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Cruises from San Juan

Choose from 227 unique cruises starting in San Juan, and traveling to Barcelona, Bridgetown, Colon, Fort Lauderdale, Lanzarote and more. December is the most popular month to join a cruise from San Juan and you can select from 395 departures available from twelve leading cruise lines.
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227 Cruises (395 Cruise Departures)
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: Mar 2026 to Feb 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$569
Oceanview
$599
Balcony
$799
Suite
$879
From
US$569
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,995
Suite
$10,395
From
US$8,995
Per Person
View Trip
15 Day Discover Island Rhythms & Coastal Dreams with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$12,492
Balcony
-
Suite
$16,033
From
US$12,492
Save 13,188
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
$799
Oceanview
$845
Balcony
$1,399
Suite
$1,949
From
US$799
Per Person
View Trip
15 Day Caribbean Cruise: San Juan, St. Lucia & St. Kitts with Azamara Cruises
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Dec 2027
Visit: 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
Azamara Always Included
Exclusive Savings
Inside
$3,503
Oceanview
$4,171
Balcony
$5,325
Suite
$8,138
From
US$3,503
Save 89
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Princess Standard
Inside
$925
Oceanview
$1,064
Balcony
$1,410
Suite
$1,750
From
US$925
Per Person
View Trip
5 Day San Juan To Ft. Lauderdale with Celebrity Cruises
Cruise

5 Days (4 Nights) San Juan to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 02 January 2028
Visit: Puerto Rico, Saint Martin, USA
Bonus Onboard Credit
Exclusive Savings
Inside
$351
Oceanview
$371
Balcony
$447
Suite
$1,212
From
US$501
Save 13
Per Person
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
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Grenada, Curacao, Aruba
Exclusive Savings
Inside
$925
Oceanview
-
Balcony
-
Suite
-
From
US$925
Save 509
Per Person
View Trip
10 Day Tortola, Charleston, Newport & More with Virgin Voyages
Cruise
 (1)

10 Days (9 Nights) San Juan to New York
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 28 March 2026
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA
With Love From the World
Inside
$801
Oceanview
$891
Balcony
$981
Suite
$2,781
From
US$801
Per Person
View Trip
8 Day A Journey Through Caribbean Gems & Multi-coloured Coasts with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,025
Suite
$4,445
From
US$4,025
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 Summit
Departure: 28 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Grenada
Bonus Onboard Credit
Exclusive Savings
Inside
$607
Oceanview
$657
Balcony
$1,007
Suite
$2,857
From
US$863
Save 25
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
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,209
Oceanview
$1,409
Balcony
$1,659
Suite
$2,487
From
US$1,209
Per Person
View Trip
8 Day Southern Caribbean Holiday 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 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,459
Oceanview
$1,466
Balcony
$2,699
Suite
$2,823
From
US$1,459
Save 731
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 March 2027
Visit: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
With Love From the World
Inside
$1,043
Oceanview
$1,253
Balcony
$1,463
Suite
$3,983
From
US$1,043
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: 30 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Bonus Onboard Credit
Exclusive Savings
Inside
$736
Oceanview
$797
Balcony
$1,447
Suite
$1,591
From
US$736
Save 414
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 07 March 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Martinique, Antigua and Barbuda, Virgin Islands
With Love From the World
Inside
-
Oceanview
-
Balcony
$1,463
Suite
$3,955
From
US$1,463
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 19 April 2026
Visit: Puerto Rico, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Bahamas, USA
Exclusive Savings
Inside
$766
Oceanview
$894
Balcony
$997
Suite
$2,600
From
US$766
Save 420
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,052
Oceanview
$1,122
Balcony
$1,902
Suite
$2,137
From
US$1,052
Save 546
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visit: Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia, Barbados
Princess Standard
Inside
$674
Oceanview
$874
Balcony
$1,099
Suite
$1,699
From
US$674
Per Person
View Trip
7 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
With Love From the World
Inside
$834
Oceanview
$1,014
Balcony
$1,194
Suite
$3,414
From
US$834
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: 31 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+4 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda
Princess Standard
Inside
$1,422
Oceanview
$1,722
Balcony
$2,322
Suite
$3,268
From
US$1,422
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: 15 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Inside
$1,259
Oceanview
$1,459
Balcony
$1,709
Suite
$2,536
From
US$1,259
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: 17 January 2027
Visit: Puerto Rico, Saint Martin, Martinique, Grenada (+4 more), Saint Lucia, Barbados, Virgin Islands, Antigua and Barbuda
Princess Standard
Inside
$1,416
Oceanview
$1,716
Balcony
$2,116
Suite
$3,016
From
US$1,416
Per Person
View Trip
15 Day San Juan to Lisbon with Silversea
Cruise

15 Days (14 Nights) San Juan to Lisbon
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 09 March 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Spain, Portugal
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,540
Balcony
$4,140
Suite
$9,840
From
US$3,540
Save 2,360
Per Person
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: Vision of the Seas
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$618
Oceanview
$649
Balcony
$1,121
Suite
$1,256
From
US$618
Save 461
Per Person
View Trip
16 Day An Extended Journey Through Spectacular Nature And Historic Wonders with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 03 March 2026
Visit: Puerto Rico, Grenada, Saint Vincent, Barbados (+8 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Anguilla, Antigua and Barbuda, Saint Martin, Virgin Islands, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$12,600
From
US$12,600
Per Person
View Trip
8 Day A Journey Through The Caribbean's Rich History & Palm-shaded Paradise with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,520
From
US$3,915
Per Person
View Trip
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,843
Balcony
-
Suite
$6,614
From
US$4,843
Save 7,404
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
Departure: 09 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Grenada
Bonus Onboard Credit
Exclusive Savings
Inside
$974
Oceanview
$1,021
Balcony
$1,291
Suite
$3,202
From
US$1,449
Save 25
Per Person
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: Feb 2026 to Apr 2026
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Dominica, Barbados
Exclusive Savings
Inside
$671
Oceanview
$698
Balcony
$1,019
Suite
-
From
US$860
Save 490
Per Person
View Trip
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