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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)
13 Day Bridgetown to Miami with Silversea
Cruise

13 Days (12 Nights) Bridgetown to Miami
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 25 January 2027
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+5 more), Curacao, Aruba, Virgin Islands, Puerto Rico, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$7,708
Balcony
$8,301
Suite
$7,923
From
A$7,708
Save 6,592
Per Person
View Trip
10 Day Calypso Sunsets with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 28 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,153
Suite
$7,303
From
A$5,153
Save 3,437
Per Person
View Trip
18 Day Tropical Triumph with Oceania Cruises
Cruise

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 01 March 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+5 more), Saint Kitts and Nevis, Antigua and Barbuda, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,199
Suite
$17,019
From
A$12,199
Save 2,301
Per Person
View Trip
10 Day Tropical Charms of the Caribbean with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2027
Visit: Saint Martin, Saint Kitts and Nevis, Guadeloupe, Montserrat, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$8,345
Balcony
-
Suite
$10,516
From
A$8,345
Save 4,164
Per Person
View Trip
16 Day An Extended Journey from Sophisticated Harbours to Sun-Soaked Horizons with Explora Journeys
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 14 March 2027
Visit: USA, Turks and Caicos Islands, Antigua and Barbuda, Dominica (+7 more), Saint Vincent, Barbados, Grenada, Saint Lucia, Martinique, Saint Barthelemy, Virgin Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,469
From
A$15,469
Save 316
Per Person
View Trip
10 Day Sunlit Caribbean Gems with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 12 December 2026
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,638
Suite
$6,617
From
A$4,638
Save 3,292
Per Person
View Trip
15 Day Tropical Treasures with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Panama City
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 12 January 2027
Visit: USA, Mexico, Belize, Honduras (+5 more), Cayman Islands, Jamaica, Costa Rica, Colombia, Panama
Exquisite Escapes
Single Supplement Special
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,476
Suite
$16,244
From
A$15,476
Save 11,174
Per Person
View Trip
11 Day Bridgetown to San Juan with Silversea
Cruise

11 Days (10 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 20 January 2027
Visit: Barbados, Saint Vincent, Saint Lucia, Martinique (+7 more), Dominica, Guadeloupe, Montserrat, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,306
Balcony
$7,169
Suite
$15,288
From
A$6,306
Save 5,394
Per Person
View Trip
11 Day Rainforest To Reef with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 18 November 2027
Visit: USA, Bahamas, Mexico, Belize, Honduras, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,735
Suite
$14,244
From
A$12,735
Save 2,225
Per Person
View Trip
12 Day Bridgetown to Bridgetown with Silversea
Cruise

12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 04 January 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Aruba, Curacao, Bonaire, Grenada, Saint Vincent
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,820
Suite
$7,703
From
A$7,703
Save 5,397
Per Person
View Trip
83 Day South America Discovery with Cunard
Cruise

83 Days (82 Nights) London to London
Cruise Line: Cunard
Ship: Queen Anne
Departure: 10 January 2027
Visit: England, Bermuda, USA, Turks and Caicos Islands (+10 more), Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Ecuador, Panama, Aruba, Portugal
Exclusive Savings
Inside
$16,511
Oceanview
$24,986
Balcony
$28,490
Suite
$56,458
From
A$16,511
Per Person
View Trip
26 Day Ultimate Island Holiday with Regent Seven Seas
Cruise

26 Days (25 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Voyager
Departure: 19 December 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy (+14 more), Saint Kitts and Nevis, Antigua and Barbuda, Dominica, Saint Lucia, Barbados, Grenada, Aruba, Bonaire, Curacao, Colombia, Panama, Costa Rica, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$26,169
Suite
$26,786
From
A$26,169
Save 2,461
Per Person
View Trip
26 Day Canada & Caribbean Isles with Oceania Cruises
Cruise

26 Days (25 Nights) Montreal to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 17 October 2026
Visit: Canada, USA, Virgin Islands, Antigua and Barbuda (+5 more), Saint Kitts and Nevis, Saint Lucia, Grenada, Curacao, Aruba
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,232
Suite
$24,313
From
A$17,232
Save 2,428
Per Person
View Trip
8 Day Reverie Under Sail in the Heart of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departures: Dec 2026 to Mar 2028
Visit: Saint Martin, Anguilla, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$10,744
Balcony
$15,312
Suite
$16,486
From
A$10,744
Save 462
Per Person
View Trip
16 Day Southern Caribbean In Depth with Seabourn
Cruise

