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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)
15 Day An Extended Journey from Ocean Calm to Vibrant Culture with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visit: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis (+6 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Dominica, Saint Vincent, Barbados
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,080
Suite
$8,920
From
US$8,080
Per Person
View Trip
11 Day A Journey Into Historic Charm & Tropical Bliss with Explora Journeys
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 February 2026
Visit: Puerto Rico, Aruba, Curacao, Bonaire (+4 more), Barbados, Guadeloupe, Saint Martin, Virgin Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,495
Suite
$6,195
From
US$5,495
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 09 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,719
Oceanview
$1,969
Balcony
$2,719
Suite
$3,216
From
US$1,719
Per Person
View Trip
8 Day Caribbean Cruise 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 Viva
Departure: 28 November 2027
Visit: Puerto Rico, Aruba, Curacao, Saint Martin, Saint Kitts and Nevis
Inside
$1,119
Oceanview
$1,319
Balcony
$1,569
Suite
$2,399
From
US$1,119
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: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$761
Oceanview
$953
Balcony
$1,228
Suite
$2,995
From
US$1,107
Save 25
Per Person
View Trip
9 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 29 January 2027
Visit: Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Saint Martin
With Love From the World
Inside
$1,112
Oceanview
$1,352
Balcony
$1,592
Suite
$4,552
From
US$1,112
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,920
Balcony
$4,620
Suite
$11,460
From
US$3,920
Save 1,680
Per Person
View Trip
18 Day Transatlantic Repositioning Cruise From San Juan To Rome with Norwegian Cruise Line
Cruise

18 Days (17 Nights) San Juan to Rome
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 04 April 2027
Visit: Puerto Rico, Portugal, Spain, France, Italy
Exclusive Savings
Inside
$2,408
Oceanview
$2,796
Balcony
$3,378
Suite
$4,900
From
US$2,408
Save 61
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: 14 November 2026
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$668
Oceanview
$698
Balcony
$1,391
Suite
$1,626
From
US$668
Save 395
Per Person
View Trip
8 Day Quintessential Caribbean with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,854
Balcony
-
Suite
$5,455
From
US$3,854
Save 7,835
Per Person
View Trip
8 Day A Journey Across the Caribbean’s Colourful Heart with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
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 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: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Inside
$1,259
Oceanview
$1,459
Balcony
$1,709
Suite
$2,536
From
US$1,259
Per Person
View Trip
10 Day Southern Caribbean Cruise: St.barts, Antigua & Tortola with Azamara Cruises
Cruise
 (3)

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
Exclusive Savings
Inside
$2,488
Oceanview
$3,079
Balcony
$3,681
Suite
$5,650
From
US$2,488
Save 61
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: 17 January 2027
Visit: Puerto Rico, Bonaire, Curacao, Virgin Islands
Inside
$1,239
Oceanview
$1,299
Balcony
$1,509
Suite
$2,186
From
US$1,239
Per Person
View Trip
8 Day A Journey Of Blissful Escapes & Island Splendour with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands, Dominican Republic, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,125
Suite
$4,760
From
US$4,125
Per Person
View Trip
15 Day An Extended Journey Through Golden Shores & Island Grace with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$6,545
Suite
$7,525
From
US$6,545
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Bonus Onboard Credit
Exclusive Savings
Inside
$794
Oceanview
$854
Balcony
$1,374
Suite
$1,534
From
US$794
Save 445
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
Departures: Feb 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$779
Oceanview
$840
Balcony
$1,499
Suite
$1,654
From
US$779
Save 495
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$2,269
Oceanview
$2,619
Balcony
$3,608
Suite
$4,196
From
US$2,269
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: 28 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
With Love From the World
Inside
$763
Oceanview
$903
Balcony
$1,113
Suite
$3,983
From
US$763
Per Person
View Trip
8 Day San Juan To Colon Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 27 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$674
Oceanview
$753
Balcony
$1,223
Suite
$1,348
From
US$674
Save 396
Per Person
View Trip
15 Day Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia with Azamara Cruises
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 21 November 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
$3,717
Oceanview
$4,697
Balcony
$5,715
Suite
$8,693
From
US$3,717
Save 82
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 12 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,819
Oceanview
$2,089
Balcony
$3,019
Suite
$3,921
From
US$1,819
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,435
Suite
$9,535
From
US$8,435
Per Person
View Trip
8 Day Lesser Antilles: Valentine's Day with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visit: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
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
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,469
Oceanview
$1,679
Balcony
$2,469
Suite
$3,265
From
US$1,469
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 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 (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,809
Oceanview
$2,079
Balcony
$2,769
Suite
$3,207
From
US$1,809
Per Person
View Trip
21 Day Mediterranean & Atlantic Crossing with Viking Cruises
Cruise
 (5)

21 Days (20 Nights) San Juan to Rome
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 06 March 2027
Visit: Puerto Rico, Saint Martin, Portugal, Spain, France, Monaco, Italy
Viking $1,299 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,398
Suite
$11,798
From
US$7,398
Per Person
View Trip
8 Day Southern Caribbean From San Juan To New York with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to New York
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 22 April 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, USA
Inside
$1,289
Oceanview
$1,539
Balcony
$1,739
Suite
$2,564
From
US$1,289
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (6)

8 Days (7 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, Grenada, Barbados
Princess Standard
Inside
$774
Oceanview
$874
Balcony
$1,099
Suite
$1,499
From
US$774
Per Person
View Trip
Results: 31-60 of 227

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