Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 363 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 523 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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363 Cruises (523 Cruise Departures)
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
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
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
Circle Club Voyage
INSIDE
$3,903
OCEANVIEW
$3,695
BALCONY
$5,505
SUITE
$9,127
From 3,695
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
 (1)

16 Days (15 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten (+8 more), Saint Barthelemy, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$3,726
OCEANVIEW
$4,762
BALCONY
$5,911
SUITE
$9,705
From 3,726
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
 (1)

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

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
$2,597
OCEANVIEW
$3,647
BALCONY
$4,082
SUITE
$8,745
From 2,597
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)

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)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Dec 2025 to Mar 2026
Countries Visited: USA, Turks and Caicos Islands, Jamaica, Belize (+1 more), Mexico
INSIDE
$1,636
OCEANVIEW
$2,180
BALCONY
$2,675
SUITE
$6,635
From 1,636
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
 (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
 (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
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
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
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
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
$6,412
BALCONY
$8,392
SUITE
$11,302
Save 2,031
From 5,649
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
 (1)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Mar 2027
Countries Visited: Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$9,791
BALCONY
-
SUITE
$12,870
Save 9,099
From 9,791
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
 (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
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
$2,980
OCEANVIEW
$3,047
BALCONY
$3,788
SUITE
$4,817
From 2,980
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
 (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

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Silversea
Departures: Jan 2026 to Feb 2026
Countries Visited: Saint Martin, Antigua and Barbuda, Virgin Islands, Montserrat (+7 more), Saint Lucia, Saint Vincent, Grenada, Dominica, Martinique, Netherlands Antilles, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$11,979
SUITE
$18,315
From 9,009
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Oceania Cruises
Departure: 18 March 2026
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive Deal
INSIDE
$3,644
OCEANVIEW
$4,020
BALCONY
$5,169
SUITE
$6,604
Save 2,026
From 3,644
Cruise

18 Days (17 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 24 November 2025
Countries Visited: USA, Mexico, Belize, Honduras (+6 more), Puerto Rico, Saint Barthelemy, Sint Maarten, Virgin Islands, Dominican Republic, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$13,613
SUITE
$15,979
Save 9,467
From 13,613
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Quest
Departure: 01 November 2024
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Puerto Rico (+1 more), Bahamas
The Sail Away Event
INSIDE
-
OCEANVIEW
$6,261
BALCONY
$7,583
SUITE
-
From 6,261
Results: 31-60 of 363

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Caribbean & Bahamas Cruises