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Caribbean Cruises Starting In September 2027, 2028 and 2029

Are you planning a cruise to the Caribbean in September 2027, 2028 or 2029? Choose from 77 unique cruises and 1,570 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveller reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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77 Cruises (1,570 Departures)
77 Cruises (1,570 Departures)
Departures
Duration
5 Days
81 Days
Start & End Cities
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Price
$400pp
$198,630pp
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6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jun 2027 to Oct 2028
Visits: USA, Dominican Republic, Bahamas
Inside
$848
Oceanview
$1,132
Balcony
$1,346
Suite
$3,772
From (Per Person)
A$848
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Brilliant Lady, Resilient Lady +2 more, Scarlet Lady, Valiant Lady
Departures: Nov 2026 to Oct 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Inside
$919
Oceanview
$1,133
Balcony
$1,204
Suite
$2,842
From (Per Person)
A$919
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
Operator: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Mar 2028
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$754
Oceanview
$888
Balcony
$1,097
Suite
$1,231
From (Per Person)
A$754
Save 12
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,067
Oceanview
$1,108
Balcony
$1,689
Suite
$2,332
From (Per Person)
A$1,067
Save 951
Per Person
View Trip
8 Day Great Stirrup Cay & Dominican Republic with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic +3 more, Norwegian Escape, Norwegian Getaway, Norwegian Prima
Departures: Sep 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,021
Oceanview
$1,244
Balcony
$1,363
Suite
$1,661
From (Per Person)
A$1,021
Save 20
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic +2 more, Norwegian Escape, Norwegian Prima
Departures: Sep 2026 to Sep 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,126
Oceanview
$1,319
Balcony
$1,572
Suite
$1,796
From (Per Person)
A$1,126
Save 19
Per Person
View Trip
7 Day Perfect Day Cococay & Grand Turk with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jul 2027 to Sep 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
$1,445
Oceanview
$1,445
Balcony
$1,536
Suite
$4,441
From (Per Person)
A$1,445
Save 1,132
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Mexico, Dominican Republic
Exclusive Savings
Inside
$1,647
Oceanview
$1,884
Balcony
$2,419
Suite
$4,983
From (Per Person)
A$1,647
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ships: MSC Seaside, MSC World America
Departures: Sep 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$814
Oceanview
$1,071
Balcony
$1,378
Suite
$2,309
From (Per Person)
A$814
Save 16
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Ships: MSC Grandiosa, MSC World Atlantic
Departures: Nov 2026 to Nov 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$744
Oceanview
$923
Balcony
$1,190
Suite
$2,507
From (Per Person)
A$744
Save 15
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic
Exclusive Savings
Inside
$764
Oceanview
$942
Balcony
$1,210
Suite
$2,477
From (Per Person)
A$764
Per Person
View Trip
8 Day Tortola, St. Maarten & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 27 September 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
-
Oceanview
$1,233
Balcony
$1,856
Suite
-
From (Per Person)
A$1,233
Save 1,561
Per Person
View Trip
8 Day Caribbean Cruise From Galveston to Galveston with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Galveston to Galveston
Operator: Norwegian Cruise Line
Ships: Norwegian Escape, Norwegian Prima, Norwegian Viva
Departures: Oct 2026 to Oct 2028
Visits: USA, Mexico, Honduras, Belize
Just Cruise Fare
Exclusive Savings
Inside
$1,217
Oceanview
$1,306
Balcony
$1,529
Suite
$2,064
From (Per Person)
A$1,217
Per Person
View Trip
9 Day Aruba, Bonaire & Curacao Cruise with Celebrity Cruises
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: May 2027 to Oct 2027
Visits: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,616
Oceanview
$1,736
Balcony
$2,055
Suite
$5,377
From (Per Person)
A$1,616
Save 1,541
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,657
Oceanview
$1,924
Balcony
$2,458
Suite
$5,013
From (Per Person)
A$1,657
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departures: Oct 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$2,092
Oceanview
$2,181
Balcony
$2,775
Suite
$4,587
From (Per Person)
A$2,092
Save 35
Per Person
View Trip
7 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departures: Sep 2027 to Dec 2027
Visits: USA, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$1,317
Oceanview
$1,474
Balcony
$1,492
Suite
$2,957
From (Per Person)
A$1,317
Save 748
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2028
Visits: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Antigua and Barbuda
Exclusive Savings
Inside
$2,214
Oceanview
$2,600
Balcony
$3,808
Suite
$5,660
From (Per Person)
A$2,214
Save 49
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ships: Allure of the Seas, Symphony of the Seas
Departures: Sep 2026 to Oct 2027
Visits: USA, Saint Kitts and Nevis, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,251
Oceanview
$1,762
Balcony
$2,027
Suite
$4,176
From (Per Person)
A$1,251
Save 963
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Galveston to Galveston
Operator: MSC Cruises
Ship: MSC Seascape
Departures: Sep 2026 to Nov 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$626
Oceanview
$952
Balcony
$1,131
Suite
$2,121
From (Per Person)
A$626
Save 13
Per Person
View Trip
7 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departure: 19 September 2027
Visits: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,259
Oceanview
$1,354
Balcony
$1,406
Suite
$2,971
From (Per Person)
A$1,259
Save 708
Per Person
View Trip
8 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Enchantment of the Seas
Departure: 04 September 2027
Visits: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,144
Oceanview
$1,322
Balcony
$1,887
Suite
$2,507
From (Per Person)
A$1,144
Save 663
Per Person
View Trip
8 Day Western Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ships: Enchantment of the Seas, Serenade of the Seas
Departures: May 2027 to Dec 2027
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,050
Oceanview
$1,255
Balcony
$1,788
Suite
$2,569
From (Per Person)
A$1,050
Save 836
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departures: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Exclusive Savings
Inside
$2,092
Oceanview
$2,181
Balcony
$2,775
Suite
$4,587
From (Per Person)
A$2,092
Save 35
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2028
Visits: Martinique, Antigua and Barbuda, Dominican Republic, Barbados
Exclusive Savings
Inside
$1,103
Oceanview
$1,330
Balcony
$1,904
Suite
$2,825
From (Per Person)
A$1,103
Per Person
View Trip
7 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Allure of the Seas
Departures: Jul 2027 to Oct 2027
Visits: USA, Bahamas, Jamaica, Haiti
Exclusive Savings
Inside
$1,228
Oceanview
$1,327
Balcony
$1,337
Suite
$2,598
From (Per Person)
A$1,228
Save 969
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC World Atlantic
Departures: Jan 2028 to Oct 2028
Visits: USA, Bahamas, Mexico, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
$2,617
Oceanview
$3,171
Balcony
$3,646
Suite
$6,498
From (Per Person)
A$2,617
Per Person
View Trip
8 Day Great Stirrup Cay & Dominican Republic with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Luna
Departures: Sep 2026 to Feb 2028
Visits: USA, Bahamas, Virgin Islands, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$991
Oceanview
$1,141
Balcony
$1,587
Suite
$2,406
From (Per Person)
A$991
Save 15
Per Person
View Trip
8 Day Western Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ships: Enchantment of the Seas, Radiance of the Seas, Serenade of the Seas
Departures: Jun 2027 to Nov 2027
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,038
Oceanview
$1,272
Balcony
$1,736
Suite
$2,434
From (Per Person)
A$1,038
Save 789
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Sep 2026 to Nov 2026
Visits: USA, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,083
Oceanview
$1,543
Balcony
$1,322
Suite
$3,840
From (Per Person)
A$1,083
Save 694
Per Person
View Trip
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