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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
Start & End Cities
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Cruise Lines
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Price
$1,300pp
$159,498pp
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10 Day Caribbean Passage: Bahamas to Miami with Scenic
New ReleaseCruise

10 Days (9 Nights) Nassau to Miami
Operator: Scenic
Ship: Scenic Eclipse I
Departure: 04 October 2028
Visits: Bahamas, Turks and Caicos Islands, USA
Exclusive Savings
Balcony
$9,486
Suite
$12,074
From (Per Person)
A$9,486
Save 2,659
Per Person
View Trip
18 Day Tropical Serenade with Oceania Cruises
Cruise

18 Days (17 Nights) Miami to Miami
Operator: 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
Balcony
$15,798
Suite
$22,045
From (Per Person)
A$15,798
Save 2,412
Per Person
View Trip
8 Day A Journey Across Turquoise Seas and Timeless Streets with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visits: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
Exclusive Savings
Suite
$5,934
From (Per Person)
A$5,934
Save 121
Per Person
View Trip
9 Day Cartagena to San Juan with Crystal Cruises
New ReleaseCruise

9 Days (8 Nights) Cartagena to San Juan
Operator: Crystal
Ship: Crystal Symphony
Departure: 02 December 2027
Visits: Colombia, Aruba, Curacao, Bonaire, Guadeloupe, Saint Martin, Puerto Rico
Exclusive Savings
Oceanview
$5,187
Balcony
$7,206
Suite
$7,030
From (Per Person)
A$5,187
Save 1,613
Per Person
View Trip
15 Day Caribbean Gems In Depth with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2027 to Feb 2028
Visits: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique +6 more, Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Exclusive Savings
Balcony
$10,397
Suite
$21,687
From (Per Person)
A$10,397
Save 231
Per Person
View Trip
12 Day Caribbean Impressions with Oceania Cruises
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 20 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
15 Day Dutchman's Caribbean with Oceania Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 11 November 2026
Visits: USA, Cayman Islands, Jamaica, Aruba +5 more, Curacao, Grenada, Barbados, Saint Lucia, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Balcony
$5,105
Suite
$7,031
From (Per Person)
A$5,105
Save 6,375
Per Person
View Trip
8 Day Fort Lauderdale to San Juan with Crystal Cruises
New ReleaseCruise

8 Days (7 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 12 February 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Dominica, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$5,087
Balcony
$5,965
Suite
$6,140
From (Per Person)
A$5,087
Save 613
Per Person
View Trip
8 Day A Journey Through Caribbean Jewels with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 29 April 2028
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Kitts and Nevis, Saint Martin, USA
Exclusive Savings
Suite
$5,277
From (Per Person)
A$5,277
Save 108
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
8 Day A Journey Through the Caribbean's Elegant Charm & Vibrant Soul with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 22 January 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Bridgetown to Philipsburg
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Mar 2029
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda +4 more, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Exclusive Savings
Oceanview
$6,576
Suite
$8,483
From (Per Person)
A$6,576
Save 3,131
Per Person
View Trip
10 Day Seagrass & Sky with Regent Seven Seas
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 29 January 2029
Visits: USA, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,217
Suite
$13,707
From (Per Person)
A$13,217
Save 2,243
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
Departures: Nov 2027 to Dec 2027
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Oceanview
$5,441
Balcony
$6,107
Suite
$9,702
From (Per Person)
A$5,441
Save 1,652
Per Person
View Trip
15 Day Heavenly Hideaways with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 08 December 2027
Visits: USA, Jamaica, Aruba, Curacao +5 more, Bonaire, Saint Lucia, Barbados, Martinique, Saint Kitts and Nevis
Exclusive Savings
Balcony
$16,827
Suite
$18,983
From (Per Person)
A$16,827
Save 2,303
Per Person
View Trip
14 Day Roundtrip Fort Lauderdale with Crystal Cruises
New ReleaseCruise

14 Days (13 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 11 November 2026
Visits: USA, Mexico, Honduras, Guatemala, Jamaica, Cayman Islands
Exclusive Savings
Oceanview
$8,320
Balcony
$10,757
Suite
$11,537
From (Per Person)
A$8,320
Save 1,680
Per Person
View Trip
14 Day Manaus to Fort Lauderdale with Crystal Cruises
New ReleaseCruise

