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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 603 unique cruises and 2,777 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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603 Cruises (2,777 Departures)
603 Cruises (2,777 Departures)
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$203,150pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,532
Suite
$8,864
From (Per Person)
A$5,532
Save 1,391
Per Person
View Trip
9 Day Eastern Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Getaway
Departure: 14 December 2026
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,512
Oceanview
$1,691
Balcony
$1,959
Suite
$2,183
From (Per Person)
A$1,512
Per Person
View Trip
8 Day Western Caribbean 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
Departures: Dec 2026 to Mar 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,440
Oceanview
$1,961
Balcony
$1,931
Suite
$2,035
From (Per Person)
A$1,440
Save 24
Per Person
View Trip
15 Day Leeward Island Jewels with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 06 December 2026
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis +5 more, Dominica, Martinique, Guadeloupe, Montserrat, Anguilla
Exclusive Savings
Inside
-
Oceanview
$10,503
Balcony
$13,933
Suite
$19,519
From (Per Person)
A$10,503
Save 195
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise
 (2)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 26 December 2027
Visits: USA, Mexico, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,912
Oceanview
$2,068
Balcony
$2,706
Suite
$4,645
From (Per Person)
A$1,912
Save 1,028
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 23 December 2027
Visits: USA, Aruba, Curacao, Bonaire, Dominican Republic, Jamaica
Exclusive Savings
Inside
$2,886
Oceanview
$3,124
Balcony
$3,500
Suite
$8,758
From (Per Person)
A$2,886
Per Person
View Trip
8 Day Western Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Aura
Departure: 18 December 2027
Visits: USA, Belize, Honduras, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$2,987
Oceanview
$3,329
Balcony
$3,880
Suite
$5,459
From (Per Person)
A$2,987
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
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
$11,977
From (Per Person)
A$3,869
Save 74
Per Person
View Trip
8 Day Southern Caribbean Holiday Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Inside
$1,488
Oceanview
$1,687
Balcony
$1,887
Suite
$5,980
From (Per Person)
A$1,488
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Princess Plus
Sanctuary Collection
Exclusive Savings
Inside
$1,113
Oceanview
$1,321
Balcony
$1,390
Suite
$2,237
From (Per Person)
A$1,113
Per Person
View Trip
16 Day Southern Caribbean Cruise: Dominica, Bequia & Grenada with Azamara Cruises
Cruise
 (5)

16 Days (15 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara
Ship: Azamara Quest
Departure: 12 December 2027
Visits: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis +7 more, Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$6,145
Oceanview
$7,713
Balcony
$9,575
Suite
$14,720
From (Per Person)
A$6,145
Save 94
Per Person
View Trip
8 Day Western Caribbean & Bimini New Year's with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 27 December 2026
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$2,485
Oceanview
$2,785
Balcony
$3,184
Suite
$8,276
From (Per Person)
A$2,485
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Inside
$1,388
Oceanview
$1,688
Balcony
$1,987
Suite
$5,281
From (Per Person)
A$1,388
Per Person
View Trip
8 Day Southern Caribbean New Year's Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 26 December 2026
Visits: Puerto Rico, Saint Martin, Martinique, Barbados, Saint Lucia, Antigua and Barbuda
Inside
$2,619
Oceanview
$2,786
Balcony
$3,185
Suite
$6,879
From (Per Person)
A$2,619
Per Person
View Trip
8 Day A Journey Into Timeless Marvels & Historical Tales of the West Indies with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 19 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$3,849
Oceanview
-
Balcony
$4,746
Suite
$5,928
From (Per Person)
A$3,849
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 13 December 2026
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,189
Oceanview
$1,399
Balcony
$1,360
Suite
$3,842
From (Per Person)
A$1,189
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Coral Princess
Departure: 06 December 2027
Visits: USA, Saint Martin, Saint Kitts and Nevis, Dominica +5 more, Saint Lucia, Barbados, Grenada, Aruba, Curacao
Exclusive Savings
Inside
$2,016
Oceanview
$2,238
Balcony
$2,945
Suite
$3,194
From (Per Person)
A$2,016
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Dec 2027 to Apr 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,204
Oceanview
$1,286
Balcony
$1,614
Suite
$2,719
From (Per Person)
A$1,204
Save 737
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 27 December 2026
Visits: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,778
Oceanview
-
Balcony
$3,817
Suite
$5,688
From (Per Person)
A$2,778
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 20 December 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$2,850
Oceanview
-
Balcony
$3,434
Suite
$5,137
From (Per Person)
A$2,850
Per Person
View Trip
15 Day Eastern/Western Caribbean with Celebration Key Holiday with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 20 December 2026
Visits: USA, Puerto Rico, Turks and Caicos Islands, Bahamas, Mexico, Belize, Honduras
Exclusive Savings
Inside
$3,008
Oceanview
$3,988
Balcony
$4,621
Suite
$6,977
From (Per Person)
A$3,008
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
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
$1,719
Oceanview
$1,926
Balcony
$2,537
Suite
$2,656
From (Per Person)
A$1,719
Per Person
View Trip
8 Day Grenadines & Windwards yachting with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Sakara
Departures: Nov 2026 to Apr 2029
Visits: Barbados, Grenada, Saint Vincent
Exclusive Savings
Inside
-
Oceanview
$5,690
Balcony
-
Suite
$7,214
From (Per Person)
A$5,690
Save 3,605
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 21 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$3,359
Oceanview
$3,835
Balcony
$4,646
Suite
-
From (Per Person)
A$3,359
Per Person
View Trip
10 Day Southern Caribbean Holiday Cruise: Aruba, Bonaire & CuraÇao with Azamara Cruises
Cruise
 (5)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara
Ship: Azamara Quest
Departure: 27 December 2027
Visits: Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Exclusive Savings
Inside
$3,515
Oceanview
$4,280
Balcony
$5,279
Suite
$8,004
From (Per Person)
A$3,515
Save 54
Per Person
View Trip
8 Day St. Thomas, & St. Kitts Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Xcel
Departures: Jan 2027 to Apr 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,051
Oceanview
$1,264
Balcony
$1,620
Suite
$4,700
From (Per Person)
A$1,051
Save 1,170
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 19 December 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,325
Oceanview
$2,583
Balcony
$2,949
Suite
$4,790
From (Per Person)
A$2,325
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 13 December 2026
Visits: USA, Cayman Islands, Jamaica, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$1,065
Oceanview
$1,154
Balcony
$1,609
Suite
$5,765
From (Per Person)
A$1,062
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
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Caribbean & Bahamas Cruises

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Travel Styles

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Countries

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Cities

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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 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 Singapore to Sydney 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 Singapore to Australia Cruises from Barbados to Saint Martin Cruises from USA to Argentina Cruises from USA to Australia 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 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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