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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 623 unique cruise itineraries with 835 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
Start & End Cities
Ship Size
Cruise Lines
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Price
$1,300pp
$159,498pp
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57 Day Ice To Isles: From Scoresbysund To San Juan with Seabourn
Cruise

57 Days (56 Nights) Reykjavik to Valparaiso
Operator: Seabourn
Ship: Seabourn Pursuit
Departure: 23 August 2028
Visits: Iceland, Greenland, Canada, Bermuda +6 more, Puerto Rico, Aruba, Panama, Ecuador, Peru, Chile
Exclusive Savings
Balcony
$68,615
Suite
$100,073
From (Per Person)
A$68,615
Save 1,283
Per Person
View Trip
10 Day Roundtrip Fort Lauderdale with Crystal Cruises
New ReleaseCruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 19 December 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Barthelemy, Bahamas
Exclusive Savings
Oceanview
$6,165
Balcony
$8,622
Suite
$8,797
From (Per Person)
A$6,165
Save 1,735
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
Operator: Scenic
Ship: Scenic Eclipse I
Departure: 20 October 2027
Visits: Barbados, Saint Lucia, Saint Vincent, Curacao, Colombia, Panama
Exclusive Savings
Balcony
$12,639
Suite
$15,329
From (Per Person)
A$12,639
Save 4,206
Per Person
View Trip
8 Day Bridgetown to Bridgetown with Silversea
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Silversea
Ship: Silver Spirit
Departure: 05 December 2026
Visits: Barbados, Saint Vincent, Martinique, Guadeloupe, Saint Barthelemy, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Oceanview
$4,665
Balcony
$5,282
Suite
$5,042
From (Per Person)
A$4,665
Save 2,135
Per Person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 23 February 2029
Visits: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Balcony
$4,486
Suite
$6,785
From (Per Person)
A$4,486
Save 2,124
Per Person
View Trip
12 Day Yachtsman's Holiday In Aruba, Bonaire & Curacao with Seabourn
Cruise

12 Days (11 Nights) Philipsburg to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 28 December 2027
Visits: Saint Martin, Virgin Islands, Anguilla, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Guadeloupe, Aruba, Curacao, Bonaire, Barbados
Exclusive Savings
Balcony
$7,519
Suite
$15,183
From (Per Person)
A$7,519
Save 130
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
30 Day Holiday Harbors & Hollywood with Oceania Cruises
Cruise

