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Caribbean Short Break Cruises

Explore the best short cruise breaks to the Caribbean. Choose from 15 unique cruise itineraries from 4 leading cruise lines. April is the most popular month to join a short cruise break to the Caribbean with 72 departures starting between November 2025 and April 2027.
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15 Cruises (72 Cruise Departures)
5 Day Caribbean Cruise From Tampa To Tampa with Norwegian Cruise Line
Cruise
 (1)

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Star
Departure: 15 January 2026
Visit: USA, Mexico
Inside
-
Oceanview
-
Balcony
-
Suite
$1,179
From
US$1,179
Per Person
View Trip
5 Day Caribbean Getaway With Cozumel with Princess
Cruise
 (6)

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 01 March 2026
Visit: USA, Mexico
Princess Premier
Princess Standard
Inside
$414
Oceanview
$494
Balcony
$539
Suite
$889
From
US$414
Per Person
View Trip
5 Day Caribbean Getwaway Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 04 December 2025
Visit: USA, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$433
Oceanview
$579
Balcony
$748
Suite
-
From
US$433
Save 129
Per Person
View Trip
4 Day South Caribbean with MSC Cruises
Cruise

4 Days (3 Nights) La Romana to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Apr 2027
Visit: Dominican Republic, Barbados
Inside
$179
Oceanview
$269
Balcony
$449
Suite
$719
From
US$179
Per Person
View Trip
5 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$511
Oceanview
$551
Balcony
$750
Suite
$1,051
From
US$511
Save 235
Per Person
View Trip
5 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departures: May 2026 to Jun 2026
Visit: USA, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$569
Oceanview
$614
Balcony
$678
Suite
$1,176
From
US$569
Save 231
Per Person
View Trip
5 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

5 Days (4 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Getaway, Norwegian Pearl
Departures: Nov 2025 to Apr 2026
Visit: USA, Dominican Republic
Inside
$199
Oceanview
$269
Balcony
-
Suite
$1,249
From
US$199
Per Person
View Trip
2 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

2 Days (1 Nights) Colon to Cartagena
Cruise Line: Royal Caribbean
Ship: Serenade of the Seas
Departure: 18 April 2026
Visit: Panama, Colombia
Bonus Onboard Credit
Exclusive Savings
Inside
$188
Oceanview
$201
Balcony
$244
Suite
$373
From
US$188
Save 58
Per Person
View Trip
4 Day South Caribbean with MSC Cruises
Cruise

4 Days (3 Nights) Fort-de-France to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 12 March 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic
Inside
-
Oceanview
$279
Balcony
$449
Suite
$719
From
US$279
Per Person
View Trip
5 Day Caribbean Getwaway Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 18 December 2025
Visit: USA, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$469
Oceanview
$597
Balcony
$598
Suite
$937
From
US$469
Save 145
Per Person
View Trip
5 Day South Caribbean with MSC Cruises
Cruise

5 Days (4 Nights) La Romana to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 12 April 2027
Visit: Dominican Republic, Barbados, Martinique
Inside
$269
Oceanview
$349
Balcony
$579
Suite
$939
From
US$269
Per Person
View Trip
5 Day Caribbean Getaway with Grand Turk with Princess
Cruise

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Star Princess
Departure: 20 October 2026
Visit: USA, Turks and Caicos Islands
Princess Premier
Princess Standard
Inside
$499
Oceanview
$674
Balcony
$849
Suite
$979
From
US$499
Per Person
View Trip
5 Day Western Caribbean Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: May 2026 to Apr 2027
Visit: USA, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$431
Oceanview
$506
Balcony
$644
Suite
$1,055
From
US$431
Save 214
Per Person
View Trip
5 Day Western Caribbean Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ships: Liberty of the Seas, Mariner of the Seas
Departures: Nov 2025 to Apr 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$511
Oceanview
$611
Balcony
$799
Suite
$1,349
From
US$511
Save 346
Per Person
View Trip
5 Day Western Caribbean Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Symphony of the Seas
Departure: 26 April 2026
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$492
Oceanview
$592
Balcony
$635
Suite
$1,695
From
US$492
Save 157
Per Person
View Trip
Results: 15 results

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