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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 183 departures available, operated by twelve of the world's leading cruise lines departing in February.
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43 Cruises (183 Departures)
43 Cruises (183 Departures)
Departures
Duration
6 Days
15 Days
Countries Visited
Start & End Cities
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Price
$700pp
$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
$1,885
Oceanview
$2,084
Balcony
$2,284
Suite
-
From (Per Person)
A$1,885
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 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
$893
Oceanview
$1,069
Balcony
$1,124
Suite
$1,714
From (Per Person)
A$893
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
$1,495
Oceanview
$1,645
Balcony
$2,701
Suite
$2,850
From (Per Person)
A$1,495
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
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: Sep 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$814
Oceanview
$1,041
Balcony
$1,338
Suite
$2,309
From (Per Person)
A$814
Save 16
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
$972
Oceanview
$1,289
Balcony
$1,982
Suite
$2,378
From (Per Person)
A$972
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
$1,091
Oceanview
$1,586
Balcony
$1,734
Suite
$2,833
From (Per Person)
A$1,091
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (3)

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
$1,111
Oceanview
$1,423
Balcony
$1,520
Suite
$2,161
From (Per Person)
A$1,111
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
$1,435
Oceanview
$1,644
Balcony
$2,195
Suite
$2,508
From (Per Person)
A$1,435
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
$1,029
Oceanview
$1,188
Balcony
$1,397
Suite
$3,433
From (Per Person)
A$1,029
Save 772
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 & 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
$1,585
Oceanview
$1,686
Balcony
$1,786
Suite
$4,578
From (Per Person)
A$1,585
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
$1,355
Oceanview
$1,926
Balcony
$2,154
Suite
$5,407
From (Per Person)
A$1,355
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
$2,286
Balcony
$2,628
Suite
$3,312
From (Per Person)
A$2,182
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
$1,287
Oceanview
$1,387
Balcony
$1,487
Suite
$4,977
From (Per Person)
A$1,287
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
$2,122
Oceanview
$2,227
Balcony
$2,568
Suite
$2,911
From (Per Person)
A$2,122
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
$1,308
Oceanview
$1,436
Balcony
$2,242
Suite
$4,105
From (Per Person)
A$1,308
Save 553
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
$1,319
Oceanview
-
Balcony
$1,444
Suite
$2,002
From (Per Person)
A$1,319
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
$1,586
Oceanview
-
Balcony
$1,693
Suite
$2,279
From (Per Person)
A$1,586
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
$1,205
Oceanview
$1,282
Balcony
$1,937
Suite
$3,888
From (Per Person)
A$1,205
Save 778
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
$1,388
Oceanview
$1,500
Balcony
$2,418
Suite
$4,448
From (Per Person)
A$1,388
Save 582
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
 (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
$1,408
Oceanview
-
Balcony
$1,617
Suite
$1,962
From (Per Person)
A$1,408
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: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,088
Oceanview
$1,686
Balcony
$1,886
Suite
$5,280
From (Per Person)
A$1,088
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
$1,517
Oceanview
-
Balcony
$1,686
Suite
$2,427
From (Per Person)
A$1,517
Per Person
View Trip
8 Day Eastern Caribbean With Puerto Rico & Celebration Key with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Princess
Ship: Star Princess
Departures: Oct 2027 to Feb 2028
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,061
Oceanview
$1,141
Balcony
$1,190
Suite
$1,715
From (Per Person)
A$1,061
Per Person
View Trip
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