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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 516 unique cruise itineraries with 737 past traveler reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 697 departures starting between September 2026 and October 2028.
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516 Cruises (697 Cruise Departures)
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: 18 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Martinique
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,900
Suite
$11,500
From
US$6,900
Save 1,500
Per Person
View Trip
13 Day Panama, Colombia & Caribbean Islands with Ponant
Cruise
 (2)

13 Days (12 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 07 December 2026
Visit: Martinique, Guadeloupe, Saint Lucia, Saint Vincent, Holland, Colombia, Panama
Inside
-
Oceanview
-
Balcony
$8,960
Suite
$14,210
From
US$8,960
Per Person
View Trip
15 Day Caribbean Cruise: Barbados, St. Lucia & St. Maarten with Azamara Cruises
Cruise
 (3)

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
$4,189
Balcony
$5,659
Suite
$8,599
From
US$4,189
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Jan 2027 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,095
Balcony
-
Suite
$6,239
From
US$5,095
Save 1,601
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
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
Value Fare
Inside
$2,339
Oceanview
$3,289
Balcony
$3,339
Suite
$7,839
From
US$2,339
Per Person
View Trip
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
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 Included Credit
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
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
9 Day Caribbean Cruise: Curacao, Aruba & St.lucia with Azamara Cruises
Cruise
 (3)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$2,439
Oceanview
$3,009
Balcony
$3,799
Suite
$6,139
From
US$2,439
Per Person
View Trip
16 Day Southern Caribbean Cruise: Dominica, Bequia & Grenada with Azamara Cruises
Cruise
 (5)

16 Days (15 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 12 December 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
$3,929
Oceanview
$4,939
Balcony
$6,129
Suite
$9,429
From
US$3,929
Per Person
View Trip
10 Day Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique with Azamara Cruises
Cruise
 (5)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 13 March 2028
Visit: Barbados, Grenada, Saint Lucia, Martinique (+4 more), Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Inside
$2,789
Oceanview
$3,339
Balcony
$4,139
Suite
$6,089
From
US$2,789
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
$4,169
Balcony
$5,339
Suite
$8,179
From
US$3,799
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
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: 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
$4,491
Balcony
-
Suite
$5,890
From
US$4,491
Save 1,357
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: 11 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,400
Suite
$10,700
From
US$6,400
Save 1,500
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
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
Bonus Onboard Credit
Value Fare
Inside
$1,299
Oceanview
$1,499
Balcony
$1,839
Suite
$5,099
From
US$1,299
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
-
From
US$3,499
Save 3,499
Per Person
View Trip
10 Day Tropical Retreat: Roundtrip Bridgetown with Emerald Cruises
New ReleaseCruise
 (3)

10 Days (9 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2027 to Dec 2027
Visit: Barbados, Saint Lucia, Martinique, Saint Vincent
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$6,474
Balcony
-
Suite
$8,387
From
US$6,474
Save 1,696
Per Person
View Trip
15 Day Caribbean Cruise: San Juan, St. Lucia & St. Kitts with Azamara Cruises
Cruise
 (3)

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
$3,579
Oceanview
$4,369
Balcony
$5,559
Suite
$8,619
From
US$3,579
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 Included Credit
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
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
Inside
-
Oceanview
$7,798
Balcony
$8,998
Suite
$13,298
From
US$7,798
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
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
$5,298
Balcony
$6,298
Suite
$9,998
From
US$5,298
Per Person
View Trip
17 Day Leeward Island Holiday with Seabourn
Cruise
 (1)

17 Days (16 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 20 December 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+8 more), Saint Martin, Guadeloupe, Martinique, Saint Lucia, Dominica, Montserrat, Antigua and Barbuda, Virgin Islands
Inside
-
Oceanview
$10,998
Balcony
$12,798
Suite
$19,998
From
US$10,998
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
$5,498
Balcony
$6,798
Suite
$9,998
From
US$5,498
Per Person
View Trip
12 Day Panama Canal Transit, Colombia & the Grenadines with Emerald Cruises
New ReleaseCruise
 (3)

12 Days (11 Nights) Panama City to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 29 February 2028
Visit: Panama, Colombia, Aruba, Curacao (+4 more), Bonaire, Saint Vincent, Grenada, Barbados
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$10,296
Balcony
-
Suite
$12,771
From
US$10,296
Save 1,999
Per Person
View Trip
11 Day Classic Canal & Tropics with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 16 January 2028
Visit: Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,099
Oceanview
$4,099
Balcony
$4,899
Suite
$6,899
From
US$3,099
Save 3,099
Per Person
View Trip
Results: 1-30 of 516

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