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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)
11 Day Southern Caribbean Cruise: Antigua, St. Barts & Martinique with Azamara Cruises
Cruise
 (3)

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 18 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+4 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,549
Oceanview
$3,269
Balcony
$3,969
Suite
$6,159
From
US$2,549
Per Person
View Trip
37 Day Caribbean To Cape Horn with Oceania Cruises
Cruise
 (1)

37 Days (36 Nights) Miami to Buenos Aires
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 19 December 2026
Visit: USA, Curacao, Aruba, Colombia (+7 more), Panama, Ecuador, Peru, Chile, Argentina, Falkland Islands, Uruguay
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$10,649
Oceanview
$10,999
Balcony
-
Suite
$38,349
From
US$10,649
Save 10,649
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
Inside
$4,709
Oceanview
$6,259
Balcony
$6,359
Suite
$15,959
From
US$4,709
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
$3,655
From
US$3,655
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
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
$6,760
Suite
$11,330
From
US$6,760
Per Person
View Trip
10 Day Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen with Azamara Cruises
Cruise
 (3)

10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Oct 2026 to Oct 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,609
Oceanview
$2,079
Balcony
$2,669
Suite
$4,629
From
US$1,609
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
Inside
$1,699
Oceanview
$1,999
Balcony
$2,299
Suite
$6,399
From
US$1,699
Per Person
View Trip
10 Day Southern Caribbean Cruise: St.barts, Antigua & Tortola with Azamara Cruises
Cruise
 (3)

10 Days (9 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Inside
$2,919
Oceanview
$3,449
Balcony
$4,119
Suite
$6,349
From
US$2,919
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
$7,550
Suite
$11,910
From
US$7,550
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
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+6 more), Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico
Inside
$2,367
Oceanview
$2,423
Balcony
$3,308
Suite
$8,059
From
US$2,367
Per Person
View Trip
13 Day Exotic Caribbean Escape with Oceania Cruises
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 01 February 2027
Visit: USA, Aruba, Curacao, Saint Vincent (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,899
Oceanview
$4,799
Balcony
$6,149
Suite
$7,699
From
US$3,899
Save 3,899
Per Person
View Trip
22 Day Western Caribbean with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to London
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 29 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico, Portugal, England
Inside
$2,109
Oceanview
$2,379
Balcony
$3,009
Suite
$8,139
From
US$2,109
Per Person
View Trip
11 Day A Journey Through Amazonian Mesmerising Wonders to the Caribbean Sunlit Landscapes with Explora Journeys
Cruise
 (1)

11 Days (10 Nights) Manaus to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 17 February 2028
Visit: Brazil, Trinidad and Tobago, Saint Lucia, Dominica, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$7,195
From
US$7,195
Per Person
View Trip
15 Day Caribbean Celebration with Oceania Cruises
Cruise
 (3)

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 22 December 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+6 more), Curacao, Bonaire, Grenada, Martinique, Saint Kitts and Nevis, Saint Martin
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,349
Oceanview
$5,849
Balcony
$6,449
Suite
$9,099
From
US$4,349
Save 4,349
Per Person
View Trip
15 Day Caribbean Cruise: San Juan, Antigua & Barbados with Azamara Cruises
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 21 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+9 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Inside
$3,949
Oceanview
$4,589
Balcony
$5,959
Suite
$9,289
From
US$3,949
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: 09 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,000
From
US$6,600
Save 1,500
Per Person
View Trip
24 Day Transatlantic Crossing And Caribbean Celebration with Cunard
Cruise
 (6)

24 Days (23 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 December 2026
Visit: USA, Virgin Islands, Saint Martin, Barbados (+4 more), Saint Lucia, Dominica, Saint Kitts and Nevis, England
Inside
$3,568
Oceanview
-
Balcony
$4,999
Suite
-
From
US$3,568
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
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: 22 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis
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
8 Day Tropical Retreats with Oceania Cruises
Cruise
 (3)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 25 January 2027
Visit: USA, Mexico, Belize, Honduras
Your World Inclusions
Exclusive Savings
Inside
$2,199
Oceanview
$2,499
Balcony
$3,149
Suite
$4,499
From
US$2,199
Save 2,199
Per Person
View Trip
15 Day Caribbean Celebration with Cunard
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 23 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent, Barbados, Saint Lucia, Saint Martin
Inside
$3,129
Oceanview
$3,679
Balcony
$4,229
Suite
$11,729
From
US$3,129
Per Person
View Trip
28 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

28 Days (27 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 12 November 2027
Visit: England, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Inside
$3,489
Oceanview
$4,889
Balcony
$5,099
Suite
$12,239
From
US$3,489
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
$15,765
From
US$15,765
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
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
Yours to Explore
Inside
-
Oceanview
$4,999
Balcony
$5,999
Suite
$9,999
From
US$4,999
Per Person
View Trip
18 Day Caribbean New Year Cruise: Barbados, Aruba & St. Barts with Azamara Cruises
Cruise
 (3)

18 Days (17 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia (+7 more), Saint Kitts and Nevis, Virgin Islands, Puerto Rico, Saint Barthelemy, Saint Martin, Antigua and Barbuda, USA
Azamara Always Included
Inside
-
Oceanview
$6,619
Balcony
$8,399
Suite
$11,839
From
US$6,619
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
$1,489
Oceanview
$1,919
Balcony
$2,499
Suite
$3,959
From
US$1,489
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
28 Day East Coast Escapade with Oceania Cruises
Cruise
 (1)

28 Days (27 Nights) Montreal to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 25 October 2027
Visit: Canada, USA, Virgin Islands, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Bonaire, Curacao, Aruba, Jamaica, Cayman Islands
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$8,749
Oceanview
$9,599
Balcony
$13,699
Suite
$19,099
From
US$8,749
Save 8,749
Per Person
View Trip
Results: 61-90 of 497

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