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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)
15 Day Caribbean Cruise: San Juan, St. Lucia & St. Kitts with Azamara Cruises
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Dec 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
$4,209
Oceanview
$4,399
Balcony
$5,899
Suite
$8,639
From
US$4,209
Per Person
View Trip
8 Day A Journey of Tropical Spirits & the Colourful Beauty of the Antilles with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,160
From
US$5,160
Per Person
View Trip
15 Day Eastern Caribbean with Cunard
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 09 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent, Barbados, Grenada, Saint Martin
Cunard Fare
Value Fare
Inside
$1,459
Oceanview
$1,749
Balcony
$2,089
Suite
$6,049
From
US$1,459
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
Departure: 10 February 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,270
Suite
$7,940
From
US$5,270
Per Person
View Trip
21 Day Transatlantic Crossing And Caribbean Celebration with Cunard
Cruise
 (6)

21 Days (20 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 15 December 2028
Visit: England, USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Saint Martin
Sailing Soon + Signature Package
Cunard Fare
Value Fare
Inside
$4,544
Oceanview
$6,029
Balcony
$6,299
Suite
$13,409
From
US$4,544
Per Person
View Trip
8 Day A Journey from Dominican Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
Per Person
View Trip
11 Day Panama & Pristine Isles with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 15 March 2027
Visit: Panama, Colombia, Aruba, Curacao, Jamaica, Cayman Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$3,349
Oceanview
$3,999
Balcony
$4,699
Suite
$6,499
From
US$3,349
Save 3,349
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
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Anguilla
Inside
-
Oceanview
$5,498
Balcony
$8,298
Suite
$10,998
From
US$5,498
Per Person
View Trip
12 Day Americana Coast Cruise: Key West, Tampa & New Orleans with Azamara Cruises
Cruise
 (5)

12 Days (11 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 22 March 2028
Visit: USA, Mexico
Azamara Always Included
Inside
$2,329
Oceanview
$3,089
Balcony
$3,889
Suite
$6,299
From
US$2,329
Per Person
View Trip
21 Day Panama Canal & Caribbean with Oceania Cruises
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 05 January 2027
Visit: USA, Mexico, Belize, Guatemala (+8 more), Honduras, Costa Rica, Panama, Colombia, Aruba, Curacao, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,649
Suite
$19,799
From
US$9,649
Save 9,649
Per Person
View Trip
21 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

21 Days (20 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Saint Martin, England
Cunard Fare
Value Fare
Inside
$2,639
Oceanview
$3,289
Balcony
$3,359
Suite
$11,359
From
US$2,639
Per Person
View Trip
11 Day A Journey Through Caribbean Havens & the Tropical Gems of Seaside Cities with Explora Journeys
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 02 December 2027
Visit: USA, Jamaica, Panama, Costa Rica, Colombia
Inside
-
Oceanview
-
Balcony
-
Suite
$5,730
From
US$5,730
Per Person
View Trip
32 Day Loving The Island Life with Oceania Cruises
Cruise
 (1)

32 Days (31 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 21 November 2027
Visit: USA, Mexico, Honduras, Belize (+14 more), Aruba, Curacao, Bonaire, Grenada, Saint Lucia, Guadeloupe, Saint Martin, Bahamas, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Your World Inclusions
Exclusive Savings
Inside
$8,299
Oceanview
$9,049
Balcony
$13,699
Suite
$18,999
From
US$8,299
Save 8,299
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 Cruises
Ship: Azamara Quest
Departure: 27 December 2027
Visit: Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Inside
$2,549
Oceanview
$3,109
Balcony
$3,839
Suite
$5,839
From
US$2,549
Per Person
View Trip
29 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

29 Days (28 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 27 February 2028
Visit: England, USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Cunard Fare
Value Fare
Value Fare + Beverage Package
Inside
$3,519
Oceanview
$4,529
Balcony
$4,719
Suite
$12,819
From
US$3,519
Per Person
View Trip
36 Day Buenos Aires To Miami Grand Voyage with Azamara Cruises
Cruise
 (5)

