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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6 Days
128 Days
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$203,150pp
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577 Cruises (831 Cruise Departures)
Cruise

8 Days (7 Nights) La Romana to Nassau
Cruise Line: Ponant
Ship: Le Champlain
Departure: 26 January 2028
Visit: Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,300
Suite
$12,509
From
A$7,300
Save 210
Per Person
View Trip
Cruise

23 Days (22 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 16 December 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+8 more), Martinique, Dominica, Saint Kitts and Nevis, Bahamas, Cayman Islands, Guatemala, Belize, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,562
Suite
$20,595
From
A$13,562
Save 2,388
Per Person
View Trip
Cruise

12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 29 February 2028
Visit: Barbados, Saint Vincent, Grenada, Curacao (+5 more), Aruba, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$7,134
Balcony
$8,154
Suite
$7,370
From
A$7,134
Save 1,966
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Champlain
Departure: 29 December 2027
Visit: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,544
Suite
$9,861
From
A$6,544
Save 186
Per Person
View Trip
Cruise

26 Days (25 Nights) Los Angeles to Miami
Cruise Line: Oceania Cruises
Departure: 03 December 2028
Visit: USA, Mexico, Guatemala, Costa Rica (+6 more), Panama, Colombia, Bahamas, Honduras, Belize, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,367
Suite
$23,721
From
A$17,367
Save 2,493
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Departure: 16 February 2027
Visit: Barbados, Saint Vincent, Grenada, Saint Lucia (+7 more), Martinique, Dominica, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Puerto Rico
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,055
Suite
$16,268
From
A$9,055
Save 6,345
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Visit: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,790
Balcony
-
Suite
$6,922
From
A$5,790
Save 4,644
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 02 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,488
Suite
$10,563
From
A$7,488
Save 2,192
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 28 February 2027
Visit: Barbados, Saint Lucia, Saint Barthelemy, Virgin Islands, Antigua and Barbuda, Dominica, Saint Vincent
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,635
Balcony
$5,228
Suite
$8,134
From
A$4,635
Save 3,965
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,820
From
A$8,820
Save 180
Per Person
View Trip
Cruise

16 Days (15 Nights) Reykjavik to Reykjavik
Cruise Line: Silversea
Departure: 08 September 2026
Visit: Iceland, Greenland
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$31,458
Suite
$51,744
From
A$31,458
Save 11,342
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,719
Suite
$20,891
From
A$9,719
Save 179
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Ray
Departure: 07 February 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+7 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Dominica, Martinique, Saint Vincent, Barbados
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,624
Suite
$19,306
From
A$8,624
Save 7,376
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departure: 11 March 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,383
Suite
$10,989
From
A$6,383
Save 115
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Galveston
Cruise Line: Regent Seven Seas
Departure: 15 November 2026
Visit: USA, Curacao, Aruba, Bonaire (+4 more), Jamaica, Cayman Islands, Honduras, Mexico
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,137
Suite
$10,137
From
A$9,137
Save 12,643
Per Person
View Trip
Cruise

16 Days (15 Nights) Galveston to Miami
Cruise Line: Regent Seven Seas
Departure: 22 December 2028
Visit: USA, Mexico, Cayman Islands, Jamaica (+5 more), Aruba, Curacao, Bonaire, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,679
Suite
$20,619
From
A$17,679
Save 2,321
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2026 to Mar 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,256
Suite
$8,797
From
A$6,256
Save 2,211
Per Person
View Trip
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis (+6 more), Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,053
From
A$15,053
Save 307
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,291
From
A$7,291
Save 149
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 04 March 2028
Visit: USA, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,440
Suite
$15,136
From
A$14,440
Save 2,260
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 15 January 2027
Visit: Barbados, Saint Vincent, Grenada, Aruba (+4 more), Curacao, Bonaire, Martinique, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,492
Suite
$6,791
From
A$6,791
Save 5,809
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Panama City
Cruise Line: Regent Seven Seas
Departure: 23 February 2027
Visit: USA, Mexico, Belize, Honduras (+5 more), Cayman Islands, Jamaica, Costa Rica, Colombia, Panama
Single Supplement Special
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,583
Suite
$18,474
From
A$17,583
Save 2,307
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 22 December 2026
Visit: USA, Turks and Caicos Islands, Saint Kitts and Nevis, Aruba (+4 more), Bonaire, Curacao, Virgin Islands, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,760
Suite
$23,226
From
A$12,760
Save 5,840
Per Person
View Trip
Cruise

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 27 December 2026
Visit: Barbados, Saint Vincent, Martinique, Guadeloupe, Saint Kitts and Nevis, Grenada, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,174
Balcony
$6,997
Suite
$6,409
From
A$6,174
Save 4,326
Per Person
View Trip
Cruise

12 Days (11 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departure: 28 December 2027
Visit: Saint Martin, Virgin Islands, Anguilla, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Guadeloupe, Aruba, Curacao, Bonaire, Barbados
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,841
Suite
$17,857
From
A$8,841
Save 157
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visit: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,546
From
A$8,546
Save 174
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Regent Seven Seas
Departure: 30 March 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Martin, Dominican Republic, Bahamas, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,898
Suite
$13,515
From
A$12,898
Save 2,232
Per Person
View Trip
Cruise

26 Days (25 Nights) Montreal to Miami
Cruise Line: Silversea
Departure: 24 October 2026
Visit: Canada, USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Montserrat
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$13,828
Balcony
$17,454
Suite
$36,299
From
A$13,828
Save 282
Per Person
View Trip
New ReleaseCruise

10 Days (9 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Feb 2028 to Feb 2029
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$9,733
Balcony
-
Suite
$12,031
From
A$9,733
Save 4,173
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 20 March 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Barthelemy (+4 more), Dominica, Guadeloupe, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$16,291
Suite
$17,820
From
A$16,291
Save 2,289
Per Person
View Trip
Results: 451-480 of 577

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