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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 374 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 536 departures starting between May 2024 and April 2027.
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374 Cruises (536 Cruise Departures)
9 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

9 Days (8 Nights) Miami to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten (+2 more), Saint Barthelemy, Puerto Rico
INSIDE
$2,161
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,161
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
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
8 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departures: Nov 2025 to Nov 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+3 more), Sint Maarten, Virgin Islands, Puerto Rico
INSIDE
$1,909
OCEANVIEW
$2,485
BALCONY
$3,059
SUITE
$5,014
From 1,909
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
$5,567
SUITE
$13,398
From 4,280
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 Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

14 Days (13 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 20 November 2024
Countries Visited: USA, Virgin Islands, Sint Maarten, Dominica (+4 more), Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis
Circle Club Voyage
INSIDE
-
OCEANVIEW
$4,347
BALCONY
$5,280
SUITE
$10,044
From 4,347
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
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
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
$5,855
From 3,568
View Trip
23 Day Caribbean Collage with Oceania Cruises
Cruise
 (2)

23 Days (22 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 01 March 2025
Countries Visited: USA, Mexico, Belize, Honduras (+10 more), Costa Rica, Panama, Colombia, Aruba, Curacao, Trinidad and Tobago, Saint Vincent, Guadeloupe, Antigua and Barbuda, Puerto Rico
Exclusive Deal
INSIDE
$9,487
OCEANVIEW
$10,715
BALCONY
$14,220
SUITE
$18,091
Save 2,063
From 9,487
View Trip
10 Day Western Caribbean with Cunard
Cruise
 (9)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2025 to Mar 2026
Countries Visited: USA, Cayman Islands, Jamaica, Honduras (+1 more), Mexico
INSIDE
$1,636
OCEANVIEW
$1,982
BALCONY
$2,576
SUITE
$6,239
From 1,636
View Trip
11 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 27 December 2025
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Dominica (+4 more), Saint Kitts and Nevis, Sint Maarten, Virgin Islands, USA
INSIDE
$2,777
OCEANVIEW
$3,583
BALCONY
$4,387
SUITE
$7,261
From 2,777
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
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: 20 November 2024
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Dominica (+3 more), Barbados, Saint Lucia, Sint Maarten
INSIDE
$2,449
OCEANVIEW
$3,647
BALCONY
$3,954
SUITE
$8,745
From 2,449
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
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
11 Day Caribbean Chic with Oceania Cruises
Cruise
 (1)

11 Days (10 Nights) Cartagena to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Nautica
Departure: 13 December 2024
Countries Visited: Colombia, Aruba, Curacao, Saint Lucia (+4 more), Saint Barthelemy, Puerto Rico, Dominican Republic, USA
Cabin Upgrade Offer
INSIDE
$3,418
OCEANVIEW
$3,418
BALCONY
$4,111
SUITE
$5,715
From 3,418
View Trip
10 Day Western Caribbean with Cunard
Cruise
 (9)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Jan 2026
Countries Visited: USA, Dominican Republic, Jamaica, Belize (+1 more), Mexico
INSIDE
$1,636
OCEANVIEW
$2,180
BALCONY
$2,675
SUITE
$6,635
From 1,636
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (1)

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ships: Emerald Sakara, Emerald Azzurra
Departures: Feb 2025 to Apr 2027
Countries Visited: Saint Martin, Saint Barthelemy, Antigua and Barbuda, Guadeloupe (+5 more), Martinique, Saint Lucia, Saint Vincent, Barbados, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,589
BALCONY
-
SUITE
$6,796
Save 4,073
From 5,589
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
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
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
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Sakara
Departures: Dec 2024 to Mar 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Martinique (+5 more), Guadeloupe, Antigua and Barbuda, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,539
BALCONY
-
SUITE
$6,450
Save 4,069
From 5,539
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
10 Day Caribbean Journey Voyage with Azamara Cruises
Cruise
 (1)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 22 March 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Antigua and Barbuda (+4 more), Sint Maarten, Virgin Islands, Puerto Rico, USA
Circle Club Voyage
INSIDE
$3,623
OCEANVIEW
$3,749
BALCONY
$4,990
SUITE
$7,891
From 3,623
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 with Cunard
Cruise
 (9)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Apr 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+3 more), Barbados, Sint Maarten, Virgin Islands
INSIDE
$2,181
OCEANVIEW
$2,874
BALCONY
$3,567
SUITE
$8,616
From 2,181
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
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
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