36 Days (35 Nights) Buenos Aires to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 16 February 2028
Visit: Argentina, Uruguay, Brazil, French Guiana (+9 more), Trinidad and Tobago, Barbados, Grenada, Saint Lucia, Martinique, Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Inside
$12,129
Oceanview
$13,829
Balcony
$16,729
Suite
$24,219
From
US$12,129
Per Person
View Trip
7 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (4)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Azamara Always Included
Inside
$1,339
Oceanview
$1,709
Balcony
$2,219
Suite
$3,499
From
US$1,339
Per Person
View Trip
28 Day Spain And Eastern Caribbean with Cunard
Cruise
 (13)

28 Days (27 Nights) Barcelona to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 29 October 2027
Visit: Spain, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Grenada, Barbados, Saint Lucia, Saint Martin
Cunard Fare
Value Fare
Inside
$3,019
Oceanview
$3,579
Balcony
$4,349
Suite
$12,049
From
US$3,019
Per Person
View Trip
16 Day Antilles To Andes with Oceania Cruises
Cruise
 (1)

16 Days (15 Nights) Miami to Lima
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 19 December 2026
Visit: USA, Curacao, Aruba, Colombia, Panama, Ecuador, Peru
Your World Inclusions
Exclusive Savings
Inside
$4,299
Oceanview
$4,599
Balcony
$7,299
Suite
-
From
US$4,299
Save 4,299
Per Person
View Trip
15 Day Eastern Caribbean with Cunard
Cruise
 (6)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 24 November 2028
Visit: USA, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Cunard Fare
Value Fare
Inside
$3,039
Oceanview
$4,164
Balcony
$4,389
Suite
$8,979
From
US$3,039
Per Person
View Trip
7 Day Caribbean Sojourn with Emerald Cruises
New ReleaseCruise
 (3)

7 Days (6 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 03 January 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,786
From
US$6,786
Save 859
Per Person
View Trip
11 Day Panama, Colombia & Caribbean Islands with Ponant
Cruise
 (2)

11 Days (10 Nights) Colon to Fort-de-France
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 12 March 2027
Visit: Panama, Colombia, Bonaire, Saint Vincent, Saint Lucia, Guadeloupe, Martinique
Inside
-
Oceanview
-
Balcony
$7,820
Suite
$12,520
From
US$7,820
Per Person
View Trip
55 Day Epic Antarctic & Amazon with Oceania Cruises
Cruise
 (1)

55 Days (54 Nights) Valparaiso to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 14 February 2027
Visit: Chile, Argentina, Antarctica, Falkland Islands (+6 more), Uruguay, Brazil, Barbados, Antigua and Barbuda, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$16,399
Oceanview
$17,149
Balcony
$25,099
Suite
-
From
US$16,399
Save 16,399
Per Person
View Trip
18 Day Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba with Azamara Cruises
Cruise
 (5)

18 Days (17 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+10 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Inside
$4,729
Oceanview
$5,809
Balcony
$7,139
Suite
$10,859
From
US$4,729
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
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,189
Oceanview
$2,749
Balcony
$3,349
Suite
$5,109
From
US$2,189
Per Person
View Trip
11 Day Panama To Caribbean Joy with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 15 January 2027
Visit: Panama, Colombia, Aruba, Curacao, Jamaica, Cayman Islands, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
$4,449
Balcony
$5,099
Suite
$10,399
From
US$4,449
Save 4,449
Per Person
View Trip
13 Day Caribbean Celebration with Cunard
Cruise
 (13)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Cunard Fare
Value Fare
Inside
$1,099
Oceanview
$1,279
Balcony
$1,549
Suite
$4,339
From
US$1,099
Per Person
View Trip
19 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

19 Days (18 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Martin, England
Cunard Fare
Inside
$1,840
Oceanview
$2,371
Balcony
$2,498
Suite
-
From
US$1,840
Per Person
View Trip
27 Day Canada & Caribbean Combination Cruise: Montreal, Quebec & Barbados with Azamara Cruises
Cruise
 (4)

27 Days (26 Nights) Montreal to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 19 October 2026
Visit: Canada, USA, Bermuda, Saint Martin (+8 more), Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
-
Oceanview
$7,319
Balcony
$9,659
Suite
-
From
US$7,319
Per Person
View Trip
12 Day A Journey Through Coastal History & the Heart of the Amazon with Explora Journeys
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$8,120
From
US$8,120
Per Person
View Trip
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