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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)
9 Day Bridgetown to San Juan with Silversea
Cruise
 (1)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Ship: Silver Nova
Departure: 21 December 2026
Visit: Barbados, Saint Lucia, Saint Vincent, Grenada (+4 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,200
Suite
$9,600
From
US$4,200
Save 2,800
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
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
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
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
26 Day Amazon & Caribbean Isles with Oceania Cruises
Cruise
 (1)

26 Days (25 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 24 November 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia (+7 more), Trinidad and Tobago, Brazil, Barbados, Dominica, Saint Martin, Puerto Rico, Bahamas
Your World Inclusions
Exclusive Savings
Inside
$7,649
Oceanview
$8,299
Balcony
$12,199
Suite
-
From
US$7,649
Save 7,649
Per Person
View Trip
19 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

19 Days (18 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 10 November 2026
Visit: England, USA, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Cunard Fare
Value Fare
Inside
$1,969
Oceanview
-
Balcony
$3,895
Suite
$11,070
From
US$1,969
Per Person
View Trip
48 Day Footsteps Of Columbus with Oceania Cruises
Cruise
 (1)

48 Days (47 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 02 November 2026
Visit: Spain, Portugal, 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
$14,949
Balcony
$20,349
Suite
$48,299
From
US$14,949
Save 14,949
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: 21 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin, England
Cunard Fare
Value Fare
Value Fare + Beverage Package
Inside
$2,869
Oceanview
$3,949
Balcony
$4,039
Suite
$11,839
From
US$2,869
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra
Departures: Dec 2026 to Mar 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
$4,288
Balcony
-
Suite
$5,687
From
US$4,288
Save 1,857
Per Person
View Trip
22 Day Amazonian Exploration with Oceania Cruises
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 18 February 2028
Visit: Brazil, Barbados, Guadeloupe, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$6,849
Oceanview
$7,499
Balcony
$10,299
Suite
$13,499
From
US$6,849
Save 6,849
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
$17,849
From
US$4,299
Save 4,299
Per Person
View Trip
17 Day Caribbean Cruise: New York, Bermuda & Barbados with Azamara Cruises
Cruise
 (4)

17 Days (16 Nights) New York to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 29 October 2026
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+7 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
-
Oceanview
$4,519
Balcony
$6,409
Suite
-
From
US$4,519
Per Person
View Trip
14 Day Discover the Hidden Wonders of the Caribbean with Emerald Cruises
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 03 January 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$33,445
From
US$33,445
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
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$3,991
Balcony
-
Suite
$5,390
From
US$3,991
Save 1,804
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: 06 March 2028
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin, England
Cunard Fare
Inside
-
Oceanview
-
Balcony
-
Suite
$12,079
From
US$12,079
Per Person
View Trip
13 Day Panama, Colombia & Caribbean Islands with Ponant
Cruise
 (1)

13 Days (12 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Bellot
Departure: 26 October 2026
Visit: Martinique, Guadeloupe, Saint Lucia, Saint Vincent, Bonaire, Colombia, Panama
Inside
-
Oceanview
-
Balcony
$7,390
Suite
$11,750
From
US$7,390
Per Person
View Trip
8 Day Pearls of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Feb 2027 to Mar 2027
Visit: Saint Lucia, Saint Vincent, Guadeloupe, England
Inside
-
Oceanview
-
Balcony
$4,670
Suite
$7,000
From
US$4,670
Per Person
View Trip
8 Day A Journey to Island Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jan 2028
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
Per Person
View Trip
16 Day Broadway To The ABC Islands with Oceania Cruises
Cruise
 (1)

16 Days (15 Nights) New York to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 06 November 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+5 more), Bonaire, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
$4,149
Oceanview
$4,449
Balcony
$6,999
Suite
$9,599
From
US$4,149
Save 4,149
Per Person
View Trip
12 Day Eastern Caribbean with Cunard
Cruise
 (6)

12 Days (11 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Cunard Fare
Value Fare
Inside
$1,149
Oceanview
$1,479
Balcony
$1,479
Suite
$4,339
From
US$1,149
Per Person
View Trip
8 Day A Journey into Dominican Charm & Caribbean Splendour with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
Per Person
View Trip
12 Day Leeward Islands & Dominica Dreams with Seabourn
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 23 November 2027
Visit: USA, Puerto Rico, Saint Barthelemy, Montserrat, Dominica, Saint Kitts and Nevis, Virgin Islands
Inside
-
Oceanview
$5,098
Balcony
$5,798
Suite
$8,998
From
US$5,098
Per Person
View Trip
13 Day Beach-blessed Isles with Oceania Cruises
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 10 December 2027
Visit: 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
$3,499
Oceanview
$3,799
Balcony
$5,699
Suite
$7,899
From
US$3,499
Save 3,499
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
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
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
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
15 Day Eastern Caribbean with Cunard
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Grenada, Barbados, Saint Lucia, Saint Martin
Value Fare + Signature Package
Cunard Fare
Value Fare
Inside
$1,299
Oceanview
$1,699
Balcony
$2,049
Suite
$5,599
From
US$1,299
Per Person
View Trip
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