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Caribbean Cruises Starting In December 2026, 2027 and 2028

Are you planning a cruise to the Caribbean in December 2026, 2027 or 2028? Choose from 639 unique cruises and 2,841 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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639 Cruises (2,841 Departures)
639 Cruises (2,841 Departures)
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$203,830pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Tour Operator: Viking
Cruise Line: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$5,924
Suite
$9,354
From (Per Person)
A$5,924
Save 1,385
Per Person
View Trip
12 Day Eastern Caribbean: Windward & Leeward Islands with Holland America
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Holland America
Cruise Line: Holland America
Ships: Eurodam, Rotterdam
Departures: Mar 2027 to Mar 2028
Visits: USA, Saint Martin, Antigua and Barbuda, Dominica +4 more, Martinique, Saint Kitts and Nevis, Virgin Islands, Bahamas
Fare Saver
Exclusive Savings
Inside
$2,152
Oceanview
$2,389
Balcony
$3,459
Suite
$4,914
From (Per Person)
A$2,152
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Princess
Cruise Line: Princess
Ship: Sun Princess
Departure: 06 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Honduras
Sanctuary Collection
Exclusive Savings
Inside
$1,808
Oceanview
$2,048
Balcony
$2,488
Suite
$7,546
From (Per Person)
A$1,808
Per Person
View Trip
8 Day Grand Turk & St. Maarten Holiday with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Tour Operator: Celebrity Cruises
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Dec 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,405
Oceanview
$1,406
Balcony
$1,769
Suite
$6,145
From (Per Person)
A$1,405
Save 1,947
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Tour Operator: Virgin Voyages
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2026 to Jan 2027
Visits: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Drinks On Us
Inside
$1,646
Oceanview
$1,750
Balcony
$1,853
Suite
$4,235
From (Per Person)
A$1,646
Per Person
View Trip
10 Day Western Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Tour Operator: Cunard
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2026 to Dec 2026
Visits: USA, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Savings
Inside
$1,764
Oceanview
$2,269
Balcony
$2,992
Suite
$7,071
From (Per Person)
A$1,764
Per Person
View Trip
8 Day Western Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Tour Operator: Norwegian Cruise Line
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 20 December 2026
Visits: USA, Bahamas, Jamaica, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,617
Oceanview
-
Balcony
$1,944
Suite
$2,093
From (Per Person)
A$1,617
Per Person
View Trip
8 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) Bridgetown to Bridgetown
Tour Operator: Princess
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$1,755
Oceanview
$2,025
Balcony
$2,241
Suite
$3,139
From (Per Person)
A$1,755
Per Person
View Trip
9 Day Southern Caribbean & Aruban Holidays with Virgin Voyages
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Tour Operator: Virgin Voyages
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 18 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Aruba, Curacao
Drinks On Us
Inside
$1,646
Oceanview
$1,883
Balcony
$2,355
Suite
$7,338
From (Per Person)
A$1,646
Per Person
View Trip
15 Day Southern/Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Princess
Cruise Line: Princess
Ship: Regal Princess
Departure: 06 December 2026
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Aruba, Curacao
Exclusive Savings
Inside
$2,038
Oceanview
-
Balcony
$2,884
Suite
$3,968
From (Per Person)
A$2,038
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Tour Operator: Norwegian Cruise Line
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 25 December 2027
Visits: Puerto Rico, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$3,149
Oceanview
$3,506
Balcony
$3,923
Suite
$5,516
From (Per Person)
A$3,149
Per Person
View Trip
13 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Celebrity Cruises
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departures: Dec 2026 to Apr 2027
Visits: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$2,118
Oceanview
$2,506
Balcony
$3,526
Suite
$11,178
From (Per Person)
A$2,118
Save 1,969
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Princess
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$866
Oceanview
$1,034
Balcony
$1,055
Suite
$1,490
From (Per Person)
A$866
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Tour Operator: Norwegian Cruise Line
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 11 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,077
Oceanview
$2,345
Balcony
$2,687
Suite
$3,894
From (Per Person)
A$2,077
Per Person
View Trip
13 Day Panama Canal Discovery: Costa Rica & Greater Antilles with Holland America
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Holland America
Cruise Line: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Oct 2026 to Mar 2028
Visits: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Exclusive Savings
Inside
$1,846
Oceanview
$2,153
Balcony
$3,073
Suite
$6,449
From (Per Person)
A$1,846
Save 30
Per Person
View Trip
22 Day Caribbean Celebration with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Tour Operator: Cunard
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 08 December 2026
Visits: USA, Cayman Islands, Jamaica, Honduras +6 more, Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Exclusive Savings
Inside
$5,115
Oceanview
$6,402
Balcony
$7,986
Suite
$18,905
From (Per Person)
A$5,115
Per Person
View Trip
11 Day Southern Caribbean & St. Barts Holiday with Seabourn
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Tour Operator: Seabourn
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 18 December 2027
Visits: USA, Puerto Rico, Anguilla, Montserrat, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Oceanview
$6,434
Balcony
$7,600
Suite
$11,681
From (Per Person)
A$6,434
Save 110
Per Person
View Trip
9 Day San Juan to Miami, Fl with Silversea
Cruise
 (1)

