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Puerto Rico Cruises Starting In February 2027, 2028 and 2029

If you're looking at joining a cruise to Puerto Rico in February 2027, 2028 or 2029, we have 41 unique cruise itineraries and 196 departures available, operated by twelve of the world's leading cruise lines departing in February.
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41 Cruises (196 Departures)
41 Cruises (196 Departures)
Departures
Duration
6 Days
15 Days
Countries Visited
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Price
$800pp
$28,480pp
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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
Visits: Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$5,744
Suite
$8,194
From (Per Person)
A$5,744
Save 2,101
Per Person
View Trip
8 Day Sisters at Sea: Valiant Lady with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visits: Puerto Rico, Dominican Republic, Turks and Caicos Islands
Inside
-
Oceanview
$2,268
Balcony
$2,682
Suite
-
From (Per Person)
A$2,268
Per Person
View Trip
12 Day Mid Atlantic Crossing with Viking Cruises
New ReleaseCruise

12 Days (11 Nights) San Juan to Lisbon
Cruise Line: Viking
Ship: Viking Sky
Departure: 27 February 2028
Visits: Puerto Rico, Spain, Portugal
Exclusive Savings
Balcony
$5,042
Suite
$8,374
From (Per Person)
A$5,042
Save 1,353
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Mar 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$925
Oceanview
$1,143
Balcony
$1,786
Suite
$2,618
From (Per Person)
A$925
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,093
Oceanview
$1,310
Balcony
$1,786
Suite
$2,281
From (Per Person)
A$1,093
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
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$895
Oceanview
$995
Balcony
$1,133
Suite
$1,855
From (Per Person)
A$895
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
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,615
Oceanview
$1,837
Balcony
$2,537
Suite
$2,582
From (Per Person)
A$1,615
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
Visits: USA, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$1,734
Oceanview
$1,927
Balcony
$2,818
Suite
$2,969
From (Per Person)
A$1,734
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holid with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas
Departures: Nov 2026 to Apr 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,309
Oceanview
$1,363
Balcony
$1,609
Suite
$3,870
From (Per Person)
A$1,309
Save 537
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: Jul 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$982
Oceanview
$1,220
Balcony
$1,517
Suite
$2,309
From (Per Person)
A$982
Save 22
Per Person
View Trip
8 Day Grand Turk & Dominican Republic with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 15 February 2028
Visits: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,184
Oceanview
$1,344
Balcony
$1,651
Suite
$4,037
From (Per Person)
A$1,184
Save 617
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: 19 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,255
Oceanview
$2,553
Balcony
$2,925
Suite
$4,265
From (Per Person)
A$2,255
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 21 February 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,262
Oceanview
$1,589
Balcony
$1,603
Suite
$1,955
From (Per Person)
A$1,262
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,233
Oceanview
$1,646
Balcony
$1,936
Suite
$5,271
From (Per Person)
A$1,233
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 February 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,242
Oceanview
$1,502
Balcony
$1,515
Suite
$2,044
From (Per Person)
A$1,242
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
Visits: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Exclusive Savings
Suite
$11,412
From (Per Person)
A$11,412
Save 233
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,129
Oceanview
$1,337
Balcony
$1,853
Suite
$5,695
From (Per Person)
A$1,129
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Inside
$1,440
Oceanview
$1,751
Balcony
$2,062
Suite
$5,477
From (Per Person)
A$1,440
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
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$1,390
Oceanview
-
Balcony
$1,570
Suite
$2,222
From (Per Person)
A$1,390
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
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,419
Oceanview
$2,599
Balcony
$2,986
Suite
$3,968
From (Per Person)
A$2,419
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
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,275
Oceanview
$1,344
Balcony
$2,081
Suite
$3,868
From (Per Person)
A$1,275
Save 730
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
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$994
Oceanview
-
Balcony
$1,035
Suite
$1,638
From (Per Person)
A$994
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
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,419
Oceanview
$1,500
Balcony
$2,471
Suite
$4,448
From (Per Person)
A$1,419
Save 601
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
Visits: 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 (Per Person)
A$2,181
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
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,409
Oceanview
$1,763
Balcony
$2,119
Suite
$5,799
From (Per Person)
A$1,409
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
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,354
Oceanview
$1,436
Balcony
$2,242
Suite
$4,105
From (Per Person)
A$1,354
Save 553
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
Visits: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,345
Oceanview
$2,464
Balcony
$2,836
Suite
$3,016
From (Per Person)
A$2,345
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$896
Oceanview
$1,146
Balcony
$1,170
Suite
$1,658
From (Per Person)
A$896
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 11 February 2028
Visits: USA, Dominican Republic, Haiti, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,731
Oceanview
$1,880
Balcony
$2,357
Suite
$6,278
From (Per Person)
A$1,731
Save 639
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
Visits: USA, Aruba, Curacao, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$965
Oceanview
$1,030
Balcony
$2,133
Suite
$2,945
From (Per Person)
A$965
Per Person
View Trip
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