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

17 Days (16 Nights) Bridgetown to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Moon
Departure: 21 December 2024
Countries Visited: Barbados, Trinidad and Tobago, Saint Lucia, Saint Vincent (+8 more), Curacao, Aruba, Colombia, Panama, Honduras, Belize, Mexico, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$15,741
BALCONY
$17,325
SUITE
$37,125
From 15,741
Cruise

23 Days (22 Nights) Miami to Los Angeles
Cruise Line: Regent Seven Seas
Departure: 03 January 2026
Countries Visited: USA, Cayman Islands, Jamaica, Bonaire (+7 more), Curacao, Aruba, Colombia, Costa Rica, Panama, Nicaragua, Mexico
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$19,913
SUITE
$20,942
Save 10,267
From 19,913
Cruise

11 Days (10 Nights) Tampa to Panama City
Cruise Line: Oceania Cruises
Departure: 25 March 2026
Countries Visited: USA, Mexico, Belize, Honduras (+2 more), Costa Rica, Panama
Exclusive Deal
INSIDE
$5,026
OCEANVIEW
$5,482
BALCONY
$7,927
SUITE
$10,927
Save 2,034
From 5,026
New ReleaseCruise

12 Days (11 Nights) Panama City to Bridgetown
Cruise Line: Scenic
Departure: 13 April 2026
Countries Visited: Panama, Colombia, Aruba, Curacao (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,727
SUITE
$14,538
Save 3,618
From 11,727
Cruise
 (9)

34 Days (33 Nights) Seattle to Miami
Cruise Line: Cunard
Departure: 25 September 2025
Countries Visited: USA, Mexico, Costa Rica, Panama (+8 more), Colombia, Aruba, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
Exclusive Deal
INSIDE
$5,208
OCEANVIEW
$6,149
BALCONY
$7,287
SUITE
$18,623
From 5,208
Cruise

17 Days (16 Nights) Miami to Los Angeles
Cruise Line: Oceania Cruises
Departure: 08 January 2025
Countries Visited: USA, Cayman Islands, Colombia, Costa Rica (+3 more), Nicaragua, Guatemala, Mexico
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,763
SUITE
-
Save 2,097
From 11,763
Cruise

79 Days (78 Nights) London to London
Cruise Line: Cunard
Departure: 09 January 2025
Countries Visited: England, Portugal, USA, Turks and Caicos Islands (+11 more), Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Ecuador, Panama, Aruba, Bahamas, Bermuda
Exclusive Deal
INSIDE
$16,361
OCEANVIEW
$19,331
BALCONY
$24,776
SUITE
$58,931
From 16,361
Cruise

21 Days (20 Nights) San Diego to New York
Cruise Line: Oceania Cruises
Departure: 03 July 2025
Countries Visited: USA, Mexico, Guatemala, Nicaragua (+3 more), Costa Rica, Colombia, Cayman Islands
Cabin Upgrade Offer
INSIDE
$8,828
OCEANVIEW
$8,828
BALCONY
$10,046
SUITE
$19,698
From 8,828
Cruise

17 Days (16 Nights) Los Angeles to Miami
Cruise Line: Oceania Cruises
Departure: 24 January 2025
Countries Visited: USA, Mexico, Guatemala, Nicaragua (+3 more), Costa Rica, Colombia, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$9,804
SUITE
$16,665
Save 2,076
From 9,804
Cruise

35 Days (34 Nights) Miami to Los Angeles
Cruise Line: Seabourn
Ship: Sojourn
Departure: 13 November 2025
Countries Visited: USA, Puerto Rico, Saint Barthelemy, Guadeloupe (+9 more), Dominica, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Curacao, Colombia, Costa Rica, Guatemala, Mexico
The Sail Away Event
INSIDE
-
OCEANVIEW
$19,989
BALCONY
$24,112
SUITE
-
From 19,989
Cruise

