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Cruises From San Juan

Choose from 177 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 426 departures available from twelve leading cruise lines.
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177 Cruises (426 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: Feb 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
Limited Time Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,133
SUITE
$10,093
Save (per person) 1,036
From (per person) 6,133
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
$1,297
OCEANVIEW
$1,469
BALCONY
$1,728
SUITE
$3,014
Save (per person) 784
From (per person) 1,297
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
$956
OCEANVIEW
$1,084
BALCONY
$2,160
SUITE
$2,200
Save (per person) 856
From (per person) 956
View Trip
14 Day Transatlantic Repositioning Cruise with Norwegian Cruise Line
Cruise
 (1)

14 Days (13 Nights) San Juan to Lisbon
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 13 April 2025
Countries Visited: Puerto Rico, Dominican Republic, Sint Maarten, Cape Verde (+2 more), Spain, Portugal
Exclusive Solo Offer
INSIDE
$2,118
OCEANVIEW
$2,272
BALCONY
$2,761
SUITE
$4,367
From (per person) 2,118
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
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, Aruba, Bonaire (+1 more), Curacao
Exclusive Deal
INSIDE
$890
OCEANVIEW
$989
BALCONY
$1,812
SUITE
$2,382
Save (per person) 1,000
From (per person) 890
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
8 Day Southern Caribbean - San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
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
INSIDE
$2,200
OCEANVIEW
$2,383
BALCONY
$2,919
SUITE
$3,760
From (per person) 2,200
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
$1,531
BALCONY
$4,587
SUITE
$6,445
Save (per person) 802
From (per person) 1,428
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
$1,135
OCEANVIEW
$1,214
BALCONY
$1,705
SUITE
$2,746
Save (per person) 723
From (per person) 1,135
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: 01 March 2026
Countries Visited: Puerto Rico, Sint Maarten, Guadeloupe, Dominica (+5 more), Grenada, Barbados, Virgin Islands, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$1,923
OCEANVIEW
$2,162
BALCONY
$3,239
SUITE
$4,072
From (per person) 1,923
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 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
$2,076
OCEANVIEW
$2,561
BALCONY
$2,779
SUITE
$4,314
From (per person) 2,076
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 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Dominica, Saint Lucia (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Martinique
Exclusive Deal
INSIDE
$1,908
OCEANVIEW
$2,147
BALCONY
$3,224
SUITE
$4,057
From (per person) 1,908
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: Jan 2027 to Mar 2027
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+1 more), Saint Kitts and Nevis
Exclusive Deal
INSIDE
$1,142
OCEANVIEW
$1,292
BALCONY
$1,720
SUITE
$2,815
Save (per person) 805
From (per person) 1,142
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: 14 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+4 more), Dominica, Barbados, Guadeloupe, Grenada
Exclusive Deal
INSIDE
$2,161
OCEANVIEW
$2,409
BALCONY
$3,101
SUITE
$3,864
From (per person) 2,161
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
Departure: 01 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
$1,110
OCEANVIEW
$1,253
BALCONY
$1,724
SUITE
$1,941
From (per person) 1,110
View Trip
19 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten, USA
INSIDE
$5,086
OCEANVIEW
$5,680
BALCONY
$6,412
SUITE
$10,323
From (per person) 5,086
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 DealExclusive Solo Offer
INSIDE
$1,417
OCEANVIEW
$1,720
BALCONY
$2,157
SUITE
$3,567
Save (per person) 842
From (per person) 1,417
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
Circle Club Voyage
INSIDE
$3,342
OCEANVIEW
$3,936
BALCONY
$4,371
SUITE
$6,876
From (per person) 3,342
View Trip
11 Day San Juan, St. Vincent, Barbados & More with Virgin Voyages
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 11 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Barbados, Saint Lucia, Saint Vincent
INSIDE
$1,533
OCEANVIEW
$1,998
BALCONY
$2,463
SUITE
$11,054
From (per person) 1,533
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
$2,251
OCEANVIEW
$3,011
BALCONY
-
SUITE
$8,263
Save (per person) 1,166
From (per person) 2,251
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
Departure: 15 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,038
OCEANVIEW
$1,161
BALCONY
$1,613
SUITE
$2,068
From (per person) 1,038
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
$1,394
OCEANVIEW
$1,403
BALCONY
$1,943
SUITE
$3,264
Save (per person) 821
From (per person) 1,394
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
Ships: Crown Princess, Grand Princess
Departures: Oct 2025 to Mar 2027
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
$1,739
OCEANVIEW
$1,977
BALCONY
$2,858
SUITE
$3,670
From (per person) 1,739
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, Sint Maarten, Antigua and Barbuda (+2 more), Martinique, Barbados
Exclusive Deal
INSIDE
$1,010
OCEANVIEW
$1,120
BALCONY
$1,490
SUITE
$1,926
From (per person) 1,010
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
INSIDE
$2,485
OCEANVIEW
$3,677
BALCONY
$3,742
SUITE
-
From (per person) 2,485
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Jan 2027 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Deal
INSIDE
$1,729
OCEANVIEW
$1,967
BALCONY
$2,838
SUITE
$3,987
From (per person) 1,729
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
$1,402
OCEANVIEW
$1,489
BALCONY
$2,199
SUITE
$2,975
Save (per person) 1,101
From (per person) 1,402
View Trip
8 Day Saint (Isles) & Seas of the Caribbean with Virgin Voyages
Cruise
 (5)

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
$1,292
OCEANVIEW
$1,617
BALCONY
$1,942
SUITE
$4,467
From (per person) 1,292
View Trip
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