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Caribbean Cruises Starting In September 2026, 2027, 2028 and 2029

Are you planning a cruise to the Caribbean in September 2026, 2027, 2028 or 2029? Choose from 99 unique cruises and 1,711 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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99 Cruises (1,711 Departures)
99 Cruises (1,711 Departures)
Departures
Duration
4 Days
81 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$203,830pp
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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
$1,706
Oceanview
$1,944
Balcony
$2,478
Suite
$4,983
From (Per Person)
A$1,706
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Sep 2026
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,569
Oceanview
-
Balcony
$1,569
Suite
$1,998
From (Per Person)
A$1,569
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
$1,214
Oceanview
$1,318
Balcony
$1,542
Suite
$1,765
From (Per Person)
A$1,214
Save 21
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
$1,246
Oceanview
$1,455
Balcony
$1,632
Suite
$2,064
From (Per Person)
A$1,246
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
$1,716
Oceanview
$1,983
Balcony
$2,518
Suite
$5,013
From (Per Person)
A$1,716
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
$1,435
Oceanview
$1,479
Balcony
$1,536
Suite
$4,639
From (Per Person)
A$1,435
Save 1,132
Per Person
View Trip
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
$865
Oceanview
$1,083
Balcony
$1,373
Suite
$3,847
From (Per Person)
A$865
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Aug 2026 to Apr 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,389
Oceanview
$1,545
Balcony
$1,996
Suite
$2,296
From (Per Person)
A$1,389
Save 1,878
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Aug 2026 to Mar 2028
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,464
Oceanview
$1,621
Balcony
$2,195
Suite
$2,529
From (Per Person)
A$1,464
Save 1,647
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
Ship: Resilient Lady
Departures: Sep 2026 to Oct 2026
Visits: USA, Turks and Caicos Islands, Bahamas
Inside
$1,226
Oceanview
$1,299
Balcony
$1,443
Suite
$3,476
From (Per Person)
A$1,226
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
$1,422
Oceanview
$1,716
Balcony
$2,061
Suite
-
From (Per Person)
A$1,422
Save 951
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
$794
Oceanview
$972
Balcony
$1,239
Suite
$2,507
From (Per Person)
A$794
Save 15
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
$1,581
Oceanview
$1,668
Balcony
$2,027
Suite
$5,454
From (Per Person)
A$1,581
Save 1,561
Per Person
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ships: Regal Princess, Star Princess
Departures: Sep 2026 to Mar 2027
Visits: USA, Honduras, Belize, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$930
Oceanview
$1,041
Balcony
$1,249
Suite
$2,031
From (Per Person)
A$930
Save 15
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
$791
Oceanview
$937
Balcony
$1,154
Suite
$3,114
From (Per Person)
A$791
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
Ship: Rhapsody of the Seas
Departures: Sep 2026 to Oct 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,011
Oceanview
$1,115
Balcony
$1,598
Suite
$2,322
From (Per Person)
A$1,095
Save 655
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
$794
Oceanview
$972
Balcony
$1,239
Suite
$2,477
From (Per Person)
A$794
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
$1,771
Suite
$2,322
From (Per Person)
A$1,067
Save 888
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: Aug 2026 to Sep 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,200
Oceanview
$1,274
Balcony
$1,424
Suite
$1,870
From (Per Person)
A$1,200
Save 20
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 26 September 2026
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Honduras, Belize, Mexico
Exclusive Savings
Inside
$1,820
Oceanview
-
Balcony
$1,914
Suite
-
From (Per Person)
A$1,820
Per Person
View Trip
8 Day Grand Cayman, Mexico & Perfect Day with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Sep 2026 to Oct 2026
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$958
Oceanview
$1,098
Balcony
$1,625
Suite
-
From (Per Person)
A$958
Save 1,622
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Sep 2026 to Apr 2028
Visits: Panama, Colombia, Bonaire, Aruba, Curacao
Exclusive Savings
Inside
$1,581
Oceanview
$1,772
Balcony
$2,388
Suite
$2,872
From (Per Person)
A$1,581
Save 1,185
Per Person
View Trip
8 Day Tortola, St. Kitts & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Sep 2026 to Oct 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
$1,711
Balcony
-
Suite
$7,498
From (Per Person)
A$2,813
Save 149
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
$784
Oceanview
$933
Balcony
$1,171
Suite
$1,305
From (Per Person)
A$784
Save 12
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 Oct 2028
Visits: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin
Exclusive Savings
Inside
$1,103
Oceanview
$1,340
Balcony
$1,934
Suite
$2,835
From (Per Person)
A$1,103
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 Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Adventure of the Seas
Departures: Sep 2026 to Oct 2026
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$940
Oceanview
$1,295
Balcony
$1,615
Suite
$3,571
From (Per Person)
A$940
Save 620
Per Person
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departures: Sep 2027 to Nov 2027
Visits: USA, Curacao, Aruba, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,545
Oceanview
$1,880
Balcony
$1,920
Suite
$4,155
From (Per Person)
A$1,545
Save 948
Per Person
View Trip
6 Day Western Caribbean Getaway Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Galveston to Galveston
Operator: Royal Caribbean
Ship: Liberty of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$758
Oceanview
$915
Balcony
$1,095
Suite
$1,911
From (Per Person)
A$758
Save 692
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
$2,882
From (Per Person)
A$1,317
Save 748
Per Person
View Trip
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Routes

Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from La Romana to La Romana Cruises from Los Angeles to Miami Cruises from Miami to San Juan Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Miami Cruises from New York to New York Cruises from Orlando to Orlando Cruises from Reykjavik to New York Cruises from Rome to Miami Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Tampa to Tampa

Country Routes

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Cruise Lines Exploring The Caribbean & Bahamas

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