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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$37,350pp
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364 Cruises (524 Cruise Departures)
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
 (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
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) 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
 (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)

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)

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
New ReleaseCruise
 (1)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
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
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) Bridgetown to Marigot
Cruise Line: Emerald Cruises
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
Cruise
 (2)

11 Days (10 Nights) Miami to San Juan
Cruise Line: Oceania Cruises
Departure: 12 April 2025
Countries Visited: USA, Curacao, Aruba, Grenada (+4 more), Barbados, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Deal
INSIDE
$5,112
OCEANVIEW
$5,647
BALCONY
$7,399
SUITE
$9,171
Save 2,038
From 5,112
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
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
 (2)

23 Days (22 Nights) Miami to Miami
Cruise Line: Oceania Cruises
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
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
 (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
 (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)

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
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
$3,477
OCEANVIEW
$4,513
BALCONY
$5,548
SUITE
$8,996
From 3,477
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)

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 (+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
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
 (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)

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)

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
 (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

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2025 to Feb 2025
Countries Visited: Sint Maarten, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$11,794
SUITE
$20,462
From 11,794
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Silversea
Departure: 28 December 2025
Countries Visited: Barbados, Saint Vincent, Grenada, Martinique (+3 more), Virgin Islands, Antigua and Barbuda, Saint Martin
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,603
BALCONY
$10,395
SUITE
$12,771
From 9,603
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Departure: 03 January 2025
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Dominica (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Martinique, Saint Kitts and Nevis
Exclusive DealExclusive Solo Offer
INSIDE
-
OCEANVIEW
$7,554
BALCONY
$10,059
SUITE
$11,544
Save 4,316
From 7,554
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Silversea
Departure: 12 February 2026
Countries Visited: Barbados, Martinique, Saint Vincent, Dominica (+4 more), Saint Barthelemy, Virgin Islands, Antigua and Barbuda, Saint Martin
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$9,702
SUITE
$12,276
From 9,009
Results: 31-60 of 364

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