86 Days (85 Nights) Hamburg to Hamburg
Cruise Line: Cunard
Departure: 04 January 2025
Countries Visited: Germany, Holland, Belgium, England (+14 more), Portugal, USA, Turks and Caicos Islands, Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Ecuador, Panama, Aruba, Bahamas, Bermuda
Exclusive Deal
INSIDE
$19,334
OCEANVIEW
$22,304
BALCONY
$29,432
SUITE
$67,349
From 19,334
Cruise

18 Days (17 Nights) Los Angeles to Miami
Cruise Line: Oceania Cruises
Departure: 20 December 2025
Countries Visited: USA, Mexico, Guatemala, Nicaragua (+3 more), Costa Rica, Colombia, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,041
SUITE
$16,545
Save 2,089
From 11,041
Cruise

23 Days (22 Nights) Miami to Los Angeles
Cruise Line: Seabourn
Ship: Sojourn
Departure: 25 November 2025
Countries Visited: USA, Dominican Republic, Curacao, Colombia (+3 more), Costa Rica, Guatemala, Mexico
The Sail Away Event
INSIDE
-
OCEANVIEW
$14,423
BALCONY
$17,032
SUITE
$27,382
From 14,423
Cruise

29 Days (28 Nights) London to Rio de Janeiro
Cruise Line: Cunard
Departure: 09 January 2025
Countries Visited: England, Portugal, USA, Turks and Caicos Islands (+2 more), Barbados, Brazil
Exclusive Deal
INSIDE
$6,632
OCEANVIEW
$7,731
BALCONY
$9,909
SUITE
$23,274
From 6,632
Cruise

18 Days (17 Nights) New York to San Francisco
Cruise Line: Cunard
Ship: Queen Anne
Departure: 18 January 2025
Countries Visited: USA, Aruba, Panama, Guatemala (+1 more), Mexico
Exclusive Deal
INSIDE
$5,450
OCEANVIEW
$7,945
BALCONY
$8,717
SUITE
-
From 5,450
Cruise

32 Days (31 Nights) Santiago to London
Cruise Line: Cunard
Departure: 25 February 2025
Countries Visited: Chile, Peru, Ecuador, Panama (+6 more), Aruba, Bahamas, USA, Bermuda, Portugal, England
Exclusive Deal
INSIDE
$7,237
OCEANVIEW
$8,524
BALCONY
$11,098
SUITE
$25,552
From 7,237
Cruise
 (2)

32 Days (31 Nights) Amsterdam to Miami
Cruise Line: Oceania Cruises
Departure: 03 November 2024
Countries Visited: Holland, Belgium, England, Spain (+10 more), Portugal, Bermuda, USA, Saint Barthelemy, Antigua and Barbuda, Saint Lucia, Barbados, Grenada, Bonaire, Aruba
Exclusive Deal
INSIDE
-
OCEANVIEW
$11,651
BALCONY
$15,314
SUITE
-
Save 2,079
From 11,651
Cruise

23 Days (22 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Departure: 07 November 2025
Countries Visited: Spain, Morocco, Portugal, Barbados (+3 more), Antigua and Barbuda, Puerto Rico, USA
Exclusive Deal
INSIDE
$8,193
OCEANVIEW
-
BALCONY
$11,093
SUITE
$15,727
Save 2,057
From 8,193
Cruise

18 Days (17 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 November 2024
Countries Visited: Spain, Portugal, Barbados, Martinique (+4 more), Saint Lucia, Antigua and Barbuda, Puerto Rico, USA
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$9,009
SUITE
$11,004
From 9,009
Cruise

18 Days (17 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 November 2024
Countries Visited: Spain, Barbados, Guadeloupe, Antigua and Barbuda (+2 more), Puerto Rico, USA
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,316
SUITE
$10,157
From 8,316
Cruise

27 Days (26 Nights) Barcelona to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Ray
Departure: 23 November 2024
Countries Visited: Spain, Gibraltar, Morocco, Portugal (+3 more), Antigua and Barbuda, Puerto Rico, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$17,028
From 17,028
Cruise

