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Cruises from San Juan

Choose from 234 unique cruises starting in San Juan, and traveling to Barcelona, Bridgetown, Colon, Fort Lauderdale, Lanzarote and more. January is the most popular month to join a cruise from San Juan and you can select from 410 departures available from twelve leading cruise lines.
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234 Cruises (410 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: Feb 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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
Save 100
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: 08 March 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Princess Standard
Inside
$1,313
Oceanview
$1,722
Balcony
$2,374
Suite
$2,809
From
US$1,313
Per Person
View Trip
15 Day An Extended Journey of Tropical Harmony & Natural Wonders with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands (+4 more), Dominican Republic, USA, Guadeloupe, Saint Martin
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$6,900
Suite
$7,575
From
US$6,900
Per Person
View Trip
11 Day San Juan to Bridgetown with Silversea
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 06 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+7 more), Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,960
Balcony
$5,920
Suite
$8,900
From
US$4,960
Save 1,240
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: 14 November 2027
Visit: Puerto Rico, Saint Vincent, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$669
Oceanview
$719
Balcony
$1,069
Suite
$2,917
From
US$669
Save 318
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
$779
Oceanview
$1,009
Balcony
$1,059
Suite
$1,911
From
US$779
Save 425
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
$619
Oceanview
$689
Balcony
$1,481
Suite
$1,651
From
US$619
Save 373
Per Person
View Trip
8 Day Saint (Isles) & Seas of the Caribbean 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
Inside
$1,043
Oceanview
$1,253
Balcony
$1,463
Suite
$4,130
From
US$1,043
Per Person
View Trip
8 Day A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,415
From
US$3,915
Per Person
View Trip
10 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 29 October 2027
Visit: Puerto Rico, Antigua and Barbuda, Saint Lucia, Grenada, Barbados, Saint Vincent, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,005
Oceanview
$1,055
Balcony
$1,405
Suite
$3,640
From
US$1,005
Save 516
Per Person
View Trip
8 Day A Journey From San Juan To Miami with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 March 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Martin, Virgin Islands, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$4,185
From
US$4,185
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: Jan 2026 to Apr 2026
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Dominica, Barbados
Exclusive Savings
Inside
$577
Oceanview
$727
Balcony
$970
Suite
$1,276
From
US$642
Save 519
Per Person
View Trip
11 Day San Juan to Miami, Fl with Silversea
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 22 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Martinique, Antigua and Barbuda, Saint Kitts and Nevis, USA
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,240
Balcony
$4,800
Suite
$9,540
From
US$4,240
Save 1,060
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: 22 March 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados, Grenada
Princess Standard
Inside
$1,234
Oceanview
$1,304
Balcony
$2,006
Suite
$2,566
From
US$1,234
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: 15 January 2028
Visit: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$868
Oceanview
$938
Balcony
$1,605
Suite
$2,106
From
US$868
Save 310
Per Person
View Trip
9 Day A Journey From San Juan To San Juan with Explora Journeys
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 03 March 2026
Visit: Puerto Rico, Grenada, Saint Vincent, Barbados, Martinique, Saint Barthelemy, Saint Kitts and Nevis
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,635
Suite
$5,220
From
US$4,635
Per Person
View Trip
8 Day Saint Isles & The Greater Antilles with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$1,043
Oceanview
$1,253
Balcony
$1,463
Suite
$4,130
From
US$1,043
Per Person
View Trip
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
Departure: 28 February 2026
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Wave Offer
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,064
From
US$4,064
Save 7,326
Per Person
View Trip
8 Day Southern Caribbean Cruise 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: 14 February 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,239
Oceanview
$1,419
Balcony
$1,659
Suite
$2,332
From
US$1,239
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
$969
Oceanview
$1,019
Balcony
$1,269
Suite
$3,104
From
US$969
Save 497
Per Person
View Trip
8 Day A Journey Across Turquoise Seas and Timeless Streets with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visit: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,520
From
US$3,915
Per Person
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
Departure: 12 April 2026
Visit: Puerto Rico, Aruba, Curacao, Bonaire, Saint Lucia, Saint Kitts and Nevis
Inside
$1,629
Oceanview
-
Balcony
$2,025
Suite
$2,074
From
US$1,629
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
$2,359
Oceanview
$2,737
Balcony
$3,261
Suite
$4,833
From
US$2,359
Save 60
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: 22 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
10 Day A Journey From Painted Streets To Sculpted Shores with Explora Journeys
Cruise

10 Days (9 Nights) San Juan to Lanzarote
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 March 2026
Visit: Puerto Rico, Saint Martin, Spain
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,160
Suite
$4,685
From
US$4,160
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
$1,339
Oceanview
$1,389
Balcony
$1,589
Suite
$2,245
From
US$1,339
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
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$775
Oceanview
$884
Balcony
$1,250
Suite
$1,600
From
US$775
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: Feb 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,209
Oceanview
$1,379
Balcony
$1,609
Suite
$2,264
From
US$1,209
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
$849
Oceanview
$909
Balcony
$1,597
Suite
$2,066
From
US$849
Save 301
Per Person
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
Visit: Puerto Rico, Portugal, Spain
Inside
$1,139
Oceanview
-
Balcony
$1,399
Suite
$1,649
From
US$1,139
Per Person
View Trip
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