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Caribbean Short Break Cruises

Explore the best short cruise breaks to the Caribbean. Choose from 17 unique cruise itineraries from 5 leading cruise lines. April and January are the most popular months to join a short cruise break to the Caribbean with 161 departures starting between December 2025 and April 2028.
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17 Cruises (161 Cruise Departures)
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
Ship: Norwegian Pearl
Departure: 07 April 2026
Visit: USA, Dominican Republic
Inside
-
Oceanview
-
Balcony
-
Suite
$1,599
From
US$1,599
Per Person
View Trip
5 Day Turks & Caicos Getaway with Princess
Cruise

5 Days (4 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 05 January 2028
Visit: USA, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$989
Oceanview
$1,349
Balcony
$2,054
Suite
$2,490
From
US$989
Per Person
View Trip
5 Day San Juan To Ft. Lauderdale with Celebrity Cruises
Cruise

5 Days (4 Nights) San Juan to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 02 January 2028
Visit: Puerto Rico, Saint Martin, USA
Exclusive Savings
Inside
$326
Oceanview
$346
Balcony
$372
Suite
$922
From
US$326
Save 188
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 Standard
Princess Premier
Inside
$379
Oceanview
$449
Balcony
$499
Suite
$899
From
US$379
Per Person
View Trip
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
$969
From
US$969
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
Exclusive Savings
Inside
$481
Oceanview
$464
Balcony
$457
Suite
$886
From
US$457
Save 293
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
$329
Oceanview
$389
Balcony
$481
Suite
$695
From
US$329
Save 276
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
Exclusive Savings
Inside
$104
Oceanview
$141
Balcony
$143
Suite
$273
From
US$104
Save 111
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Enchantment of the Seas, Radiance of the Seas
Departures: Nov 2027 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$354
Oceanview
$382
Balcony
$540
Suite
$832
From
US$354
Save 365
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 Standard
Princess Premier
Inside
$499
Oceanview
$679
Balcony
$839
Suite
$919
From
US$499
Per Person
View Trip
4 Day Caribbean And Antilles with MSC Cruises
Cruise

4 Days (3 Nights) Fort-de-France to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departures: Dec 2025 to Jan 2026
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados
Inside
$179
Oceanview
$279
Balcony
$339
Suite
$1,329
From
US$179
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Dec 2027 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$576
Oceanview
$625
Balcony
$735
Suite
$1,055
From
US$576
Save 456
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Jun 2027 to Aug 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$474
Oceanview
$509
Balcony
$654
Suite
$911
From
US$474
Save 278
Per Person
View Trip
5 Day Caribbean And Antilles with MSC Cruises
Cruise

5 Days (4 Nights) Bridgetown to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departure: 23 December 2025
Visit: Barbados, Saint Vincent, Grenada, Martinique
Inside
$219
Oceanview
-
Balcony
$429
Suite
-
From
US$219
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
Exclusive Savings
Inside
$466
Oceanview
$523
Balcony
$505
Suite
$1,385
From
US$466
Save 235
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise
 (1)

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Enchantment of the Seas, Grandeur of the Seas (+2 more), Jewel of the Seas, Radiance of the Seas
Departures: Jan 2026 to Oct 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$229
Oceanview
$269
Balcony
$536
Suite
$824
From
US$229
Save 308
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ships: Liberty of the Seas, Mariner of the Seas, Symphony of the Seas
Departures: Jan 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$410
Oceanview
$487
Balcony
$562
Suite
$1,037
From
US$410
Save 383
Per Person
View Trip
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