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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 571 unique cruise itineraries with 784 past traveller reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 824 departures starting between September 2026 and April 2029.
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571 Cruises (824 Departures)
571 Cruises (824 Departures)
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Duration
6 Days
88 Days
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Price
$1,400pp
$203,150pp
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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
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,090
Suite
$13,818
From (Per Person)
A$8,090
Save 4,610
Per Person
View Trip
14 Day Caribbean Calm with Oceania Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Sonata
Departure: 06 December 2027
Visits: USA, Aruba, Curacao, Bonaire +5 more, Grenada, Barbados, Saint Lucia, Guadeloupe, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,106
Suite
$12,220
From (Per Person)
A$9,106
Save 2,234
Per Person
View Trip
8 Day A Journey Across the Caribbean’s Colourful Heart with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visits: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,934
From (Per Person)
A$5,934
Save 121
Per Person
View Trip
8 Day History and Culture Visiting Caribbean Jewels with Ponant
Cruise

8 Days (7 Nights) Marigot to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Dec 2026 to Apr 2028
Visits: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
$10,744
Balcony
$15,312
Suite
$16,486
From (Per Person)
A$10,744
Save 535
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: 06 February 2027
Visits: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,240
Suite
$15,100
From (Per Person)
A$8,240
Save 158
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
Visits: Iceland, Greenland, Canada, Bermuda +6 more, Puerto Rico, Aruba, Panama, Ecuador, Peru, Chile
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$45,851
Suite
$66,431
From (Per Person)
A$45,851
Save 848
Per Person
View Trip
11 Day Caribbean Mystique with Regent Seven Seas
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 30 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda +5 more, Saint Barthelemy, Saint Martin, Dominican Republic, Bahamas, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,299
Suite
$13,642
From (Per Person)
A$13,299
Save 2,241
Per Person
View Trip
16 Day Romance Of Roseau with Regent Seven Seas
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 16 February 2028
Visits: USA, Virgin Islands, Dominica, Saint Lucia +6 more, Barbados, Grenada, Bonaire, Curacao, Aruba, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$23,499
Suite
$24,117
From (Per Person)
A$23,499
Save 2,441
Per Person
View Trip
13 Day Panama Canal& Island Gems with Oceania Cruises
Cruise

13 Days (12 Nights) Panama City to Miami
Cruise Line: Oceania
Ship: Oceania Vista
Departure: 19 January 2029
Visits: Panama, Costa Rica, Cayman Islands, Jamaica +4 more, Dominican Republic, Virgin Islands, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,804
Suite
$11,673
From (Per Person)
A$6,804
Save 2,176
Per Person
View Trip
11 Day San Juan to San Juan with Silversea
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 11 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy +5 more, Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
Exclusive Savings
Inside
-
Oceanview
$6,757
Balcony
$7,635
Suite
$15,984
From (Per Person)
A$6,757
Save 3,093
Per Person
View Trip
11 Day A Journey Through Enchanting Nature & The Marvels Of The Panama Canal with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Panama City
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 April 2027
Visits: USA, Jamaica, Curacao, Aruba, Colombia, Panama
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,617
From (Per Person)
A$13,617
Save 278
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
$21,545
Balcony
-
Suite
$33,878
From (Per Person)
A$21,545
Save 9,390
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
27 Day Greenland, Labrador Coast & Atlantic Crossing with Seabourn
Cruise

27 Days (26 Nights) Reykjavik to Oranjestad
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 06 September 2028
Visits: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$31,216
Suite
$46,504
From (Per Person)
A$31,216
Save 583
Per Person
View Trip
15 Day Palmlight Passage with Regent Seven Seas
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 04 November 2028
Visits: USA, Bahamas, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$20,906
Suite
$21,680
From (Per Person)
A$20,906
Save 2,384
Per Person
View Trip
15 Day Heavenly Hideaways with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 08 December 2027
Visits: USA, Jamaica, Aruba, Curacao +5 more, Bonaire, Saint Vincent, Barbados, Martinique, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$16,827
Suite
$18,983
From (Per Person)
A$16,827
Save 2,303
Per Person
View Trip
21 Day Ultimate Voyage: Caribbean Islands & the Panama Canal with Scenic
New ReleaseCruise

21 Days (20 Nights) Nassau to Panama City
Cruise Line: Scenic
Ship: Scenic Eclipse I
Departure: 04 October 2028
Visits: Bahamas, Turks and Caicos Islands, USA, Colombia, Panama
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$23,529
Suite
$36,558
From (Per Person)
A$23,529
Save 5,361
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
Visits: 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 (Per Person)
A$12,517
Save 8,633
Per Person
View Trip
8 Day Balmy Island Holiday with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Vista
Departure: 21 December 2026
Visits: USA, Virgin Islands, Bahamas
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,664
Suite
$4,983
From (Per Person)
A$3,664
Save 3,016
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
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Bonaire, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$13,303
Balcony
-
Suite
$17,364
From (Per Person)
A$13,303
Save 6,260
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
$29,400
From (Per Person)
A$8,428
Save 172
Per Person
View Trip
11 Day A Journey In Beauty with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 05 January 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Saint Martin +5 more, Guadeloupe, Dominica, Martinique, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,437
Suite
$15,436
From (Per Person)
A$14,437
Save 2,263
Per Person
View Trip
13 Day Lush Peaks & Coral Sands with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Vista
Departure: 16 December 2028
Visits: 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 (Per Person)
A$7,454
Save 2,216
Per Person
View Trip
11 Day Treasures Of Belize with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 09 December 2026
Visits: USA, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,885
Suite
$7,426
From (Per Person)
A$6,885
Save 9,205
Per Person
View Trip
13 Day Miami to Bridgetown with Silversea
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Ray
Departure: 07 February 2027
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis +7 more, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Dominica, Martinique, Saint Vincent, Barbados
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,947
Suite
$19,306
From (Per Person)
A$8,947
Save 7,653
Per Person
View Trip
15 Day Caribbean Yacht Explorer with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 11 March 2028
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,670
Suite
$22,274
From (Per Person)
A$12,670
Save 228
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
Visits: Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$9,369
From (Per Person)
A$9,369
Save 191
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: 17 December 2027
Visits: Barbados, Saint Lucia, Saint Vincent, Grenada +5 more, Curacao, Bonaire, Aruba, Saint Kitts and Nevis, Martinique
Exclusive Savings
Inside
-
Oceanview
$8,472
Balcony
$9,746
Suite
$9,109
From (Per Person)
A$8,472
Save 4,828
Per Person
View Trip
11 Day Tropical Passage with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 March 2027
Visits: USA, Virgin Islands, Dominica, Barbados +4 more, Saint Lucia, Martinique, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,379
Suite
$13,801
From (Per Person)
A$13,379
Save 2,241
Per Person
View Trip
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