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Caribbean Short Break Cruises

Explore the best short cruise breaks to the Caribbean. Choose from 87 unique cruise itineraries with 51 past traveler reviews from 7 leading cruise lines. April, January and March are the most popular months to join a short cruise break to the Caribbean with 601 departures starting between June 2026 and April 2028.
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87 Cruises (601 Cruise Departures)
6 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (10)

6 Days (5 Nights) San Juan to Bridgetown
Cruise Line: Princess
Ship: Crown Princess
Departure: 03 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$464
Oceanview
$604
Balcony
$764
Suite
$1,464
From
US$464
Per Person
View Trip
6 Day Grand Turk & Bimini Holiday with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 23 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Inside
$936
Oceanview
$1,221
Balcony
$1,268
Suite
$3,125
From
US$936
Per Person
View Trip
6 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

6 Days (5 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Oct 2026 to Oct 2027
Visit: USA, Cayman Islands, Jamaica
Flash Sale
Inside
$328
Oceanview
$398
Balcony
$588
Suite
$2,249
From
US$328
Per Person
View Trip
6 Day Red Hot Sailing Club Voyage from Miami with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 08 November 2027
Visit: USA, Mexico, Bahamas
Inside
$595
Oceanview
$745
Balcony
$945
Suite
$2,750
From
US$595
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jun 2026 to Oct 2026
Visit: USA, Turks and Caicos Islands, Bahamas
Inside
$1,054
Oceanview
$1,145
Balcony
$1,245
Suite
$2,295
From
US$1,054
Per Person
View Trip
6 Day Southern Caribbean with St. Lucia Holiday with Princess
Cruise
 (1)

6 Days (5 Nights) San Juan to Bridgetown
Cruise Line: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$668
Oceanview
$739
Balcony
$874
Suite
$1,406
From
US$668
Per Person
View Trip
4 Day Eastern Caribbean Cruise From Orlando To San Juan with Norwegian Cruise Line
Cruise
 (1)

4 Days (3 Nights) Orlando to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 12 November 2026
Visit: USA, Dominican Republic, Puerto Rico
Inside
$519
Oceanview
$549
Balcony
$619
Suite
$669
From
US$519
Per Person
View Trip
6 Day Western Caribbean Cruise From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Joy
Departure: 22 October 2027
Visit: USA, Mexico, Bahamas
Inside
$779
Oceanview
$909
Balcony
$1,109
Suite
$1,279
From
US$779
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady, Valiant Lady
Departures: Nov 2026 to Apr 2028
Visit: USA, Turks and Caicos Islands, Bahamas
Inside
$645
Oceanview
$795
Balcony
$986
Suite
$2,500
From
US$645
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 07 June 2027
Visit: USA, Cayman Islands, Bahamas
Inside
$795
Oceanview
$1,095
Balcony
$1,195
Suite
$2,875
From
US$795
Per Person
View Trip
6 Day Western Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Joy
Departure: 26 December 2026
Visit: USA, Mexico, Bahamas
Inside
$1,029
Oceanview
$1,129
Balcony
$1,249
Suite
$1,319
From
US$1,029
Per Person
View Trip
6 Day Caribbean Getaway with Grand Turk with Princess
Cruise
 (1)

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Emerald Princess
Departure: 02 April 2028
Visit: USA, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$654
Oceanview
$764
Balcony
$924
Suite
$1,424
From
US$654
Per Person
View Trip
6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Jun 2027 to Mar 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$595
Oceanview
$745
Balcony
$945
Suite
$2,875
From
US$595
Per Person
View Trip
6 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Mar 2028
Visit: USA, Mexico, Bahamas
Inside
$429
Oceanview
$599
Balcony
$799
Suite
$869
From
US$429
Per Person
View Trip
6 Day Bahamas Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Getaway
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Mexico
Inside
$549
Oceanview
$639
Balcony
$849
Suite
$949
From
US$549
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
$539
Suite
$719
From
US$279
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: Feb 2027 to Apr 2027
Visit: USA, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$488
Oceanview
$511
Balcony
$627
Suite
$954
From
US$488
Save 276
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ships: Adventure of the Seas, Explorer of the Seas
Departures: Jan 2027 to Aug 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$528
Oceanview
$598
Balcony
$704
Suite
$951
From
US$528
Save 341
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 12 December 2026
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$372
Oceanview
$484
Balcony
$628
Suite
$1,279
From
US$372
Save 209
Per Person
View Trip
6 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 22 January 2027
Visit: USA, Haiti, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$485
Oceanview
$529
Balcony
$609
Suite
$1,068
From
US$485
Save 327
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Nov 2027 to Feb 2028
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$668
Oceanview
$719
Balcony
$891
Suite
$1,221
From
US$668
Save 350
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departure: 18 December 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$788
Oceanview
$899
Balcony
$929
Suite
$1,881
From
US$788
Save 366
Per Person
View Trip
6 Day Western Caribbean Cruise From Tampa To Tampa with Norwegian Cruise Line
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 16 November 2026
Visit: USA, Mexico, Honduras
Inside
$529
Oceanview
$599
Balcony
$949
Suite
$989
From
US$529
Per Person
View Trip
5 Day Eastern Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departures: Jun 2026 to Mar 2028
Visit: USA, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$414
Oceanview
$454
Balcony
$534
Suite
$844
From
US$414
Save 367
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 November 2027
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic
Inside
$209
Oceanview
$279
Balcony
$449
Suite
$719
From
US$209
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 22 January 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$717
Oceanview
$780
Balcony
$884
Suite
$1,294
From
US$717
Save 317
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 02 March 2027
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$708
Oceanview
$803
Balcony
$891
Suite
$1,474
From
US$708
Save 312
Per Person
View Trip
6 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 24 April 2027
Visit: USA, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$571
Oceanview
$622
Balcony
$652
Suite
$1,017
From
US$571
Save 277
Per Person
View Trip
5 Day Eastern Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ships: Adventure of the Seas, Explorer of the Seas
Departures: Feb 2027 to Mar 2028
Visit: USA, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$493
Oceanview
$554
Balcony
$576
Suite
$846
From
US$493
Save 306
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$385
Oceanview
$498
Balcony
$634
Suite
$1,227
From
US$385
Save 289
Per Person
View Trip
Results: 1-30 of 87

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