Caribbean Cruises Starting In February 2027 and 2028

Are you planning a cruise to the Caribbean in February 2027 or 2028? Choose from 415 unique cruises and 2,615 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveler reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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415 Cruises (2,615 Cruise Departures)
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Departures: Nov 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking $799 Air Deal
Inside
-
Oceanview
-
Balcony
$3,799
Suite
$5,999
From
US$3,799
Per Person
View Trip
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Departures: Jan 2027 to Feb 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Yours to Explore
Inside
-
Oceanview
-
Balcony
$7,829
Suite
$12,959
From
US$7,829
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: Panama, Colombia, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$949
Balcony
$1,329
Suite
$1,348
From
US$839
Save 542
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Feb 2027 to Apr 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$976
Balcony
$1,252
Suite
$1,992
From
US$839
Save 430
Per Person
View Trip
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Departures: Feb 2027 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$5,340
Balcony
-
Suite
$6,739
From
US$5,340
Save 1,101
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visit: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Inside
$1,619
Oceanview
$1,739
Balcony
$2,159
Suite
$2,809
From
US$1,619
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Feb 2028 to Mar 2028
Visit: USA, Bahamas, Haiti, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$921
Oceanview
$1,031
Balcony
$1,070
Suite
$2,150
From
US$921
Save 559
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$1,224
Oceanview
$1,624
Balcony
$1,749
Suite
$2,599
From
US$1,224
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 20 February 2028
Visit: USA, Dominican Republic, Bahamas, Saint Martin, Antigua and Barbuda, Virgin Islands
Inside
$2,238
Oceanview
$2,837
Balcony
$3,475
Suite
$5,678
From
US$2,238
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,798
Oceanview
$2,098
Balcony
$2,768
Suite
$3,278
From
US$1,798
Per Person
View Trip
Cruise
 (7)

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
Inside
$689
Oceanview
$879
Balcony
$1,104
Suite
$1,499
From
US$689
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
Limited Time Offer
Inside
$1,043
Oceanview
$1,253
Balcony
$1,463
Suite
$3,983
From
US$1,043
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Inside
$1,199
Oceanview
$1,399
Balcony
$1,999
Suite
$3,999
From
US$1,199
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$12,690
Balcony
-
Suite
$13,450
From
US$12,690
Save 2,320
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Feb 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+4 more), Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas
Fare Saver
Inside
$1,299
Oceanview
$1,499
Balcony
$2,099
Suite
$2,899
From
US$1,299
Per Person
View Trip
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$4,991
Balcony
-
Suite
$6,390
From
US$4,991
Save 857
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Nov 2026 to Apr 2028
Visit: Barbados, Grenada, Saint Vincent
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$5,322
Balcony
-
Suite
$6,721
From
US$5,322
Save 1,119
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Ray
Departure: 07 February 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+7 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Dominica, Martinique, Saint Vincent, Barbados
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,200
Suite
$12,100
From
US$8,200
Save 1,500
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Apr 2026 to Apr 2028
Visit: USA, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
$1,122
Oceanview
$1,244
Balcony
$1,273
Suite
$3,779
From
US$1,122
Save 885
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2027 to Mar 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Inside
-
Oceanview
$12,690
Balcony
-
Suite
$15,980
From
US$12,690
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departure: 14 February 2027
Visit: Colombia, Aruba, Bonaire, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$886
Oceanview
$1,079
Balcony
$1,498
Suite
$1,498
From
US$886
Save 507
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Inside
$1,259
Oceanview
$1,459
Balcony
$1,709
Suite
$2,609
From
US$1,259
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Jan 2028 to Feb 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$495
Oceanview
$614
Balcony
$742
Suite
$1,215
From
US$495
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departure: 05 February 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Princess Standard
Inside
$1,073
Oceanview
$1,147
Balcony
$1,424
Suite
$1,699
From
US$1,073
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 27 February 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$704
Oceanview
$864
Balcony
$887
Suite
$1,387
From
US$704
Save 395
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$689
Oceanview
$766
Balcony
$1,248
Suite
$1,398
From
US$689
Save 568
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Inside
$1,519
Oceanview
$1,579
Balcony
$1,669
Suite
$1,999
From
US$1,519
Per Person
View Trip
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2027 to Feb 2028
Visit: USA, Aruba, Curacao, Puerto Rico, Dominican Republic
Princess Standard
Inside
$784
Oceanview
$854
Balcony
$1,149
Suite
$1,599
From
US$784
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Visit: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$4,778
Balcony
-
Suite
$6,177
From
US$4,778
Save 1,013
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 08 February 2027
Visit: USA, Haiti, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$858
Oceanview
$884
Balcony
$954
Suite
$1,754
From
US$858
Save 462
Per Person
View Trip
Results: 1-30 of 415

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