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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 Departures)
577 Cruises (831 Departures)
Departures
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Duration
6 Days
128 Days
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Cruise Lines
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Price
$1,400pp
$203,150pp
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11 Day San Juan to Bridgetown with Silversea
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 06 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +7 more, Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Grenada, Barbados
Exclusive Savings
Inside
-
Oceanview
$6,561
Balcony
$8,026
Suite
$16,268
From (Per Person)
A$6,561
Save 3,739
Per Person
View Trip
8 Day A Journey Of Blissful Escapes & Island Splendour with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands, Dominican Republic, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,291
From (Per Person)
A$7,291
Save 149
Per Person
View Trip
27 Day Azure To Iberia with Regent Seven Seas
Cruise

27 Days (26 Nights) Panama City to Lisbon
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 14 March 2028
Visits: Panama, Colombia, Aruba, Curacao +7 more, Grenada, Dominica, Virgin Islands, USA, Bermuda, Portugal, Spain
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$33,599
Suite
$34,785
From (Per Person)
A$33,599
Save 2,601
Per Person
View Trip
13 Day Flavors Of Cartagena with Regent Seven Seas
Cruise

13 Days (12 Nights) Miami to Panama City
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 02 March 2028
Visits: USA, Cayman Islands, Jamaica, Dominican Republic, Colombia, Costa Rica, Panama
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,711
Suite
$16,270
From (Per Person)
A$15,711
Save 2,269
Per Person
View Trip
22 Day Epic Voyage: Barbados to Sint Maarten with Emerald Cruises
New ReleaseCruise

22 Days (21 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2028 to Feb 2028
Visits: Barbados, Saint Vincent, Saint Lucia, Guadeloupe +7 more, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Virgin Islands, Bonaire
Exclusive Savings
Inside
-
Oceanview
$18,605
Balcony
-
Suite
$24,323
From (Per Person)
A$18,605
Save 12,330
Per Person
View Trip
33 Day Around The Americas with Oceania Cruises
Cruise

33 Days (32 Nights) Montreal to Los Angeles
Cruise Line: Oceania
Ship: Oceania Vista
Departure: 10 October 2027
Visits: Canada, Bermuda, Bahamas, USA +6 more, Cayman Islands, Colombia, Panama, Costa Rica, Guatemala, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$21,430
Suite
$29,704
From (Per Person)
A$21,430
Save 2,520
Per Person
View Trip
13 Day Miami to Bridgetown with Silversea
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 06 February 2027
Visits: USA, Puerto Rico, Virgin Islands, Aruba +5 more, Curacao, Bonaire, Grenada, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
$7,923
Balcony
$8,624
Suite
$8,247
From (Per Person)
A$7,923
Save 6,777
Per Person
View Trip
17 Day Epic Atlantic Escapade with Regent Seven Seas
Cruise

17 Days (16 Nights) Montreal to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 30 October 2026
Visits: Canada, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,297
Suite
$12,826
From (Per Person)
A$11,297
Save 13,373
Per Person
View Trip
18 Day Tropical Sparkle & Holiday Cheer with Regent Seven Seas
Cruise

18 Days (17 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 11 December 2026
Visits: USA, Jamaica, Dominican Republic, Puerto Rico +5 more, Virgin Islands, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,290
Suite
$12,723
From (Per Person)
A$11,290
Save 11,020
Per Person
View Trip
12 Day Canal Gates To Leeward Light with Oceania Cruises
Cruise

12 Days (11 Nights) Panama City to Miami
Cruise Line: Oceania
Ship: Oceania Sonata
Departure: 11 February 2029
Visits: Panama, Aruba, Grenada, Dominica, Saint Kitts and Nevis, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,348
Suite
$11,394
From (Per Person)
A$8,348
Save 2,232
Per Person
View Trip
13 Day Celebrate The Caribbean with Regent Seven Seas
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 27 December 2028
Visits: USA, Aruba, Curacao, Bonaire +6 more, Trinidad and Tobago, Saint Vincent, Martinique, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,597
Suite
$17,410
From (Per Person)
A$15,597
Save 2,283
Per Person
View Trip
8 Day A Journey Through the Caribbean's Elegant Charm & Vibrant Soul with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 22 January 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
12 Day Tideflowers & Miraflores with Regent Seven Seas
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 09 December 2028
Visits: USA, Cayman Islands, Panama, Costa Rica, Honduras, Belize, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,457
Suite
$16,094
From (Per Person)
A$15,457
Save 2,273
Per Person
View Trip
15 Day An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy +4 more, Anguilla, USA, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,994
From (Per Person)
A$15,994
Save 326
Per Person
View Trip
8 Day Maya Magic & Island Sun with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Vista
Departures: Jan 2029 to Mar 2029
Visits: USA, Mexico, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,351
Suite
$6,650
From (Per Person)
A$4,351
Save 2,123
Per Person
View Trip
11 Day Caribbean Island Hopping: Sint Maarten to Barbados with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 12 January 2028
Visits: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Exclusive Savings
Inside
-
Oceanview
$10,514
Balcony
-
Suite
$12,817
From (Per Person)
A$10,514
Save 4,681
Per Person
View Trip
25 Day A Grand Journey of Vibrant Cultures, Mayan Marvels & Idyllic Beaches with Explora Journeys
Cruise

