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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 535 unique cruise itineraries with 775 past traveler reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 709 departures starting between September 2026 and March 2029.
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535 Cruises (709 Cruise Departures)
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
Bonus Onboard Credit
Value Fare
Inside
$2,069
Oceanview
$2,354
Balcony
$2,896
Suite
$8,102
From
US$2,069
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
$4,288
Balcony
-
Suite
$5,687
From
US$4,288
Save 1,857
Per Person
View Trip
8 Day Reefs Of The Maya with Oceania Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 21 November 2027
Visit: USA, Mexico, Honduras, Belize
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$1,799
Oceanview
$1,999
Balcony
$3,099
Suite
$4,399
From
US$1,799
Save 1,799
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
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
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
10 Day Western Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2026 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Bonus Onboard Credit
Value Fare
Inside
$849
Oceanview
$949
Balcony
$1,069
Suite
$3,399
From
US$849
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
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
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
$7,298
Balcony
$8,798
Suite
$12,998
From
US$7,298
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
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
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
11 Day Golden Caribbean Strands with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 23 February 2027
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
$3,449
Oceanview
$4,049
Balcony
$4,949
Suite
$6,599
From
US$3,449
Save 3,449
Per Person
View Trip
9 Day Beaches of the Grenadines with Emerald Cruises
New ReleaseCruise
 (3)

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 11 December 2027
Visit: Barbados, Saint Lucia, Saint Vincent
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,532
Balcony
-
Suite
$7,332
From
US$5,532
Save 1,663
Per Person
View Trip
13 Day Miami to Bridgetown with Silversea
Cruise
 (1)

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Nova
Departure: 06 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy (+5 more), Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,400
Suite
$11,800
From
US$7,400
Save 3,000
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
Departures: Nov 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Bonus Onboard Credit
Value Fare
Inside
$1,680
Oceanview
$1,965
Balcony
$2,459
Suite
$7,333
From
US$1,680
Per Person
View Trip
7 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (3)

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
$1,379
Oceanview
$1,769
Balcony
$2,299
Suite
$3,639
From
US$1,379
Per Person
View Trip
9 Day San Juan to Miami, Fl with Silversea
Cruise
 (1)

9 Days (8 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 29 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, USA
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,300
Suite
$7,400
From
US$4,300
Save 2,000
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: Feb 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
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
Value Fare
Inside
$1,649
Oceanview
$1,969
Balcony
$2,299
Suite
$6,149
From
US$1,649
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
14 Day Caribbean Celebration with Cunard
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 22 December 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Saint Martin
Sailing Soon + Signature Package
Cunard Fare
Value Fare
Inside
$3,624
Oceanview
$4,839
Balcony
$5,109
Suite
$10,584
From
US$3,624
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
Departure: 20 December 2026
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
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
17 Day Caribbean Christmas Cruise: Barbados, St. Lucia & St. Thomas with Azamara Cruises
Cruise
 (3)

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
$4,559
Balcony
$6,449
Suite
$8,909
From
US$4,559
Per Person
View Trip
19 Day Caribbean Holiday Cruise: San Juan, St. Barts & Curacao with Azamara Cruises
Cruise
 (3)

19 Days (18 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 18 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+8 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Azamara Always Included
Inside
-
Oceanview
$5,749
Balcony
$7,299
Suite
$11,299
From
US$5,749
Per Person
View Trip
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
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
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
Results: 1-30 of 535

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