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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 383 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 541 departures starting between May 2024 and April 2027.
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383 Cruises (541 Cruise Departures)
13 Day Caribbean Celebration with Cunard
Cruise
 (2)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 22 December 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Sint Maarten
INSIDE
$3,132
OCEANVIEW
$4,429
BALCONY
$4,617
SUITE
$9,705
From 3,132
View Trip
12 Day Caribbean Quest Voyage with Azamara Cruises
Cruise
 (1)

12 Days (11 Nights) Panama City to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 15 March 2026
Countries Visited: Panama, Colombia, Aruba, Bonaire (+3 more), Curacao, Dominican Republic, USA
INSIDE
$3,963
OCEANVIEW
$4,884
BALCONY
$5,803
SUITE
$6,723
From 3,963
View Trip
22 Day Caribbean with Cunard
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Jan 2026
Countries Visited: USA, Dominican Republic, Jamaica, Belize (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
INSIDE
$3,273
OCEANVIEW
$4,263
BALCONY
$5,253
SUITE
$12,381
From 3,273
View Trip
22 Day Caribbean with Cunard
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Dec 2025 to Mar 2026
Countries Visited: USA, Turks and Caicos Islands, Jamaica, Belize (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
INSIDE
$3,471
OCEANVIEW
$4,461
BALCONY
$5,451
SUITE
$13,173
From 3,471
View Trip
9 Day Southern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+3 more), Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,279
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,279
View Trip
12 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departures: Dec 2024 to Dec 2025
Countries Visited: USA, Puerto Rico, Virgin Islands, Sint Maarten (+2 more), Antigua and Barbuda, Saint Kitts and Nevis
INSIDE
$2,980
OCEANVIEW
$3,749
BALCONY
$4,539
SUITE
$5,962
From 2,980
View Trip
13 Day Eastern Caribbean with Cunard
Cruise
 (2)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2026
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Sint Maarten
INSIDE
$2,775
OCEANVIEW
$3,765
BALCONY
$3,963
SUITE
$7,923
From 2,775
View Trip
17 Day Discover the Best of the Caribbean with Emerald Cruises
New ReleaseCruise
 (1)

17 Days (16 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 20 November 2026
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$11,276
BALCONY
-
SUITE
$15,078
Save 9,114
From 11,276
View Trip
22 Day Caribbean with Cunard
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2025 to Mar 2026
Countries Visited: USA, Cayman Islands, Jamaica, Honduras (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
INSIDE
$3,075
OCEANVIEW
$4,164
BALCONY
$4,956
SUITE
$12,381
From 3,075
View Trip
7 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 13 December 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+2 more), Sint Maarten, Puerto Rico
INSIDE
$1,776
OCEANVIEW
$2,121
BALCONY
$2,581
SUITE
$4,305
From 1,776
View Trip
14 Day Discover the Grenadines & Windwards islands with Emerald Cruises
New ReleaseCruise
 (1)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 27 December 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+4 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,405
BALCONY
-
SUITE
$11,123
Save 9,085
From 8,405
View Trip
8 Day Southern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$1,909
OCEANVIEW
$2,485
BALCONY
$3,059
SUITE
$5,014
From 1,909
View Trip
15 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 13 December 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Sint Maarten, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Trinidad and Tobago
INSIDE
$3,708
OCEANVIEW
$4,513
BALCONY
$5,548
SUITE
$8,996
From 3,708
View Trip
14 Day Caribbean Celebration with Cunard
Cruise
 (2)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 21 December 2024
Countries Visited: USA, Sint Maarten, Dominica, Saint Lucia (+2 more), Barbados, Saint Kitts and Nevis
INSIDE
$4,280
OCEANVIEW
$5,369
BALCONY
$5,785
SUITE
$11,794
From 4,280
View Trip
13 Day Calypso Sands with Oceania Cruises
Cruise
 (2)