25 Days (24 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 01 November 2026
Visits: Spain, Portugal, Antigua and Barbuda, Anguilla +6 more, Puerto Rico, USA, Mexico, Honduras, Belize, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$17,493
From (Per Person)
A$17,493
Save 357
Per Person
View Trip
14 Day Bountiful Caribbean with Oceania Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Allura
Departure: 07 January 2027
Visits: USA, Cayman Islands, Jamaica, Aruba +4 more, Curacao, Saint Lucia, Guadeloupe, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,631
Suite
-
From (Per Person)
A$9,631
Save 2,249
Per Person
View Trip
11 Day Untouched Treasures with Regent Seven Seas
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 15 January 2028
Visits: Barbados, Grenada, Saint Vincent, Saint Lucia +5 more, Martinique, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,432
Suite
$17,029
From (Per Person)
A$15,432
Save 2,288
Per Person
View Trip
19 Day White Sands & Brazilian Sun with Regent Seven Seas
Cruise

19 Days (18 Nights) Miami to Rio de Janeiro
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 04 January 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Barbados, French Guiana, Brazil
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,134
Suite
$12,575
From (Per Person)
A$12,134
Save 15,766
Per Person
View Trip
15 Day Discover the Yachting Islands of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Mar 2029
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
$12,675
Balcony
-
Suite
$16,693
From (Per Person)
A$12,675
Save 8,235
Per Person
View Trip
11 Day Miami to Cartagena with Silversea
Cruise

11 Days (10 Nights) Miami to Cartagena
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 05 January 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Curacao, Bonaire, Colombia
Exclusive Savings
Inside
-
Oceanview
$8,428
Balcony
$11,074
Suite
$25,088
From (Per Person)
A$8,428
Save 172
Per Person
View Trip
16 Day Cultural Currents with Regent Seven Seas
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 26 March 2027
Visits: USA, Virgin Islands, Saint Barthelemy, Martinique +6 more, Saint Vincent, Barbados, Grenada, Curacao, Bonaire, Dominican Republic
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,892
Suite
$10,937
From (Per Person)
A$9,892
Save 11,458
Per Person
View Trip
9 Day A Journey Of Sparkling Skies & Bright Beginnings with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$11,201
From (Per Person)
A$11,201
Save 229
Per Person
View Trip
12 Day Pristine Islands of the Caribbean & the Panama Canal with Scenic
New ReleaseCruise

12 Days (11 Nights) Bridgetown to Panama City
Cruise Line: Scenic
Ship: Scenic Eclipse I
Departure: 20 October 2027
Visits: Barbados, Saint Lucia, Saint Vincent, Curacao, Colombia, Panama
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,639
Suite
$15,329
From (Per Person)
A$12,639
Save 4,206
Per Person
View Trip
11 Day Miami to San Juan with Silversea
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 10 December 2026
Visits: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis +4 more, Guadeloupe, Martinique, Montserrat, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
$4,851
Balcony
$5,929
Suite
$13,034
From (Per Person)
A$4,851
Save 4,149
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
Departures: Jan 2027 to Mar 2028
Visits: Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin
Exclusive Savings
Inside
-
Oceanview
$10,744
Balcony
$15,312
Suite
$16,486
From (Per Person)
A$10,744
Save 384
Per Person
View Trip
22 Day An Extended Journey from Majestic Horizons to Mayan Gems with Explora Journeys
Cruise

22 Days (21 Nights) Miami to Los Angeles
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 April 2027
Visits: USA, Jamaica, Curacao, Aruba +5 more, Colombia, Panama, El Salvador, Guatemala, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$22,266
From (Per Person)
A$22,266
Save 454
Per Person
View Trip
12 Day Miami to Miami with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 07 November 2026
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Montserrat
Exclusive Savings
Inside
-
Oceanview
$5,880
Balcony
$7,448
Suite
$18,914
From (Per Person)
A$5,880
Save 120
Per Person
View Trip
18 Day Tropical Serenade with Oceania Cruises
Cruise

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Allura
Departure: 21 December 2026
Visits: USA, Mexico, Honduras, Belize +4 more, Virgin Islands, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,421
Suite
$20,144
From (Per Person)
A$14,421
Save 2,369
Per Person
View Trip
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