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Caribbean Short Break Cruises

Explore the best short cruise breaks to the Caribbean. Choose from 93 unique cruise itineraries with 46 past traveler reviews from 7 leading cruise lines. April is the most popular month to join a short cruise break to the Caribbean with 643 departures starting between May 2026 and April 2028.
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93 Cruises (643 Cruise Departures)
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 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
$439
Oceanview
$569
Balcony
$799
Suite
$879
From
US$439
Per Person
View Trip
6 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (9)

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
$754
Oceanview
$854
Balcony
$989
Suite
$1,393
From
US$754
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
$649
Balcony
$849
Suite
$949
From
US$549
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 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
Drinks & WiFi Package
Inside
$358
Oceanview
$428
Balcony
$568
Suite
$2,249
From
US$358
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
$635
Oceanview
$735
Balcony
$862
Suite
$1,402
From
US$635
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

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
$1,045
Balcony
$1,145
Suite
$2,775
From
US$795
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: May 2026 to Oct 2026
Visit: USA, Turks and Caicos Islands, Bahamas
Inside
$1,292
Oceanview
$1,126
Balcony
$1,195
Suite
$2,245
From
US$1,126
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
$664
Oceanview
$774
Balcony
$934
Suite
$1,434
From
US$664
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 Escape
Departure: 19 May 2026
Visit: USA, Bahamas, Mexico
Inside
$479
Oceanview
$499
Balcony
$549
Suite
$629
From
US$479
Per Person
View Trip
6 Day Eastern Caribbean: San Juan to Miami with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) San Juan to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 10 April 2027
Visit: Puerto Rico, Dominican Republic, Bahamas, USA
Inside
$676
Oceanview
$745
Balcony
$897
Suite
$2,400
From
US$676
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
$1,102
Balcony
$1,221
Suite
$3,025
From
US$936
Per Person
View Trip
6 Day Red Hot Sailing Club Voyage from Miami with Virgin Voyages
Cruise
 (1)

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
$2,650
From
US$595
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
$449
Oceanview
$489
Balcony
$529
Suite
$699
From
US$449
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
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
$895
Suite
$2,400
From
US$645
Per Person
View Trip
6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Apr 2027 to Apr 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$595
Oceanview
$745
Balcony
$945
Suite
$2,775
From
US$595
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
$431
Oceanview
$451
Balcony
$477
Suite
$2,526
From
US$521
Save 281
Per Person
View Trip
5 Day South Caribbean with MSC Cruises
Cruise

5 Days (4 Nights) Bridgetown to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 11 November 2027
Visit: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic
Inside
-
Oceanview
-
Balcony
$709
Suite
$939
From
US$709
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: 13 November 2026
Visit: USA, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$680
Oceanview
$764
Balcony
$1,013
Suite
$1,494
From
US$991
Per Person
View Trip
6 Day Caribbean Getaway with Celebration Key Holiday with Princess
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 23 November 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$649
Oceanview
$769
Balcony
$859
Suite
$1,149
From
US$649
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
$433
Oceanview
$513
Balcony
$680
Suite
$1,392
From
US$659
Save 289
Per Person
View Trip
6 Day Mexico & Bahamas Cruise with Celebrity Cruises
Cruise

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 18 March 2028
Visit: USA, Mexico, Bahamas
Exclusive Savings
Inside
$426
Oceanview
$476
Balcony
$611
Suite
$1,836
From
US$493
Save 236
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: Dec 2026 to Apr 2027
Visit: USA, Cayman Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$646
Oceanview
$706
Balcony
$788
Suite
$1,219
From
US$646
Save 285
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: Adventure of the Seas
Departures: Jul 2027 to Aug 2027
Visit: USA, Bahamas, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$819
Oceanview
$834
Balcony
$1,138
Suite
$1,633
From
US$1,184
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 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
$480
Oceanview
$500
Balcony
$622
Suite
$911
From
US$617
Save 312
Per Person
View Trip
6 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Oasis of the Seas
Departure: 23 April 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$834
Oceanview
$904
Balcony
$887
Suite
$1,866
From
US$834
Save 384
Per Person
View Trip
6 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 13 March 2028
Visit: USA, Bahamas, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$681
Oceanview
$744
Balcony
$882
Suite
$1,272
From
US$744
Save 336
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
Sanctuary Collection
Inside
$489
Oceanview
$679
Balcony
$1,209
Suite
$1,159
From
US$489
Per Person
View Trip
Results: 1-30 of 93

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