13 Days (12 Nights) Cartagena to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 11 March 2025
Countries Visited: Colombia, Aruba, Curacao, Trinidad and Tobago (+5 more), Saint Vincent, Guadeloupe, Antigua and Barbuda, Puerto Rico, USA
Exclusive Deal
INSIDE
$6,082
OCEANVIEW
$6,765
BALCONY
$8,824
SUITE
$11,230
Save 2,048
From 6,082
View Trip
11 Day Shimmering Strands with Oceania Cruises
Cruise
 (2)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 11 December 2024
Countries Visited: USA, Antigua and Barbuda, Saint Lucia, Saint Barthelemy (+3 more), Puerto Rico, Dominican Republic, Bahamas
Cabin Upgrade Offer
INSIDE
$3,568
OCEANVIEW
$3,568
BALCONY
$4,251
SUITE
$7,023
From 3,568
View Trip
15 Day Caribbean Celebration with Cunard
Cruise
 (2)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 20 December 2026
Countries Visited: USA, Dominican Republic, Virgin Islands, Dominica (+3 more), Barbados, Saint Lucia, Saint Kitts and Nevis
INSIDE
$4,261
OCEANVIEW
$5,746
BALCONY
$5,944
SUITE
$11,884
From 4,261
View Trip
19 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten, USA
INSIDE
$4,710
OCEANVIEW
$5,859
BALCONY
$7,124
SUITE
$11,722
From 4,710
View Trip
22 Day Caribbean Celebration with Cunard
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 18 December 2025
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
INSIDE
$4,758
OCEANVIEW
$5,748
BALCONY
$7,233
SUITE
$16,836
From 4,758
View Trip
8 Day Windward Island Escape with Oceania Cruises
Cruise
 (2)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 January 2025
Countries Visited: Barbados, Martinique, Saint Barthelemy, Dominica (+3 more), Saint Lucia, Saint Vincent, Grenada
Exclusive Deal
INSIDE
$4,236
OCEANVIEW
$4,533
BALCONY
$5,454
SUITE
$7,048
Save 2,034
From 4,236
View Trip
11 Day Steel Drum Serenade with Oceania Cruises
Cruise
 (2)

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 29 January 2025
Countries Visited: Barbados, Saint Vincent, Grenada, Curacao (+4 more), Aruba, Jamaica, Bahamas, USA
Exclusive Deal
INSIDE
$5,258
OCEANVIEW
$5,635
BALCONY
$7,090
SUITE
$8,862
Save 2,042
From 5,258
View Trip
7 Day Caribbean Sojourn with Emerald Cruises
New ReleaseCruise
 (1)

7 Days (6 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 03 January 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+3 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Deal
INSIDE
-
OCEANVIEW
$4,648
BALCONY
-
SUITE
$5,826
Save 3,547
From 4,648
View Trip
13 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 30 November 2025
Countries Visited: USA, Puerto Rico, Virgin Islands, Sint Maarten (+2 more), Antigua and Barbuda, Saint Kitts and Nevis
INSIDE
$3,150
OCEANVIEW
$4,187
BALCONY
$5,222
SUITE
$6,715
From 3,150
View Trip
13 Day Eastern Caribbean Celebration with Cunard
Cruise
 (9)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 18 December 2025
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+3 more), Barbados, Sint Maarten, Virgin Islands
INSIDE
$2,973
OCEANVIEW
$3,864
BALCONY
$4,854
SUITE
$11,685
From 2,973
View Trip
16 Day Island Voyager with Oceania Cruises
Cruise
 (2)

16 Days (15 Nights) New York to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 19 November 2024
Countries Visited: USA, Bermuda, Saint Barthelemy, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Grenada, Bonaire, Aruba
Cabin Upgrade Offer
INSIDE
$5,139
OCEANVIEW
$5,139
BALCONY
$6,208
SUITE
$8,722
From 5,139
View Trip
12 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

12 Days (11 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 January 2026
Countries Visited: USA, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados
INSIDE
$2,965
OCEANVIEW
$3,886
BALCONY
$4,806
SUITE
$8,024
From 2,965
View Trip
15 Day Eastern Caribbean with Cunard
Cruise
 (2)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 15 March 2025
Countries Visited: USA, Virgin Islands, Sint Maarten, Saint Lucia (+3 more), Barbados, Dominica, Saint Kitts and Nevis
INSIDE
$3,103
OCEANVIEW
$4,231
BALCONY
$4,419
SUITE
$8,746
From 3,103
View Trip
14 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,456
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,456
View Trip
22 Day Caribbean with Cunard
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Jan 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Dominican Republic, Jamaica, Belize, Mexico
INSIDE
$3,273
OCEANVIEW
$4,263
BALCONY
$5,352
SUITE
$12,381
From 3,273
View Trip
13 Day Eastern Caribbean with Cunard
Cruise
 (2)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 26 November 2025
Countries Visited: USA, Sint Maarten, Dominica, Barbados (+2 more), Saint Lucia, Saint Kitts and Nevis
INSIDE
$2,449
OCEANVIEW
$3,389
BALCONY
$3,577
SUITE
$7,923
From 2,449
View Trip
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