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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)
21 Day Treasures Of The Tropics with Oceania Cruises
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 05 March 2028
Visit: USA, Cayman Islands, Jamaica, Aruba (+7 more), Curacao, Colombia, Panama, Costa Rica, Honduras, Guatemala, Mexico
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$5,999
Oceanview
$7,599
Balcony
$9,149
Suite
$13,149
From
US$5,999
Save 5,999
Per Person
View Trip
34 Day Seattle To Miami with Cunard
Cruise
 (13)

34 Days (33 Nights) Seattle to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 24 September 2026
Visit: USA, Mexico, Guatemala, Panama (+8 more), Curacao, Aruba, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin, Virgin Islands
Inside
$2,909
Oceanview
$3,099
Balcony
$4,129
Suite
$12,289
From
US$2,909
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 A Journey Across Oceanic Gems & The Unresistible Caribbean Charm with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visit: USA, Anguilla, Virgin Islands, Antigua and Barbuda, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
29 Day Transatlantic Crossing And Caribbean Celebration with Cunard
Cruise
 (6)

29 Days (28 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 14 December 2027
Visit: England, USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Inside
$3,919
Oceanview
$5,499
Balcony
$5,730
Suite
$15,439
From
US$3,919
Per Person
View Trip
11 Day Fantasy Islands with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 27 December 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Dominican Republic
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,099
Oceanview
$4,149
Balcony
$5,099
Suite
$6,899
From
US$3,099
Save 3,099
Per Person
View Trip
8 Day Wonders of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Dec 2026 to Jan 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,660
Suite
$8,030
From
US$5,660
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: 19 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Saint Martin, England
Bonus Onboard Credit
Inside
$2,679
Oceanview
$3,629
Balcony
$3,709
Suite
$9,289
From
US$2,679
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
$1,899
Oceanview
$1,999
Balcony
$3,099
Suite
$4,399
From
US$1,899
Save 1,899
Per Person
View Trip
21 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

21 Days (20 Nights) London to New York
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
$2,819
Oceanview
$3,702
Balcony
$3,889
Suite
$10,329
From
US$2,819
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
$2,649
Oceanview
$3,269
Balcony
$4,129
Suite
$6,689
From
US$2,649
Per Person
View Trip
8 Day A Journey Into Timeless Marvels & Historical Tales of the West Indies with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
31 Day Transatlantic Crossing And Caribbean Celebration with Cunard
Cruise
 (6)

31 Days (30 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 12 December 2026
Visit: England, USA, Virgin Islands, Saint Martin (+4 more), Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Bonus Onboard Credit
Inside
$4,414
Oceanview
$5,408
Balcony
$6,097
Suite
$16,241
From
US$4,414
Per Person
View Trip
8 Day A Journey of Underwater Jewels & Captivating New Year's Eve Celebration with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$5,215
From
US$5,215
Per Person
View Trip
15 Day Caribbean Holiday Cruise: Sint Maarten, Saint Lucia & Barbados with Azamara Cruises
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Inside
$3,959
Oceanview
$4,769
Balcony
$5,899
Suite
$8,559
From
US$3,959
Per Person
View Trip
11 Day Panama Potpourri with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Panama City
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departures: Jan 2027 to Mar 2027
Visit: USA, Mexico, Belize, Guatemala, Honduras, Costa Rica, Panama
Your World Inclusions
Exclusive Savings
Inside
$3,099
Oceanview
$3,899
Balcony
$4,275
Suite
$5,940
From
US$3,099
Save 3,199
Per Person
View Trip
8 Day A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
From
US$3,915
Per Person
View Trip
41 Day Amazon & Tropical Isles with Oceania Cruises
Cruise
 (1)

41 Days (40 Nights) Lisbon to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 09 November 2026
Visit: Portugal, Spain, 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
$11,149
Balcony
$16,249
Suite
$40,799
From
US$11,149
Save 11,149
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: 21 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Inside
$2,489
Oceanview
$3,399
Balcony
$3,539
Suite
$8,799
From
US$2,489
Per Person
View Trip
26 Day Epic Caribbean Escape: Barbados to Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

26 Days (25 Nights) Bridgetown to San Jose
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 06 January 2028
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+5 more), Curacao, Aruba, Colombia, Panama, Costa Rica
Inside
-
Oceanview
$26,035
Balcony
-
Suite
-
From
US$26,035
Per Person
View Trip
11 Day Panama & Pristine Isles with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 15 March 2027
Visit: Panama, Colombia, Aruba, Curacao, England, Bahamas, USA
Your World Inclusions
Exclusive Savings
Inside
$3,099
Oceanview
$3,999
Balcony
$4,599
Suite
$6,399
From
US$3,099
Save 3,099
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: 31 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Puerto Rico
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
22 Day Caribbean with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 27 October 2026
Visit: USA, Turks and Caicos Islands, Curacao, Bonaire (+7 more), Aruba, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin, Virgin Islands
Inside
$1,829
Oceanview
$2,099
Balcony
$2,899
Suite
$6,959
From
US$1,829
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 to Nov 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Inside
$1,839
Oceanview
$2,109
Balcony
$2,689
Suite
$6,969
From
US$1,839
Per Person
View Trip
18 Day Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba with Azamara Cruises
Cruise
 (5)

18 Days (17 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+10 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Inside
$4,729
Oceanview
$5,809
Balcony
$7,139
Suite
$10,859
From
US$4,729
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
Yours to Explore
Inside
-
Oceanview
$10,999
Balcony
$12,799
Suite
$19,999
From
US$10,999
Per Person
View Trip
19 Day Discover Barbados, Panama & Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

19 Days (18 Nights) Bridgetown to Panama City
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 06 January 2028
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+4 more), Curacao, Aruba, Colombia, Panama
Inside
-
Oceanview
$18,940
Balcony
-
Suite
-
From
US$18,940
Per Person
View Trip
15 Day Leeward Island Jewels with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 06 December 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Anguilla
Yours to Explore
Inside
-
Oceanview
$5,999
Balcony
$6,799
Suite
$11,999
From
US$5,999
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 Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,199
Oceanview
$4,599
Balcony
$6,999
Suite
$9,599
From
US$4,199
Save 4,199
Per Person
View Trip
19 Day Discover the Secrets of Panama and Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

19 Days (18 Nights) San Jose to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 22 February 2028
Visit: Costa Rica, Panama, Colombia, Aruba (+5 more), Curacao, Bonaire, Grenada, Saint Vincent, Barbados
Inside
-
Oceanview
$19,240
Balcony
-
Suite
-
From
US$19,240
Per Person
View Trip
Results: 31-60 of 497

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