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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 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
$4,949
Balcony
$7,019
Suite
$9,699
From
US$4,949
Per Person
View Trip
11 Day Classic Canal & Tropics with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Panama City
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 05 March 2028
Visit: USA, Cayman Islands, Jamaica, Aruba, Curacao, Colombia, Panama
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$2,999
Oceanview
$3,999
Balcony
$4,799
Suite
$6,899
From
US$2,999
Save 2,999
Per Person
View Trip
28 Day Spain And Eastern Caribbean with Cunard
Cruise
 (13)

28 Days (27 Nights) Barcelona to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 29 October 2027
Visit: Spain, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Grenada, Barbados, Saint Lucia, Saint Martin
Inside
$4,139
Oceanview
$4,939
Balcony
$5,989
Suite
$14,989
From
US$4,139
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
11 Day A Journey Through Caribbean Havens & the Tropical Gems of Seaside Cities with Explora Journeys
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 02 December 2027
Visit: USA, Jamaica, Panama, Costa Rica, Colombia
Inside
-
Oceanview
-
Balcony
-
Suite
$5,215
From
US$5,215
Per Person
View Trip
16 Day Antilles To Andes with Oceania Cruises
Cruise
 (1)

16 Days (15 Nights) Miami to Lima
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 19 December 2026
Visit: USA, Curacao, Aruba, Colombia, Panama, Ecuador, Peru
Your World Inclusions
Exclusive Savings
Inside
$3,300
Oceanview
$3,375
Balcony
$5,137
Suite
$17,849
From
US$3,300
Save 5,498
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
Yours to Explore
Inside
-
Oceanview
$5,499
Balcony
$6,799
Suite
$9,999
From
US$5,499
Per Person
View Trip
21 Day Panama Canal Navigator with Oceania Cruises
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 05 March 2027
Visit: USA, Mexico, Belize, Guatemala (+8 more), Honduras, Costa Rica, Panama, Colombia, Aruba, Curacao, England, Bahamas
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$6,049
Oceanview
$7,549
Balcony
$8,899
Suite
$12,349
From
US$6,049
Save 6,049
Per Person
View Trip
27 Day Canada & Caribbean Cruise: Montreal, Quebec & Barbados with Azamara Cruises
Cruise
 (3)

27 Days (26 Nights) Montreal to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 19 October 2026
Visit: Canada, USA, Bermuda, Saint Martin (+8 more), Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
-
Oceanview
$8,039
Balcony
$10,039
Suite
$25,739
From
US$8,039
Per Person
View Trip
11 Day Paradise At Sea with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 07 February 2028
Visit: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Saint Martin, Virgin Islands, Dominican Republic
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
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: 06 March 2028
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin, England
Inside
-
Oceanview
-
Balcony
$5,189
Suite
$15,039
From
US$5,189
Per Person
View Trip
21 Day Panama Canal & Caribbean with Oceania Cruises
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 05 January 2027
Visit: USA, Mexico, Belize, Guatemala (+8 more), Honduras, Costa Rica, Panama, Colombia, Aruba, Curacao, Jamaica, Cayman Islands
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$6,499
Oceanview
-
Balcony
$9,549
Suite
$13,449
From
US$6,499
Save 6,499
Per Person
View Trip
11 Day Southern Caribbean & St. Barts with Seabourn
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Nov 2027 to Dec 2027
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, Virgin Islands
Yours to Explore
Inside
-
Oceanview
$4,999
Balcony
$5,999
Suite
$8,999
From
US$4,999
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
$2,229
Oceanview
$2,789
Balcony
$3,389
Suite
$5,149
From
US$2,229
Per Person
View Trip
17 Day Caribbean Cruise: New York, Bermuda & Barbados with Azamara Cruises
Cruise
 (3)

17 Days (16 Nights) New York to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 29 October 2026
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+7 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
-
Oceanview
$4,819
Balcony
$5,639
Suite
$9,309
From
US$4,819
Per Person
View Trip
15 Day Discover Eastern Caribbean & Grenadines with Emerald Cruises
Cruise
 (3)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$12,690
Balcony
-
Suite
$12,950
From
US$12,690
Save 2,820
Per Person
View Trip
8 Day Southern Caribbean Cruise: Antigua, Grenada & Barbados with Azamara Cruises
Cruise
 (3)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$1,799
Oceanview
$2,229
Balcony
$2,769
Suite
$4,359
From
US$1,799
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
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
22 Day Amazonian Spirit with Oceania Cruises
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 19 March 2027
Visit: Brazil, Barbados, Antigua and Barbuda, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$5,535
Oceanview
$5,850
Balcony
$8,100
Suite
$10,890
From
US$5,535
Save 6,763
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
$4,089
Oceanview
$5,099
Balcony
$6,289
Suite
$9,529
From
US$4,089
Per Person
View Trip
9 Day Bridgetown to San Juan with Silversea
Cruise
 (1)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Ship: Silver Nova
Departure: 21 December 2026
Visit: Barbados, Saint Lucia, Saint Vincent, Grenada (+4 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,800
Suite
$8,700
From
US$5,800
Save 1,500
Per Person
View Trip
8 Day Pearls 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 Feb 2027
Visit: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,360
Suite
$8,030
From
US$5,360
Per Person
View Trip
13 Day Beach-blessed Isles with Oceania Cruises
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 10 December 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,499
Oceanview
$3,799
Balcony
$5,699
Suite
$7,899
From
US$3,499
Save 3,499
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: 22 November 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Virgin Islands
Yours to Explore
Inside
-
Oceanview
$5,999
Balcony
$6,999
Suite
$11,999
From
US$5,999
Per Person
View Trip
22 Day Seattle To Miami with Cunard
Cruise
 (13)

22 Days (21 Nights) Seattle to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 24 September 2026
Visit: USA, Mexico, Guatemala, Panama, Curacao, Aruba
Inside
$1,899
Oceanview
$1,999
Balcony
$2,699
Suite
$11,699
From
US$1,899
Per Person
View Trip
10 Day Eastern Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 27 October 2026
Visit: USA, Turks and Caicos Islands, Curacao, Bonaire, Aruba
Inside
$899
Oceanview
$1,099
Balcony
$1,339
Suite
$3,299
From
US$899
Per Person
View Trip
32 Day Loving The Island Life with Oceania Cruises
Cruise
 (1)

32 Days (31 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 21 November 2027
Visit: USA, Mexico, Honduras, Belize (+14 more), Aruba, Curacao, Bonaire, Grenada, Saint Lucia, Guadeloupe, Saint Martin, Bahamas, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$8,649
Oceanview
$9,049
Balcony
$13,699
Suite
$18,999
From
US$8,649
Save 8,649
Per Person
View Trip
21 Day Transatlantic Crossing And Caribbean Celebration with Cunard
Cruise
 (6)

21 Days (20 Nights) London to New York
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
$3,053
Oceanview
-
Balcony
$4,328
Suite
$10,989
From
US$3,053
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
Inside
$899
Oceanview
$1,099
Balcony
$1,349
Suite
$3,299
From
US$899
Per Person
View Trip
Results: 121-150 of 497

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