30 Days (29 Nights) Miami to Los Angeles
Operator: Oceania
Ship: Oceania Sonata
Departure: 06 December 2027
Visits: USA, Aruba, Curacao, Bonaire +11 more, Grenada, Barbados, Saint Lucia, Guadeloupe, Virgin Islands, Cayman Islands, Colombia, Panama, Costa Rica, Guatemala, Mexico
Your World Inclusions
Exclusive Savings
Balcony
$19,979
Suite
$28,156
From (Per Person)
A$19,979
Save 2,501
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
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
11 Day Caribbean Island Bliss with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 02 December 2026
Visits: USA, Virgin Islands, Saint Barthelemy, Saint Martin
Your World Inclusions
Exclusive Savings
Balcony
$4,494
Suite
-
From (Per Person)
A$4,494
Save 5,856
Per Person
View Trip
11 Day Steel Drum Serenade with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 03 December 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Barthelemy
Exclusive Savings
Balcony
$13,838
Suite
$15,024
From (Per Person)
A$13,838
Save 2,252
Per Person
View Trip
8 Day Treasures Of Aruba, Bonaire & Curacao with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2027 to Feb 2029
Visits: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Exclusive Savings
Balcony
$5,762
Suite
$9,588
From (Per Person)
A$5,762
Save 116
Per Person
View Trip
12 Day Tropical Peaks & Palms with Oceania Cruises
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 02 March 2029
Visits: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Dominica, Virgin Islands
Your World Inclusions
Exclusive Savings
Balcony
$6,785
Suite
$10,568
From (Per Person)
A$6,785
Save 2,195
Per Person
View Trip
11 Day A Journey Of Caribbean Charm & Spectacular Natural Beauty with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Explora Journeys
Ships: Explora II, Explora I
Departures: Nov 2026 to Nov 2027
Visits: USA, Curacao, Aruba, Colombia, Cayman Islands
Exclusive Savings
Suite
$7,938
From (Per Person)
A$7,938
Save 173
Per Person
View Trip
8 Day Secret treasures of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) La Romana to Fort-de-France
Operator: Ponant
Ship: Le Champlain
Departure: 09 February 2028
Visits: Dominican Republic, Virgin Islands, Montserrat, Guadeloupe, Dominica, Barbados, Martinique
Exclusive Savings
Balcony
$7,760
Suite
$10,942
From (Per Person)
A$7,760
Save 210
Per Person
View Trip
12 Day Luxurious Island Life with Oceania Cruises
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Sonata
Departure: 22 January 2028
Visits: USA, Saint Martin, Martinique, Saint Lucia, Grenada, Aruba
Your World Inclusions
Exclusive Savings
Balcony
$8,371
Suite
$11,581
From (Per Person)
A$8,371
Save 2,219
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Dec 2027 to Apr 2029
Visits: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados, Anguilla
Exclusive Savings
Oceanview
$6,480
Suite
$8,141
From (Per Person)
A$6,480
Save 3,131
Per Person
View Trip
11 Day Golden Caribbean Beaches with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 17 January 2028
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,397
Suite
$14,946
From (Per Person)
A$14,397
Save 2,263
Per Person
View Trip
8 Day Classic Caribbean Yacht Harbors with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Feb 2028
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Savings
Balcony
$5,340
Suite
$12,004
From (Per Person)
A$5,340
Save 130
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Apr 2029
Visits: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$6,679
Suite
$8,341
From (Per Person)
A$6,679
Save 3,130
Per Person
View Trip
9 Day San Juan to Miami, Fl with Silversea
Cruise

9 Days (8 Nights) San Juan to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, USA
Exclusive Savings
Balcony
$8,054
Suite
$16,866
From (Per Person)
A$8,054
Save 3,686
Per Person
View Trip
22 Day Roundtrip Fort Lauderdale with Crystal Cruises
New ReleaseCruise

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 20 December 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Puerto Rico +8 more, Dominican Republic, Bahamas, Mexico, Belize, Guatemala, Honduras, Cayman Islands, Jamaica
Exclusive Savings
Oceanview
$15,845
Balcony
$21,402
Suite
$20,720
From (Per Person)
A$15,845
Save 2,355
Per Person
View Trip
20 Day Yachtsman's Caribbean & Atlantic Passage with Seabourn
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 20 March 2027
Visits: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Exclusive Savings
Balcony
$15,018
Suite
$29,326
From (Per Person)
A$15,018
Save 280
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
Operator: 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
Suite
$17,493
From (Per Person)
A$17,493
Save 357
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 Symphony
Departure: 15 January 2027
Visits: USA, Saint Barthelemy, Martinique, Saint Vincent +6 more, Trinidad and Tobago, Brazil, French Guiana, Barbados, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Oceanview
$19,940
Balcony
$24,717
Suite
$26,667
From (Per Person)
A$19,940
Save 460
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
11 Day Tropical Passage with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to San Juan
Operator: 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
$13,987
Suite
$14,124
From (Per Person)
A$13,987
Save 2,253
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
Operator: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA
Exclusive Savings
Suite
$6,688
From (Per Person)
A$6,688
Save 137
Per Person
View Trip
25 Day Southern Caribbean Yacht Harbors & Coast Of Brazil with Seabourn
Cruise

25 Days (24 Nights) Halifax to Rio de Janeiro
Operator: Seabourn
Ship: Seabourn Venture
Departures: Oct 2027 to Oct 2028
Visits: Canada, Saint Kitts and Nevis, Spain, Saint Lucia +4 more, Barbados, Trinidad and Tobago, French Guiana, Brazil
Exclusive Savings
Balcony
-
Suite
$16,775
From (Per Person)
A$16,775
Save 336
Per Person
View Trip
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