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Cruises From San Juan

Choose from 256 unique cruises starting in San Juan, and traveling to Barcelona, Bridgetown, Fort Lauderdale, Lanzarote, Lisbon and more. January is the most popular month to join a cruise from San Juan and you can select from 462 departures available from thirteen leading cruise lines.
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256 Cruises (462 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
Ships: Viking Sea, Viking Sky
Departures: Jan 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking $799 Air Deal
Viking $699 Air Deal
Inside
-
Oceanview
-
Balcony
$3,599
Suite
$5,999
From
US$3,599
Per Person
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
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados
Princess Standard
Inside
$1,120
Oceanview
$1,120
Balcony
$1,185
Suite
$1,570
From
US$1,120
Per Person
View Trip
8 Day Thanksgiving in the Lesser Antilles with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 22 November 2025
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Set, Sail and Save Offer
Inside
$759
Oceanview
$829
Balcony
$899
Suite
$2,723
From
US$759
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,844
Oceanview
$2,120
Balcony
$2,669
Suite
$3,244
From
US$1,844
Per Person
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: 01 March 2026
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Grenada, Barbados, Virgin Islands
Princess Standard
Inside
$1,310
Oceanview
$1,410
Balcony
-
Suite
-
From
US$1,310
Per Person
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
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados, Guadeloupe
Princess Standard
Inside
$1,210
Oceanview
$1,190
Balcony
-
Suite
-
From
US$1,190
Per Person
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: 25 January 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Guadeloupe, Barbados, Saint Kitts and Nevis, Dominica
Princess Standard
Inside
$1,470
Oceanview
$1,460
Balcony
-
Suite
-
From
US$1,460
Per Person
View Trip
8 Day A Journey of Tropical Spirits & the Colourful Beauty of the Antilles with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Inside
-
Oceanview
-
Balcony
$5,020
Suite
$5,770
From
US$5,020
Per Person
View Trip
18 Day A Grand Journey Through Balmy Shores & Enchanting Nature to Panama’s Wonders with Explora Journeys
Cruise

18 Days (17 Nights) San Juan to Panama City
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visit: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis (+6 more), USA, Jamaica, Curacao, Aruba, Colombia, Panama
Inside
-
Oceanview
-
Balcony
$9,635
Suite
$11,770
From
US$9,635
Per Person
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: 17 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Saint Kitts and Nevis
Exclusive Savings
Inside
$712
Oceanview
$813
Balcony
$1,275
Suite
-
From
US$712
Save 421
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 15 February 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Dominica, Saint Lucia, Grenada, Barbados
Princess Standard
Inside
$884
Oceanview
$744
Balcony
$1,249
Suite
$1,624
From
US$744
Per Person
View Trip
17 Day An Extended Journey of Island Energy & Ocean Tranquillity with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visit: Puerto Rico, Saint Martin, Guadeloupe, Grenada (+7 more), Saint Lucia, Dominican Republic, USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
$9,520
Suite
$11,620
From
US$9,520
Per Person
View Trip
16 Day A Grand Journey Through Caribbean Serenity And Tropical Treasures with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+6 more), Anguilla, USA, Dominican Republic, Dominica, Barbados, Guadeloupe
Inside
-
Oceanview
-
Balcony
$7,900
Suite
$9,135
From
US$7,900
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 31 January 2027
Visit: Puerto Rico, Curacao, Aruba, Virgin Islands
Inside
-
Oceanview
-
Balcony
-
Suite
$3,159
From
US$3,159
Per Person
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: 29 March 2026
Visit: Puerto Rico, Saint Martin, Dominica, Grenada, Barbados, Virgin Islands
Princess Standard
Inside
$620
Oceanview
$720
Balcony
$1,220
Suite
$1,070
From
US$620
Per Person
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
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+5 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Princess Standard
Inside
$915
Oceanview
$995
Balcony
$1,610
Suite
$2,125
From
US$915
Per Person
View Trip
16 Day An Extended Journey Through Wild Beauty and Tropical Festivities with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis (+6 more), Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Inside
-
Oceanview
-
Balcony
$8,960
Suite
$10,985
From
US$8,960
Per Person
View Trip
24 Day A Grand Journey Of Lively Latin Flair, Modern Marvels & Coastal Charm with Explora Journeys
Cruise

24 Days (23 Nights) San Juan to Barcelona
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 02 March 2026
Visit: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands (+4 more), USA, Saint Martin, Spain, Gibraltar
Inside
-
Oceanview
-
Balcony
$10,610
Suite
$12,220
From
US$10,610
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Grand Princess
Departures: Nov 2025 to Feb 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$469
Oceanview
$424
Balcony
$749
Suite
$820
From
US$424
Per Person
View Trip
8 Day A Journey to Island Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jan 2028 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, Bahamas, USA
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,785
From
US$4,180
Per Person
View Trip
12 Day A Journey Through Coastal History & the Heart of the Amazon with Explora Journeys
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Inside
-
Oceanview
-
Balcony
$7,905
Suite
$9,080
From
US$7,905
Per Person
View Trip
8 Day Southern Caribbean with Antigua and St. Kitts with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 08 February 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Saint Lucia
Princess Standard
Inside
$490
Oceanview
$540
Balcony
$1,170
Suite
$1,320
From
US$490
Per Person
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: 28 December 2025
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Saint Kitts and Nevis, Saint Lucia, Grenada
Princess Standard
Inside
$2,564
Oceanview
$2,524
Balcony
$4,009
Suite
-
From
US$2,524
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Jan 2027 to Jan 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$809
Oceanview
$859
Balcony
$1,059
Suite
$2,524
From
US$809
Save 743
Per Person
View Trip
15 Day An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Anguilla, USA, Turks and Caicos Islands, Dominican Republic
Inside
-
Oceanview
-
Balcony
$8,170
Suite
$9,520
From
US$8,170
Per Person
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
Departure: 26 October 2025
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Barbados
Exclusive Savings
Inside
$544
Oceanview
$545
Balcony
$1,060
Suite
$916
From
US$544
Save 374
Per Person
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: 09 November 2025
Visit: Puerto Rico, Saint Martin, Dominica, Barbados (+4 more), Grenada, Saint Kitts and Nevis, Antigua and Barbuda, Virgin Islands
Princess Standard
Inside
$1,355
Oceanview
$1,222
Balcony
-
Suite
-
From
US$1,222
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados, Grenada
Princess Standard
Inside
$1,794
Oceanview
$2,062
Balcony
$2,619
Suite
$3,294
From
US$1,794
Per Person
View Trip
10 Day Southern Caribbean Cruise: St.barts, Antigua & Tortola with Azamara Cruises
Cruise
 (2)

10 Days (9 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Inside
$2,689
Oceanview
$3,319
Balcony
$3,969
Suite
$6,119
From
US$2,689
Per Person
View Trip
8 Day Colorful Curacao, Aruba & Antigua with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 27 March 2027
Visit: Puerto Rico, Curacao, Aruba, Antigua and Barbuda, Saint Martin
Set, Sail and Save Offer
Inside
-
Oceanview
-
Balcony
$1,575
Suite
-
From
US$1,575
Per Person
View Trip
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