14 Days (13 Nights) Manaus to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 27 January 2027
Visits: Brazil, French Guiana, Barbados, Antigua and Barbuda, Virgin Islands, USA
Exclusive Savings
Oceanview
$11,045
Balcony
$13,482
Suite
$15,432
From (Per Person)
A$11,045
Save 255
Per Person
View Trip
24 Day Classic Caribbean & Canal with Oceania Cruises
Cruise

24 Days (23 Nights) Miami to Panama City
Operator: Oceania
Ship: Oceania Vista
Departure: 28 December 2028
Visits: USA, Cayman Islands, Guatemala, Belize +8 more, Mexico, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Curacao, Aruba, Colombia, Panama
Your World Inclusions
Exclusive Savings
Balcony
$12,904
Suite
$20,751
From (Per Person)
A$12,904
Save 2,346
Per Person
View Trip
41 Day Exploring Scoresbysund, Greenland & Atlantic Crossing with Seabourn
Cruise

41 Days (40 Nights) Reykjavik to Oranjestad
Operator: Seabourn
Ship: Seabourn Pursuit
Departure: 23 August 2028
Visits: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Balcony
$54,666
Suite
$81,126
From (Per Person)
A$54,666
Save 1,032
Per Person
View Trip
8 Day A Journey Of Colourful Treasures & Idyllic Island Scenery with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Exclusive Savings
Suite
$6,282
From (Per Person)
A$6,282
Save 128
Per Person
View Trip
8 Day A Journey Through Art Deco Wonders & Caribbean Adventures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,453
From (Per Person)
A$6,453
Save 132
Per Person
View Trip
27 Day Azure To Iberia with Regent Seven Seas
Cruise

27 Days (26 Nights) Panama City to Lisbon
Operator: 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
$33,962
Suite
$35,157
From (Per Person)
A$33,962
Save 2,608
Per Person
View Trip
11 Day San Juan to Fort Lauderdale with Crystal Cruises
New ReleaseCruise

11 Days (10 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 29 December 2027
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Virgin Islands +5 more, Dominican Republic, Jamaica, Cayman Islands, Mexico, USA
Exclusive Savings
Oceanview
$7,581
Balcony
$9,248
Suite
$9,608
From (Per Person)
A$7,581
Save 919
Per Person
View Trip
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
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
15 Day Empires Of The Sun with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Lima
Operator: Regent Seven Seas
Ship: Seven Seas Voyager
Departure: 13 January 2028
Visits: USA, Cayman Islands, Jamaica, Colombia +4 more, Costa Rica, Panama, Ecuador, Peru
Exclusive Savings
Balcony
$28,849
Suite
$30,524
From (Per Person)
A$28,849
Save 2,521
Per Person
View Trip
31 Day New York to Buenos Aires with Crystal Cruises
New ReleaseCruise

31 Days (30 Nights) New York to Buenos Aires
Operator: Crystal
Ship: Crystal Serenity
Departure: 12 October 2027
Visits: USA, Bermuda, Antigua and Barbuda, Guadeloupe +9 more, Saint Barthelemy, Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Trinidad and Tobago, French Guiana, Brazil, Uruguay, Argentina
Exclusive Savings
Oceanview
$18,495
Balcony
$24,111
Suite
$24,374
From (Per Person)
A$18,495
Save 4,705
Per Person
View Trip
16 Day Cultural Currents with Regent Seven Seas
Cruise

16 Days (15 Nights) Miami to Miami
Operator: 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
Balcony
$9,526
Suite
$10,083
From (Per Person)
A$9,526
Save 12,354
Per Person
View Trip
8 Day A Journey From Exciting Escapades To Idyllic Tranquillity with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 01 March 2027
Visits: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$6,448
From (Per Person)
A$6,448
Save 132
Per Person
View Trip
11 Day New Year Exuberance with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 28 December 2027
Visits: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,713
Suite
$15,929
From (Per Person)
A$15,713
Save 2,287
Per Person
View Trip
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