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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 641 unique cruises and 2,844 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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641 Cruises (2,844 Departures)
641 Cruises (2,844 Departures)
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$209,450pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Operator: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2027 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
$8,129
Suite
$11,461
From (Per Person)
A$8,129
Save 200
Per Person
View Trip
10 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departure: 14 December 2027
Visits: USA, Puerto Rico, Virgin Islands, Saint Martin, Bahamas
Inside
$1,527
Oceanview
$2,040
Balcony
$2,424
Suite
$8,714
From (Per Person)
A$1,527
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Exclusive Savings
Inside
$1,846
Oceanview
-
Balcony
$2,276
Suite
$3,024
From (Per Person)
A$1,846
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visits: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$2,053
Oceanview
$4,271
Balcony
$3,869
Suite
$5,837
From (Per Person)
A$2,053
Save 31
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 03 December 2026
Visits: USA, Saint Martin, Saint Kitts and Nevis, Martinique +5 more, Dominica, Saint Lucia, Trinidad and Tobago, Aruba, Curacao
Exclusive Savings
Inside
$2,725
Oceanview
-
Balcony
$3,596
Suite
$5,526
From (Per Person)
A$2,725
Per Person
View Trip
15 Day Caribbean Celebration with Cunard
Cruise
 (6)

15 Days (14 Nights) New York to New York
Operator: Cunard
Ship: Queen Mary 2
Departure: 19 December 2026
Visits: USA, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$5,107
Oceanview
$6,315
Balcony
$6,444
Suite
$14,849
From (Per Person)
A$5,107
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
Operator: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 20 December 2026
Visits: USA, Bahamas, Jamaica, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,348
Oceanview
-
Balcony
$1,780
Suite
$2,034
From (Per Person)
A$1,348
Per Person
View Trip
11 Day Southern Caribbean Cruise: Antigua, St. Barts & Martinique with Azamara Cruises
Cruise
 (6)

11 Days (10 Nights) San Juan to Bridgetown
Operator: Azamara
Ship: Azamara Journey
Departure: 18 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy +4 more, Martinique, Saint Vincent, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$2,974
Oceanview
$3,817
Balcony
$4,640
Suite
-
From (Per Person)
A$2,974
Save 45
Per Person
View Trip
8 Day Southern Caribbean Cruise New Year’s with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 December 2027
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$2,384
Oceanview
$2,784
Balcony
$2,984
Suite
$6,377
From (Per Person)
A$2,384
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: Sep 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,021
Oceanview
$1,244
Balcony
$1,363
Suite
$1,661
From (Per Person)
A$1,021
Save 20
Per Person
View Trip
15 Day Windward & Leeward Islands with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Seabourn
Ship: Seabourn Quest
Departure: 04 December 2027
Visits: USA, Saint Barthelemy, Saint Kitts and Nevis, Martinique +5 more, Dominica, Montserrat, Antigua and Barbuda, Anguilla, Virgin Islands
Exclusive Savings
Oceanview
$8,274
Balcony
$9,024
Suite
$14,189
From (Per Person)
A$8,274
Save 140
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Mar 2027
Visits: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,499
Oceanview
$1,756
Balcony
$2,053
Suite
$4,063
From (Per Person)
A$1,499
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: 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
$3,715
From (Per Person)
A$1,664
Save 912
Per Person
View Trip
13 Day Beach-blessed Isles with Oceania Cruises
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Sirena
Departure: 10 December 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico +4 more, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Your World Inclusions
Exclusive Savings
Inside
$5,315
Oceanview
$5,761
Balcony
$8,623
Suite
$11,931
From (Per Person)
A$5,315
Save 2,115
Per Person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Luna
Departures: Dec 2027 to Jan 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,827
Oceanview
$2,065
Balcony
$2,750
Suite
$3,360
From (Per Person)
A$1,827
Per Person
View Trip
11 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 14 December 2027
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,457
Oceanview
$1,526
Balcony
$1,734
Suite
$2,774
From (Per Person)
A$1,457
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seaside
Departure: 28 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,774
Oceanview
$2,012
Balcony
$2,437
Suite
-
From (Per Person)
A$1,774
Per Person
View Trip
14 Day Eastern/Western Caribbean with Celebration Key Holiday with Princess
Cruise
 (1)

14 Days (13 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 27 December 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Belize, Honduras, Mexico
Exclusive Savings
Inside
$3,074
Oceanview
-
Balcony
$4,142
Suite
$5,192
From (Per Person)
A$3,074
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Marigot to Bridgetown
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Dec 2026 to Mar 2027
Visits: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis +4 more, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Savings
Oceanview
$5,790
Balcony
-
Suite
$7,314
From (Per Person)
A$5,790
Save 5,428
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

11 Days (10 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departure: 30 December 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,669
Oceanview
$2,906
Balcony
$3,263
Suite
$8,788
From (Per Person)
A$2,669
Per Person
View Trip
8 Day Southern Caribbean From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Dec 2026 to Feb 2027
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,271
Oceanview
$2,568
Balcony
$3,164
Suite
$3,759
From (Per Person)
A$2,271
Per Person
View Trip
13 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Sun
Departures: Dec 2026 to Mar 2027
Visits: USA, Bahamas, Dominican Republic, Aruba +4 more, Curacao, Colombia, Panama, Costa Rica
Just Cruise Fare
Exclusive Savings
Inside
$2,187
Oceanview
$2,611
Balcony
$4,121
Suite
$4,547
From (Per Person)
A$2,187
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
Operator: Princess
Ship: Sun Princess
Departure: 06 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Honduras
Sanctuary Collection
Exclusive Savings
Inside
$1,984
Oceanview
$2,044
Balcony
$2,594
Suite
$7,362
From (Per Person)
A$1,984
Per Person
View Trip
9 Day Caribbean Cruise: Curacao, Aruba & St.lucia with Azamara Cruises
Cruise
 (6)

9 Days (8 Nights) Bridgetown to San Juan
Operator: Azamara
Ship: Azamara Journey
Departure: 28 December 2026
Visits: Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,670
Oceanview
$3,288
Balcony
$4,160
Suite
$13,783
From (Per Person)
A$2,670
Per Person
View Trip
12 Day Southern Caribbean: ABC Islands Holiday with Holland America
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Oosterdam
Departure: 22 December 2027
Visits: USA, Cayman Islands, Colombia, Aruba, Curacao, Bahamas
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$3,602
Oceanview
$4,830
Balcony
$5,751
Suite
$7,745
From (Per Person)
A$3,602
Per Person
View Trip
8 Day St Thomas & D.r. Holiday Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 26 December 2027
Visits: USA, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,953
Oceanview
$2,231
Balcony
$2,759
Suite
$6,356
From (Per Person)
A$1,953
Save 1,406
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: 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
$3,399
Oceanview
-
Balcony
$4,479
Suite
$5,478
From (Per Person)
A$3,399
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,198
Oceanview
$1,287
Balcony
$2,022
Suite
$2,499
From (Per Person)
A$1,198
Save 713
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
Inside
$848
Oceanview
$1,132
Balcony
$1,346
Suite
$3,772
From (Per Person)
A$848
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
Operator: 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
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$2,152
Oceanview
$2,389
Balcony
$3,459
Suite
$4,914
From (Per Person)
A$2,152
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

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Country Routes

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Cruise Lines Exploring The Caribbean & Bahamas

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