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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 568 unique cruise itineraries with 784 past traveler reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 819 departures starting between September 2026 and April 2029.
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568 Cruises (819 Cruise Departures)
16 Day Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia with Azamara Cruises
Cruise
 (5)

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Inside
$4,139
Oceanview
$5,159
Balcony
$6,349
Suite
$9,579
From
US$4,139
Per Person
View Trip
13 Day Exotic Caribbean Escape with Oceania Cruises
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 01 February 2027
Visit: USA, Aruba, Curacao, Saint Vincent (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Your World Inclusions
Exclusive Savings
Inside
$3,899
Oceanview
$4,949
Balcony
$6,099
Suite
$7,899
From
US$3,899
Save 3,899
Per Person
View Trip
34 Day Caribbean Celebration with Cunard
Cruise
 (13)

34 Days (33 Nights) Miami to London
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+8 more), Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico, Portugal, England
Cunard Fare
Value Fare
Inside
$5,109
Oceanview
$5,999
Balcony
$7,529
Suite
$20,399
From
US$5,109
Per Person
View Trip
17 Day Caribbean Christmas Cruise: Barbados, St. Lucia & St. Thomas with Azamara Cruises
Cruise
 (4)

17 Days (16 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Martinique, Saint Vincent, Trinidad and Tobago
Azamara Always Included
Inside
-
Oceanview
$4,399
Balcony
$6,219
Suite
$8,579
From
US$4,399
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
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
Per Person
View Trip
35 Day Caribbean with Cunard
Cruise
 (6)

35 Days (34 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 11 January 2027
Visit: England, Portugal, Virgin Islands, Barbados (+7 more), Saint Lucia, Grenada, Dominica, Saint Kitts and Nevis, Dominican Republic, Saint Martin, Spain
Cunard Fare
Value Fare
Inside
-
Oceanview
$5,259
Balcony
$6,549
Suite
$22,049
From
US$5,259
Per Person
View Trip
30 Day Java Seas To Southern Cross with Oceania Cruises
Cruise
 (3)

30 Days (29 Nights) Singapore to Sydney
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 23 December 2028
Visit: Singapore, Malaysia, Thailand, Indonesia, Australia
Your World Inclusions
Exclusive Savings
Inside
$9,699
Oceanview
$11,799
Balcony
$13,499
Suite
$21,599
From
US$9,699
Save 9,699
Per Person
View Trip
22 Day Caribbean Celebration with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 08 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras (+6 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Cunard Fare
Value Fare
Inside
$1,809
Oceanview
$2,069
Balcony
$2,469
Suite
$7,059
From
US$1,809
Per Person
View Trip
15 Day Caribbean Cruise: Barbados, St. Lucia & St. Maarten with Azamara Cruises
Cruise
 (4)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+9 more), Saint Martin, Saint Barthelemy, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
-
Oceanview
$3,819
Balcony
$5,149
Suite
$7,809
From
US$3,819
Per Person
View Trip
15 Day Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia with Azamara Cruises
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 21 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Inside
$3,849
Oceanview
$4,869
Balcony
$5,919
Suite
$8,989
From
US$3,849
Per Person
View Trip
13 Day Caribbean Carousel with Oceania Cruises
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 28 November 2027
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Guadeloupe, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
$3,399
Oceanview
$3,699
Balcony
$5,599
Suite
$7,699
From
US$3,399
Save 3,399
Per Person
View Trip
41 Day Amazon & Tropical Isles with Oceania Cruises
Cruise
 (1)

41 Days (40 Nights) Lisbon to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 09 November 2026
Visit: Portugal, Spain, Puerto Rico, Bahamas (+9 more), USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Trinidad and Tobago, Brazil, Barbados, Dominica, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
$11,699
Balcony
$16,499
Suite
$40,799
From
US$11,699
Save 11,699
Per Person
View Trip
11 Day Splendid Sunsets with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 17 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
$3,099
Oceanview
$3,899
Balcony
$4,599
Suite
$6,699
From
US$3,099
Save 3,099
Per Person
View Trip
10 Day Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen with Azamara Cruises
Cruise
 (4)

10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Oct 2026 to Oct 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,439
Oceanview
$1,999
Balcony
$2,489
Suite
$4,719
From
US$1,439
Per Person
View Trip
28 Day East Coast Escapade with Oceania Cruises
Cruise
 (1)

