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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 46 unique cruise itineraries and 228 departures available, operated by twelve of the world's leading cruise lines departing in February.
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46 Cruises (228 Departures)
46 Cruises (228 Departures)
Departures
Duration
6 Days
15 Days
Countries Visited
Start & End Cities
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Price
$500pp
$28,620pp
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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
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visits: Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$5,744
Balcony
$7,214
Suite
$11,012
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
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visits: Puerto Rico, Dominican Republic, Turks and Caicos Islands
Inside
$1,919
Oceanview
$2,021
Balcony
$2,123
Suite
$6,602
From (Per Person)
A$1,919
Per Person
View Trip
12 Day Mid Atlantic Crossing with Viking Cruises
New ReleaseCruise

12 Days (11 Nights) San Juan to Lisbon
Operator: Viking
Ship: Viking Sky
Departures: Feb 2028 to Feb 2029
Visits: Puerto Rico, Spain, Portugal
Exclusive Savings
Balcony
$7,149
Suite
$10,383
From (Per Person)
A$7,149
Save 158
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (8)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: 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
$1,034
Oceanview
$1,390
Balcony
$1,667
Suite
$2,430
From (Per Person)
A$1,034
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departure: 13 February 2028
Visits: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,114
Oceanview
$1,654
Balcony
$1,688
Suite
$2,084
From (Per Person)
A$1,114
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (8)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,291
Oceanview
$1,647
Balcony
$1,736
Suite
$2,944
From (Per Person)
A$1,291
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ships: Island Princess, Sky Princess
Departures: Oct 2027 to Feb 2029
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$865
Oceanview
$1,071
Balcony
$1,112
Suite
$1,617
From (Per Person)
A$865
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
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 12 February 2028
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,434
Balcony
$2,777
Suite
$4,042
From (Per Person)
A$2,121
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
Operator: 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
$1,346
Oceanview
$1,569
Balcony
$2,091
Suite
$2,508
From (Per Person)
A$1,346
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ships: MSC Seaside, MSC World America
Departures: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$636
Oceanview
$774
Balcony
$1,022
Suite
$2,309
From (Per Person)
A$636
Save 16
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
Operator: 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
$1,377
Oceanview
$1,496
Balcony
$2,627
Suite
$2,583
From (Per Person)
A$1,377
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: 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
$587
Oceanview
$1,249
Balcony
$1,272
Suite
$3,222
From (Per Person)
A$587
Save 1,187
Per Person
View Trip
14 Day West Indies to Spain with Viking Cruises
Cruise

14 Days (13 Nights) San Juan to Barcelona
Operator: Viking
Ship: Viking Sea
Departures: Mar 2027 to Feb 2028
Visits: Puerto Rico, Saint Martin, Portugal, Spain
Exclusive Savings
Balcony
$8,325
Suite
$11,559
From (Per Person)
A$8,325
Save 170
Per Person
View Trip
8 Day Grand Turk & Dominican Republic with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 15 February 2028
Visits: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,044
Oceanview
$1,203
Balcony
$1,369
Suite
$3,775
From (Per Person)
A$1,766
Save 35
Per Person
View Trip
8 Day Eastern Caribbean with RelaxAway, Half Moon Cay with Princess
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Dec 2027 to Mar 2029
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$896
Oceanview
$1,018
Balcony
$1,054
Suite
$1,618
From (Per Person)
A$896
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: 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
$1,215
Oceanview
$1,329
Balcony
$2,172
Suite
$2,696
From (Per Person)
A$1,215
Save 755
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
Operator: 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
$1,675
Oceanview
$1,711
Balcony
$1,948
Suite
$2,509
From (Per Person)
A$1,675
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
Operator: 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
$2,077
Oceanview
$2,301
Balcony
$2,747
Suite
$3,938
From (Per Person)
A$2,077
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2027 to Mar 2028
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,382
Oceanview
$1,963
Balcony
$2,194
Suite
$5,514
From (Per Person)
A$1,382
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Inside
$1,108
Oceanview
$1,311
Balcony
$1,514
Suite
$5,069
From (Per Person)
A$1,108
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,107
Oceanview
$1,716
Balcony
$1,919
Suite
$5,383
From (Per Person)
A$1,107
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,513
Oceanview
$1,615
Balcony
$1,717
Suite
$4,662
From (Per Person)
A$1,513
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (4)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departure: 21 February 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,360
Oceanview
-
Balcony
$2,360
Suite
$3,053
From (Per Person)
A$2,360
Per Person
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (2)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Nov 2028 to Mar 2029
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$1,143
Oceanview
-
Balcony
$1,316
Suite
$2,455
From (Per Person)
A$1,143
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (2)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 20 February 2028
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,113
Oceanview
-
Balcony
$1,252
Suite
$1,945
From (Per Person)
A$1,113
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
Operator: 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
$2,047
Oceanview
$1,944
Balcony
$2,331
Suite
$2,718
From (Per Person)
A$1,944
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
Operator: 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
$2,151
Oceanview
$2,360
Balcony
$2,777
Suite
$4,042
From (Per Person)
A$2,151
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ships: Enchantment of the Seas, Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Sep 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,047
Oceanview
$1,109
Balcony
$1,675
Suite
$2,246
From (Per Person)
A$1,047
Save 895
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
Operator: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visits: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Exclusive Savings
Suite
$10,109
From (Per Person)
A$10,109
Save 206
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (4)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departure: 07 February 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,846
Oceanview
$1,953
Balcony
$1,985
Suite
$2,539
From (Per Person)
A$1,846
Per Person
View Trip
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