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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 43 unique cruise itineraries and 188 departures available, operated by twelve of the world's leading cruise lines departing in February.
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43 Cruises (188 Departures)
43 Cruises (188 Departures)
Departures
Duration
6 Days
15 Days
Countries Visited
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Price
$700pp
$30,840pp
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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
Suite
$7,214
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
$1,921
Oceanview
$2,124
Balcony
$2,226
Suite
-
From (Per Person)
A$1,921
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 156
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (7)

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
$1,046
Oceanview
$1,402
Balcony
$1,680
Suite
$2,373
From (Per Person)
A$1,046
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
$1,704
Oceanview
$1,882
Balcony
$2,745
Suite
$2,895
From (Per Person)
A$1,704
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
$4,101
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
$1,689
Oceanview
$1,793
Balcony
$2,463
Suite
$2,537
From (Per Person)
A$1,689
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (7)

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
$1,115
Oceanview
$1,333
Balcony
$1,966
Suite
$2,600
From (Per Person)
A$1,115
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 2028
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,008
Oceanview
$1,110
Balcony
$1,163
Suite
$1,829
From (Per Person)
A$1,008
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departures: Sep 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$942
Oceanview
$1,279
Balcony
$1,616
Suite
$2,309
From (Per Person)
A$942
Save 16
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
$1,078
Oceanview
$1,238
Balcony
$1,440
Suite
$3,580
From (Per Person)
A$1,078
Save 723
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 178
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
$2,211
Oceanview
$2,523
Balcony
$2,836
Suite
$4,176
From (Per Person)
A$2,211
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: Dec 2027 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,135
Oceanview
$1,263
Balcony
$1,994
Suite
$2,409
From (Per Person)
A$1,135
Save 726
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
$1,311
Balcony
$1,819
Suite
$5,589
From (Per Person)
A$1,107
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: 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
$1,067
Oceanview
$1,108
Balcony
$1,771
Suite
$2,322
From (Per Person)
A$1,067
Save 888
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
$1,214
Oceanview
$1,327
Balcony
$2,171
Suite
$2,645
From (Per Person)
A$1,214
Save 755
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: 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
$1,131
Oceanview
-
Balcony
$1,360
Suite
$1,804
From (Per Person)
A$1,131
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
$2,182
Oceanview
$2,330
Balcony
$2,628
Suite
$3,804
From (Per Person)
A$2,182
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
$10,653
From (Per Person)
A$10,653
Save 217
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (3)

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
$1,493
Oceanview
$1,554
Balcony
$1,567
Suite
$2,087
From (Per Person)
A$1,493
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
$1,730
Balcony
$2,079
Suite
$5,691
From (Per Person)
A$1,382
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
$2,136
Oceanview
$2,464
Balcony
$2,806
Suite
$4,101
From (Per Person)
A$2,136
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
$1,718
Suite
$4,969
From (Per Person)
A$1,513
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (3)

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
$1,515
Oceanview
$1,764
Balcony
$1,778
Suite
$2,169
From (Per Person)
A$1,515
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
$1,310
Oceanview
$1,413
Balcony
$1,515
Suite
$5,376
From (Per Person)
A$1,310
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (1)

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
Exclusive Savings
Inside
$1,475
Oceanview
-
Balcony
$1,600
Suite
$2,158
From (Per Person)
A$1,475
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
$2,271
Oceanview
$2,345
Balcony
$2,643
Suite
$3,060
From (Per Person)
A$2,271
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
Operator: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,050
Oceanview
$1,221
Balcony
$1,244
Suite
$1,644
From (Per Person)
A$1,050
Per Person
View Trip
11 Day Caribbean Splendor with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Sonata
Departure: 02 February 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Your World Inclusions
Exclusive Savings
Balcony
$7,488
Suite
$10,563
From (Per Person)
A$7,488
Save 2,192
Per Person
View Trip
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