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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 110 unique cruises and 1,643 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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110 Cruises (1,643 Departures)
110 Cruises (1,643 Departures)
Departures
Duration
4 Days
81 Days
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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
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Mexico, Dominican Republic
Exclusive Savings
Inside
$1,518
Oceanview
$1,874
Balcony
$2,409
Suite
$5,062
From (Per Person)
A$1,518
Save 24
Per Person
View Trip
8 Day Tortola, St. Kitts & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Sep 2026 to Oct 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,285
Oceanview
$1,433
Balcony
$1,634
Suite
$4,532
From (Per Person)
A$1,336
Save 798
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
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,508
Oceanview
-
Balcony
$1,571
Suite
$1,924
From (Per Person)
A$1,508
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
Visits: Panama, Colombia, Bonaire, Aruba, Curacao
Exclusive Savings
Inside
$1,302
Oceanview
$1,303
Balcony
$2,388
Suite
$2,641
From (Per Person)
A$1,302
Save 1,003
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jul 2026 to Oct 2026
Visits: USA, Turks and Caicos Islands, Bahamas
Inside
$1,177
Oceanview
$1,251
Balcony
$1,323
Suite
$2,803
From (Per Person)
A$1,177
Per Person
View Trip
7 Day Perfect Day Cococay & Grand Turk with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jul 2027 to Sep 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
$1,634
Oceanview
$1,735
Balcony
$1,911
Suite
$4,907
From (Per Person)
A$1,634
Save 997
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
Visits: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,538
Oceanview
$1,894
Balcony
$2,429
Suite
$5,062
From (Per Person)
A$1,538
Save 24
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: Sep 2026 to Mar 2027
Visits: USA, Honduras, Belize, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$894
Oceanview
$1,132
Balcony
$1,251
Suite
$1,409
From (Per Person)
A$894
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
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Honduras, Belize, Mexico
Exclusive Savings
Inside
$1,824
Oceanview
-
Balcony
$1,836
Suite
$2,532
From (Per Person)
A$1,824
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
Visits: Colombia, Bonaire, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,653
Oceanview
$1,857
Balcony
$2,402
Suite
$2,655
From (Per Person)
A$1,951
Save 644
Per Person
View Trip
9 Day Aruba, Bonaire & Curacao Cruise with Celebrity Cruises
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: May 2027 to Oct 2027
Visits: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,774
Oceanview
$1,911
Balcony
$2,308
Suite
$5,651
From (Per Person)
A$1,774
Save 1,385
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
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,101
Oceanview
$1,144
Balcony
$1,834
Suite
$2,294
From (Per Person)
A$1,276
Save 627
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: Aug 2026 to Apr 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,083
Oceanview
$1,185
Balcony
$1,580
Suite
$1,807
From (Per Person)
A$1,083
Save 1,215
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: Jul 2026 to Apr 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,200
Oceanview
$1,498
Balcony
$1,646
Suite
$1,870
From (Per Person)
A$1,200
Save 22
Per Person
View Trip
8 Day Grand Cayman, Mexico & Perfect Day with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Aug 2026 to Oct 2026
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,211
Oceanview
$1,282
Balcony
$1,425
Suite
$4,599
From (Per Person)
A$1,937
Save 56
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: Jul 2026 to Mar 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,288
Oceanview
$1,468
Balcony
$1,661
Suite
$1,765
From (Per Person)
A$1,288
Save 21
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
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$814
Oceanview
$977
Balcony
$1,275
Suite
$1,425
From (Per Person)
A$814
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
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$804
Oceanview
$982
Balcony
$1,249
Suite
$2,536
From (Per Person)
A$804
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
Visits: USA, Bahamas, Dominican Republic
Exclusive Savings
Inside
$744
Oceanview
$923
Balcony
$1,190
Suite
$2,477
From (Per Person)
A$744
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
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,053
Oceanview
$1,094
Balcony
$1,591
Suite
$2,701
From (Per Person)
A$1,219
Save 766
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: 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
$953
Oceanview
$1,028
Balcony
$1,176
Suite
$3,173
From (Per Person)
A$953
Per Person
View Trip
7 Day Perfect Day Cococay & Grand Turk with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Aug 2027 to Sep 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,715
Oceanview
$1,730
Balcony
$1,993
Suite
$3,930
From (Per Person)
A$1,715
Save 952
Per Person
View Trip
6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jun 2027 to Oct 2028
Visits: USA, Dominican Republic, Bahamas
Inside
$880
Oceanview
$1,103
Balcony
$1,398
Suite
$3,920
From (Per Person)
A$880
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
Departure: 19 September 2026
Visits: USA, Honduras, Belize, Mexico, Dominican Republic, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$2,084
Oceanview
-
Balcony
$2,098
Suite
$2,809
From (Per Person)
A$2,084
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: Aug 2026 to Mar 2028
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,460
Oceanview
$1,616
Balcony
$1,930
Suite
$2,254
From (Per Person)
A$1,724
Save 1,793
Per Person
View Trip
8 Day Tortola, St. Maarten & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Aug 2026 to Oct 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,256
Oceanview
$1,496
Balcony
$1,720
Suite
$4,802
From (Per Person)
A$1,422
Save 799
Per Person
View Trip
9 Day Bridgetown to New York with Crystal Cruises
New ReleaseCruise

9 Days (8 Nights) Bridgetown to New York
Cruise Line: Crystal
Ship: Crystal Symphony
Departure: 17 September 2026
Visits: Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Savings
Oceanview
$6,660
Balcony
$8,700
Suite
$9,090
From (Per Person)
A$6,660
Save 640
Per Person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Aura, Norwegian Luna
Departures: Jul 2026 to Mar 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,439
Oceanview
$1,587
Balcony
$1,736
Suite
$2,332
From (Per Person)
A$1,439
Save 37
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2028 to Oct 2028
Visits: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands, Saint Martin, Antigua and Barbuda
Exclusive Savings
Inside
$2,214
Oceanview
$2,670
Balcony
$3,858
Suite
$5,660
From (Per Person)
A$2,214
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: 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
$1,023
Oceanview
$1,274
Balcony
$1,664
Suite
$3,566
From (Per Person)
A$1,023
Save 710
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Travel Styles

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Countries

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Cities

Cruises from Bridgetown Cruises from Fort Lauderdale Cruises from Fort-de-France Cruises from Galveston Cruises from La Romana Cruises from Los Angeles Cruises from Miami Cruises from New York Cruises from Orlando Cruises from San Juan Cruises from San Juan Cruises from San Juan Cruises from Seattle Cruises from Tampa

Routes

Cruises from Bridgetown to San Juan 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 Bridgetown Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Tampa to Tampa

Country Routes

Cruises from Barbados to Puerto Rico Cruises from Iceland to USA Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Chile to USA Cruises from Dominican Republic to USA Cruises from USA to Puerto Rico Cruises from Argentina to Chile Cruises from Argentina to USA Cruises from Barbados to USA Cruises from Canada to USA Cruises from Chile to Argentina Cruises from USA to Dominican Republic Cruises from Italy to USA Cruises from Panama to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Chile Cruises from USA to Italy Cruises from USA to Panama

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Crystal Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises P&O (UK) Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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