Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 364 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 524 departures starting between May 2024 and April 2027.
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7 Days
86 Days
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$1,600pp
$37,350pp
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364 Cruises (524 Cruise Departures)
Cruise
 (1)

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
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
Cruise
 (1)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 13 December 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+2 more), Sint Maarten, Puerto Rico
INSIDE
$1,660
OCEANVIEW
$2,121
BALCONY
$2,581
SUITE
$4,305
From 1,660
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
Cruise
 (2)

16 Days (15 Nights) New York to Miami
Cruise Line: Oceania Cruises
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
$10,623
From 5,139
New ReleaseCruise
 (1)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 03 January 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Barthelemy, Saint Martin, Virgin Islands, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,603
BALCONY
-
SUITE
$11,321
Save 9,087
From 8,603
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2025 to Mar 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
INSIDE
$3,372
OCEANVIEW
$4,164
BALCONY
$5,253
SUITE
$12,381
From 3,372
Cruise
 (1)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
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
Cruise
 (1)

12 Days (11 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
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
Cruise
 (1)

19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
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
$4,478
OCEANVIEW
$5,859
BALCONY
$7,124
SUITE
$11,722
From 4,478
Cruise
 (1)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+3 more), Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,161
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,161
New ReleaseCruise
 (1)

10 Days (9 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
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
$7,915
BALCONY
-
SUITE
$10,177
Save 3,580
From 7,915
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 08 November 2024
Countries Visited: USA, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Puerto Rico
INSIDE
-
OCEANVIEW
$4,012
BALCONY
$5,219
SUITE
$14,897
From 4,012
Cruise
 (9)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
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
Cruise
 (2)

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Oceania Cruises
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
Cruise
 (1)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Mar 2027
Countries Visited: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$9,791
BALCONY
-
SUITE
$12,870
Save 9,099
From 9,791
Cruise
 (2)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
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
Cruise
 (9)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
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
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
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
Cruise
 (1)

14 Days (13 Nights) Miami to Miami
Cruise Line: Azamara Cruises
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
$4,302
OCEANVIEW
$4,347
BALCONY
$5,280
SUITE
$10,044
From 4,302
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
Cruise
 (2)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 04 December 2024
Countries Visited: USA, Mexico, Belize, Honduras (+6 more), Antigua and Barbuda, Saint Lucia, Saint Barthelemy, Puerto Rico, Dominican Republic, Bahamas
Exclusive Deal
INSIDE
$5,649
OCEANVIEW
$6,105
BALCONY
$8,392
SUITE
$11,302
Save 2,031
From 5,649
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
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
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
$3,225
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,225
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
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
New ReleaseCruise
 (1)

17 Days (16 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
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
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departures: Dec 2024 to Dec 2025
Countries Visited: USA, Puerto Rico, Virgin Islands, Sint Maarten (+2 more), Antigua and Barbuda, Saint Kitts and Nevis
Circle Club Voyage
INSIDE
$2,925
OCEANVIEW
$3,047
BALCONY
$3,680
SUITE
$4,817
From 2,925
Cruise
 (1)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
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
$3,524
OCEANVIEW
$3,749
BALCONY
$4,990
SUITE
$7,891
From 3,524
Cruise
 (1)

9 Days (8 Nights) Miami to San Juan
Cruise Line: Azamara Cruises
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten (+2 more), Saint Barthelemy, Puerto Rico
INSIDE
$2,277
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,277
Cruise
 (1)

17 Days (16 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 22 December 2024
Countries Visited: USA, Bahamas, Virgin Islands, Saint Kitts and Nevis (+5 more), Saint Lucia, Saint Vincent, Barbados, Antigua and Barbuda, Sint Maarten
Circle Club Voyage
INSIDE
$5,367
OCEANVIEW
$6,289
BALCONY
$8,588
SUITE
-
From 5,367
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Caribbean & Bahamas Cruises