26 Days (25 Nights) Montreal to Oranjestad
Cruise Line: Oceania Cruises
Departure: 28 October 2024
Countries Visited: Canada, USA, Bermuda, Saint Barthelemy (+8 more), Dominica, Saint Lucia, Barbados, Saint Vincent, Grenada, Bonaire, Curacao, Aruba
Exclusive Deal
INSIDE
$10,522
OCEANVIEW
$11,739
BALCONY
$16,165
SUITE
$21,738
Save 2,068
From 10,522
Cruise
 (9)

41 Days (40 Nights) Seattle to Miami
Cruise Line: Cunard
Departure: 18 September 2025
Countries Visited: USA, Canada, Mexico, Costa Rica (+9 more), Panama, Colombia, Aruba, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
Exclusive Deal
INSIDE
$6,448
OCEANVIEW
$7,636
BALCONY
$9,121
SUITE
$23,278
From 6,448
Cruise

43 Days (42 Nights) Miami to Los Angeles
Cruise Line: Seabourn
Ship: Sojourn
Departure: 25 November 2025
Countries Visited: USA, Dominican Republic, Curacao, Colombia (+3 more), Costa Rica, Guatemala, Mexico
The Sail Away Event
INSIDE
-
OCEANVIEW
$22,699
BALCONY
$27,828
SUITE
$49,539
From 22,699
Cruise
 (2)

33 Days (32 Nights) Miami to Bridgetown
Cruise Line: Oceania Cruises
Departure: 21 December 2024
Countries Visited: USA, Mexico, Belize, Honduras (+12 more), Costa Rica, Panama, Colombia, Curacao, Aruba, Saint Lucia, Barbados, Trinidad and Tobago, Brazil, French Guiana, Grenada, Guadeloupe
Exclusive Deal
INSIDE
$14,265
OCEANVIEW
-
BALCONY
$21,294
SUITE
-
Save 2,095
From 14,265
Cruise

31 Days (30 Nights) Miami to Rio de Janeiro
Cruise Line: Regent Seven Seas
Departure: 17 November 2025
Countries Visited: USA, Mexico, Belize, Honduras (+12 more), Costa Rica, Panama, Colombia, Aruba, Curacao, Bonaire, Grenada, Barbados, Saint Vincent, Trinidad and Tobago, French Guiana, Brazil
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$25,238
SUITE
$28,930
Save 12,112
From 25,238
Cruise
 (1)

37 Days (36 Nights) Montreal to Miami
Cruise Line: Oceania Cruises
Departure: 28 October 2024
Countries Visited: Canada, USA, Antigua and Barbuda, Saint Lucia (+8 more), Grenada, Trinidad and Tobago, Brazil, Barbados, Dominica, Virgin Islands, Puerto Rico, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
$16,100
BALCONY
$22,357
SUITE
-
Save 2,100
From 16,100
Cruise

38 Days (37 Nights) Tahiti to New York
Cruise Line: Oceania Cruises
Departure: 16 June 2025
Countries Visited: French Polynesia, USA, Mexico, Guatemala (+4 more), Nicaragua, Costa Rica, Colombia, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
$16,734
BALCONY
$21,466
SUITE
$33,257
Save 2,126
From 16,734
Cruise

57 Days (56 Nights) Auckland to New York
Cruise Line: Oceania Cruises
Departure: 28 May 2025
Countries Visited: New Zealand, New Caledonia, Vanuatu, Fiji (+10 more), Samoa, American Samoa, French Polynesia, Mexico, Guatemala, Nicaragua, Costa Rica, Colombia, Cayman Islands, USA
Exclusive Deal
INSIDE
-
OCEANVIEW
$26,269
BALCONY
$33,902
SUITE
-
Save 2,201
From 26,269
Results: 331-359 of 359

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