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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 623 unique cruise itineraries with 814 past traveller reviews from 11 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 880 departures starting between August 2026 and April 2029.
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623 Cruises (880 Departures)
623 Cruises (880 Departures)
Departures
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Duration
4 Days
141 Days
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Price
$1,300pp
$159,498pp
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17 Day An Extended Journey of Relaxing Waters & Blissful Shores with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA, Anguilla
Exclusive Savings
Suite
$15,876
From (Per Person)
A$15,876
Save 324
Per Person
View Trip
23 Day Connoisseur's Caribbean with Oceania Cruises
Cruise

23 Days (22 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 13 November 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda +7 more, Martinique, Dominica, Saint Kitts and Nevis, Cayman Islands, Guatemala, Belize, Mexico
Your World Inclusions
Exclusive Savings
Balcony
$11,808
Suite
$18,841
From (Per Person)
A$11,808
Save 2,332
Per Person
View Trip
8 Day Miami, Fl to Miami, Fl with Silversea
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Shadow
Departure: 17 December 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Oceanview
$5,660
Balcony
$6,327
Suite
$9,839
From (Per Person)
A$5,660
Save 1,560
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 27 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
Exclusive Savings
Oceanview
$10,133
Balcony
$9,439
Suite
-
From (Per Person)
A$9,996
Save 2,754
Per Person
View Trip
8 Day History and Culture Visiting Caribbean Jewels with Ponant
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Marigot
Operator: 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
Oceanview
$11,194
Balcony
$15,762
Suite
$16,936
From (Per Person)
A$11,194
Save 384
Per Person
View Trip
10 Day Art Of The Mediterranean with Regent Seven Seas
Cruise

10 Days (9 Nights) Rome to Venice
Operator: Regent Seven Seas
Ship: Seven Seas Explorer
Departure: 05 September 2028
Visits: Italy, Sicily, Greece, Montenegro
Exclusive Savings
Balcony
$15,317
Suite
$16,650
From (Per Person)
A$15,317
Save 2,283
Per Person
View Trip
25 Day Southern Caribbean Sojourn with Regent Seven Seas
Cruise

25 Days (24 Nights) Lisbon to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 14 October 2028
Visits: Portugal, Spain, Bahamas, USA +5 more, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Balcony
$14,557
Suite
$17,731
From (Per Person)
A$14,557
Save 10,323
Per Person
View Trip
12 Day Virgin Islands Voyage with Regent Seven Seas
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 07 December 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Guadeloupe, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,575
Suite
$15,270
From (Per Person)
A$14,575
Save 2,265
Per Person
View Trip
11 Day Tropical Coves with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Sonata
Departure: 01 March 2028
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Your World Inclusions
Exclusive Savings
Balcony
$7,488
Suite
$10,563
From (Per Person)
A$7,488
Save 2,192
Per Person
View Trip
8 Day Pearls of the Caribbean with Ponant
Cruise

8 Days (7 Nights) Fort-de-France to Vieux Fort
Operator: Ponant
Ship: Le Champlain
Departure: 16 February 2028
Visits: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Exclusive Savings
Balcony
$6,994
Suite
$10,311
From (Per Person)
A$6,994
Save 186
Per Person
View Trip
8 Day A Journey Through Secluded Isles & Caribbean Havens with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 05 February 2027
Visits: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$7,370
From (Per Person)
A$7,370
Save 150
Per Person
View Trip
16 Day Sapphire Sea Dreams with Regent Seven Seas
Cruise

16 Days (15 Nights) Miami to Galveston
Operator: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 15 November 2026
Visits: USA, Curacao, Aruba, Bonaire +4 more, Jamaica, Cayman Islands, Honduras, Mexico
Exclusive Savings
Balcony
-
Suite
$8,589
From (Per Person)
A$8,589
Save 14,771
Per Person
View Trip
12 Day Miami to Miami with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 05 January 2027
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda
Exclusive Savings
Balcony
$9,501
Suite
$18,473
From (Per Person)
A$9,501
Save 4,349
Per Person
View Trip
25 Day Atlantic Crossing: Halifax To South America with Seabourn
Cruise

25 Days (24 Nights) Halifax to Valparaiso
Operator: Seabourn
Ship: Seabourn Pursuit
Departure: 24 September 2028
Visits: Canada, Bermuda, Puerto Rico, Aruba +4 more, Panama, Ecuador, Peru, Chile
Exclusive Savings
Balcony
$16,718
Suite
$24,492
From (Per Person)
A$16,718
Save 291
Per Person
View Trip
18 Day Fort Lauderdale to Cartagena with Crystal Cruises
New ReleaseCruise

