW
$1,809
BALCONY
$4,671
SUITE
$4,046
Save 2,714
From 1,338
View Trip
8 Day Southern Caribbean - San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Ship: Norwegian Epic
Departure: 14 December 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+2 more), Saint Lucia, Saint Kitts and Nevis
Free At Sea Offer
INSIDE
$2,572
OCEANVIEW
-
BALCONY
$2,952
SUITE
$3,180
From 2,572
View Trip
8 Day Eternal Sunshine with Regent Seven Seas
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 30 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Dominica, Saint Lucia (+2 more), Antigua and Barbuda, Saint Barthelemy
Exclusive Solo OfferExclusive Deal
INSIDE
-
OCEANVIEW
$5,334
BALCONY
$7,254
SUITE
$8,581
Save 3,546
From 5,334
View Trip
10 Day A Journey From San Juan To Miami with Explora Journeys
Cruise

10 Days (9 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+2 more), Dominican Republic, USA
INSIDE
-
OCEANVIEW
-
BALCONY
$10,484
SUITE
$12,791
From 10,484
View Trip
11 Day Barefoot Reverie with Regent Seven Seas
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 20 January 2025
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Dominica (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Martinique, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,554
BALCONY
$9,910
SUITE
$11,682
Save 4,316
From 7,554
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Countries Visited: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,440
BALCONY
-
SUITE
$6,979
Save 3,555
From 5,440
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
The Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,658
SUITE
$6,905
From 5,658
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
21 Day Holiday Caribbean Enchantment with Seabourn
Cruise

21 Days (20 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 (+9 more), Martinique, Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Curacao, Aruba, Bonaire
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$14,770
SUITE
$28,531
From 14,770
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departures: Nov 2025 to Apr 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+1 more), Barbados
Exclusive Deal
INSIDE
$1,524
OCEANVIEW
$1,674
BALCONY
$2,292
SUITE
$3,361
Save 773
From 1,301
View Trip
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