Caribbean Cruises Starting In February 2027 and 2028

Are you planning a cruise to the Caribbean in February 2027 or 2028? Choose from 426 unique cruises and 2,609 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.
Filter Results
Departures
Duration
5 Days
55 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$200pp
$236,198pp
Countries
Show More...
Filter Results
426 Cruises (2,609 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$949
Balcony
$1,175
Suite
$1,215
From
US$839
Save 887
Per Person
View Trip
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
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Princess Standard
Inside
$929
Oceanview
$1,079
Balcony
$1,474
Suite
$1,759
From
US$929
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 February 2028
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$833
Oceanview
$973
Balcony
$1,323
Suite
$3,850
From
US$833
Per Person
View Trip
Cruise
 (2)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Apr 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$1,682
Oceanview
$1,990
Balcony
$2,008
Suite
$5,921
From
US$2,003
Save 906
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Feb 2028 to Mar 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$1,090
Oceanview
$1,190
Balcony
$1,315
Suite
$2,905
From
US$1,286
Save 458
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Jan 2027 to Feb 2027
Visit: USA, Bahamas, Aruba, Colombia (+6 more), Panama, Costa Rica, Cayman Islands, Antigua and Barbuda, Virgin Islands, Puerto Rico
Fare Saver
Inside
$2,289
Oceanview
$3,009
Balcony
$3,814
Suite
$7,054
From
US$2,289
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
$1,159
Oceanview
$1,177
Balcony
$1,642
Suite
$1,917
From
US$1,159
Save 624
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$866
Oceanview
$997
Balcony
$1,341
Suite
$1,426
From
US$866
Save 1,118
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Departure: 10 February 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,360
Suite
$8,030
From
US$5,360
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departures: Jan 2028 to Mar 2028
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,738
Oceanview
$2,019
Balcony
$2,673
Suite
$3,308
From
US$1,738
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,169
Oceanview
$1,319
Balcony
$1,539
Suite
$2,339
From
US$1,169
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 Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,822
Balcony
-
Suite
$6,221
From
US$4,822
Save 1,619
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Jan 2027 to Feb 2027
Visit: USA, Bonaire, Curacao, Aruba, Bahamas
Fare Saver
Inside
$999
Oceanview
$1,199
Balcony
$1,399
Suite
$2,999
From
US$999
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 21 February 2027
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
-
Oceanview
-
Balcony
$1,540
Suite
-
From
US$1,540
Per Person
View Trip
New ReleaseCruise
 (3)

12 Days (11 Nights) Panama City to Bridgetown
Cruise Line: Emerald Cruises
Departure: 29 February 2028
Visit: Panama, Colombia, Aruba, Curacao (+4 more), Bonaire, Saint Vincent, Grenada, Barbados
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$10,296
Balcony
-
Suite
$12,771
From
US$10,296
Save 1,999
Per Person
View Trip
Cruise
 (9)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 28 February 2027
Visit: Puerto Rico, Saint Martin, Martinique, Dominica (+5 more), Grenada, Barbados, Virgin Islands, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,582
Oceanview
$1,742
Balcony
$2,392
Suite
$3,022
From
US$1,582
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Inside
$419
Oceanview
$539
Balcony
$621
Suite
$1,461
From
US$419
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Departures: Feb 2027 to Mar 2027
Visit: Saint Lucia, Saint Vincent, Guadeloupe, England
Inside
-
Oceanview
-
Balcony
$4,760
Suite
$7,090
From
US$4,760
Per Person
View Trip
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Inside
$1,006
Oceanview
$1,124
Balcony
$1,291
Suite
$1,691
From
US$1,006
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departures: Dec 2026 to Mar 2027
Visit: Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada, Martinique
Inside
$916
Oceanview
$1,206
Balcony
$1,288
Suite
$2,934
From
US$916
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 February 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,728
Oceanview
-
Balcony
$2,208
Suite
$3,428
From
US$1,728
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Jan 2027 to Feb 2027
Visit: USA, Bonaire, Curacao, Aruba (+5 more), Bahamas, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Inside
$2,284
Oceanview
$3,004
Balcony
$3,724
Suite
$7,054
From
US$2,284
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2028
Visit: USA, Mexico, Bahamas
Inside
$529
Oceanview
$579
Balcony
$799
Suite
$899
From
US$529
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Saint Martin, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,348
Oceanview
-
Balcony
$1,728
Suite
$2,488
From
US$1,348
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 20 February 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,179
Oceanview
$1,308
Balcony
$1,372
Suite
$3,289
From
US$1,393
Save 477
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
-
Oceanview
-
Balcony
$1,473
Suite
-
From
US$1,473
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$493
Oceanview
$613
Balcony
$1,018
Suite
$1,420
From
US$493
Save 520
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Feb 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$779
Oceanview
$840
Balcony
$1,499
Suite
$1,704
From
US$779
Save 481
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
$1,349
Balcony
$1,899
Suite
$3,999
From
US$1,199
Per Person
View Trip
Results: 1-30 of 426

No trips found. Try adjusting the search filters.