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Cruises From San Juan

Choose from 203 unique cruises starting in San Juan, and traveling 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 437 departures available from eleven leading cruise lines.
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203 Cruises (437 Cruise Departures)
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
Departures: Dec 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy (+2 more), Montserrat, Antigua and Barbuda
2 for 1 Fare + Fly Free Economy2 for 1 Fare + Fly Free Premium Economy
INSIDE
-
OCEANVIEW
$3,920
BALCONY
-
SUITE
$5,220
Save (per person) 5,370
From (per person) 4,120
View Trip
11 Day West Indies Explorer with Viking Cruises
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Operated By: Viking Cruises
Ship: Viking Sea
Departures: Dec 2025 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
INSIDE
-
OCEANVIEW
-
BALCONY
$3,399
SUITE
$5,999
From (per person) 3,399
View Trip
15 Day Transatlantic Repositioning Cruise From San Juan to Barcelona with Norwegian Cruise Line
Cruise
 (1)

15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 19 April 2026
Countries Visited: Puerto Rico, Portugal, Spain, Gibraltar
INSIDE
$1,159
OCEANVIEW
-
BALCONY
$2,029
SUITE
$2,179
From (per person) 1,159
View Trip
15 Day San Juan to Fort Lauderdale with Silversea
Cruise

15 Days (14 Nights) San Juan to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Ray
Departure: 24 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Saint Vincent, Saint Lucia, Barbados, Martinique, Guadeloupe, Saint Kitts and Nevis, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$7,700
Save (per person) 3,000
From (per person) 7,700
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: 27 December 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+1 more), Saint Martin
Exclusive DealExclusive Solo Offer
INSIDE
$1,034
OCEANVIEW
$1,184
BALCONY
$1,537
SUITE
$2,209
Save (per person) 510
From (per person) 1,034
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
$628
OCEANVIEW
$647
BALCONY
$1,190
SUITE
$1,465
Save (per person) 345
From (per person) 628
View Trip
8 Day Virgin Island Views & Saint Isle Blues with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 10 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Vincent (+1 more), Saint Kitts and Nevis
Up To USD $300 Bar Tab
INSIDE
$973
OCEANVIEW
$1,183
BALCONY
$1,393
SUITE
$3,605
From (per person) 973
View Trip
24 Day A Grand Journey From Caribbean Delights To Iberian Spectacle with Explora Journeys
Cruise

24 Days (23 Nights) San Juan to Barcelona
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 02 April 2026
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Barthelemy, Dominican Republic (+4 more), USA, Bermuda, Portugal, Spain
Explora Extended Journey SavingEarly Booking Saving
INSIDE
-
OCEANVIEW
-
BALCONY
$9,540
SUITE
$11,295
From (per person) 9,540
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
$884
OCEANVIEW
$935
BALCONY
$1,191
SUITE
$1,986
Save (per person) 458
From (per person) 884
View Trip
12 Day Southern Caribbean Islander with Princess
Cruise
 (5)

12 Days (11 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+5 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Deal
INSIDE
$928
OCEANVIEW
$985
BALCONY
$1,478
SUITE
$1,679
From (per person) 928
View Trip
19 Day Southern Caribbean Adventurer with Princess
Cruise
 (5)

