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

Filter Results
103 Cruises (1,654 Departures)
103 Cruises (1,654 Departures)
Departures
Duration
5 Days
81 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$400pp
$203,150pp
Countries
Show More...
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Dec 2026
Visits: USA, Honduras, Mexico, Belize
Exclusive Savings
Inside
$994
Oceanview
$1,056
Balcony
$1,783
Suite
$2,715
From (Per Person)
A$994
Save 964
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jul 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$1,101
Oceanview
$1,437
Balcony
$1,727
Suite
$2,388
From (Per Person)
A$1,101
Save 17
Per Person
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Departure: 06 September 2026
Visits: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,690
Oceanview
$1,879
Balcony
$3,172
Suite
$3,868
From (Per Person)
A$1,690
Per Person
Cruise

5 Days (4 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Jul 2026 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$604
Oceanview
$795
Balcony
$965
Suite
$1,687
From (Per Person)
A$604
Save 863
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Jan 2028
Visits: USA, Bahamas, Mexico, Honduras
Exclusive Savings
Inside
$1,979
Oceanview
$2,218
Balcony
$2,261
Suite
$3,473
From (Per Person)
A$1,979
Save 1,644
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 04 September 2027
Visits: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,124
Oceanview
$1,340
Balcony
$1,913
Suite
$2,507
From (Per Person)
A$1,124
Save 653
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jul 2026 to Oct 2027
Visits: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,936
Oceanview
$2,054
Balcony
$2,152
Suite
$3,720
From (Per Person)
A$1,936
Save 1,223
Per Person
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2028
Visits: Martinique, Antigua and Barbuda, Dominican Republic, Barbados
Exclusive Savings
Inside
$1,089
Oceanview
$1,316
Balcony
$1,890
Suite
$2,811
From (Per Person)
A$1,089
Per Person
Cruise

81 Days (80 Nights) Nuuk to Buenos Aires
Cruise Line: Viking
Departures: Sep 2028 to Sep 2029
Visits: Greenland, Canada, USA, Bahamas +6 more, Jamaica, Panama, Peru, Chile, Argentina, Antarctica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$124,063
Suite
$179,335
From (Per Person)
A$124,063
Save 2,660
Per Person
Cruise

25 Days (24 Nights) Halifax to Valparaiso
Cruise Line: Seabourn
Departure: 24 September 2028
Visits: Canada, Bermuda, Puerto Rico, Aruba +4 more, Panama, Ecuador, Peru, Chile
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$19,354
Suite
$26,606
From (Per Person)
A$19,354
Save 345
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Aug 2026 to Oct 2027
Visits: USA, Saint Kitts and Nevis, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,378
Oceanview
$1,805
Balcony
$1,774
Suite
$4,176
From (Per Person)
A$1,378
Save 963
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Sep 2027
Visits: USA, Mexico, Honduras, Bahamas
Exclusive Savings
Inside
$1,261
Oceanview
$1,419
Balcony
$1,607
Suite
$3,315
From (Per Person)
A$1,261
Save 1,372
Per Person
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Aug 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Exclusive Savings
Inside
$2,161
Oceanview
$2,458
Balcony
$3,052
Suite
$4,587
From (Per Person)
A$2,161
Save 34
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: May 2027 to Dec 2027
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,050
Oceanview
$1,156
Balcony
$1,794
Suite
$2,434
From (Per Person)
A$1,050
Save 836
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Aug 2026 to Oct 2027
Visits: USA, Curacao, Aruba, Bahamas
Exclusive Savings
Inside
$1,463
Oceanview
$1,667
Balcony
$1,627
Suite
$3,787
From (Per Person)
A$1,663
Save 1,279
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visits: USA, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
$1,255
Oceanview
$1,559
Balcony
$1,722
Suite
$5,681
From (Per Person)
A$1,255
Save 1,341
Per Person
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: 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
$2,137
Oceanview
$2,572
Balcony
$3,780
Suite
$5,632
From (Per Person)
A$2,137
Per Person
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$781
Oceanview
$897
Balcony
$1,022
Suite
$1,911
From (Per Person)
A$781
Save 626
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 25 September 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,086
Oceanview
$1,222
Balcony
$1,851
Suite
$2,568
From (Per Person)
A$1,086
Save 639
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Sep 2027
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,399
Oceanview
$1,572
Balcony
$1,529
Suite
$3,426
From (Per Person)
A$1,399
Save 1,230
Per Person
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: MSC Cruises
Ship: MSC Seascape
Departures: Jul 2026 to Nov 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$685
Oceanview
$942
Balcony
$1,081
Suite
$2,114
From (Per Person)
A$685
Save 47
Per Person
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Jul 2026 to Oct 2026
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,144
Oceanview
$1,540
Balcony
$1,886
Suite
$4,233
From (Per Person)
A$1,144
Save 26
Per Person
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 04 September 2026
Visits: USA, Bahamas, Dominican Republic, Aruba, Curacao
Exclusive Savings
Inside
$1,357
Oceanview
$1,753
Balcony
$2,542
Suite
$5,681
From (Per Person)
A$1,357
Save 775
Per Person
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Oct 2026
Visits: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,170
Oceanview
$1,527
Balcony
$1,944
Suite
$3,831
From (Per Person)
A$1,170
Save 693
Per Person
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Jul 2026 to Sep 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$736
Oceanview
$837
Balcony
$932
Suite
$1,680
From (Per Person)
A$736
Save 772
Per Person
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Aug 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$2,092
Oceanview
$2,389
Balcony
$2,983
Suite
$4,573
From (Per Person)
A$2,092
Save 35
Per Person
New ReleaseCruise

13 Days (12 Nights) New York to Nassau
Cruise Line: Scenic
Departure: 28 September 2027
Visits: USA, Bermuda, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,605
Suite
$17,348
From (Per Person)
A$12,605
Save 4,190
Per Person
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Departure: 20 September 2026
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,830
Oceanview
$2,206
Balcony
$3,283
Suite
-
From (Per Person)
A$1,830
Per Person
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Oct 2027
Visits: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$1,817
Oceanview
$1,842
Balcony
$2,350
Suite
$5,767
From (Per Person)
A$1,817
Save 1,410
Per Person
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2028
Visits: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin
Exclusive Savings
Inside
$1,089
Oceanview
$1,326
Balcony
$1,920
Suite
$2,821
From (Per Person)
A$1,089
Save 23
Per Person
Results: 61-90 of 103

No trips found. Try adjusting the search filters.

Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Rome Cruises from Barcelona to Venice Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to San Juan Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Miami Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to Rome Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Reykjavik to New York Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to London Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco Cruises from San Juan to Bridgetown Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Seattle Cruises from Singapore to Sydney Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle

Country Routes

Cruises from Peru to Argentina Cruises from Barbados to Puerto Rico Cruises from USA to Portugal Cruises from USA to Germany Cruises from Italy to England Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from France to Iceland Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Peru to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Singapore to Australia Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Australia Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain