Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 359 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 518 departures starting between September 2024 and April 2027.
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7 Days
86 Days
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$1,300pp
$74,780pp
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359 Cruises (518 Cruise Departures)
Cruise
 (2)

20 Days (19 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2026
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+2 more), Sint Maarten, England
Exclusive Deal
INSIDE
$3,372
OCEANVIEW
$4,609
BALCONY
$4,758
SUITE
$11,193
From 3,372
Cruise
 (2)

27 Days (26 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2025
Countries Visited: England, USA, Sint Maarten, Dominica (+3 more), Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$4,216
OCEANVIEW
$6,146
BALCONY
$6,344
SUITE
$14,363
From 4,216
Cruise
 (2)

22 Days (21 Nights) Hamburg to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2025
Countries Visited: Germany, England, USA, Sint Maarten (+4 more), Dominica, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$3,917
OCEANVIEW
$5,402
BALCONY
$5,550
SUITE
$12,678
From 3,917
Cruise
 (2)

20 Days (19 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 26 November 2025
Countries Visited: USA, Sint Maarten, Dominica, Barbados (+3 more), Saint Lucia, Saint Kitts and Nevis, England
Exclusive Deal
INSIDE
$3,223
OCEANVIEW
$4,510
BALCONY
$4,659
SUITE
$10,896
From 3,223
Cruise
 (2)

22 Days (21 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 13 December 2026
Countries Visited: England, USA, Dominican Republic, Virgin Islands (+4 more), Dominica, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$4,610
OCEANVIEW
$6,441
BALCONY
$6,639
SUITE
$15,846
From 4,610
Cruise
 (2)

30 Days (29 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 13 December 2026
Countries Visited: England, USA, Dominican Republic, Virgin Islands (+4 more), Dominica, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$6,494
OCEANVIEW
$8,870
BALCONY
$8,969
SUITE
$21,294
From 6,494
Cruise
 (2)

20 Days (19 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 10 November 2026
Countries Visited: England, USA, Virgin Islands, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Sint Maarten
Exclusive Deal
INSIDE
$3,570
OCEANVIEW
$4,758
BALCONY
$5,104
SUITE
$13,173
From 3,570
Cruise
 (2)

29 Days (28 Nights) Hamburg to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2025
Countries Visited: Germany, England, USA, Sint Maarten (+4 more), Dominica, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$4,810
OCEANVIEW
$6,790
BALCONY
$7,087
SUITE
$16,443
From 4,810
Cruise
 (2)

20 Days (19 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2025
Countries Visited: England, USA, Sint Maarten, Dominica (+3 more), Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$3,372
OCEANVIEW
$4,857
BALCONY
$5,005
SUITE
$12,381
From 3,372
Cruise
 (2)

28 Days (27 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 15 December 2025
Countries Visited: England, USA, Virgin Islands, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Sint Maarten
Exclusive Deal
INSIDE
$5,800
OCEANVIEW
$8,176
BALCONY
$8,572
SUITE
$18,818
From 5,800
Cruise
 (2)

20 Days (19 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 15 December 2025
Countries Visited: England, USA, Virgin Islands, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Sint Maarten
Exclusive Deal
INSIDE
$4,164
OCEANVIEW
$5,995
BALCONY
$6,144
SUITE
$14,361
From 4,164
Cruise
 (2)

25 Days (24 Nights) Miami to Barcelona
Cruise Line: Oceania Cruises
Departure: 12 April 2025
Countries Visited: USA, Curacao, Aruba, Grenada (+9 more), Barbados, Guadeloupe, Saint Kitts and Nevis, Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal, Morocco, Spain
Exclusive Deal
INSIDE
$9,254
OCEANVIEW
$10,165
BALCONY
$13,065
SUITE
$16,956
Save 2,066
From 9,254
Cruise
 (2)

36 Days (35 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 11 January 2025
Countries Visited: England, Spain, Grenada, Barbados (+8 more), Saint Lucia, Curacao, Dominica, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten, Portugal
Exclusive Deal
INSIDE
$7,931
OCEANVIEW
$10,901
BALCONY
$11,495
SUITE
-
From 7,931
Cruise
 (2)

28 Days (27 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 13 November 2024
Countries Visited: England, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Dominica, Barbados, Saint Lucia, Sint Maarten
Exclusive Deal
INSIDE
$6,592
OCEANVIEW
$8,126
BALCONY
$8,918
SUITE
$18,323
From 6,592
Cruise
 (2)

29 Days (28 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 14 December 2024
Countries Visited: England, USA, Sint Maarten, Dominica (+3 more), Saint Lucia, Barbados, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$7,493
OCEANVIEW
$10,057
BALCONY
$10,265
SUITE
$21,333
From 7,493
Cruise
 (2)

27 Days (26 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 10 November 2026
Countries Visited: England, USA, Virgin Islands, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Sint Maarten
Exclusive Deal
INSIDE
$4,463
OCEANVIEW
$5,948
BALCONY
$6,245
SUITE
$14,858
From 4,463
Cruise

29 Days (28 Nights) London to London
Cruise Line: Cunard
Departure: 22 February 2026
Countries Visited: England, Portugal, Virgin Islands, Sint Maarten (+5 more), Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados, Spain
Exclusive Deal
INSIDE
$4,365
OCEANVIEW
$6,493
BALCONY
$6,939
SUITE
$16,839
From 4,365
Cruise

