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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)
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Duration
4 Days
141 Days
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Price
$1,300pp
$159,498pp
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8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Mar 2029
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Exclusive Savings
Oceanview
$7,417
Suite
$9,365
From (Per Person)
A$7,417
Save 3,138
Per Person
View Trip
10 Day San Juan to Fort Lauderdale with Crystal Cruises
New ReleaseCruise

10 Days (9 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 17 February 2027
Visits: Puerto Rico, Dominican Republic, Jamaica, Cayman Islands, USA
Exclusive Savings
Oceanview
$6,652
Balcony
$8,407
Suite
$8,505
From (Per Person)
A$6,652
Save 148
Per Person
View Trip
16 Day An Extended Journey of Endless Beauty & Historic Treasures with Explora Journeys
Cruise

16 Days (15 Nights) Bridgetown to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 21 March 2027
Visits: Barbados, Grenada, Saint Lucia, Martinique +6 more, Saint Barthelemy, Virgin Islands, USA, Antigua and Barbuda, Guadeloupe, Puerto Rico
Exclusive Savings
Suite
$15,915
From (Per Person)
A$15,915
Save 325
Per Person
View Trip
8 Day A Journey Of Blissful Escapes & Island Splendour with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands, Dominican Republic, USA
Exclusive Savings
Suite
$7,164
From (Per Person)
A$7,164
Save 146
Per Person
View Trip
27 Day Greenland, Labrador Coast & Atlantic Crossing with Seabourn
Cruise

27 Days (26 Nights) Reykjavik to Oranjestad
Operator: Seabourn
Ship: Seabourn Pursuit
Departure: 06 September 2028
Visits: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Balcony
$29,941
Suite
$44,347
From (Per Person)
A$29,941
Save 557
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
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
8 Day Pearls of the Caribbean with Ponant
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: Ponant
Ship: Le Champlain
Departures: Dec 2027
Visits: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Exclusive Savings
Balcony
$6,596
Suite
$9,690
From (Per Person)
A$6,596
Save 174
Per Person
View Trip
8 Day Caribbean Gems with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 06 February 2027
Visits: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Exclusive Savings
Balcony
$5,773
Suite
$11,504
From (Per Person)
A$5,773
Save 108
Per Person
View Trip
10 Day Caribbean Yucatn Gems with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Sonata
Departure: 19 December 2028
Visits: USA, Mexico, Honduras, Belize, Cayman Islands
Your World Inclusions
Exclusive Savings
Balcony
$6,650
Suite
$8,813
From (Per Person)
A$6,650
Save 2,190
Per Person
View Trip
11 Day Soca At Sea with Regent Seven Seas
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Operator: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 18 January 2029
Visits: Barbados, Grenada, Aruba, Curacao +4 more, Bonaire, Martinique, Saint Lucia, Saint Vincent
Exclusive Savings
Balcony
$8,847
Suite
$9,923
From (Per Person)
A$8,847
Save 7,453
Per Person
View Trip
13 Day Tides & Traditions with Regent Seven Seas
Cruise

13 Days (12 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 17 November 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Saint Martin
Exclusive Savings
Balcony
$14,616
Suite
$16,988
From (Per Person)
A$14,616
Save 2,264
Per Person
View Trip
9 Day A Journey Through Mayan Marvels, Rich Reefs & Ocean Serenity with Explora Journeys
Cruise

9 Days (8 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 17 November 2026
Visits: USA, Mexico, Honduras, Belize, Bahamas
Exclusive Savings
Suite
$7,164
From (Per Person)
A$7,164
Save 146
Per Person
View Trip
6 Day A Journey Through Tropical Shores And Ocean Days with Explora Journeys
Cruise

6 Days (5 Nights) Saint John's to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 12 November 2026
Visits: Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Suite
$4,444
From (Per Person)
A$4,444
Save 91
Per Person
View Trip
15 Day Miami, Fl to Miami, Fl with Silversea
Cruise

