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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 66 unique cruises and 1,504 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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66 Cruises (1,504 Departures)
66 Cruises (1,504 Departures)
Departures
Duration
5 Days
81 Days
Start & End Cities
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Price
$300pp
$209,450pp
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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
$1,276
Balcony
$1,529
Suite
$2,050
From (Per Person)
A$1,217
Save 19
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
$1,032
Oceanview
$1,109
Balcony
$1,689
Suite
$2,332
From (Per Person)
A$1,032
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
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic
Exclusive Savings
Inside
$735
Oceanview
$913
Balcony
$1,180
Suite
$2,457
From (Per Person)
A$735
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
Drinks On Us
Inside
$952
Oceanview
$1,100
Balcony
$1,174
Suite
$2,797
From (Per Person)
A$952
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: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$744
Oceanview
$903
Balcony
$1,200
Suite
$2,309
From (Per Person)
A$744
Save 16
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
$1,416
Oceanview
$1,416
Balcony
$1,543
Suite
$4,132
From (Per Person)
A$1,416
Save 1,227
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
$1,567
Oceanview
$1,874
Balcony
$2,409
Suite
$4,993
From (Per Person)
A$1,567
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
$735
Oceanview
$913
Balcony
$1,180
Suite
$2,487
From (Per Person)
A$735
Save 15
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
Drinks On Us
Inside
$878
Oceanview
$1,100
Balcony
$1,320
Suite
$3,911
From (Per Person)
A$878
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
$829
Balcony
$888
Suite
$1,008
From (Per Person)
A$784
Save 12
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: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,095
Oceanview
$1,170
Balcony
$1,274
Suite
$1,690
From (Per Person)
A$1,095
Save 20
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
$1,568
Oceanview
$1,941
Balcony
$2,062
Suite
$5,420
From (Per Person)
A$1,568
Save 1,645
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: Oct 2026 to Sep 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$902
Oceanview
$1,304
Balcony
$1,126
Suite
$1,200
From (Per Person)
A$902
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: Aug 2027 to Sep 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,331
Oceanview
$1,331
Balcony
$1,419
Suite
$3,580
From (Per Person)
A$1,331
Save 949
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
$1,627
Oceanview
$1,825
Balcony
$2,359
Suite
$4,943
From (Per Person)
A$1,627
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Nov 2026 to Sep 2027
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,408
Oceanview
$1,664
Balcony
$1,682
Suite
$3,426
From (Per Person)
A$1,408
Save 1,231
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departures: Oct 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$754
Oceanview
$982
Balcony
$1,279
Suite
$2,556
From (Per Person)
A$754
Save 46
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2028
Visits: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda
Exclusive Savings
Inside
$1,103
Oceanview
$1,330
Balcony
$1,904
Suite
$2,825
From (Per Person)
A$1,103
Per Person
View Trip
9 Day Aruba, Curacao & Bonaire Cruise with Celebrity Cruises
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Reflection, Celebrity Silhouette
Departures: Oct 2026 to Apr 2028
Visits: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,325
Oceanview
$1,595
Balcony
$1,672
Suite
$5,016
From (Per Person)
A$1,325
Save 1,695
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: 25 September 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,086
Oceanview
$1,269
Balcony
$1,851
Suite
$2,569
From (Per Person)
A$1,086
Save 640
Per Person
View Trip
9 Day Aruba, Bonaire & Curacao Cruise with Celebrity Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Operator: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Xcel
Departures: Nov 2026 to Oct 2027
Visits: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$1,674
Oceanview
$1,699
Balcony
$2,061
Suite
$5,261
From (Per Person)
A$1,674
Save 1,556
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
$1,145
Oceanview
$1,322
Balcony
$1,888
Suite
$2,507
From (Per Person)
A$1,145
Save 663
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Star Of The Seas
Departures: May 2027 to Oct 2027
Visits: USA, Bahamas, Dominican Republic, Virgin Islands
Exclusive Savings
Inside
$2,170
Oceanview
$2,264
Balcony
$2,485
Suite
$4,796
From (Per Person)
A$2,170
Save 1,636
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
$1,324
Balcony
$1,337
Suite
$2,625
From (Per Person)
A$1,228
Save 994
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: Nov 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,835
Oceanview
$2,132
Balcony
$2,557
Suite
$4,587
From (Per Person)
A$1,835
Save 35
Per Person
View Trip
10 Day Art Of The Mediterranean with Regent Seven Seas
Cruise

10 Days (9 Nights) Rome to Venice
Operator: Regent Seven Seas
Ship: Seven Seas Explorer
Departure: 05 September 2028
Visits: Italy, Sicily, Greece, Montenegro
Exclusive Savings
Balcony
$11,273
Suite
$12,539
From (Per Person)
A$11,273
Save 6,327
Per Person
View Trip
9 Day Perfect Day Cococay & South Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ships: Allure of the Seas, Legend Of The Seas
Departures: Oct 2026 to Oct 2027
Visits: USA, Curacao, Aruba, Bahamas
Exclusive Savings
Inside
$1,259
Oceanview
$2,026
Balcony
$2,068
Suite
$3,679
From (Per Person)
A$1,259
Save 1,250
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Jun 2027 to Oct 2028
Visits: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda, Barbados, Guadeloupe
Exclusive Savings
Inside
$2,224
Oceanview
$2,680
Balcony
$3,828
Suite
$5,669
From (Per Person)
A$2,224
Save 53
Per Person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Aura, Norwegian Luna
Departures: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,126
Oceanview
$1,289
Balcony
$1,721
Suite
$2,034
From (Per Person)
A$1,126
Save 25
Per Person
View Trip
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Routes

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Country Routes

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Cruise Lines Exploring The Caribbean & Bahamas

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