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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 644 unique cruises and 2,832 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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644 Cruises (2,832 Departures)
644 Cruises (2,832 Departures)
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$300pp
$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: Feb 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
8 Day Western Caribbean with Mexico with Princess
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Star Princess
Departures: Oct 2026 to Mar 2027
Visits: USA, Honduras, Belize, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$944
Oceanview
$1,021
Balcony
$1,348
Suite
$1,783
From (Per Person)
A$944
Per Person
View Trip
7 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (6)

7 Days (6 Nights) Bridgetown to San Juan
Operator: Azamara
Ship: Azamara Journey
Departure: 12 December 2026
Visits: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$2,472
Balcony
$2,159
Suite
$2,806
From (Per Person)
A$2,159
Per Person
View Trip
9 Day Southern Caribbean with Aruba with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 12 December 2026
Visits: USA, Dominican Republic, Aruba, Curacao
Exclusive Savings
Inside
$2,137
Oceanview
-
Balcony
$2,031
Suite
$3,694
From (Per Person)
A$2,031
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Dec 2027 to Apr 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,159
Oceanview
$1,229
Balcony
$1,598
Suite
$2,719
From (Per Person)
A$1,159
Save 700
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
$1,436
Oceanview
$1,540
Balcony
$1,643
Suite
$5,672
From (Per Person)
A$1,436
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
Sanctuary Collection
Exclusive Savings
Inside
-
Oceanview
$2,677
Balcony
$3,014
Suite
$5,152
From (Per Person)
A$2,677
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Nova
Departure: 29 December 2027
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda
Exclusive Savings
Balcony
$12,250
Suite
$22,050
From (Per Person)
A$12,250
Save 250
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
17 Day Leeward Island Holiday with Seabourn
Cruise
 (1)

17 Days (16 Nights) Miami to Miami
Operator: Seabourn
Ship: Seabourn Quest
Departure: 20 December 2026
Visits: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis +8 more, Saint Martin, Guadeloupe, Martinique, Saint Lucia, Dominica, Montserrat, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Oceanview
$15,308
Balcony
$16,680
Suite
$29,126
From (Per Person)
A$15,308
Save 290
Per Person
View Trip
8 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: 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
$2,278
Oceanview
$2,135
Balcony
$2,357
Suite
$3,595
From (Per Person)
A$2,135
Per Person
View Trip
11 Day Southern Caribbean Holiday with Celebrity Cruises
Cruise
 (1)

11 Days (10 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departure: 18 December 2027
Visits: USA, Saint Martin, Saint Lucia, Antigua and Barbuda, Virgin Islands, Turks and Caicos Islands
Exclusive Savings
Inside
$2,931
Oceanview
$3,225
Balcony
$3,677
Suite
$11,567
From (Per Person)
A$2,931
Save 1,965
Per Person
View Trip
11 Day Southern Caribbean with Martinique & Celebration Key Holiday with Princess
Cruise
 (7)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 18 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Martinique, Saint Martin, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,943
Oceanview
$2,181
Balcony
$2,805
Suite
$3,349
From (Per Person)
A$1,943
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 06 December 2026
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,086
Oceanview
-
Balcony
$1,363
Suite
$2,141
From (Per Person)
A$1,086
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (3)

7 Days (6 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,012
Oceanview
$1,396
Balcony
$992
Suite
$1,437
From (Per Person)
A$992
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
$1,932
Oceanview
$2,700
Balcony
$4,670
Suite
$4,654
From (Per Person)
A$1,932
Save 990
Per Person
View Trip
11 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Nov 2026 to Apr 2027
Visits: USA, Sint Maarten, Saint Lucia, Grenada, Barbados, Antigua and Barbuda
Exclusive Savings
Inside
$1,970
Oceanview
$2,569
Balcony
$2,816
Suite
$9,917
From (Per Person)
A$1,970
Save 8,302
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: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,095
Oceanview
$1,170
Balcony
$1,274
Suite
$1,690
From (Per Person)
A$1,095
Save 20
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
Operator: Norwegian Cruise Line
Ship: Norwegian Aura
Departure: 18 December 2027
Visits: USA, Belize, Honduras, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$2,719
Oceanview
$3,002
Balcony
$3,612
Suite
$4,655
From (Per Person)
A$2,719
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
Ship: Rotterdam
Departure: 01 December 2026
Visits: USA, Saint Martin, Antigua and Barbuda, Dominica +4 more, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Bahamas
Fare Saver
Exclusive Savings
Inside
$1,538
Oceanview
$1,924
Balcony
$2,310
Suite
$4,300
From (Per Person)
A$1,538
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
$1,803
Oceanview
$2,178
Balcony
$2,219
Suite
$3,189
From (Per Person)
A$1,803
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: Scarlet Lady
Departure: 11 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Lucia, Aruba
Drinks On Us
Inside
$1,229
Oceanview
$1,745
Balcony
$2,056
Suite
$5,475
From (Per Person)
A$1,229
Per Person
View Trip
9 Day Beaches of the Grenadines with Emerald Cruises
New ReleaseCruise
 (3)