9 Days (8 Nights) San Juan to Miami
Tour Operator: Silversea
Cruise Line: Silversea
Ship: Silver Nova
Departure: 29 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, USA
Exclusive Savings
Balcony
$6,894
Suite
$12,348
From (Per Person)
A$7,169
Save 3,281
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Tour Operator: Royal Caribbean
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Dec 2027 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,135
Oceanview
$1,263
Balcony
$1,994
Suite
$2,459
From (Per Person)
A$1,135
Save 726
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Princess
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,163
Oceanview
$1,391
Balcony
$1,529
Suite
$2,282
From (Per Person)
A$1,163
Per Person
View Trip
15 Day Circle Caribbean Holiday with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Princess
Cruise Line: Princess
Ships: Coral Princess, Island Princess
Departures: Nov 2027 to Dec 2027
Visits: USA, Saint Martin, Saint Kitts and Nevis, Dominica +5 more, Saint Lucia, Barbados, Grenada, Aruba, Curacao
Exclusive Savings
Inside
$1,769
Oceanview
$1,989
Balcony
$2,848
Suite
$3,610
From (Per Person)
A$1,769
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman Holiday with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Princess
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,589
Oceanview
$1,917
Balcony
$1,945
Suite
$2,500
From (Per Person)
A$1,589
Per Person
View Trip
11 Day Southern Caribbean Holiday: ABC Islands with Holland America
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Holland America
Cruise Line: Holland America
Ship: Rotterdam
Departure: 29 December 2027
Visits: USA, Bahamas, Dominican Republic, Curacao, Bonaire, Aruba
Fare Saver
Exclusive Savings
Inside
$3,023
Oceanview
$3,785
Balcony
$4,627
Suite
$6,161
From (Per Person)
A$3,023
Per Person
View Trip
22 Day Panama Canal & Southern Caribbean: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Holland America
Cruise Line: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Dec 2026 to Jan 2028
Visits: USA, Bahamas, Aruba, Colombia +5 more, Panama, Costa Rica, Cayman Islands, Bonaire, Curacao
Fare Saver
Exclusive Savings
Inside
$3,869
Oceanview
$4,819
Balcony
$6,126
Suite
$11,354
From (Per Person)
A$3,869
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Tour Operator: Princess
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,528
Oceanview
$1,611
Balcony
$1,933
Suite
$3,488
From (Per Person)
A$1,528
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Tour Operator: Princess
Cruise Line: Princess
Ship: Sky Princess
Departure: 26 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,548
Oceanview
$2,055
Balcony
$2,083
Suite
$2,914
From (Per Person)
A$1,548
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Tour Operator: Norwegian Cruise Line
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Dec 2026 to Mar 2028
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,629
Oceanview
$1,837
Balcony
$2,537
Suite
$2,582
From (Per Person)
A$1,629
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Tour Operator: MSC Cruises
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departure: 15 December 2026
Visits: Barbados, Saint Vincent, Grenada, Martinique +5 more, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
-
Oceanview
$4,739
Balcony
$5,333
Suite
$8,471
From (Per Person)
A$4,739
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Tour Operator: Royal Caribbean
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,664
Oceanview
$1,760
Balcony
$2,953
Suite
$3,690
From (Per Person)
A$1,664
Save 912
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Tour Operator: MSC Cruises
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,567
Oceanview
$1,924
Balcony
$2,458
Suite
$5,062
From (Per Person)
A$1,567
Save 24
Per Person
View Trip
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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 Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from London to Fort Lauderdale Cruises from London to London Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Miami to San Juan Cruises from Miami to Los Angeles Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Miami Cruises from Miami to London 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 Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre 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 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 Chile to Argentina Cruises from England to USA Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Panama to USA Cruises from Barbados to Saint Martin Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Chile Cruises from USA to England Cruises from USA to Panama Cruises from USA to Peru

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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