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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7 Days
86 Days
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$37,350pp
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383 Cruises (541 Cruise Departures)
Cruise
 (9)

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

12 Days (11 Nights) Panama City to Miami
Cruise Line: Azamara Cruises
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
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
$4,710
OCEANVIEW
$5,859
BALCONY
$7,124
SUITE
$11,722
From 4,710
Cruise
 (9)

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

13 Days (12 Nights) Miami to Miami
Cruise Line: Azamara Cruises
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
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
INSIDE
$2,980
OCEANVIEW
$3,749
BALCONY
$4,539
SUITE
$5,962
From 2,980
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)

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
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
$2,161
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,161
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
$3,456
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,456
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
$3,130
OCEANVIEW
$3,583
BALCONY
$4,387
SUITE
$7,261
From 3,130
Cruise
 (9)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
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
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 25 November 2024
Countries Visited: USA, Dominican Republic, Virgin Islands, Sint Maarten (+5 more), Saint Kitts and Nevis, Dominica, Barbados, Saint Lucia, Antigua and Barbuda
INSIDE
$3,903
OCEANVIEW
$3,695
BALCONY
$5,505
SUITE
$9,127
From 3,695
Cruise
 (1)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
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
Cruise
 (9)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
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
Cruise
 (2)

13 Days (12 Nights) Cartagena to Miami
Cruise Line: Oceania Cruises
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
Cruise
 (1)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
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
New ReleaseCruise
 (1)

7 Days (6 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
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
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
$8,722
From 5,139
Cruise
 (2)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Oceania Cruises
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
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
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2025 to Feb 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Turks and Caicos Islands, Jamaica, Belize, Mexico
INSIDE
$3,273
OCEANVIEW
$4,164
BALCONY
$5,253
SUITE
$12,381
From 3,273
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
$2,279
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,279
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
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
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2025 to Dec 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
$3,474
OCEANVIEW
$4,510
BALCONY
$5,545
SUITE
$7,856
From 3,474
Cruise
 (1)

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

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
 (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
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