27 Days (26 Nights) Barcelona to San Juan
Cruise Line: Seabourn
Ship: Ovation
Departure: 18 November 2025
Countries Visited: Spain, Morocco, Saint Kitts and Nevis, Virgin Islands (+8 more), Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Dominica, Montserrat, Antigua and Barbuda
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$15,339
SUITE
$24,847
From 15,339
Cruise

21 Days (20 Nights) Lisbon to Bridgetown
Cruise Line: Silversea
Departure: 25 November 2025
Countries Visited: Portugal, Spain, Cape Verde, Barbados (+5 more), Saint Vincent, Martinique, Grenada, Dominica, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
$20,394
SUITE
$20,295
From 20,295
Cruise

15 Days (14 Nights) Barcelona to San Juan
Cruise Line: Seabourn
Ship: Ovation
Departure: 18 November 2025
Countries Visited: Spain, Morocco, Saint Kitts and Nevis, Virgin Islands (+1 more), Puerto Rico
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,435
SUITE
$14,232
From 9,435
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Ship: Ovation
Departure: 08 March 2025
Countries Visited: Sint Maarten, Virgin Islands, Saint Kitts and Nevis, Martinique (+4 more), Saint Vincent, Grenada, Barbados, Portugal
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$14,406
SUITE
$33,752
From 14,406
Cruise

13 Days (12 Nights) Santa Cruz de Tenerife to Miami
Cruise Line: Oceania Cruises
Departure: 17 November 2025
Countries Visited: Spain, Barbados, Antigua and Barbuda, Puerto Rico (+1 more), USA
Exclusive Deal
INSIDE
$4,190
OCEANVIEW
$5,031
BALCONY
$5,724
SUITE
$7,516
Save 2,030
From 4,190
Cruise

36 Days (35 Nights) London to London
Cruise Line: Cunard
Departure: 04 January 2026
Countries Visited: England, Portugal, Barbados, Saint Lucia (+8 more), Grenada, Saint Vincent, Curacao, Aruba, Dominica, Antigua and Barbuda, Saint Kitts and Nevis, Sint Maarten
Exclusive Deal
INSIDE
$4,912
OCEANVIEW
$7,585
BALCONY
$8,228
SUITE
$20,603
From 4,912
Cruise

22 Days (21 Nights) Barcelona to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 09 November 2024
Countries Visited: Spain, Portugal, Saint Kitts and Nevis, Martinique (+5 more), Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Grenada
More Moments On Us Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$16,056
SUITE
-
From 16,056
Cruise

28 Days (27 Nights) Rome to Miami
Cruise Line: Oceania Cruises
Departure: 20 November 2024
Countries Visited: Italy, Spain, Antigua and Barbuda, Puerto Rico (+8 more), USA, Mexico, Guatemala, Belize, Honduras, Cayman Islands, Jamaica, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$13,221
SUITE
$18,656
Save 2,099
From 13,221
Cruise
 (2)

32 Days (31 Nights) Miami to Rome
Cruise Line: Oceania Cruises
Departure: 12 April 2025
Countries Visited: USA, Curacao, Aruba, Grenada (+12 more), Barbados, Guadeloupe, Saint Kitts and Nevis, Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal, Morocco, Spain, France, Monaco, Italy
Exclusive Deal
INSIDE
$13,035
OCEANVIEW
$13,798
BALCONY
$17,916
SUITE
-
Save 2,095
From 13,035
Cruise

25 Days (24 Nights) Bridgetown to Monte Carlo
Cruise Line: Seabourn
Ship: Ovation
Departure: 15 March 2025
Countries Visited: Barbados, Martinique, Saint Kitts and Nevis, Portugal (+5 more), Spain, France, Corsica, Italy, Monaco
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$17,524
SUITE
-
From 17,524
Cruise

34 Days (33 Nights) Miami to Athens
Cruise Line: Oceania Cruises
Departure: 04 April 2026
Countries Visited: USA, Puerto Rico, Saint Kitts and Nevis, Saint Lucia (+9 more), Dominica, Virgin Islands, Bahamas, Bermuda, Portugal, Spain, Italy, Sicily, Greece
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$18,780
SUITE
$26,572
Save 2,150
From 18,780
Cruise
 (1)

25 Days (24 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 09 November 2024
Countries Visited: USA, Antigua and Barbuda, Saint Lucia, Grenada (+7 more), Trinidad and Tobago, Brazil, Barbados, Dominica, Virgin Islands, Puerto Rico, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$16,077
SUITE
$21,264
Save 2,123
From 16,077
Cruise
 (2)

19 Days (18 Nights) Bridgetown to Bridgetown
Cruise Line: Oceania Cruises
Departure: 04 January 2025
Countries Visited: Barbados, Trinidad and Tobago, Brazil, French Guiana (+3 more), Grenada, Guadeloupe, Saint Lucia
Exclusive Deal
INSIDE
$9,414
OCEANVIEW
-
BALCONY
-
SUITE
$27,521
Save 2,066
From 9,414
Results: 271-300 of 359

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Caribbean & Bahamas Cruises