9 Days (8 Nights) Bridgetown to Bridgetown
Operator: Emerald Cruises
Ship: Emerald Azzurra
Departure: 11 December 2027
Visits: Barbados, Saint Lucia, Saint Vincent
Exclusive Savings
Oceanview
$7,411
Balcony
-
Suite
$9,450
From (Per Person)
A$7,411
Save 3,634
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Dec 2026 to Jan 2027
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,740
Oceanview
$1,789
Balcony
$3,599
Suite
$3,715
From (Per Person)
A$1,740
Save 1,450
Per Person
View Trip
13 Day Caribbean Celebration with Cunard
Cruise
 (13)

13 Days (12 Nights) Miami to Miami
Operator: Cunard
Ship: Queen Elizabeth
Departure: 17 December 2026
Visits: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Exclusive Savings
Inside
$3,201
Oceanview
$4,122
Balcony
$5,221
Suite
$12,457
From (Per Person)
A$3,201
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 05 December 2026
Visits: USA, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Drinks On Us
Inside
$1,169
Oceanview
$1,287
Balcony
$1,523
Suite
$4,712
From (Per Person)
A$1,169
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departures: Dec 2026 to Mar 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
$2,617
Oceanview
$2,728
Balcony
$4,022
Suite
$8,467
From (Per Person)
A$2,617
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 13 December 2026
Visits: USA, Cayman Islands, Jamaica, Bahamas
Drinks On Us
Inside
$1,141
Oceanview
$1,230
Balcony
$1,319
Suite
$4,781
From (Per Person)
A$1,141
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departure: 23 December 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$3,676
Oceanview
$4,033
Balcony
$4,587
Suite
$9,953
From (Per Person)
A$3,676
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

12 Days (11 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departure: 19 December 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,336
Oceanview
$2,594
Balcony
$2,960
Suite
$4,940
From (Per Person)
A$2,336
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Countries

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Routes

Cruises from Bridgetown to Marigot Cruises from Bridgetown to Philipsburg 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 Fort Lauderdale Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to San Juan Cruises from Fort Lauderdale to Los Angeles 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 London Cruises from London to New York Cruises from Miami to Los Angeles Cruises from Miami to Bridgetown Cruises from Miami to San Juan Cruises from Miami to Panama City Cruises from Miami to London Cruises from Miami to Miami Cruises from New Orleans to New Orleans Cruises from New York to London Cruises from New York to Fort Lauderdale Cruises from New York to Miami Cruises from New York to New York Cruises from Orlando to Orlando Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Philipsburg Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from San Juan to Fort Lauderdale Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Tampa to Tampa

Country Routes

Cruises from USA to Dominican Republic Cruises from USA to Puerto Rico Cruises from USA to Peru Cruises from USA to Panama Cruises from USA to England Cruises from USA to Chile Cruises from USA to Barbados Cruises from USA to Argentina Cruises from England to USA Cruises from Panama to USA Cruises from Barbados to Saint Martin Cruises from Barbados to USA Cruises from Puerto Rico to Dominican Republic Cruises from Puerto Rico to USA Cruises from Argentina to USA Cruises from Argentina to Chile Cruises from Saint Martin to Barbados Cruises from Dominican Republic to Puerto Rico Cruises from Dominican Republic to USA

Cruise Lines Exploring The Caribbean & Bahamas

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