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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 497 unique cruise itineraries with 725 past traveler reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 676 departures starting between April 2026 and April 2028.
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497 Cruises (676 Cruise Departures)
17 Day Discover the Best of the Caribbean with Emerald Cruises
New ReleaseCruise
 (3)

17 Days (16 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 20 November 2026
Visit: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Inside
-
Oceanview
-
Balcony
-
Suite
$17,000
From
US$17,000
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
Inside
-
Oceanview
$3,949
Balcony
$4,999
Suite
$18,849
From
US$3,949
Per Person
View Trip
8 Day Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis with Azamara Cruises
Cruise
 (5)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 28 November 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,919
Oceanview
$2,419
Balcony
$2,949
Suite
$4,479
From
US$1,919
Per Person
View Trip
14 Day Discover the Grenadines & Windwards islands with Emerald Cruises
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 27 December 2026
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+4 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Inside
-
Oceanview
-
Balcony
-
Suite
$15,765
From
US$15,765
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 Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
$14,399
Balcony
$20,049
Suite
$48,299
From
US$14,399
Save 14,399
Per Person
View Trip
11 Day Panama, Colombia & Caribbean Islands with Ponant
Cruise
 (1)

11 Days (10 Nights) Colon to Fort-de-France
Cruise Line: Ponant
Ship: Le Bellot
Departure: 08 April 2027
Visit: Panama, Colombia, Holland, Saint Lucia, Guadeloupe, Martinique
Inside
-
Oceanview
-
Balcony
$7,150
Suite
$11,330
From
US$7,150
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
Ship: 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
$4,491
Balcony
-
Suite
$5,890
From
US$4,491
Save 1,409
Per Person
View Trip
15 Day Panama Canal To Machu Picchu with Oceania Cruises
Cruise
 (1)

15 Days (14 Nights) Miami to Lima
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 05 January 2028
Visit: USA, Cayman Islands, Jamaica, Colombia, Panama, Ecuador, Peru
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,399
Oceanview
$4,799
Balcony
$6,199
Suite
$8,799
From
US$4,399
Save 4,399
Per Person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise
 (3)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departures: Dec 2027 to Feb 2028
Visit: USA, Mexico, Belize, Honduras
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$1,999
Oceanview
$2,699
Balcony
$3,299
Suite
$4,499
From
US$1,999
Save 2,099
Per Person
View Trip
15 Day Southern Caribbean Cruise: Dominica, Bequia & Grenada with Azamara Cruises
Cruise
 (5)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 28 November 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
$3,649
Oceanview
$4,589
Balcony
$5,709
Suite
$8,779
From
US$3,649
Per Person
View Trip
25 Day Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts with Azamara Cruises
Cruise
 (5)

25 Days (24 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Azamara Always Included
Inside
$5,829
Oceanview
$7,049
Balcony
$8,729
Suite
$13,909
From
US$5,829
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
Bonus Onboard Credit
Inside
$3,086
Oceanview
$4,284
Balcony
$4,446
Suite
$11,689
From
US$3,086
Per Person
View Trip
14 Day Eastern Caribbean with Cunard
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Inside
$1,899
Oceanview
$2,699
Balcony
$2,749
Suite
$6,899
From
US$1,899
Per Person
View Trip
11 Day Captivating Island Rhythms with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 13 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
$3,349
Oceanview
$4,199
Balcony
$4,699
Suite
$6,549
From
US$3,349
Save 3,349
Per Person
View Trip
14 Day Caribbean Cruise: San Juan, Antigua & St. Lucia with Azamara Cruises
Cruise
 (3)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 December 2026
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
-
Oceanview
$4,059
Balcony
$5,829
Suite
$8,049
From
US$4,059
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 Included Credit
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 Classic Caribbean with Emerald Cruises
New ReleaseCruise
 (3)

10 Days (9 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 20 November 2026
Visit: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,705
From
US$7,705
Save 1,855
Per Person
View Trip
15 Day Windward & Leeward Islands with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 04 December 2027
Visit: USA, Saint Barthelemy, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Montserrat, Antigua and Barbuda, Anguilla, Virgin Islands
Yours to Explore
Inside
-
Oceanview
$6,999
Balcony
$8,499
Suite
$13,299
From
US$6,999
Per Person
View Trip
22 Day Caribbean with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 15 October 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Saint Martin, Virgin Islands, Turks and Caicos Islands, Curacao, Bonaire, Aruba
Inside
$2,139
Oceanview
$2,099
Balcony
$2,699
Suite
$6,959
From
US$2,099
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
$4,760
Suite
$7,090
From
US$4,760
Per Person
View Trip
15 Day Caribbean Cruise: Barbados, St. Lucia & St. Kitts with Azamara Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Nov 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
$3,799
Oceanview
$4,589
Balcony
$5,859
Suite
$8,929
From
US$3,799
Per Person
View Trip
15 Day Caribbean Celebration with Cunard
Cruise
 (6)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 December 2026
Visit: USA, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Inside
$2,899
Oceanview
$3,699
Balcony
$3,729
Suite
$10,499
From
US$2,899
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 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
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
11 Day Canal & Coral Isles with Oceania Cruises
Cruise
 (1)

11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 24 April 2026
Visit: Panama, Colombia, Costa Rica, Honduras, Mexico, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,549
Oceanview
-
Balcony
-
Suite
-
From
US$3,549
Save 3,549
Per Person
View Trip
13 Day Eastern Caribbean with Cunard
Cruise
 (6)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 06 March 2028
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$2,339
Oceanview
$3,289
Balcony
$3,339
Suite
$7,839
From
US$2,339
Per Person
View Trip
75 Day Circle South America Grand Voyage with Azamara Cruises
Cruise
 (3)

75 Days (74 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 14 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+18 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados, Trinidad and Tobago, French Guiana, Brazil, Uruguay, Argentina, Falkland Islands, Antarctica, Chile, Peru, Panama, Costa Rica, Colombia, Mexico
Azamara Always Included
Inside
$29,549
Oceanview
$29,959
Balcony
$38,099
Suite
$54,889
From
US$29,549
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 Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,499
Oceanview
-
Balcony
$4,999
Suite
$7,049
From
US$3,499
Save 3,499
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, Saint Kitts and Nevis, Barbados (+7 more), Saint Lucia, Grenada, Dominica, Antigua and Barbuda, Dominican Republic, Saint Martin, Spain
Inside
$5,069
Oceanview
$7,369
Balcony
$8,169
Suite
$22,999
From
US$5,069
Per Person
View Trip
18 Day Holiday Horizons with Oceania Cruises
Cruise
 (3)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 20 December 2027
Visit: USA, Mexico, Belize, Honduras (+6 more), Bahamas, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Dominican Republic
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,949
Oceanview
$6,649
Balcony
$8,099
Suite
$10,949
From
US$4,949
Save 4,949
Per Person
View Trip
Results: 91-120 of 497

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