16 Days (15 Nights) Miami to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 20 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+7 more), Dominica, Saint Vincent, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Martin
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,817
Suite
$20,891
From
A$9,817
Save 181
Per Person
View Trip
25 Day Southern Caribbean Sojourn with Regent Seven Seas
Cruise

25 Days (24 Nights) Lisbon to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 14 October 2028
Visit: Portugal, Spain, Bahamas, USA (+5 more), Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,557
Suite
$17,731
From
A$14,557
Save 10,323
Per Person
View Trip
8 Day A Journey Through Secluded Isles & Caribbean Havens with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 February 2027
Visit: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,830
From
A$7,830
Save 160
Per Person
View Trip
9 Day A Journey Of Tropical Festivities & Dazzling Island Beauty with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Visit: USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,938
From
A$8,938
Save 182
Per Person
View Trip
20 Day Yacht Harbors & Atlantic Crossing with Seabourn
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 18 March 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,299
Suite
$22,266
From
A$12,299
Save 210
Per Person
View Trip
13 Day A Journey From Amazon Adventures To Caribbean Charms with Explora Journeys
Cruise

13 Days (12 Nights) Manaus to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 February 2027
Visit: Brazil, French Guiana, Saint Vincent, Barbados (+4 more), Saint Lucia, Saint Barthelemy, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$16,954
From
A$16,954
Save 346
Per Person
View Trip
13 Day Bon Bini Aruba with Regent Seven Seas
Cruise

13 Days (12 Nights) Panama City to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 14 March 2028
Visit: Panama, Colombia, Aruba, Curacao (+4 more), Grenada, Dominica, Virgin Islands, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,434
Suite
$15,993
From
A$15,434
Save 2,266
Per Person
View Trip
11 Day Art Of Island Time with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 28 October 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,790
Suite
$14,613
From
A$12,790
Save 2,230
Per Person
View Trip
11 Day Bongos & Breezes with Regent Seven Seas
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 08 January 2029
Visit: Barbados, Saint Vincent, Grenada, Saint Lucia (+5 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,096
Suite
$9,921
From
A$8,096
Save 7,354
Per Person
View Trip
11 Day Current Of Calypso with Regent Seven Seas
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 28 January 2029
Visit: Barbados, Saint Vincent, Grenada, Saint Lucia (+5 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,344
Suite
$15,372
From
A$13,344
Save 2,246
Per Person
View Trip
15 Day Caribbean Celebration with Regent Seven Seas
Cruise

15 Days (14 Nights) Tampa to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 21 December 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+5 more), Curacao, Bonaire, Saint Kitts and Nevis, Saint Martin, Virgin Islands
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,354
Suite
$10,972
From
A$10,354
Save 10,686
Per Person
View Trip
12 Day Miami to Miami with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 11 December 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Guadeloupe
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,580
Suite
$13,818
From
A$7,580
Save 4,320
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Apr 2029
Visit: Saint Martin, Saint Kitts and Nevis, Anguilla, Virgin Islands (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$11,343
Balcony
-
Suite
$15,155
From
A$11,343
Save 8,220
Per Person
View Trip
10 Day A Journey Of Spectacular Festivities & Caribbean Wonders with Explora Journeys
Cruise

10 Days (9 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visit: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands, Dominican Republic, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,114
From
A$10,114
Save 206
Per Person
View Trip
38 Day Fort Lauderdale To San Antonio with Cunard
Cruise

38 Days (37 Nights) Fort Lauderdale to Santiago
Cruise Line: Cunard
Ship: Queen Anne
Departure: 22 January 2027
Visit: USA, Turks and Caicos Islands, Barbados, Brazil, Uruguay, Argentina, Chile
First Come, First Served Offer
Exclusive Savings
Inside
$9,853
Oceanview
$13,288
Balcony
$16,535
Suite
$33,424
From
A$9,853
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Martinique, Grenada, Bonaire, Curacao, Aruba
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$7,291
Balcony
$8,310
Suite
$17,052
From
A$7,291
Save 2,009
Per Person
View Trip
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