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Caribbean Cruises Starting In September 2026, 2027 and 2028

Are you planning a cruise to the Caribbean in September 2026, 2027 or 2028? Choose from 94 unique cruises and 1,620 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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94 Cruises (1,620 Cruise Departures)
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,232
Oceanview
$1,248
Balcony
$1,629
Suite
$1,819
From
A$1,232
Save 1,423
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Apr 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Easter Flash Sale
Exclusive Savings
Inside
$609
Oceanview
$718
Balcony
$827
Suite
$2,490
From
A$609
Save 11
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Sep 2026 to Sep 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin
Princess Standard
Exclusive Savings
Inside
$746
Oceanview
-
Balcony
$1,036
Suite
$1,459
From
A$746
Per Person
View Trip
8 Day Great Stirrup Cay & Dominican Republic with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic (+3 more), Norwegian Escape, Norwegian Getaway, Norwegian Prima
Departures: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,379
Oceanview
$1,512
Balcony
$1,721
Suite
$1,914
From
A$1,379
Save 21
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,119
Oceanview
$1,224
Balcony
$1,877
Suite
$2,396
From
A$1,119
Save 927
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Sep 2026 to Sep 2026
Visit: USA, Honduras, Belize, Mexico, Dominican Republic, Puerto Rico, Saint Martin
Princess Standard
Exclusive Savings
Inside
$1,423
Oceanview
-
Balcony
$1,918
Suite
$2,819
From
A$1,423
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Sep 2026 to Apr 2028
Visit: Panama, Colombia, Bonaire, Aruba, Curacao
Exclusive Savings
Inside
$1,511
Oceanview
$1,567
Balcony
$2,279
Suite
$2,666
From
A$1,511
Save 1,098
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
Limited Time Offer
Inside
$1,316
Oceanview
$1,752
Balcony
$1,938
Suite
$3,728
From
A$1,316
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico
Easter Flash Sale
Exclusive Savings
Inside
$797
Oceanview
$965
Balcony
$1,223
Suite
$2,559
From
A$797
Save 15
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico, Dominican Republic
Exclusive Savings
Inside
$1,633
Oceanview
$1,989
Balcony
$2,524
Suite
$5,048
From
A$1,633
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
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Prima
Departures: May 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,349
Oceanview
$1,571
Balcony
$1,766
Suite
$2,183
From
A$1,349
Save 23
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
Limited Time Offer
Inside
$925
Oceanview
$1,083
Balcony
$1,392
Suite
$3,974
From
A$925
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
Just Cruise Fare
Exclusive Savings
Inside
$1,067
Oceanview
$1,156
Balcony
$1,381
Suite
$1,604
From
A$1,067
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
Limited Time Offer
Inside
$927
Oceanview
$1,161
Balcony
$1,472
Suite
$4,479
From
A$927
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Sep 2026 to Oct 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Senior Discount
Exclusive Savings
Inside
$1,290
Oceanview
$1,158
Balcony
$1,758
Suite
$2,348
From
A$1,158
Save 843
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,353
Oceanview
$1,521
Balcony
$1,791
Suite
$2,090
From
A$1,353
Save 1,405
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise
 (1)

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Enchantment of the Seas, Grandeur of the Seas (+3 more), Jewel of the Seas, Radiance of the Seas, Serenade of the Seas
Departures: Apr 2026 to Apr 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$632
Oceanview
$693
Balcony
$824
Suite
$1,412
From
A$632
Save 1,175
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Sep 2026 to Sep 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Honduras, Belize, Mexico
Princess Standard
Exclusive Savings
Inside
$1,255
Oceanview
-
Balcony
$1,611
Suite
$2,383
From
A$1,255
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Sep 2026 to Apr 2028
Visit: Colombia, Bonaire, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,573
Oceanview
$1,764
Balcony
$2,414
Suite
$2,816
From
A$1,573
Save 1,256
Per Person
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star Princess
Departures: Jul 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$657
Oceanview
$993
Balcony
$820
Suite
$1,142
From
A$657
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,672
Oceanview
$2,029
Balcony
$2,563
Suite
$5,048
From
A$1,672
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2027
Visit: Martinique, Antigua and Barbuda, Dominican Republic, Barbados
Exclusive Savings
Inside
$1,108
Oceanview
$1,346
Balcony
$1,950
Suite
$2,910
From
A$1,108
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: Jun 2026 to Sep 2026
Visit: USA, Saint Kitts and Nevis, Sint Maarten, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,525
Oceanview
$1,728
Balcony
$1,717
Suite
$4,841
From
A$1,525
Save 1,154
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departures: May 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$2,415
Oceanview
$2,890
Balcony
$3,484
Suite
$5,999
From
A$2,415
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: May 2026 to Oct 2026
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,494
Oceanview
$1,909
Balcony
$2,246
Suite
$4,394
From
A$1,494
Per Person
View Trip
7 Day Perfect Day Cococay & Grand Turk with Celebrity Cruises
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jul 2027 to Sep 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
$1,632
Oceanview
$1,735
Balcony
$1,911
Suite
$3,923
From
A$1,632
Save 1,016
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Jul 2026 to Oct 2026
Visit: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Exclusive Savings
Inside
$1,345
Oceanview
$1,384
Balcony
$1,948
Suite
-
From
A$1,345
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 27 September 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Princess Standard
Exclusive Savings
Inside
$1,373
Oceanview
$1,552
Balcony
$2,066
Suite
-
From
A$1,373
Per Person
View Trip
8 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departures: Aug 2027 to Sep 2027
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,409
Oceanview
$1,607
Balcony
$1,629
Suite
$3,260
From
A$1,409
Save 994
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda
Exclusive Savings
Inside
$1,089
Oceanview
$1,326
Balcony
$1,950
Suite
$2,890
From
A$1,089
Per Person
View Trip
Results: 1-30 of 94

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Routes

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