Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 358 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 514 departures starting between September 2024 and April 2027.
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7 Days
86 Days
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$1,300pp
$37,350pp
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358 Cruises (514 Cruise Departures)
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
Exclusive Deal
INSIDE
$3,271
OCEANVIEW
$4,558
BALCONY
$4,657
SUITE
$9,211
From 3,271
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
$2,514
BALCONY
$3,088
SUITE
$5,042
From 1,909
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
$4,539
BALCONY
$5,574
SUITE
$7,885
From 3,474
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
$6,318
BALCONY
$8,616
SUITE
-
From 5,367
Cruise
 (1)

14 Days (13 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 20 November 2024
Countries Visited: USA, Virgin Islands, Sint Maarten, Dominica (+4 more), Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis
Circle Club Voyage
INSIDE
$4,331
OCEANVIEW
$4,376
BALCONY
$5,309
SUITE
$10,073
From 4,331
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
 (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
$4,041
BALCONY
$5,248
SUITE
$14,926
From 4,041
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
Exclusive Deal
INSIDE
$1,835
OCEANVIEW
$2,429
BALCONY
$3,023
SUITE
$8,616
From 1,835
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
$4,216
BALCONY
$5,250
SUITE
$6,744
From 3,150
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
$3,778
BALCONY
$4,568
SUITE
$5,990
From 2,980
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 (+6 more), Guadeloupe, Antigua and Barbuda, Saint Barthelemy, Saint Martin, Anguilla, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,539
BALCONY
-
SUITE
$6,450
Save 4,065
From 5,539
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
Exclusive Deal
INSIDE
$2,729
OCEANVIEW
$3,521
BALCONY
$4,412
SUITE
$12,381
From 2,729
Cruise
 (1)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$1,909
OCEANVIEW
$2,514
BALCONY
$3,088
SUITE
$5,042
From 1,909
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
Exclusive Deal
INSIDE
$2,828
OCEANVIEW
$3,521
BALCONY
$4,412
SUITE
$12,381
From 2,828
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
$5,888
BALCONY
$7,153
SUITE
$11,751
From 4,478
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
$4,542
BALCONY
$5,576
SUITE
$9,024
From 3,477
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
 (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
 (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
$6,105
BALCONY
$8,698
SUITE
$11,302
Save 2,031
From 5,649
Cruise
 (2)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 22 December 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Sint Maarten
Exclusive Deal
INSIDE
$2,973
OCEANVIEW
$4,260
BALCONY
$4,409
SUITE
$9,705
From 2,973
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 06 December 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
$3,225
OCEANVIEW
$4,175
BALCONY
$5,095
SUITE
$8,428
From 3,225
New ReleaseCruise
 (1)

10 Days (9 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departure: 20 November 2026
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,915
BALCONY
-
SUITE
$10,177
Save 3,580
From 7,915
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
Exclusive Deal
INSIDE
$1,388
OCEANVIEW
$1,685
BALCONY
$2,180
SUITE
$6,239
From 1,388
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Oct 2025 to Jan 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Dominican Republic, Jamaica, Belize, Mexico
Exclusive Deal
INSIDE
$2,729
OCEANVIEW
$3,570
BALCONY
$4,511
SUITE
$12,381
From 2,729
New ReleaseCruise
 (1)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 03 January 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,603
BALCONY
-
SUITE
$11,321
Save 9,087
From 8,603
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
Exclusive Deal
INSIDE
$3,667
OCEANVIEW
$5,003
BALCONY
$5,152
SUITE
$11,884
From 3,667
Cruise
 (1)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+3 more), Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,161
OCEANVIEW
$2,881
BALCONY
$3,571
SUITE
$5,755
From 2,161
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
Exclusive Deal
INSIDE
$2,528
OCEANVIEW
$3,320
BALCONY
$4,211
SUITE
$11,685
From 2,528
Cruise
 (1)

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 27 December 2025
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Dominica (+4 more), Saint Kitts and Nevis, Sint Maarten, Virgin Islands, USA
INSIDE
$2,777
OCEANVIEW
$3,611
BALCONY
$4,416
SUITE
$7,290
From 2,777
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
Exclusive Deal
INSIDE
$1,388
OCEANVIEW
$1,834
BALCONY
$2,279
SUITE
$6,635
From 1,388
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