28 Days (27 Nights) Montreal to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 25 October 2027
Visit: Canada, USA, Virgin Islands, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Bonaire, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
$8,899
Oceanview
$9,549
Balcony
$13,699
Suite
$19,099
From
US$8,899
Save 8,899
Per Person
View Trip
11 Day Southern Caribbean & St. Barts Holiday with Seabourn
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 18 December 2027
Visit: USA, Puerto Rico, Anguilla, Montserrat, Saint Kitts and Nevis, Virgin Islands
Inside
-
Oceanview
$5,498
Balcony
$6,498
Suite
$9,998
From
US$5,498
Per Person
View Trip
22 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

22 Days (21 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 24 November 2028
Visit: USA, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, England
Cunard Fare
Value Fare
Inside
$4,264
Oceanview
$5,389
Balcony
$5,659
Suite
$11,869
From
US$4,264
Per Person
View Trip
11 Day Classic Canal & Tropics with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Panama City
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 05 March 2028
Visit: USA, Cayman Islands, Jamaica, Aruba, Curacao, Colombia, Panama
Your World Inclusions
Exclusive Savings
Inside
$2,999
Oceanview
$3,999
Balcony
$4,799
Suite
$6,899
From
US$2,999
Save 2,999
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 31 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,640
Suite
$11,800
From
US$6,640
Save 1,660
Per Person
View Trip
8 Day Wonders of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Dec 2026 to Jan 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Guadeloupe
Inside
-
Oceanview
-
Balcony
$6,010
Suite
$8,870
From
US$6,010
Per Person
View Trip
8 Day A Journey Across Oceanic Gems & The Unresistible Caribbean Charm with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visit: USA, Anguilla, Virgin Islands, Antigua and Barbuda, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
Per Person
View Trip
8 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (4)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,329
Oceanview
$1,659
Balcony
$2,109
Suite
$3,199
From
US$1,329
Per Person
View Trip
10 Day Belize, Costa Rica & Panama Cruise: Belize City, Puerto Limon & Panama City with Azamara Cruises
Cruise
 (5)

10 Days (9 Nights) Miami to Panama City
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 05 January 2028
Visit: USA, Mexico, Belize, Honduras, Costa Rica, Panama
Azamara Always Included
Inside
$2,999
Oceanview
$3,479
Balcony
$4,159
Suite
$5,819
From
US$2,999
Per Person
View Trip
22 Day Western Caribbean with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to London
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 29 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico, Portugal, England
Cunard Fare
Value Fare
Inside
$2,189
Oceanview
-
Balcony
$3,209
Suite
$25,279
From
US$2,189
Per Person
View Trip
18 Day Caribbean Carried Away with Oceania Cruises
Cruise
 (3)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 17 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Mexico, Belize, Honduras
Your World Inclusions
Exclusive Savings
Inside
$4,999
Oceanview
$6,299
Balcony
$7,549
Suite
$10,649
From
US$4,999
Save 4,999
Per Person
View Trip
22 Day Transatlantic Crossing And Caribbean Celebration with Cunard
Cruise
 (6)

22 Days (21 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 22 December 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Saint Martin, England
Sailing Soon + Signature Package
Cunard Fare
Value Fare
Inside
$4,839
Oceanview
$6,459
Balcony
$6,729
Suite
$14,414
From
US$4,839
Per Person
View Trip
15 Day Festive Caribbean Frolic with Oceania Cruises
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+6 more), Grenada, Saint Vincent, Saint Lucia, Martinique, Dominica, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
$4,399
Oceanview
$4,949
Balcony
$7,299
Suite
$10,099
From
US$4,399
Save 4,399
Per Person
View Trip
10 Day Eastern Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 27 October 2026
Visit: USA, Turks and Caicos Islands, Curacao, Bonaire, Aruba
Cunard Fare
Value Fare
Inside
$699
Oceanview
$759
Balcony
$919
Suite
$2,699
From
US$699
Per Person
View Trip
19 Day Discover Panama, Costa Rica and Barbados with Emerald Cruises
New ReleaseCruise
 (3)

19 Days (18 Nights) Panama City to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 01 March 2029
Visit: Panama, Colombia, Aruba, Curacao (+4 more), Bonaire, Saint Vincent, Grenada, Barbados
Inside
-
Oceanview
$19,590
Balcony
-
Suite
$24,270
From
US$19,590
Per Person
View Trip
9 Day Southern Caribbean Cruise: Martinique, Grenada & U.S. Virgin Islands with Azamara Cruises
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,269
Oceanview
$2,829
Balcony
$3,429
Suite
$5,199
From
US$2,269
Per Person
View Trip
Results: 61-90 of 568

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