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Puerto Rico Cruises Starting In February 2027 and 2028

If you're looking at joining a cruise to Puerto Rico in February 2027 or 2028, we have 39 unique cruise itineraries and 174 departures available, operated by ten of the world's leading cruise lines departing in February.
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39 Cruises (174 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
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,744
Balcony
-
Suite
$7,214
From
A$5,744
Save 2,101
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 Savings Event
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,042
Suite
$8,374
From
A$5,042
Save 1,353
Per Person
View Trip
8 Day Sisters at Sea: Valiant Lady 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, Dominican Republic, Turks and Caicos Islands
Limited Time Offer
Inside
$1,842
Oceanview
$2,168
Balcony
$2,600
Suite
$6,418
From
A$1,842
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
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$1,106
Oceanview
$1,291
Balcony
$1,657
Suite
$2,242
From
A$1,106
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Dec 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,808
Oceanview
$1,882
Balcony
$2,686
Suite
$2,910
From
A$1,808
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (6)

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
Exclusive Savings
Inside
$895
Oceanview
$959
Balcony
$1,099
Suite
$1,944
From
A$895
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
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$994
Oceanview
$1,192
Balcony
$1,845
Suite
$2,241
From
A$994
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Nov 2026 to Feb 2028
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$1,897
Oceanview
$2,180
Balcony
$2,969
Suite
$3,267
From
A$1,897
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: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Easter Flash Sale
Exclusive Savings
Inside
$1,114
Oceanview
$1,371
Balcony
$1,658
Suite
$2,302
From
A$1,114
Save 22
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visit: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Limited Time Offer
Inside
$1,516
Oceanview
$1,843
Balcony
$2,169
Suite
$5,764
From
A$1,516
Per Person
View Trip
8 Day Southern 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 Prima
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,181
Oceanview
$2,479
Balcony
$2,851
Suite
$4,191
From
A$2,181
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
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,119
Oceanview
$1,224
Balcony
$1,876
Suite
$2,446
From
A$1,119
Save 928
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: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,179
Oceanview
$1,261
Balcony
$1,992
Suite
$2,533
From
A$1,179
Save 728
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2027 to Mar 2028
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Limited Time Offer
Inside
$1,482
Oceanview
$1,856
Balcony
$2,229
Suite
$6,102
From
A$1,482
Per Person
View Trip
8 Day Southern 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 Prima
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,107
Oceanview
$2,405
Balcony
$2,777
Suite
$4,116
From
A$2,107
Per Person
View Trip
8 Day Southern 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 Prima
Departure: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,420
Oceanview
$2,540
Balcony
$2,673
Suite
$3,358
From
A$2,420
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
Exclusive Savings
Inside
$1,244
Oceanview
$1,325
Balcony
$2,221
Suite
$2,769
From
A$1,244
Save 816
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$1,187
Oceanview
$1,405
Balcony
$1,950
Suite
$5,992
From
A$1,187
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Sun Princess
Departures: Apr 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$1,123
Oceanview
$1,391
Balcony
$1,688
Suite
$2,381
From
A$1,123
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key 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
Exclusive Savings
Inside
$1,291
Oceanview
-
Balcony
$1,775
Suite
$2,727
From
A$1,291
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
Princess Standard
Exclusive Savings
Inside
$1,093
Oceanview
-
Balcony
$1,572
Suite
$1,757
From
A$1,093
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key 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
Princess Standard
Exclusive Savings
Inside
$1,064
Oceanview
-
Balcony
$1,630
Suite
$1,856
From
A$1,064
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
Exclusive Savings
Inside
$925
Oceanview
$1,177
Balcony
$1,202
Suite
$1,836
From
A$925
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$1,024
Oceanview
-
Balcony
$1,400
Suite
$1,886
From
A$1,024
Per Person
View Trip
8 Day Southern 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 Prima
Departure: 14 February 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,241
Oceanview
$2,405
Balcony
$2,762
Suite
$3,894
From
A$2,241
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,039
From
A$12,039
Save 246
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$1,625
Oceanview
$1,951
Balcony
$2,278
Suite
$6,200
From
A$1,625
Per Person
View Trip
10 Day Paradise Beaches from the U.S. Virgin Islands to The Bahamas with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 10 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$10,122
Balcony
-
Suite
$12,425
From
A$10,122
Save 4,173
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
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Bonaire, Aruba, Curacao
Exclusive Savings
Inside
$1,316
Oceanview
$1,384
Balcony
$2,266
Suite
$2,875
From
A$1,316
Save 766
Per Person
View Trip
10 Day Southern Caribbean with Aruba with Princess
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Mar 2027 to Feb 2028
Visit: USA, Aruba, Curacao, Puerto Rico, Dominican Republic
Princess Standard
Exclusive Savings
Inside
$1,193
Oceanview
$1,289
Balcony
$1,688
Suite
$2,519
From
A$1,193
Per Person
View Trip
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