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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)
8 Day Reefs Of The Maya with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 11 March 2028
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,225
Suite
$7,339
From
A$5,225
Save 2,125
Per Person
View Trip
8 Day A Journey Across Turquoise Seas and Timeless Streets with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visit: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,934
From
A$5,934
Save 121
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: 05 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,408
Suite
$17,640
From
A$9,408
Save 6,592
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: 11 March 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Dominica
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,174
Balcony
$5,880
Suite
$13,622
From
A$5,174
Save 1,426
Per Person
View Trip
10 Day A Journey Through Caribbean Delights & Wildlife Wonders with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$9,016
From
A$9,016
Save 184
Per Person
View Trip
12 Day Caribbean Island Tapestry with Oceania Cruises
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 19 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,228
Suite
$11,584
From
A$8,228
Save 2,212
Per Person
View Trip
15 Day Blue Seas & Pastel Towns with Regent Seven Seas
Cruise

15 Days (14 Nights) Galveston to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 28 December 2026
Visit: USA, Mexico, Belize, Guatemala (+5 more), Honduras, Jamaica, Curacao, Aruba, Bonaire
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,163
Suite
$11,288
From
A$10,163
Save 10,467
Per Person
View Trip
15 Day Discover Island Rhythms & Coastal Dreams with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$13,906
Balcony
-
Suite
$17,679
From
A$13,906
Save 8,234
Per Person
View Trip
19 Day An Extended Journey of Coastal Marvels & Caribbean Dreams with Explora Journeys
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+4 more), Jamaica, Guatemala, Honduras, Belize
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,445
From
A$15,445
Save 315
Per Person
View Trip
18 Day A Grand Journey of Bright Coastlines & Captivating Havens with Explora Journeys
Cruise

18 Days (17 Nights) Quebec City to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 October 2026
Visit: Canada, USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$14,773
From
A$14,773
Save 302
Per Person
View Trip
15 Day A Festive Passage with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 22 December 2027
Visit: USA, Mexico, Guatemala, Belize (+5 more), Honduras, Costa Rica, Panama, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$18,163
Suite
$19,457
From
A$18,163
Save 2,317
Per Person
View Trip
15 Day An Extended Journey from Vibrant Shores to Spectacular Scenery with Explora Journeys
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 March 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+4 more), Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,949
From
A$15,949
Save 326
Per Person
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 07 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$4,222
Balcony
-
Suite
$5,388
From
A$4,222
Save 3,573
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: 26 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Montserrat
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,851
Balcony
$5,606
Suite
$12,740
From
A$4,851
Save 4,149
Per Person
View Trip
8 Day A Journey From Glorious Shorelines To Nature's Allure with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,370
From
A$7,370
Save 150
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 Shadow
Departure: 24 December 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Virgin Islands, Turks and Caicos Islands
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$7,752
Balcony
$9,398
Suite
$18,718
From
A$7,752
Save 3,548
Per Person
View Trip
15 Day Exotic Caribbean In Depth with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Feb 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,298
Suite
$20,902
From
A$11,298
Save 273
Per Person
View Trip
24 Day Festive Antilles Adventure with Oceania Cruises
Cruise

24 Days (23 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 19 December 2028
Visit: USA, Mexico, Honduras, Belize (+8 more), Cayman Islands, Dominican Republic, Aruba, Curacao, Bonaire, Saint Lucia, Antigua and Barbuda, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$16,811
Suite
$21,952
From
A$16,811
Save 2,489
Per Person
View Trip
15 Day The Spicewind Trail with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 25 November 2028
Visit: USA, Jamaica, Aruba, Curacao (+5 more), Bonaire, Grenada, Saint Vincent, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,517
Suite
$13,337
From
A$12,517
Save 8,633
Per Person
View Trip
9 Day A Journey of Caribbean Enchantment & Tranquil Shores with Explora Journeys
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visit: Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$9,829
From
A$9,829
Save 201
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
New ReleaseCruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Mar 2029
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Bonaire, Virgin Islands
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$11,343
Balcony
-
Suite
$15,155
From
A$11,343
Save 8,220
Per Person
View Trip
20 Day An Extended Journey of Rainforest Wonders & Ocean Serenity with Explora Journeys
Cruise

20 Days (19 Nights) Manaus to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 February 2027
Visit: Brazil, French Guiana, Saint Vincent, Barbados (+9 more), Saint Lucia, Saint Barthelemy, Saint Kitts and Nevis, Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands, Turks and Caicos Islands, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$19,438
From
A$19,438
Save 397
Per Person
View Trip
16 Day An Extended Journey of Endless Beauty & Historic Treasures with Explora Journeys
Cruise

16 Days (15 Nights) Bridgetown to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 March 2027
Visit: Barbados, Grenada, Saint Lucia, Martinique (+6 more), Saint Barthelemy, Virgin Islands, USA, Antigua and Barbuda, Guadeloupe, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$17,052
From
A$17,052
Save 348
Per Person
View Trip
15 Day Carnival Of Caribbean Colors with Regent Seven Seas
Cruise

15 Days (14 Nights) Panama City to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 31 March 2027
Visit: Panama, Colombia, Aruba, Curacao (+6 more), Bonaire, Grenada, Saint Lucia, Saint Barthelemy, Virgin Islands, USA
Single Supplement Special
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,336
Suite
$17,884
From
A$17,336
Save 2,294
Per Person
View Trip
18 Day An Extended Journey Of Caribbean Celebrations & Tropical Idylls with Explora Journeys
Cruise

18 Days (17 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visit: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands (+4 more), Dominican Republic, USA, Saint Barthelemy, Saint Kitts and Nevis
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$20,815
From
A$20,815
Save 425
Per Person
View Trip
8 Day A Journey Of Caribbean Delicacies & Idyllic Islands with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,835
From
A$6,835
Save 140
Per Person
View Trip
10 Day Caribbean Passage: Bahamas to Miami with Scenic
New ReleaseCruise

10 Days (9 Nights) Nassau to Miami
Cruise Line: Scenic
Ship: Scenic Eclipse I
Departure: 04 October 2028
Visit: Bahamas, Turks and Caicos Islands, USA
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,486
Suite
$12,074
From
A$9,486
Save 2,659
Per Person
View Trip
10 Day A Journey Through Sacred Cenotes & Hidden Mayan Pyramids with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 06 January 2028
Visit: USA, Mexico, Guatemala, Belize, Bahamas
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,262
From
A$7,262
Save 148
Per Person
View Trip
13 Day Miami to Miami with Silversea
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 18 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Montserrat, Saint Kitts and Nevis
Last Minute Fare
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$6,566
Balcony
$7,644
Suite
$16,758
From
A$6,566
Save 134
Per Person
View Trip
14 Day Atlantic Crossing with Seabourn
Cruise

14 Days (13 Nights) Lisbon to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 14 November 2027
Visit: Portugal, Antigua and Barbuda, Saint Kitts and Nevis, Martinique, Barbados
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,597
Suite
$14,261
From
A$7,597
Save 137
Per Person
View Trip
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