Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 577 unique cruise itineraries with 787 past traveller reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 831 departures starting between September 2026 and April 2029.
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577 Cruises (831 Cruise Departures)
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 15 October 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Saint Martin, Virgin Islands, Turks and Caicos Islands, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$3,620
Oceanview
$4,719
Balcony
$5,729
Suite
$14,144
From
A$3,620
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 10 December 2026
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
$3,292
Oceanview
$3,932
Balcony
$4,176
Suite
$6,225
From
A$3,292
Save 4,288
Per Person
View Trip
Cruise
 (4)

10 Days (9 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Departure: 05 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Exclusive Savings
Inside
$3,159
Oceanview
$3,904
Balcony
$4,668
Suite
$7,167
From
A$3,159
Save 50
Per Person
View Trip
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 November 2026
Visit: USA, Cayman Islands, Jamaica, Honduras (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
Exclusive Savings
Inside
$3,778
Oceanview
$4,719
Balcony
$6,214
Suite
$13,975
From
A$3,778
Per Person
View Trip
Cruise
 (5)

29 Days (28 Nights) Bridgetown to Valparaiso
Cruise Line: Azamara Cruises
Departure: 27 December 2027
Visit: Barbados, Bonaire, Curacao, Aruba (+11 more), Dominican Republic, Bahamas, USA, Mexico, Belize, Honduras, Costa Rica, Panama, Ecuador, Peru, Chile
Azamara Always Included
Exclusive Savings
Inside
$12,045
Oceanview
$14,172
Balcony
$17,259
Suite
$25,207
From
A$12,045
Save 184
Per Person
View Trip
Cruise
 (5)

25 Days (24 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
$8,157
Oceanview
$9,832
Balcony
$12,126
Suite
$19,191
From
A$8,157
Per Person
View Trip
Cruise
 (1)

26 Days (25 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 24 November 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia (+7 more), Trinidad and Tobago, Brazil, Barbados, Dominica, Saint Martin, Puerto Rico, Bahamas
Your World Inclusions
Exclusive Savings
Inside
$10,473
Oceanview
$11,356
Balcony
$16,652
Suite
-
From
A$10,473
Save 2,217
Per Person
View Trip
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 06 January 2028
Visit: USA, Mexico, Belize, Honduras (+7 more), Costa Rica, Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
$8,236
Oceanview
$10,855
Balcony
$12,989
Suite
$18,421
From
A$8,236
Save 2,134
Per Person
View Trip
Cruise
 (1)

28 Days (27 Nights) Montreal to Miami
Cruise Line: Oceania Cruises
Departure: 25 October 2027
Visit: Canada, USA, Virgin Islands, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Bonaire, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
$12,451
Oceanview
$13,353
Balcony
$19,105
Suite
$26,584
From
A$12,451
Save 2,259
Per Person
View Trip
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Grenada, Barbados, Saint Lucia, Saint Martin
First Come, First Served Offer
Exclusive Savings
Inside
$2,499
Oceanview
$2,954
Balcony
$3,350
Suite
$8,468
From
A$2,499
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jan 2028
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Bellot
Departure: 19 November 2027
Visit: Martinique, Saint Vincent, Curacao, Colombia, Panama
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,838
Suite
$12,543
From
A$7,838
Save 222
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visit: USA, Anguilla, Virgin Islands, Antigua and Barbuda, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
Cruise
 (4)

17 Days (16 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Martinique, Saint Vincent, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$5,446
Balcony
$7,681
Suite
$10,582
From
A$5,446
Save 83
Per Person
View Trip
New ReleaseCruise
 (3)

26 Days (25 Nights) Bridgetown to San Jose
Cruise Line: Emerald Cruises
Departure: 06 January 2028
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+5 more), Curacao, Aruba, Colombia, Panama, Costa Rica
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$26,992
Balcony
-
Suite
$33,975
From
A$26,992
Save 12,943
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Nov 2026 to Apr 2029
Visit: Barbados, Grenada, Saint Vincent
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,690
Balcony
-
Suite
$7,214
From
A$5,690
Save 3,605
Per Person
View Trip
Cruise
 (6)

35 Days (34 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 11 January 2027
Visit: England, Portugal, Virgin Islands, Barbados (+7 more), Saint Lucia, Grenada, Dominica, Saint Kitts and Nevis, Dominican Republic, Saint Martin, Spain
First Come, First Served Offer
Exclusive Savings
Inside
-
Oceanview
$9,475
Balcony
$10,089
Suite
-
From
A$9,475
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 22 November 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Virgin Islands
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
$10,993
Balcony
$12,365
Suite
$15,795
From
A$10,993
Save 205
Per Person
View Trip
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 05 March 2027
Visit: USA, Mexico, Belize, Guatemala (+8 more), Honduras, Costa Rica, Panama, Colombia, Aruba, Curacao, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
$8,257
Oceanview
$10,527
Balcony
$12,874
Suite
$17,841
From
A$8,257
Save 2,133
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$11,412
From
A$11,412
Save 233
Per Person
View Trip
Cruise
 (6)

22 Days (21 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 21 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin, England
Exclusive Savings
Inside
$6,402
Oceanview
$8,936
Balcony
$9,124
Suite
$20,301
From
A$6,402
Per Person
View Trip
New ReleaseCruise
 (3)

19 Days (18 Nights) San Jose to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2028 to Feb 2029
Visit: Costa Rica, Panama, Colombia, Aruba (+5 more), Curacao, Bonaire, Grenada, Saint Vincent, Barbados
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$20,857
Balcony
-
Suite
$25,934
From
A$20,857
Save 8,833
Per Person
View Trip
Cruise
 (13)

28 Days (27 Nights) Barcelona to Miami
Cruise Line: Cunard
Departure: 29 October 2027
Visit: Spain, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Grenada, Barbados, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$6,740
Oceanview
$7,928
Balcony
$9,809
Suite
$20,600
From
A$6,740
Per Person
View Trip
Cruise
 (5)

18 Days (17 Nights) New York to Bridgetown
Cruise Line: Azamara Cruises
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+7 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$5,683
Oceanview
$6,643
Balcony
$8,270
Suite
$13,141
From
A$5,683
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
Cruise
 (5)

18 Days (17 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+10 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Exclusive Savings
Inside
$6,510
Oceanview
$7,990
Balcony
$9,803
Suite
$14,879
From
A$6,510
Save 99
Per Person
View Trip
Cruise
 (4)

17 Days (16 Nights) New York to Bridgetown
Cruise Line: Azamara Cruises
Departure: 29 October 2026
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+7 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$5,598
Balcony
$7,921
Suite
-
From
A$5,598
Per Person
View Trip
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Exclusive Savings
Inside
$5,211
Oceanview
$5,446
Balcony
$7,288
Suite
$15,452
From
A$5,211
Save 111
Per Person
View Trip
Cruise
 (3)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 20 December 2027
Visit: USA, Mexico, Belize, Honduras (+6 more), Bahamas, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Dominican Republic
Your World Inclusions
Exclusive Savings
Inside
$7,421
Oceanview
$9,293
Balcony
$11,301
Suite
$15,248
From
A$7,421
Save 2,149
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$3,014
Oceanview
$3,779
Balcony
$4,592
Suite
$7,003
From
A$3,014
Per Person
View Trip
Results: 31-60 of 577

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