Caribbean Cruises Starting In February 2026, 2027 and 2028

Are you planning a cruise to the Caribbean in February 2026, 2027 or 2028? Choose from 538 unique cruises and 3,064 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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538 Cruises (3,064 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
$3,699
Suite
$5,999
From
US$3,699
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Feb 2027 to Mar 2028
Visit: USA, Saint Martin, Antigua and Barbuda, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Inside
$653
Oceanview
$867
Balcony
$977
Suite
$1,649
From
US$653
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2026 to Mar 2026
Visit: USA, Aruba, Curacao, Bahamas
Have It All Fare Option
Fare Saver
Inside
$899
Oceanview
$1,299
Balcony
$1,599
Suite
$2,744
From
US$899
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$930
Oceanview
$1,072
Balcony
$1,098
Suite
$2,183
From
US$930
Save 710
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Feb 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$833
Oceanview
$912
Balcony
$1,213
Suite
$1,763
From
US$833
Save 520
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departures: Feb 2026 to Mar 2026
Visit: USA, Mexico, Cayman Islands, Jamaica, Curacao, Aruba
Bonus Onboard Credit
Inside
$880
Oceanview
$1,120
Balcony
$1,350
Suite
$2,057
From
US$880
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico, Dominican Republic
Bonus Onboard Credit
Inside
$1,102
Oceanview
$1,302
Balcony
$1,572
Suite
$2,848
From
US$1,102
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 15 February 2026
Visit: USA, Mexico, Cayman Islands
Princess Standard
Princess Premier
Inside
$664
Oceanview
$839
Balcony
$1,120
Suite
$1,841
From
US$664
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departure: 21 February 2026
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
$10,420
Balcony
$13,340
Suite
-
From
US$10,420
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Feb 2026 to Mar 2026
Visit: USA, Dominican Republic, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$1,629
From
US$1,629
Save 52
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 08 February 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Saint Lucia
Princess Standard
Inside
$617
Oceanview
-
Balcony
$1,277
Suite
$1,347
From
US$617
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Feb 2027
Visit: USA, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Bahamas
With Love From the World
Inside
$1,190
Oceanview
$1,590
Balcony
$1,890
Suite
$5,750
From
US$1,190
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Sanctuary Collection
Inside
$725
Oceanview
$974
Balcony
$849
Suite
$1,350
From
US$725
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 27 February 2027
Visit: USA, Cayman Islands, Jamaica, Aruba (+4 more), Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,345
Suite
$7,255
From
US$4,345
Save 4,553
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 13 February 2026
Visit: USA, Dominican Republic, Bahamas
With Love From the World
Inside
$936
Oceanview
$895
Balcony
$1,095
Suite
$3,000
From
US$895
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departures: Jan 2026 to Mar 2026
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$611
Oceanview
$598
Balcony
$688
Suite
$1,191
From
US$598
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis
All-Inclusive Fare
Inside
-
Oceanview
$4,400
Balcony
$5,400
Suite
$8,730
From
US$4,400
Per Person
View Trip
Cruise
 (6)

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
$774
Oceanview
$924
Balcony
$999
Suite
$1,349
From
US$774
Per Person
View Trip
Cruise

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departure: 15 February 2026
Visit: USA, Dominican Republic, Bonaire, Curacao, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,416
From
US$2,416
Save 63
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 27 February 2028
Visit: USA, Honduras, Mexico
Exclusive Savings
Inside
$791
Oceanview
$851
Balcony
$1,130
Suite
$1,831
From
US$791
Save 430
Per Person
View Trip
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA, Anguilla
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$8,740
Suite
$10,625
From
US$8,740
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Feb 2026 to Mar 2026
Visit: USA, Belize, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,724
From
US$2,724
Save 88
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departure: 01 February 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Bonus Onboard Credit
Inside
$438
Oceanview
$588
Balcony
$728
Suite
$1,579
From
US$438
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 21 February 2026
Visit: Puerto Rico, Sint Maarten, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
With Love From the World
Inside
$1,870
Oceanview
$973
Balcony
$1,253
Suite
$3,353
From
US$973
Per Person
View Trip
New ReleaseCruise
 (3)

15 Days (14 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Departure: 28 February 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$14,938
From
US$14,938
Save 8,342
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
$1,219
Oceanview
$1,419
Balcony
$2,019
Suite
$4,350
From
US$1,219
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 01 February 2026
Visit: USA, Mexico, Honduras, Cayman Islands, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Inside
-
Oceanview
-
Balcony
-
Suite
$3,219
From
US$3,219
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 14 February 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,438
Suite
-
From
US$7,438
Save 126
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,596
Suite
$6,262
From
US$3,596
Save 72
Per Person
View Trip
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
$700
Oceanview
$743
Balcony
$1,086
Suite
$1,210
From
US$700
Save 608
Per Person
View Trip
Results: 1-30 of 538

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