18 Days (17 Nights) Fort Lauderdale to Cartagena
Operator: Crystal
Ship: Crystal Serenity
Departure: 12 February 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Dominica +10 more, Saint Kitts and Nevis, Puerto Rico, Antigua and Barbuda, Guadeloupe, Saint Lucia, Grenada, Bonaire, Curacao, Aruba, Colombia
Exclusive Savings
Oceanview
$11,177
Balcony
$12,932
Suite
$13,020
From (Per Person)
A$11,177
Save 1,323
Per Person
View Trip
10 Day Tropical Charms of the Caribbean with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Philipsburg to Philipsburg
Operator: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2027
Visits: Saint Martin, Saint Kitts and Nevis, Guadeloupe, Montserrat, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Exclusive Savings
Oceanview
$8,345
Suite
$10,516
From (Per Person)
A$8,345
Save 4,164
Per Person
View Trip
10 Day Paradise Beaches from the Bahamas to the U.S. Virgin Islands with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Miami to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Feb 2029 to Mar 2029
Visits: USA, Bahamas, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$9,884
Suite
$12,182
From (Per Person)
A$9,884
Save 4,161
Per Person
View Trip
11 Day Tropical Heart & Soul with Regent Seven Seas
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Operator: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 25 January 2028
Visits: Barbados, Saint Vincent, Saint Lucia, Martinique +5 more, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Balcony
$13,237
Suite
$15,265
From (Per Person)
A$13,237
Save 2,243
Per Person
View Trip
12 Day Cupid In The Caribbean with Regent Seven Seas
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 05 February 2028
Visits: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,510
Suite
$18,098
From (Per Person)
A$17,510
Save 2,320
Per Person
View Trip
11 Day Cartagena to Fort Lauderdale with Crystal Cruises
New ReleaseCruise

11 Days (10 Nights) Cartagena to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 29 February 2028
Visits: Colombia, Panama, Costa Rica, Honduras +4 more, Guatemala, Belize, Mexico, USA
Exclusive Savings
Oceanview
$7,230
Balcony
$8,459
Suite
$8,810
From (Per Person)
A$7,230
Save 870
Per Person
View Trip
15 Day Exotic Caribbean In Depth with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 28 November 2026
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Exclusive Savings
Balcony
$9,598
Suite
$18,094
From (Per Person)
A$9,598
Save 176
Per Person
View Trip
13 Day Flavors Of Cartagena with Regent Seven Seas
Cruise

13 Days (12 Nights) Miami to Panama City
Operator: 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
$16,103
Suite
$16,652
From (Per Person)
A$16,103
Save 2,277
Per Person
View Trip
26 Day Roundtrip Fort Lauderdale with Crystal Cruises
Cruise

26 Days (25 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 18 January 2028
Visits: USA, Virgin Islands, Guadeloupe, Saint Lucia +6 more, Trinidad and Tobago, Brazil, French Guiana, Barbados, Dominica, Saint Barthelemy
Exclusive Savings
Oceanview
$17,430
Balcony
$20,325
Suite
$20,940
From (Per Person)
A$17,430
Save 3,570
Per Person
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) San Juan to Saint Thomas
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 07 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Oceanview
-
Suite
$5,388
From (Per Person)
A$5,388
Save 4,597
Per Person
View Trip
28 Day Roundtrip Fort Lauderdale with Crystal Cruises
New ReleaseCruise

28 Days (27 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 22 November 2027
Visits: USA, Mexico, Belize, Guatemala +16 more, Honduras, Costa Rica, Panama, Colombia, Aruba, Curacao, Bonaire, Guadeloupe, Saint Martin, Puerto Rico, Saint Kitts and Nevis, Martinique, Dominica, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Exclusive Savings
Oceanview
$14,195
Balcony
$19,109
Suite
$19,285
From (Per Person)
A$14,195
Save 5,105
Per Person
View Trip
13 Day Lush Peaks & Coral Sands with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Operator: 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
Balcony
$7,454
Suite
$11,382
From (Per Person)
A$7,454
Save 2,216
Per Person
View Trip
8 Day Balmy Island Holiday with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 21 December 2026
Visits: USA, Virgin Islands, Bahamas
Your World Inclusions
Exclusive Savings
Balcony
$2,991
Suite
$4,126
From (Per Person)
A$2,991
Save 5,109
Per Person
View Trip
10 Day Alluring Antilles with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 27 January 2027
Visits: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Balcony
$8,048
Suite
$10,493
From (Per Person)
A$8,048
Save 2,212
Per Person
View Trip
13 Day Fort Lauderdale to Manaus (Amazon) with Crystal Cruises
New ReleaseCruise

13 Days (12 Nights) Fort Lauderdale to Manaus
Operator: Crystal
Ship: Crystal Symphony
Departure: 15 January 2027
Visits: USA, Saint Barthelemy, Martinique, Saint Vincent, Trinidad and Tobago, Brazil
Exclusive Savings
Oceanview
$10,265
Balcony
$12,507
Suite
$14,360
From (Per Person)
A$10,265
Save 235
Per Person
View Trip
10 Day A Journey Through Caribbean Delights & Wildlife Wonders with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
Exclusive Savings
Suite
$7,899
From (Per Person)
A$7,899
Save 161
Per Person
View Trip
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