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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)
11 Day Panama, Colombia & Caribbean Islands with Ponant
Cruise
 (1)

11 Days (10 Nights) Colon to Fort-de-France
Cruise Line: Ponant
Ship: Le Bellot
Departure: 08 April 2027
Visit: Panama, Colombia, Holland, Saint Lucia, Guadeloupe, Martinique
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,518
Suite
$15,222
From
A$10,518
Save 302
Per Person
View Trip
15 Day Caribbean Holiday Cruise: Sint Maarten, Saint Lucia & Barbados with Azamara Cruises
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$5,434
Oceanview
$6,541
Balcony
$8,080
Suite
$11,706
From
A$5,434
Save 85
Per Person
View Trip
8 Day Eastern Caribbean Cruise: St. Lucia, Dominica & St. Kitts with Azamara Cruises
Cruise
 (4)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,071
Oceanview
$2,640
Balcony
$3,443
Suite
$5,403
From
A$2,071
Per Person
View Trip
21 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

21 Days (20 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 12 November 2027
Visit: England, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Saint Lucia, Barbados, Dominica, Saint Martin
Exclusive Savings
Inside
$5,458
Oceanview
$7,528
Balcony
$7,805
Suite
$17,131
From
A$5,458
Per Person
View Trip
91 Day South America Discovery with Cunard
Cruise

91 Days (90 Nights) Hamburg to Hamburg
Cruise Line: Cunard
Ship: Queen Anne
Departure: 05 January 2027
Visit: Germany, Holland, Belgium, England (+13 more), Bermuda, USA, Turks and Caicos Islands, Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Ecuador, Panama, Aruba, Portugal
Exclusive Savings
Inside
$21,316
Oceanview
$32,008
Balcony
$36,562
Suite
$63,886
From
A$21,316
Per Person
View Trip
14 Day Bridgetown to Bridgetown with Silversea
Cruise

14 Days (13 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 28 December 2027
Visit: Barbados, Grenada, Saint Vincent, Saint Lucia (+7 more), Bonaire, Curacao, Aruba, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$9,746
Balcony
$10,893
Suite
$10,128
From
A$9,746
Save 5,554
Per Person
View Trip
8 Day A Journey Through Balmy Shores & Stirring Scenery with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visit: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,570
From
A$7,570
Save 155
Per Person
View Trip
8 Day Miami, Fl to Miami, Fl with Silversea
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Turks and Caicos Islands
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,596
Balcony
$5,557
Suite
$11,074
From
A$4,596
Save 2,261
Per Person
View Trip
8 Day Caribbean Gems with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 12 December 2026
Visit: Barbados, Saint Kitts and Nevis, Guadeloupe, Martinique, Dominica, Saint Lucia
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,006
Suite
$10,298
From
A$5,006
Save 92
Per Person
View Trip
16 Day An Extended Journey into Island Bliss & Lively Celebrations with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$19,492
From
A$19,492
Save 398
Per Person
View Trip
22 Day Epic Voyage: Sint Maarten to Barbados with Emerald Cruises
New ReleaseCruise

22 Days (21 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 05 February 2028
Visit: Saint Martin, Saint Kitts and Nevis, Anguilla, Virgin Islands (+7 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$18,605
Balcony
-
Suite
$24,323
From
A$18,605
Save 12,330
Per Person
View Trip
8 Day A Journey Into Caribbean Exploration & Island Delights with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,747
From
A$7,747
Save 158
Per Person
View Trip
17 Day An Extended Journey of Pearl-Blue Horizons & Maritime Grace with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$14,818
From
A$14,818
Save 302
Per Person
View Trip
8 Day A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 30 December 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,742
From
A$7,742
Save 158
Per Person
View Trip
8 Day History and Culture Visiting Caribbean Jewels with Ponant
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departure: 06 February 2027
Visit: Guadeloupe, Antigua and Barbuda, Saint Barthelemy, Saint Kitts and Nevis, Anguilla, Saint Martin
Exclusive Savings
Inside
-
Oceanview
$11,859
Balcony
$16,932
Suite
$18,232
From
A$11,859
Save 351
Per Person
View Trip
15 Day An Extended Journey from Ocean Calm to Vibrant Culture with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visit: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis (+6 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Dominica, Saint Vincent, Barbados
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,191
From
A$13,191
Save 269
Per Person
View Trip
13 Day Azure Islestopanama with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Panama City
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 07 January 2029
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+4 more), Curacao, Aruba, Colombia, Panama
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,805
Suite
$11,674
From
A$6,805
Save 2,175
Per Person
View Trip
9 Day Bridgetown to Bridgetown with Silversea
Cruise

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 19 December 2026
Visit: Barbados, Saint Vincent, Martinique, Dominica, Saint Kitts and Nevis, Virgin Islands, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,552
Suite
$5,174
From
A$5,174
Save 4,426
Per Person
View Trip
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Apr 2029
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,417
Balcony
-
Suite
$9,365
From
A$7,417
Save 3,138
Per Person
View Trip
21 Day Sju To Mia with Oceania Cruises
Cruise

21 Days (20 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Virgin Islands, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,801
Suite
$20,717
From
A$12,801
Save 2,319
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: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,468
Balcony
$7,703
Suite
$19,012
From
A$6,468
Save 4,532
Per Person
View Trip
8 Day A Journey Through Iconic Caribbean Islands & Underwater Wonders with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Feb 2028 to Mar 2028
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
13 Day A Journey Of Amazon Exploration & Cultural Discovery with Explora Journeys
Cruise

13 Days (12 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2027
Visit: Puerto Rico, Saint Barthelemy, Martinique, Barbados, Trinidad and Tobago, Brazil
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$14,244
From
A$14,244
Save 291
Per Person
View Trip
11 Day Western Caribbean Wonders with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departures: Nov 2028 to Dec 2028
Visit: USA, Cayman Islands, Guatemala, Belize, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,701
Suite
$9,154
From
A$5,701
Save 2,193
Per Person
View Trip
23 Day Connoisseur's Caribbean with Oceania Cruises
Cruise

23 Days (22 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 13 November 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Martinique, Dominica, Saint Kitts and Nevis, Cayman Islands, Guatemala, Belize, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,808
Suite
$18,841
From
A$11,808
Save 2,332
Per Person
View Trip
9 Day San Juan to Miami, Fl with Silversea
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, USA
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,232
Suite
$16,660
From
A$8,232
Save 3,768
Per Person
View Trip
13 Day Lush Peaks & Coral Sands with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 16 December 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+4 more), Martinique, Dominica, Saint Kitts and Nevis, Bahamas
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,454
Suite
$11,382
From
A$7,454
Save 2,216
Per Person
View Trip
17 Day An Extended Journey of Relaxing Waters & Blissful Shores with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA, Anguilla
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,249
From
A$15,249
Save 311
Per Person
View Trip
11 Day Tropical Island Havens with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 21 March 2027
Visit: USA, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,506
Suite
$8,152
From
A$5,506
Save 3,124
Per Person
View Trip
19 Day Bridgetown to Bridgetown with Silversea
Cruise

19 Days (18 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 29 February 2028
Visit: Barbados, Saint Vincent, Grenada, Curacao (+10 more), Aruba, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Lucia, Guadeloupe, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Dominica
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$10,388
Balcony
$12,054
Suite
$21,756
From
A$10,388
Save 212
Per Person
View Trip
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