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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128 Days
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577 Cruises (831 Cruise Departures)
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 25 November 2026
Visit: USA, Curacao, Aruba, Colombia (+5 more), Cayman Islands, Mexico, Guatemala, Belize, Honduras
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,131
From
A$15,131
Save 309
Per Person
View Trip
New ReleaseCruise

13 Days (12 Nights) New York to Nassau
Cruise Line: Scenic
Departure: 28 September 2027
Visit: USA, Bermuda, Turks and Caicos Islands, Bahamas
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,605
Suite
$17,348
From
A$12,605
Save 4,190
Per Person
View Trip
New ReleaseCruise

10 Days (9 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Guadeloupe, Dominica, Saint Kitts and Nevis, Antigua and Barbuda
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$9,134
Balcony
-
Suite
$11,437
From
A$9,134
Save 4,161
Per Person
View Trip
New ReleaseCruise

11 Days (10 Nights) Saint John's to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 01 March 2028
Visit: Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Martinique, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$10,754
Balcony
-
Suite
$13,204
From
A$10,754
Save 4,691
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 02 December 2026
Visit: USA, Virgin Islands, Saint Barthelemy, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,466
Suite
$7,263
From
A$5,466
Save 3,994
Per Person
View Trip
New ReleaseCruise

14 Days (13 Nights) Miami to Saint Thomas
Cruise Line: Emerald Cruises
Departure: 30 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico (+4 more), Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,661
Balcony
-
Suite
$10,351
From
A$7,661
Save 9,129
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Mar 2029
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$6,576
Balcony
-
Suite
$8,483
From
A$6,576
Save 3,131
Per Person
View Trip
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,229
Suite
$6,100
From
A$4,229
Save 2,861
Per Person
View Trip
Cruise

12 Days (11 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Departure: 11 December 2028
Visit: USA, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,351
Suite
$15,732
From
A$13,351
Save 2,239
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departures: Dec 2026 to Mar 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,300
Suite
$10,989
From
A$5,300
Save 150
Per Person
View Trip
Cruise

20 Days (19 Nights) Miami to Manaus
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visit: USA, Dominican Republic, Saint Martin, Guadeloupe (+7 more), Saint Kitts and Nevis, Puerto Rico, Saint Barthelemy, Martinique, Barbados, Trinidad and Tobago, Brazil
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$18,542
From
A$18,542
Save 378
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Martinique, Guadeloupe, Antigua and Barbuda, Saint Vincent
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,174
Suite
$12,054
From
A$5,174
Save 3,626
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 04 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Barthelemy
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,610
From
A$7,610
Save 155
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 07 January 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,816
Suite
$16,424
From
A$15,816
Save 2,294
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 March 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,413
From
A$8,413
Save 172
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 20 January 2027
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,188
Suite
$5,784
From
A$4,188
Save 2,092
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 27 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Anguilla
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,290
Suite
$17,542
From
A$9,290
Save 6,510
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 23 February 2029
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,486
Suite
$6,785
From
A$4,486
Save 2,124
Per Person
View Trip
Cruise

13 Days (12 Nights) Bridgetown to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 26 February 2027
Visit: Barbados, Saint Vincent, Grenada, Martinique (+7 more), Guadeloupe, Saint Lucia, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Anguilla, USA
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,840
Suite
$17,248
From
A$8,840
Save 7,560
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to Fort-de-France
Cruise Line: Ponant
Ship: Le Champlain
Departure: 09 February 2028
Visit: Dominican Republic, Virgin Islands, Montserrat, Guadeloupe, Dominica, Barbados, Martinique
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,310
Suite
$10,492
From
A$7,310
Save 210
Per Person
View Trip
Cruise

12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 17 December 2027
Visit: Barbados, Saint Lucia, Saint Vincent, Grenada (+5 more), Curacao, Bonaire, Aruba, Saint Kitts and Nevis, Martinique
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$8,472
Balcony
$9,746
Suite
$9,109
From
A$8,472
Save 4,828
Per Person
View Trip
Cruise

24 Days (23 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 30 January 2029
Visit: USA, Dominican Republic, Bonaire, Curacao (+8 more), Aruba, Colombia, Costa Rica, Panama, Grenada, Dominica, Saint Kitts and Nevis, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$16,835
Suite
$22,781
From
A$16,835
Save 2,465
Per Person
View Trip
Cruise

12 Days (11 Nights) Panama City to Miami
Cruise Line: Regent Seven Seas
Departure: 22 February 2027
Visit: Panama, Costa Rica, Honduras, Belize (+5 more), Guatemala, Mexico, Cayman Islands, Jamaica, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$197,177
From
A$197,177
Save 5,973
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 27 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,448
Suite
$8,347
From
A$6,448
Save 2,162
Per Person
View Trip
Cruise

22 Days (21 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 22 February 2029
Visit: USA, Virgin Islands, Antigua and Barbuda, Dominica (+7 more), Barbados, Saint Vincent, Saint Lucia, Guadeloupe, Mexico, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,781
Suite
$20,058
From
A$14,781
Save 2,429
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 13 December 2028
Visit: USA, Mexico, Belize, Honduras (+5 more), Costa Rica, Panama, Jamaica, Dominican Republic, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$18,394
Suite
$20,354
From
A$18,394
Save 2,326
Per Person
View Trip
Cruise

18 Days (17 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Visit: USA, Jamaica, Dominican Republic, Virgin Islands (+4 more), Saint Martin, Puerto Rico, Antigua and Barbuda, Guadeloupe
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$19,012
From
A$19,012
Save 388
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 19 December 2026
Visit: USA, Virgin Islands, Dominica, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,394
Suite
$18,442
From
A$17,394
Save 2,326
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Dec 2027 to Nov 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,318
Balcony
-
Suite
$9,265
From
A$7,318
Save 3,128
Per Person
View Trip
New ReleaseCruise

7 Days (6 Nights) Saint Thomas to San Juan
Cruise Line: Emerald Cruises
Departure: 03 January 2027
Visit: Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$4,565
Balcony
-
Suite
$5,731
From
A$4,565
Save 3,580
Per Person
View Trip
Results: 361-390 of 577

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