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
Start & End Cities
Ship Size
Cruise Lines
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Price
$1,400pp
$203,150pp
Countries
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Cruise

46 Days (45 Nights) Rome to Los Angeles
Cruise Line: Oceania
Departure: 19 October 2028
Visits: 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 (Per Person)
A$27,393
Save 2,787
Per Person
Cruise

17 Days (16 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Departures: Nov 2026 to Nov 2027
Visits: Spain, Portugal, Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,363
From (Per Person)
A$10,363
Save 220
Per Person
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visits: USA, Mexico, Guatemala, Belize, Honduras
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,879
From (Per Person)
A$7,879
Save 161
Per Person
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 17 November 2028
Visits: 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 (Per Person)
A$14,616
Save 2,264
Per Person
Cruise

28 Days (27 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 October 2026
Visits: Spain, Portugal, Morocco, Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$21,790
From (Per Person)
A$21,790
Save 445
Per Person
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy +4 more, Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,014
From (Per Person)
A$15,014
Save 306
Per Person
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania
Departure: 25 November 2026
Visits: 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 (Per Person)
A$5,143
Save 4,367
Per Person
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
Visits: Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$7,218
Balcony
-
Suite
$9,227
From (Per Person)
A$7,218
Save 3,137
Per Person
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 29 January 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 22 November 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe +5 more, Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,563
From (Per Person)
A$13,563
Save 277
Per Person
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Departures: Jan 2028 to Feb 2028
Visits: Barbados, Saint Vincent, Saint Lucia, Guadeloupe +5 more, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Exclusive Savings
Inside
-
Oceanview
$12,319
Balcony
-
Suite
$16,132
From (Per Person)
A$12,319
Save 8,221
Per Person
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe +5 more, Saint Barthelemy, Puerto Rico, Anguilla, Saint Kitts and Nevis, Turks and Caicos Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$14,112
From (Per Person)
A$14,112
Save 288
Per Person
Cruise

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

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 18 December 2027
Visits: 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 (Per Person)
A$14,926
Save 2,274
Per Person
Cruise

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Ship: Le Champlain
Departure: 08 March 2028
Visits: Saint Lucia, Saint Vincent, Barbados, Martinique, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,146
Suite
$9,240
From (Per Person)
A$6,146
Save 174
Per Person
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Oceania
Departure: 05 February 2027
Visits: 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 (Per Person)
A$4,352
Save 2,888
Per Person
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise

8 Days (7 Nights) Fort-de-France to La Romana
Cruise Line: Ponant
Ship: Le Champlain
Departure: 05 January 2028
Visits: Martinique, Barbados, Guadeloupe, Dominica, Montserrat, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,951
Suite
$10,492
From (Per Person)
A$6,951
Save 199
Per Person
Cruise

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

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 16 January 2027
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Anguilla, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,643
Suite
$17,640
From (Per Person)
A$9,643
Save 6,757
Per Person
New ReleaseCruise

12 Days (11 Nights) Tenerife to Saint John's
Cruise Line: Scenic
Departure: 04 October 2027
Visits: Spain, Saint Martin, Saint Barthelemy, Antigua and Barbuda
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,973
Suite
$9,320
From (Per Person)
A$6,973
Save 4,122
Per Person
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 12 March 2029
Visits: USA, Dominican Republic, Virgin Islands, Saint Barthelemy, Antigua and Barbuda
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,908
Suite
$15,731
From (Per Person)
A$13,908
Save 2,252
Per Person
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania
Departure: 05 December 2028
Visits: USA, Aruba, Curacao, Bonaire, Grenada, Dominica, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,513
Suite
$10,296
From (Per Person)
A$6,513
Save 2,187
Per Person
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands +4 more, USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$17,076
From (Per Person)
A$17,076
Save 349
Per Person
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania
Departure: 15 March 2029
Visits: 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 (Per Person)
A$10,093
Save 2,297
Per Person
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda +7 more, Montserrat, Guadeloupe, Saint Kitts and Nevis, Martinique, Saint Lucia, Grenada, Barbados
Exclusive Savings
Inside
-
Oceanview
$6,145
Balcony
$7,546
Suite
$14,798
From (Per Person)
A$6,145
Save 5,255
Per Person
Cruise

23 Days (22 Nights) Panama City to Panama City
Cruise Line: Regent Seven Seas
Departure: 09 March 2027
Visits: Panama, Aruba, Trinidad and Tobago, Brazil, Grenada, Curacao
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$33,720
Suite
$35,102
From (Per Person)
A$33,720
Save 2,600
Per Person
Cruise

43 Days (42 Nights) Reykjavik to Valparaiso
Cruise Line: Seabourn
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
Cruise

9 Days (8 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 March 2027
Visits: Barbados, Grenada, Saint Lucia, Martinique, Saint Barthelemy, Virgin Islands, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,820
From (Per Person)
A$8,820
Save 180
Per Person
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 28 December 2027
Visits: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,213
Suite
$15,419
From (Per Person)
A$15,213
Save 2,277
Per Person
Results: 301-330 of 577

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