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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 643 unique cruises and 2,842 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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643 Cruises (2,842 Departures)
643 Cruises (2,842 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
Operator: 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 Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 23 December 2026
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,551
Oceanview
$2,775
Balcony
$4,040
Suite
$4,219
From (Per Person)
A$2,551
Per Person
View Trip
15 Day Caribbean Celebration with Cunard
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Operator: Cunard
Ship: Queen Elizabeth
Departure: 23 December 2027
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent, Barbados, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$3,380
Oceanview
$3,994
Balcony
$4,588
Suite
$11,577
From (Per Person)
A$3,380
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,611
Oceanview
$3,082
Balcony
$3,719
Suite
$6,175
From (Per Person)
A$2,611
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
Operator: 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
8 Day South Caribbean with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Operator: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Feb 2027
Visits: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$1,499
Oceanview
$2,112
Balcony
$2,201
Suite
$2,825
From (Per Person)
A$1,499
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
$2,477
From (Per Person)
A$735
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
$1,371
Oceanview
$1,461
Balcony
$2,269
Suite
$4,141
From (Per Person)
A$1,371
Save 540
Per Person
View Trip
9 Day Eastern Caribbean with Tortola Holiday with Princess
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 19 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Exclusive Savings
Inside
$1,529
Oceanview
-
Balcony
$1,875
Suite
$2,499
From (Per Person)
A$1,529
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 05 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Dominica
Exclusive Savings
Inside
$2,432
Oceanview
$2,791
Balcony
$3,502
Suite
$4,264
From (Per Person)
A$2,432
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
Operator: 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
14 Day Caribbean Celebration with Cunard
Cruise
 (6)

14 Days (13 Nights) New York to New York
Operator: Cunard
Ship: Queen Mary 2
Departure: 21 December 2027
Visits: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Exclusive Savings
Inside
$4,063
Oceanview
$5,647
Balcony
$5,785
Suite
$12,814
From (Per Person)
A$4,063
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
$2,140
Oceanview
$2,378
Balcony
$2,784
Suite
$4,101
From (Per Person)
A$2,140
Per Person
View Trip
9 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 31 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Vincent
Exclusive Savings
Inside
$2,174
Oceanview
$2,551
Balcony
$4,085
Suite
$6,992
From (Per Person)
A$2,174
Save 895
Per Person
View Trip
8 Day Southern Caribbean Holiday Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Drinks On Us
Inside
$1,515
Oceanview
$1,615
Balcony
$1,717
Suite
$6,088
From (Per Person)
A$1,515
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
Operator: Princess
Ship: Regal Princess
Departure: 12 December 2026
Visits: USA, Dominican Republic, Aruba, Curacao, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$2,533
Oceanview
-
Balcony
$3,355
Suite
$4,829
From (Per Person)
A$2,533
Per Person
View Trip
15 Day Eastern Caribbean with Cunard
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Operator: Cunard
Ship: Queen Elizabeth
Departure: 09 December 2027
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent, Barbados, Grenada, Saint Martin
Exclusive Savings
Inside
$3,073
Oceanview
$3,766
Balcony
$4,459
Suite
$9,904
From (Per Person)
A$3,073
Per Person
View Trip
9 Day Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada with Azamara Cruises
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Operator: Azamara
Ship: Azamara Quest
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica +4 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$4,019
Oceanview
$5,052
Balcony
$6,169
Suite
$9,437
From (Per Person)
A$4,019
Save 280
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
$1,617
Oceanview
-
Balcony
$1,944
Suite
$2,093
From (Per Person)
A$1,617
Per Person
View Trip
8 Day Eastern Caribbean Holiday with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 28 December 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,798
Oceanview
$1,996
Balcony
$2,769
Suite
$8,965
From (Per Person)
A$1,798
Save 675
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: 13 December 2026
Visits: USA, Bahamas, Mexico, Honduras, Puerto Rico, Turks and Caicos Islands
Exclusive Savings
Inside
-
Oceanview
$2,484
Balcony
$2,781
Suite
$5,256
From (Per Person)
A$2,484
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
$2,362
Oceanview
$3,083
Balcony
$3,263
Suite
$4,956
From (Per Person)
A$2,362
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Drinks On Us
Inside
$1,414
Oceanview
$1,615
Balcony
$1,717
Suite
$5,376
From (Per Person)
A$1,414
Per Person
View Trip
8 Day Southern Caribbean with Tortola Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Dec 2027
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,517
Oceanview
$2,687
Balcony
$3,072
Suite
$4,735
From (Per Person)
A$2,517
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
Fare Saver
Exclusive Savings
Inside
$3,602
Oceanview
$4,830
Balcony
$5,751
Suite
$7,745
From (Per Person)
A$3,602
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Operator: 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 Southern Caribbean Cruise 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
Departure: 06 December 2026
Visits: Puerto Rico, Saint Martin, Saint Lucia, Barbados, Saint Kitts and Nevis, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,479
Oceanview
$2,523
Balcony
$2,747
Suite
$3,149
From (Per Person)
A$2,479
Per Person
View Trip
14 Day Caribbean Celebration with Cunard
Cruise
 (6)

14 Days (13 Nights) New York to New York
Operator: Cunard
Ship: Queen Mary 2
Departure: 22 December 2028
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Saint Martin
Exclusive Savings
Inside
$5,251
Oceanview
$7,231
Balcony
$7,330
Suite
$16,339
From (Per Person)
A$5,251
Per Person
View Trip
15 Day Leeward Island Jewels with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: 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
Oceanview
$8,431
Balcony
$11,513
Suite
$16,178
From (Per Person)
A$8,431
Save 153
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: Nov 2026 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,181
Oceanview
$2,316
Balcony
$2,316
Suite
$3,060
From (Per Person)
A$2,181
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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