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Cruises From San Juan

Choose from 147 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Fort Lauderdale, Lisbon, Los Angeles and more. December is the most popular month to join a cruise from San Juan and you can select from 287 departures available from twelve leading cruise lines.
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147 Cruises (287 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
Ship: Viking Sea
Departures: Dec 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Companion Fly Free
INSIDE
-
OCEANVIEW
-
BALCONY
$6,855
SUITE
$10,775
Save (per person) 146
From (per person) 6,855
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 19 October 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Deal
INSIDE
$1,970
OCEANVIEW
$2,181
BALCONY
$2,972
SUITE
$3,558
From (per person) 1,970
View Trip
8 Day Southern Caribbean with Barbados From San Juan with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Nov 2025 to Jan 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Dominica, Barbados
Exclusive Deal
INSIDE
$1,000
OCEANVIEW
$1,094
BALCONY
$1,380
SUITE
$1,692
From (per person) 1,000
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 15 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$2,027
OCEANVIEW
$2,290
BALCONY
$3,166
SUITE
$3,908
From (per person) 2,027
View Trip
15 Day San Juan to Spanish Island Nights with Virgin Voyages
Cruise
 (5)

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
Swing Into Savings
INSIDE
$1,886
OCEANVIEW
$2,460
BALCONY
$2,460
SUITE
-
From (per person) 1,886
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 08 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Dominica, Saint Lucia, Grenada
Exclusive Deal
INSIDE
$1,908
OCEANVIEW
$2,147
BALCONY
$3,136
SUITE
$4,057
From (per person) 1,908
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
$1,354
OCEANVIEW
$1,539
BALCONY
$3,896
SUITE
$4,107
Save (per person) 657
From (per person) 1,354
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 16 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Martinique, Barbados, Dominica, Saint Lucia, Grenada
Exclusive Deal
INSIDE
$2,195
OCEANVIEW
$2,453
BALCONY
$3,214
SUITE
$4,303
From (per person) 2,195
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
$3,787
OCEANVIEW
$4,688
BALCONY
$5,074
SUITE
$7,836
From (per person) 3,787
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+3 more), Dominica, Barbados, Guadeloupe
Exclusive Deal
INSIDE
$1,954
OCEANVIEW
$2,215
BALCONY
$3,093
SUITE
$4,073
From (per person) 1,954
View Trip
8 Day Resilient New Year's Ahoy with Virgin Voyages
Cruise
 (5)

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
Swing Into Savings
INSIDE
$2,805
OCEANVIEW
$3,476
BALCONY
$3,784
SUITE
$11,788
From (per person) 2,805
View Trip
28 Day Panama Canal and Caribbean Adventurer with Princess
Cruise
 (5)

28 Days (27 Nights) San Juan to Los Angeles
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+8 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA, Panama, Costa Rica, Mexico
Exclusive Deal
INSIDE
$4,158
OCEANVIEW
$4,657
BALCONY
$5,992
SUITE
$8,034
From (per person) 4,158
View Trip
8 Day Southern Caribbean with Barbados From San Juan with Princess
Cruise
 (5)

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
$963
OCEANVIEW
$1,073
BALCONY
$1,557
SUITE
$2,032
From (per person) 963
View Trip
8 Day Southern Caribbean with Barbados From San Juan with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Nov 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
$990
OCEANVIEW
$1,112
BALCONY
$1,545
SUITE
$1,901
From (per person) 990
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
$1,628
OCEANVIEW
$1,712
BALCONY
$4,814
SUITE
$6,574
Save (per person) 786
From (per person) 1,628
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 DealExclusive Solo Offer
INSIDE
$1,209
OCEANVIEW
$1,248
BALCONY
$1,739
SUITE
$2,653
Save (per person) 870
From (per person) 1,209
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
$1,594
OCEANVIEW
$1,669
BALCONY
$1,797
SUITE
$2,637
Save (per person) 811
From (per person) 1,594
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
Circle Club Voyage
INSIDE
$2,007
OCEANVIEW
$2,443
BALCONY
$2,532
SUITE
$4,284
From (per person) 2,007
View Trip
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 04 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Barthelemy, Sint Maarten (+2 more), Montserrat, Antigua and Barbuda
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$6,846
Save (per person) 4,069
From (per person) 6,846
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 20 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Grenada (+2 more), Curacao, Aruba
Exclusive DealExclusive Solo Offer
INSIDE
$1,497
OCEANVIEW
$1,844
BALCONY
$2,295
SUITE
$4,324
Save (per person) 757
From (per person) 1,497
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 12 October 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Exclusive Deal
INSIDE
$1,967
OCEANVIEW
$2,172
BALCONY
$3,076
SUITE
$3,660
From (per person) 1,967
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
$1,387
OCEANVIEW
$1,400
BALCONY
$2,445
SUITE
$3,539
Save (per person) 711
From (per person) 1,387
View Trip
8 Day San Juan, Barbados & Beyond with Virgin Voyages
Cruise
 (5)

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
Swing Into Savings
INSIDE
$2,346
OCEANVIEW
$2,692
BALCONY
$2,692
SUITE
$5,884
From (per person) 2,346
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 04 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$2,067
OCEANVIEW
$2,346
BALCONY
$3,218
SUITE
$4,106
From (per person) 2,067
View Trip
12 Day Colombia & Caribbean Islands with Virgin Voyages
Cruise
 (5)

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
Swing Into Savings
INSIDE
$1,636
OCEANVIEW
$2,406
BALCONY
$2,406
SUITE
$7,526
From (per person) 1,636
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
$1,126
OCEANVIEW
$1,153
BALCONY
$2,010
SUITE
$2,329
Save (per person) 577
From (per person) 1,126
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 08 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Deal
INSIDE
$1,968
OCEANVIEW
$2,219
BALCONY
$3,166
SUITE
$4,086
From (per person) 1,968
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 22 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Guadeloupe, Dominica, Grenada
Exclusive Deal
INSIDE
$2,077
OCEANVIEW
$2,345
BALCONY
$3,195
SUITE
$3,967
From (per person) 2,077
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
$2,367
OCEANVIEW
-
BALCONY
-
SUITE
$6,354
Save (per person) 1,111
From (per person) 2,367
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
$1,468
OCEANVIEW
$1,477
BALCONY
$2,026
SUITE
$3,357
Save (per person) 747
From (per person) 1,468
View Trip
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