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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)
46 Day Grand Latin & Iberian Quest with Oceania Cruises
Cruise

46 Days (45 Nights) Rome to Los Angeles
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 19 October 2028
Visit: Italy, Sicily, Malta, Tunisia (+12 more), Sardinia, Spain, Portugal, Puerto Rico, USA, Cayman Islands, Colombia, Panama, Costa Rica, Nicaragua, Guatemala, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$27,393
Suite
$37,947
From
A$27,393
Save 2,787
Per Person
View Trip
17 Day A Grand Journey Of Lively Culture & Stunning Beaches with Explora Journeys
Cruise

17 Days (16 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ships: Explora II, Explora I
Departures: Nov 2026 to Nov 2027
Visit: Spain, Portugal, Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,363
From
A$10,363
Save 220
Per Person
View Trip
9 Day A Journey Into Tropical Idylls & Mayan Mystery with Explora Journeys
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize, Honduras
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,879
From
A$7,879
Save 161
Per Person
View Trip
13 Day Tides & Traditions with Regent Seven Seas
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 17 November 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Saint Martin
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,616
Suite
$16,988
From
A$14,616
Save 2,264
Per Person
View Trip
28 Day A Grand Journey Of Colourful Moroccan Shores & Idyllic Caribbean Scenery with Explora Journeys
Cruise

28 Days (27 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 October 2026
Visit: Spain, Portugal, Morocco, Antigua and Barbuda, Anguilla, Puerto Rico, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$21,790
From
A$21,790
Save 445
Per Person
View Trip
15 Day An Extended Journey Through Golden Shores & Island Grace with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,014
From
A$15,014
Save 306
Per Person
View Trip
13 Day Antillean Island Sojourn with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 25 November 2026
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy, Martinique, Guadeloupe, Antigua and Barbuda
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,143
Suite
$7,064
From
A$5,143
Save 4,367
Per Person
View Trip
8 Day Caribbean Yachting Discovery with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Mar 2028
Visit: Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Virgin Islands
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,218
Balcony
-
Suite
$9,227
From
A$7,218
Save 3,137
Per Person
View Trip
8 Day A Journey Through the Vibrant Pulse of the Antilles with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 29 January 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, 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
15 Day An Extended Journey of Sunlit Horizons & Sapphire Bays with Explora Journeys
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 22 November 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,563
From
A$13,563
Save 277
Per Person
View Trip
15 Day Discover Eastern Caribbean & Grenadines with Emerald Cruises
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2028 to Feb 2028
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+5 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$12,319
Balcony
-
Suite
$16,132
From
A$12,319
Save 8,221
Per Person
View Trip
15 Day An Extended Journey Through Islands of Scenic Wonder & Coastal History with Explora Journeys
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Barthelemy, Puerto Rico, Anguilla, Saint Kitts and Nevis, Turks and Caicos Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$14,112
From
A$14,112
Save 288
Per Person
View Trip
11 Day The Azure Wild with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 09 January 2029
Visit: USA, Dominican Republic, Puerto Rico, Saint Barthelemy, Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,466
Suite
$15,103
From
A$14,466
Save 2,264
Per Person
View Trip
11 Day Season To Cheer with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 18 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,926
Suite
$15,407
From
A$14,926
Save 2,274
Per Person
View Trip
8 Day Jewels of the Antilles with Ponant
Cruise

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Ship: Le Champlain
Departure: 08 March 2028
Visit: Saint Lucia, Saint Vincent, Barbados, Martinique, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,146
Suite
$9,240
From
A$6,146
Save 174
Per Person
View Trip
8 Day Yachtsman's Harbors with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 05 February 2027
Visit: USA, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,352
Suite
$5,663
From
A$4,352
Save 2,888
Per Person
View Trip
8 Day A Journey of Intimate Island Bliss & Caribbean Breeze with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
8 Day Secret treasures of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) Fort-de-France to La Romana
Cruise Line: Ponant
Ship: Le Champlain
Departure: 05 January 2028
Visit: Martinique, Barbados, Guadeloupe, Dominica, Montserrat, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,951
Suite
$10,492
From
A$6,951
Save 199
Per Person
View Trip
17 Day An Extended Journey Through Ancient Marvels & Glittering Shores with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visit: USA, Jamaica, Guatemala, Honduras (+6 more), Belize, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,720
From
A$13,720
Save 280
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 16 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Anguilla, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,643
Suite
$17,640
From
A$9,643
Save 6,757
Per Person
View Trip
12 Day Wellness Retreat: Spain to Antigua with Scenic
New ReleaseCruise

12 Days (11 Nights) Tenerife to Saint John's
Cruise Line: Scenic
Ship: Scenic Eclipse II
Departure: 04 October 2027
Visit: Spain, Saint Martin, Saint Barthelemy, Antigua and Barbuda
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,973
Suite
$9,320
From
A$6,973
Save 4,122
Per Person
View Trip
11 Day Basslines & Beaches with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 12 March 2029
Visit: USA, Dominican Republic, Virgin Islands, Saint Barthelemy, Antigua and Barbuda
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,908
Suite
$15,731
From
A$13,908
Save 2,252
Per Person
View Trip
12 Day Southern Caribbean Jewels with Oceania Cruises
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 05 December 2028
Visit: USA, Aruba, Curacao, Bonaire, Grenada, Dominica, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,513
Suite
$10,296
From
A$6,513
Save 2,187
Per Person
View Trip
15 Day An Extended Journey of Secluded Isles & Coastal Havens with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands (+4 more), USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$17,076
From
A$17,076
Save 349
Per Person
View Trip
15 Day Antillean Azure Panorama with Oceania Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 15 March 2029
Visit: USA, Cayman Islands, Jamaica, Aruba (+5 more), Curacao, Bonaire, Grenada, Martinique, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,093
Suite
$13,479
From
A$10,093
Save 2,297
Per Person
View Trip
11 Day San Juan to Bridgetown with Silversea
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Montserrat, Guadeloupe, Saint Kitts and Nevis, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,145
Balcony
$7,546
Suite
$14,798
From
A$6,145
Save 5,255
Per Person
View Trip
23 Day Journey To The Amazon with Regent Seven Seas
Cruise

23 Days (22 Nights) Panama City to Panama City
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 09 March 2027
Visit: Panama, Aruba, Trinidad and Tobago, Brazil, Grenada, Curacao
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$33,720
Suite
$35,102
From
A$33,720
Save 2,600
Per Person
View Trip
43 Day Exploring Greenland, Labrador Coast & Panama Canal with Seabourn
Cruise

43 Days (42 Nights) Reykjavik to Valparaiso
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 06 September 2028
Visit: Iceland, Greenland, Canada, Bermuda (+6 more), Puerto Rico, Aruba, Panama, Ecuador, Peru, Chile
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$45,851
Suite
$66,431
From
A$45,851
Save 848
Per Person
View Trip
9 Day A Journey of Tranquil Harbours & Stunning Peaks with Explora Journeys
Cruise

9 Days (8 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 March 2027
Visit: Barbados, Grenada, Saint Lucia, Martinique, Saint Barthelemy, Virgin Islands, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,820
From
A$8,820
Save 180
Per Person
View Trip
11 Day New Year Exuberance with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 28 December 2027
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,213
Suite
$15,419
From
A$15,213
Save 2,277
Per Person
View Trip
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