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Puerto Rico Cruises Starting In February 2026, 2027 and 2028

If you're looking at joining a cruise to Puerto Rico in February 2026, 2027 or 2028, we have 45 unique cruise itineraries and 239 departures available, operated by nine of the world's leading cruise lines departing in February.
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45 Cruises (239 Cruise Departures)
6 Day Beaches of the Virgin Islands with Emerald Cruises
New ReleaseCruise

6 Days (5 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,755
Balcony
-
Suite
$5,016
From
US$3,755
Save 6,435
Per Person
View Trip
12 Day Mid Atlantic Crossing with Viking Cruises
New ReleaseCruise
 (5)

12 Days (11 Nights) San Juan to Lisbon
Cruise Line: Viking Cruises
Ship: Viking Sky
Departure: 27 February 2028
Visit: Puerto Rico, Spain, Portugal
Viking $999 Air Deal
Inside
-
Oceanview
-
Balcony
$2,999
Suite
$5,499
From
US$2,999
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess, Sun Princess
Departures: Nov 2025 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Multiple Deals Available
Inside
$279
Oceanview
$349
Balcony
$599
Suite
$799
From
US$279
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas, Wonder of the Seas
Departures: Nov 2025 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$407
Oceanview
$899
Balcony
$929
Suite
$1,578
From
US$407
Save 665
Per Person
View Trip
8 Day San Juan Sunrises & Dominican Dreams with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2026 to Feb 2026
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Black Friday Deal
Inside
$763
Oceanview
$903
Balcony
$1,175
Suite
$2,835
From
US$763
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Black Friday Sale
Sanctuary Collection
Inside
$874
Oceanview
$974
Balcony
$1,164
Suite
$1,361
From
US$874
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (5)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Island Princess, Sky Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$725
Oceanview
$775
Balcony
$974
Suite
$1,200
From
US$725
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Black Friday Sale
Sanctuary Collection
Inside
$804
Oceanview
$974
Balcony
$1,294
Suite
$1,469
From
US$804
Per Person
View Trip
8 Day Tortola, San Juan & Puerto Plata with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Nov 2025 to Apr 2026
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$749
Oceanview
$942
Balcony
$1,103
Suite
$2,484
From
US$749
Save 3,817
Per Person
View Trip
8 Day St. Kitts, San Juan & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2025 to Apr 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$953
Oceanview
$1,009
Balcony
$1,095
Suite
$2,791
From
US$953
Save 1,110
Per Person
View Trip
8 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Symphony of the Seas
Departures: Jan 2026 to Apr 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$868
Oceanview
$968
Balcony
$968
Suite
$2,492
From
US$868
Save 671
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departures: Nov 2025 to Oct 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$394
Oceanview
$504
Balcony
$714
Suite
$1,424
From
US$394
Per Person
View Trip
8 Day PR, DR & Bimini: Valentine’s Voyage with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 14 February 2027
Visit: USA, Puerto Rico, Dominican Republic, Bahamas
Black Friday Deal
Inside
$1,112
Oceanview
$1,183
Balcony
$1,463
Suite
$3,423
From
US$1,112
Per Person
View Trip
9 Day Eastern Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Nov 2025 to Apr 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$730
Oceanview
$880
Balcony
$1,493
Suite
$1,870
From
US$730
Save 1,437
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Oasis of the Seas
Departures: Jan 2026 to Mar 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$635
Oceanview
$1,012
Balcony
$885
Suite
$2,637
From
US$635
Save 577
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 21 February 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Black Friday Sale
Inside
$768
Oceanview
$1,056
Balcony
$1,148
Suite
$1,533
From
US$768
Per Person
View Trip
9 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (7)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Majestic Princess
Departures: Nov 2025 to Feb 2026
Visit: USA, Dominican Republic, Puerto Rico, Sint Maarten, Virgin Islands
Princess Standard
Inside
$729
Oceanview
-
Balcony
$1,014
Suite
$1,334
From
US$729
Per Person
View Trip
8 Day Aruban Sights & Antiguan Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2026 to Feb 2027
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Sint Maarten
Black Friday Deal
Inside
$1,038
Oceanview
$1,043
Balcony
$1,323
Suite
$3,010
From
US$1,038
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: Nov 2025 to Apr 2026
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Dominica, Barbados
Exclusive Savings
Inside
$599
Oceanview
$649
Balcony
$779
Suite
$1,739
From
US$599
Save 559
Per Person
View Trip
8 Day A Journey of Paradise Coves and Puerto Rican Spirits with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,690
Suite
$4,455
From
US$3,690
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: Nov 2025 to Feb 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,144
Oceanview
$1,082
Balcony
$1,769
Suite
$4,692
From
US$1,082
Save 875
Per Person
View Trip
8 Day A Journey of Intimate Island Bliss & Caribbean Breeze with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,125
Suite
$5,025
From
US$4,125
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 February 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas
Black Friday Sale
Inside
$779
Oceanview
$982
Balcony
$1,129
Suite
$1,444
From
US$779
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$775
Oceanview
$1,174
Balcony
$1,074
Suite
$1,550
From
US$775
Per Person
View Trip
8 Day Eastern Caribbean with Holland America
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Koningsdam, Nieuw Statendam
Departures: Dec 2025 to Mar 2026
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Have It All Fare Option
Fare Saver
Inside
$599
Oceanview
$699
Balcony
$799
Suite
$1,099
From
US$599
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 20 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$875
Oceanview
-
Balcony
$1,194
Suite
$1,850
From
US$875
Per Person
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2025 to Feb 2026
Visit: USA, Virgin Islands, Sint Maarten, Puerto Rico, Turks and Caicos Islands
Princess Standard
Inside
$814
Oceanview
-
Balcony
$1,599
Suite
$1,929
From
US$814
Per Person
View Trip
8 Day Sunsets 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
Departures: Mar 2026 to Apr 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Martinique, Curacao, Aruba
Black Friday Deal
Inside
$903
Oceanview
$1,043
Balcony
$1,253
Suite
$3,500
From
US$903
Per Person
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 22 February 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Black Friday Sale
Inside
$1,089
Oceanview
-
Balcony
$1,499
Suite
$1,829
From
US$1,089
Per Person
View Trip
8 Day Valiant Valentine's Voyage with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 February 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands, Saint Martin
Black Friday Deal
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,395
From
US$833
Per Person
View Trip
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