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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)
10 Day Paradise Beaches from the Bahamas to the U.S. Virgin Islands with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Feb 2029 to Mar 2029
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$9,884
Balcony
-
Suite
$12,182
From
A$9,884
Save 4,161
Per Person
View Trip
8 Day A Journey Through Beguiling Caribbean Coastlines & Lush Landscapes with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 08 November 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands, Saint Barthelemy, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,747
From
A$7,747
Save 158
Per Person
View Trip
8 Day Bridgetown to Bridgetown with Silversea
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 05 December 2026
Visit: Barbados, Saint Vincent, Martinique, Guadeloupe, Saint Barthelemy, Antigua and Barbuda, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,644
Suite
$13,132
From
A$6,644
Save 4,656
Per Person
View Trip
15 Day Dutchman's Caribbean with Oceania Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 11 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+5 more), Curacao, Grenada, Barbados, Saint Lucia, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,977
Suite
$8,712
From
A$5,977
Save 4,173
Per Person
View Trip
13 Day Miami, Fl to Miami, Fl with Silversea
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 03 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,565
Suite
$16,758
From
A$9,565
Save 2,635
Per Person
View Trip
15 Day Sun-kissed Soiree with Regent Seven Seas
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 04 November 2027
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$18,240
Suite
$20,877
From
A$18,240
Save 2,340
Per Person
View Trip
8 Day Rum, Roatan & Ruins with Regent Seven Seas
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 16 February 2027
Visit: USA, Mexico, Belize, Honduras
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,061
Suite
$6,473
From
A$6,061
Save 7,449
Per Person
View Trip
13 Day Panama Canal& Island Gems with Oceania Cruises
Cruise

13 Days (12 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 19 January 2029
Visit: Panama, Costa Rica, Cayman Islands, Jamaica (+4 more), Dominican Republic, Virgin Islands, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,804
Suite
$11,673
From
A$6,804
Save 2,176
Per Person
View Trip
11 Day Bays & Breezes with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 19 January 2029
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,748
Suite
$15,376
From
A$14,748
Save 2,272
Per Person
View Trip
11 Day Steel Drum Serenade with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 03 December 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,064
Suite
$15,024
From
A$13,064
Save 2,236
Per Person
View Trip
22 Day San Juan to San Juan with Silversea
Cruise

22 Days (21 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 15 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+8 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda, Dominica, Curacao, Bonaire
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$12,054
Balcony
$13,916
Suite
$25,480
From
A$12,054
Save 246
Per Person
View Trip
15 Day Caribbean Enchantment with Oceania Cruises
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 28 October 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Saint Lucia, Grenada, Curacao, Aruba
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,325
Suite
$7,652
From
A$5,325
Save 5,035
Per Person
View Trip
9 Day Splendours of the Caribbean with Scenic
New ReleaseCruise

9 Days (8 Nights) Saint John's to Bridgetown
Cruise Line: Scenic
Ship: Scenic Eclipse II
Departure: 15 October 2027
Visit: Antigua and Barbuda, Saint Barthelemy, Virgin Islands, Montserrat (+5 more), Martinique, Saint Lucia, Saint Vincent, Trinidad and Tobago, Barbados
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,498
Suite
$9,340
From
A$8,498
Save 3,147
Per Person
View Trip
11 Day A Journey Through Enchanting Nature & The Marvels Of The Panama Canal with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Panama City
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 April 2027
Visit: USA, Jamaica, Curacao, Aruba, Colombia, Panama
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,284
From
A$12,284
Save 251
Per Person
View Trip
8 Day Gliding the Waters of the Windward Islands with Ponant
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2027 to Mar 2028
Visit: Guadeloupe, Martinique, Saint Vincent, Grenada, Dominica
Exclusive Savings
Inside
-
Oceanview
$10,744
Balcony
$15,312
Suite
$16,486
From
A$10,744
Save 416
Per Person
View Trip
11 Day Riviera Chic & Caribbean Cool with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 29 November 2026
Visit: USA, Puerto Rico, Saint Barthelemy, Sint Maarten, Virgin Islands, Dominican Republic, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,740
Suite
$14,495
From
A$13,740
Save 2,250
Per Person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departures: Dec 2026
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,983
Suite
$4,245
From
A$2,983
Save 3,467
Per Person
View Trip
13 Day Radiant Island Retreats with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 27 February 2027
Visit: USA, Cayman Islands, Jamaica, Aruba (+4 more), Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,298
Suite
-
From
A$8,298
Save 2,212
Per Person
View Trip
11 Day Sapphire Archipelago with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 07 November 2028
Visit: USA, Virgin Islands, Guadeloupe, Saint Lucia, Dominica, Saint Martin
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,417
Suite
$14,681
From
A$13,417
Save 2,243
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 03 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Montserrat, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,150
Balcony
$5,228
Suite
$12,446
From
A$4,150
Save 3,550
Per Person
View Trip
8 Day Classic Caribbean Yacht Harbors with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Feb 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,006
Suite
$10,989
From
A$5,006
Save 148
Per Person
View Trip
9 Day A Journey Through Majestic Island Paradises & Radiant Cultures with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 November 2027
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Guadeloupe, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,796
From
A$6,796
Save 139
Per Person
View Trip
22 Day Secrets Of The Selva with Regent Seven Seas
Cruise

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Voyager
Departure: 26 February 2028
Visit: Brazil, Saint Lucia, Saint Kitts and Nevis, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$35,269
Suite
$37,180
From
A$35,269
Save 2,651
Per Person
View Trip
23 Day Secrets Of The Amazon with Regent Seven Seas
Cruise

23 Days (22 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 09 November 2026
Visit: USA, Barbados, Trinidad and Tobago, Brazil, Grenada, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$26,819
Suite
$27,368
From
A$26,819
Save 2,471
Per Person
View Trip
15 Day Singapore to Hong Kong with Silversea
Cruise

15 Days (14 Nights) Singapore to Hong Kong
Cruise Line: Silversea
Ship: Silver Muse
Departure: 14 January 2028
Visit: Singapore, Vietnam, China
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$11,172
Balcony
$11,995
Suite
$25,088
From
A$11,172
Save 7,828
Per Person
View Trip
13 Day Caribbean Quest with Regent Seven Seas
Cruise

13 Days (12 Nights) Miami to Galveston
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 29 November 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Aruba, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,331
Suite
$16,644
From
A$14,331
Save 2,259
Per Person
View Trip
8 Day Maya Reefs & Reggae Rhythms with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departures: Jan 2029 to Mar 2029
Visit: USA, Mexico, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,085
Suite
$6,918
From
A$5,085
Save 2,149
Per Person
View Trip
11 Day Tropical Coves with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 01 March 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,488
Suite
$10,563
From
A$7,488
Save 2,192
Per Person
View Trip
11 Day Caribbean Yacht Harbor Holiday with Seabourn
Cruise

11 Days (10 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 18 December 2027
Visit: Barbados, Grenada, Saint Vincent, Martinique (+6 more), Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,055
Suite
$16,287
From
A$8,055
Save 143
Per Person
View Trip
15 Day Palmlight Passage with Regent Seven Seas
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 04 November 2028
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$20,906
Suite
$21,680
From
A$20,906
Save 2,384
Per Person
View Trip
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