15 Days (14 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 22 December 2026
Visits: USA, Turks and Caicos Islands, Saint Kitts and Nevis, Aruba +4 more, Bonaire, Curacao, Virgin Islands, Puerto Rico
Exclusive Savings
Balcony
$12,230
Suite
$23,226
From (Per Person)
A$12,230
Save 8,570
Per Person
View Trip
11 Day Miami to Miami with Silversea
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Shadow
Departure: 30 November 2026
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$6,811
Balcony
$7,056
Suite
$15,974
From (Per Person)
A$6,811
Save 139
Per Person
View Trip
8 Day Jewels of the Antilles with Ponant
Cruise

8 Days (7 Nights) Vieux Fort to Vieux Fort
Operator: Ponant
Ship: Le Champlain
Departures: Mar 2028
Visits: Saint Lucia, Saint Vincent, Barbados, Guadeloupe, Martinique
Exclusive Savings
Balcony
$6,596
Suite
$9,690
From (Per Person)
A$6,596
Save 174
Per Person
View Trip
127 Day 2029 World Cruise: Melbourne to New York City with Crystal Cruises
New ReleaseCruise

127 Days (126 Nights) Melbourne to New York
Operator: Crystal
Ship: Crystal Symphony
Departure: 07 January 2029
Visits: Australia, Indonesia, New Zealand, Fiji +18 more, Samoa, American Samoa, French Polynesia, Pitcairn Islands, Chile, Argentina, Falkland Islands, Uruguay, Brazil, French Guiana, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico, Dominican Republic, Turks and Caicos Islands, USA, Bermuda
Exclusive Savings
Oceanview
$96,930
Balcony
$121,305
Suite
$127,155
From (Per Person)
A$96,930
Save 2,070
Per Person
View Trip
10 Day A Journey Of Spectacular Festivities & Caribbean Wonders with Explora Journeys
Cruise

10 Days (9 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visits: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands, Dominican Republic, USA
Exclusive Savings
Suite
$11,025
From (Per Person)
A$11,025
Save 225
Per Person
View Trip
12 Day Southern Caribbean Jewels with Oceania Cruises
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 05 December 2028
Visits: USA, Aruba, Curacao, Bonaire, Grenada, Dominica, Virgin Islands
Your World Inclusions
Exclusive Savings
Balcony
$6,513
Suite
$10,296
From (Per Person)
A$6,513
Save 2,187
Per Person
View Trip
11 Day Caribbean Enchantment: Roundtrip Antigua with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Saint John's to Saint John's
Operator: Emerald Cruises
Ship: Emerald Kaia
Departure: 01 March 2028
Visits: Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Martinique, Saint Barthelemy
Exclusive Savings
Oceanview
$10,754
Suite
$13,204
From (Per Person)
A$10,754
Save 4,691
Per Person
View Trip
16 Day An Extended Journey Through Island Joys & Volcanic Majesty with Explora Journeys
Cruise

16 Days (15 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis +4 more, Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat
Exclusive Savings
Suite
$15,366
From (Per Person)
A$15,366
Save 314
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
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
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
19 Day An Extended Journey of Coastal Marvels & Caribbean Dreams with Explora Journeys
Cruise

19 Days (18 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands +4 more, Jamaica, Guatemala, Honduras, Belize
Exclusive Savings
Suite
$14,920
From (Per Person)
A$14,920
Save 305
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Dawn
Departure: 03 March 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$6,821
Balcony
$7,605
Suite
$16,268
From (Per Person)
A$6,821
Save 1,879
Per Person
View Trip
8 Day Sea, Sun & Salsa with Regent Seven Seas
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 November 2027
Visits: USA, Belize, Guatemala, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,081
Suite
$12,581
From (Per Person)
A$12,081
Save 2,219
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
New ReleaseCruise

15 Days (14 Nights) Bridgetown to Philipsburg
Operator: 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
Oceanview
$13,303
Suite
$17,115
From (Per Person)
A$13,303
Save 6,260
Per Person
View Trip
19 Day White Sands & Brazilian Sun with Regent Seven Seas
Cruise

19 Days (18 Nights) Miami to Rio de Janeiro
Operator: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 04 January 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Barbados, French Guiana, Brazil
Exclusive Savings
Balcony
$13,117
Suite
$13,981
From (Per Person)
A$13,117
Save 16,453
Per Person
View Trip
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