19 Days (18 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 29 March 2026
Countries Visited: Puerto Rico, Saint Martin, Dominica, Grenada (+9 more), Barbados, Virgin Islands, Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Deal
INSIDE
$1,647
OCEANVIEW
$1,811
BALCONY
$2,537
SUITE
$3,038
From (per person) 1,647
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts Holiday with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 23 November 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+2 more), Grenada, Dominica
Exclusive Deal
INSIDE
$914
OCEANVIEW
$1,034
BALCONY
$1,244
SUITE
$1,604
From (per person) 914
View Trip
11 Day Quintessential Caribbean Highlights with Virgin Voyages
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 31 January 2026
Countries Visited: Puerto Rico, Sint Maarten, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Saint Lucia, Saint Vincent, Barbados
Up To USD $300 Bar Tab
INSIDE
$1,690
OCEANVIEW
$1,990
BALCONY
$2,290
SUITE
$4,950
From (per person) 1,690
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
Departures: Dec 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+2 more), Anguilla, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$3,640
SUITE
$3,800
From (per person) 3,640
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Grand Princess
Departures: Nov 2025 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+2 more), Dominica, Barbados
Exclusive Deal
INSIDE
$658
OCEANVIEW
$744
BALCONY
$978
SUITE
$1,178
From (per person) 658
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Grand Princess
Departures: Mar 2026 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Exclusive Deal
INSIDE
$1,377
OCEANVIEW
$1,558
BALCONY
$2,137
SUITE
$2,737
From (per person) 1,377
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
$612
OCEANVIEW
$658
BALCONY
$1,001
SUITE
$1,530
Save (per person) 587
From (per person) 612
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: 16 May 2025
Countries Visited: Puerto Rico, Aruba, Bonaire, Curacao (+2 more), Dominica, Saint Kitts and Nevis
Exclusive DealExclusive Solo Offer
INSIDE
$1,283
OCEANVIEW
-
BALCONY
$2,332
SUITE
$3,983
Save (per person) 627
From (per person) 1,283
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 23 November 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+4 more), Grenada, Dominica, Virgin Islands, Antigua and Barbuda
Exclusive Deal
INSIDE
$1,617
OCEANVIEW
$1,823
BALCONY
$2,237
SUITE
$2,797
From (per person) 1,617
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, Saint Martin, USA
INSIDE
$4,259
OCEANVIEW
$4,609
BALCONY
$5,089
SUITE
$7,329
From (per person) 4,259
View Trip
14 Day Caribbean Cruise: San Juan, Antigua & St. Lucia with Azamara Cruises
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Dec 2025 to Dec 2026
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, Saint Martin
INSIDE
$2,359
OCEANVIEW
$2,869
BALCONY
$3,479
SUITE
$4,529
From (per person) 2,359
View Trip
19 Day Caribbean Holiday Cruise: San Juan, St. Barts & Curacao with Azamara Cruises
Cruise
 (1)

19 Days (18 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 18 December 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+8 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Curacao, Aruba, Saint Lucia, Saint Kitts and Nevis
INSIDE
$3,289
OCEANVIEW
$4,029
BALCONY
$5,389
SUITE
$8,749
From (per person) 3,289
View Trip
8 Day Southern Caribbean From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: Dec 2025 to Apr 2026
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+2 more), Saint Lucia, Saint Kitts and Nevis
INSIDE
$1,015
OCEANVIEW
-
BALCONY
$1,385
SUITE
$1,575
From (per person) 1,015
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: 12 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+1 more), Bonaire
Exclusive DealExclusive Solo Offer
INSIDE
$972
OCEANVIEW
$1,029
BALCONY
$1,340
SUITE
$2,258
Save (per person) 490
From (per person) 972
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
$895
OCEANVIEW
$898
BALCONY
$1,131
SUITE
$2,079
Save (per person) 464
From (per person) 895
View Trip
15 Day Caribbean Cruise: San Juan, St. Lucia & St. Kitts with Azamara Cruises
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2025 to Nov 2026
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, Saint Martin
INSIDE
$2,549
OCEANVIEW
$3,129
BALCONY
$3,909
SUITE
$5,109
From (per person) 2,549
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 16 November 2025
Countries Visited: Puerto Rico, Saint Martin, Dominica, Barbados (+2 more), Antigua and Barbuda, Virgin Islands
Exclusive Deal
INSIDE
$649
OCEANVIEW
$746
BALCONY
$959
SUITE
$1,259
From (per person) 649
View Trip
8 Day Southern Caribbean with Barbados and Antigua Holiday with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 21 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Guadeloupe, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$968
OCEANVIEW
$1,108
BALCONY
$1,468
SUITE
$1,638
From (per person) 968
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
$1,041
OCEANVIEW
$1,176
BALCONY
$2,199
SUITE
$3,159
Save (per person) 506
From (per person) 1,041
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 21 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Guadeloupe, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$2,487
OCEANVIEW
$2,818
BALCONY
$3,237
SUITE
$3,600
From (per person) 2,487
View Trip
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