Caribbean Short Break Cruises

Explore the best short cruise breaks to the Caribbean. Choose from 98 unique cruise itineraries with 78 past traveller reviews from 10 leading cruise lines. January is the most popular month to join a short cruise break to the Caribbean with 540 departures starting between November 2026 and December 2028.
Filter Results
98 Cruises (540 Departures)
98 Cruises (540 Departures)
Departures
Show More...
Duration
3 Days
6 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$300pp
$7,845pp
Countries
Show More...
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Departure: 22 October 2027
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,024
Oceanview
$1,099
Balcony
$1,247
Suite
$1,366
From (Per Person)
A$1,024
Per Person
Cruise
 (2)

6 Days (5 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departure: 03 January 2028
Visits: USA, Honduras, Mexico
Exclusive Savings
Inside
$976
Oceanview
$1,014
Balcony
$1,356
Suite
$2,243
From (Per Person)
A$976
Save 488
Per Person
Cruise
 (1)

6 Days (5 Nights) San Juan to Bridgetown
Operator: Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$735
Oceanview
$908
Balcony
$972
Suite
$1,754
From (Per Person)
A$735
Per Person
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 08 November 2027
Visits: USA, Mexico, Bahamas
Inside
$937
Oceanview
$1,154
Balcony
$1,445
Suite
$3,991
From (Per Person)
A$937
Per Person
Cruise
 (12)

6 Days (5 Nights) San Juan to Bridgetown
Operator: Princess
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$952
Oceanview
$1,041
Balcony
$1,408
Suite
$2,180
From (Per Person)
A$952
Per Person
New ReleaseCruise
 (3)

6 Days (5 Nights) Bridgetown to Bridgetown
Operator: Emerald Cruises
Departure: 04 December 2028
Visits: Barbados, Saint Vincent, Grenada, Saint Lucia, Martinique
Exclusive Savings
Oceanview
$4,760
Balcony
-
Suite
$6,156
From (Per Person)
A$4,760
Save 2,085
Per Person
Cruise
 (3)

4 Days (3 Nights) Fort-de-France to Bridgetown
Operator: MSC Cruises
Departure: 12 December 2026
Visits: Martinique, Guadeloupe, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
$714
Balcony
$843
Suite
-
From (Per Person)
A$714
Per Person
Cruise
 (3)

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departure: 26 February 2028
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$1,191
Oceanview
$1,805
Balcony
$1,884
Suite
$2,152
From (Per Person)
A$1,191
Per Person
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Departure: 23 December 2026
Visits: USA, Bahamas, Turks and Caicos Islands
Inside
$2,221
Oceanview
$2,151
Balcony
$1,952
Suite
$4,717
From (Per Person)
A$1,952
Per Person
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Departure: 26 December 2026
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,338
Oceanview
$1,502
Balcony
$1,606
Suite
$1,860
From (Per Person)
A$1,338
Per Person
Cruise
 (3)

6 Days (5 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Poesia
Departure: 16 October 2027
Visits: USA, Cayman Islands, Jamaica
Exclusive Savings
Inside
$755
Oceanview
$844
Balcony
$1,052
Suite
$3,572
From (Per Person)
A$755
Per Person
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: Jun 2027 to Oct 2028
Visits: USA, Dominican Republic, Bahamas
Inside
$863
Oceanview
$1,081
Balcony
$1,298
Suite
$3,845
From (Per Person)
A$863
Per Person
Cruise
 (1)

4 Days (3 Nights) Orlando to San Juan
Departure: 12 November 2026
Visits: USA, Dominican Republic, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$1,380
Oceanview
-
Balcony
-
Suite
$1,682
From (Per Person)
A$1,682
Per Person
Cruise
 (2)

6 Days (5 Nights) San Juan to Miami
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 10 April 2027
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Inside
$1,154
Oceanview
$1,228
Balcony
$1,300
Suite
$2,968
From (Per Person)
A$1,154
Per Person
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Departures: Dec 2026 to Mar 2028
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$621
Oceanview
$665
Balcony
$867
Suite
$962
From (Per Person)
A$621
Save 13
Per Person
Cruise
 (1)

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 28 December 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,166
Oceanview
$1,386
Balcony
$1,605
Suite
$3,852
From (Per Person)
A$1,883
Save 37
Per Person
Cruise
 (3)

3 Days (2 Nights) Pointe-A-Pitre to Bridgetown
Operator: MSC Cruises
Departure: 13 December 2026
Visits: Guadeloupe, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$724
Suite
-
From (Per Person)
A$724
Per Person
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seaside
Departure: 13 August 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$844
Oceanview
$953
Balcony
$1,092
Suite
$1,745
From (Per Person)
A$844
Per Person
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: Nov 2026 to Oct 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Inside
$935
Oceanview
$1,082
Balcony
$1,226
Suite
$2,605
From (Per Person)
A$935
Per Person
Cruise
 (1)

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departures: Apr 2028 to Sep 2028
Visits: USA, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$974
Oceanview
$1,112
Balcony
$1,197
Suite
$2,013
From (Per Person)
A$974
Per Person
Cruise
 (2)

5 Days (4 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 15 April 2027
Visits: USA, Turks and Caicos Islands
Inside
$865
Oceanview
$923
Balcony
$981
Suite
$2,606
From (Per Person)
A$865
Per Person
Cruise
 (2)

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departure: 15 February 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$367
Oceanview
$570
Balcony
$651
Suite
$1,381
From (Per Person)
A$367
Save 382
Per Person
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$680
Oceanview
$695
Balcony
$754
Suite
$873
From (Per Person)
A$680
Per Person
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 07 June 2027
Visits: USA, Cayman Islands, Bahamas
Inside
$1,393
Oceanview
$1,444
Balcony
$1,661
Suite
$4,172
From (Per Person)
A$1,393
Per Person
Cruise
 (3)

5 Days (4 Nights) Bridgetown to Pointe-A-Pitre
Operator: MSC Cruises
Departure: 02 December 2026
Visits: Barbados, Grenada, Martinique, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$824
Suite
-
From (Per Person)
A$824
Per Person
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 22 January 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$1,077
Oceanview
$1,155
Balcony
$1,297
Suite
$2,060
From (Per Person)
A$1,077
Save 511
Per Person
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Departures: Nov 2027 to Feb 2028
Visits: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,060
Oceanview
$1,077
Balcony
$1,372
Suite
$1,921
From (Per Person)
A$1,060
Save 553
Per Person
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 26 December 2026
Visits: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$1,077
Oceanview
$1,141
Balcony
$1,324
Suite
$2,475
From (Per Person)
A$1,077
Save 526
Per Person
Cruise

5 Days (4 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$500
Oceanview
$560
Balcony
$807
Suite
$1,205
From (Per Person)
A$500
Save 634
Per Person
Cruise

6 Days (5 Nights) Saint John's to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 12 November 2026
Visits: Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Suite
$4,042
From (Per Person)
A$4,042
Save 83
Per Person
Results: 1-30 of 98

No trips found. Try adjusting the search filters.