Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 507 unique cruise itineraries with 805 past traveler reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 670 departures starting between April 2026 and April 2028.
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6 Days
128 Days
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507 Cruises (670 Cruise Departures)
Cruise
 (13)

22 Days (21 Nights) Miami to London
Cruise Line: Cunard
Departure: 29 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico, Portugal, England
Bonus Onboard Credit
Inside
$2,311
Oceanview
$2,739
Balcony
$3,071
Suite
$8,363
From
US$2,311
Per Person
View Trip
Cruise
 (13)

27 Days (26 Nights) Miami to London
Cruise Line: Cunard
Departure: 23 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent (+5 more), Barbados, Saint Lucia, Saint Martin, Portugal, England
Inside
$4,959
Oceanview
$5,859
Balcony
$7,259
Suite
$19,059
From
US$4,959
Per Person
View Trip
Cruise
 (6)

22 Days (21 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 21 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin, England
Bonus Onboard Credit
Inside
$3,086
Oceanview
$4,284
Balcony
$4,446
Suite
$11,689
From
US$3,086
Per Person
View Trip
Cruise
 (6)

19 Days (18 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, England
Inside
$2,430
Oceanview
$2,889
Balcony
$3,408
Suite
-
From
US$2,430
Per Person
View Trip
Cruise
 (6)

22 Days (21 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 12 December 2026
Visit: England, USA, Virgin Islands, Saint Martin (+4 more), Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Inside
$3,868
Oceanview
-
Balcony
-
Suite
-
From
US$3,868
Per Person
View Trip
Cruise
 (13)

34 Days (33 Nights) Miami to London
Cruise Line: Cunard
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+8 more), Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico, Portugal, England
Bonus Onboard Credit
Inside
-
Oceanview
$6,009
Balcony
$7,509
Suite
$20,409
From
US$6,009
Per Person
View Trip
Cruise

25 Days (24 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 01 November 2026
Visit: Spain, Portugal, Antigua and Barbuda, Anguilla (+6 more), Puerto Rico, USA, Mexico, Honduras, Belize, Bahamas
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$10,780
From
US$10,780
Per Person
View Trip
Cruise

26 Days (25 Nights) Miami to Lisbon
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 14 March 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Saint Barthelemy, Spain, Portugal
All-Inclusive Fare
Inside
-
Oceanview
$7,600
Balcony
$8,700
Suite
$15,600
From
US$7,600
Per Person
View Trip
Cruise

17 Days (16 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Departures: Nov 2026 to Nov 2027
Visit: Spain, Portugal, Antigua and Barbuda, Anguilla, Puerto Rico, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$6,505
From
US$6,505
Per Person
View Trip
New ReleaseCruise

12 Days (11 Nights) Tenerife to Saint John's
Cruise Line: Scenic
Departure: 04 October 2027
Visit: Spain, Saint Martin, Saint Barthelemy, Antigua and Barbuda
Select Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,949
Suite
$10,018
From
US$6,949
Save 696
Per Person
View Trip
Cruise

26 Days (25 Nights) Miami to Lisbon
Cruise Line: Silversea
Departure: 19 March 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy (+8 more), Curacao, Bonaire, Grenada, Saint Vincent, Barbados, Cape Verde, Spain, Portugal
All-Inclusive Fare
Inside
-
Oceanview
$9,500
Balcony
$11,200
Suite
$10,200
From
US$9,500
Per Person
View Trip
Cruise
 (3)

26 Days (25 Nights) Rome to Miami
Cruise Line: Oceania Cruises
Departure: 15 November 2026
Visit: Italy, Sicily, Malta, Tunisia (+6 more), Sardinia, Spain, Portugal, Puerto Rico, Dominican Republic, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$7,899
Oceanview
-
Balcony
$9,799
Suite
$13,199
From
US$7,899
Save 7,899
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$7,905
From
US$7,905
Per Person
View Trip
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Departure: 18 February 2028
Visit: Brazil, Barbados, Guadeloupe, Virgin Islands, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$6,699
Oceanview
$7,299
Balcony
$9,599
Suite
$13,499
From
US$6,699
Save 6,699
Per Person
View Trip
Cruise
 (1)

34 Days (33 Nights) Buenos Aires to Miami
Cruise Line: Oceania Cruises
Departure: 07 March 2027
Visit: Argentina, Uruguay, Brazil, Barbados, Antigua and Barbuda, Virgin Islands, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$9,649
Oceanview
$10,199
Balcony
-
Suite
$20,249
From
US$9,649
Save 9,649
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Lima
Cruise Line: Oceania Cruises
Departure: 05 January 2028
Visit: USA, Cayman Islands, Jamaica, Colombia, Panama, Ecuador, Peru
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,399
Oceanview
$4,799
Balcony
$6,199
Suite
$8,799
From
US$4,399
Save 4,399
Per Person
View Trip
Cruise

20 Days (19 Nights) Manaus to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 February 2027
Visit: Brazil, French Guiana, Saint Vincent, Barbados (+9 more), Saint Lucia, Saint Barthelemy, Saint Kitts and Nevis, Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands, Turks and Caicos Islands, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$11,625
From
US$11,625
Per Person
View Trip
Cruise
 (5)

36 Days (35 Nights) Buenos Aires to Miami
Cruise Line: Azamara Cruises
Departure: 16 February 2028
Visit: Argentina, Uruguay, Brazil, French Guiana (+9 more), Trinidad and Tobago, Barbados, Grenada, Saint Lucia, Martinique, Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Inside
$12,429
Oceanview
$13,829
Balcony
$16,729
Suite
$24,219
From
US$12,429
Per Person
View Trip
Cruise
 (1)

26 Days (25 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 24 November 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia (+7 more), Trinidad and Tobago, Brazil, Barbados, Dominica, Saint Martin, Puerto Rico, Bahamas
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
$5,320
Balcony
$8,155
Suite
$10,675
From
US$5,320
Save 9,878
Per Person
View Trip
Cruise

25 Days (24 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2027
Visit: Puerto Rico, Saint Barthelemy, Martinique, Barbados (+6 more), Trinidad and Tobago, Brazil, French Guiana, Saint Vincent, Saint Lucia, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$17,640
From
US$17,640
Per Person
View Trip
Cruise

18 Days (17 Nights) Fort Lauderdale to Rio de Janeiro
Cruise Line: Cunard
Ship: Queen Anne
Departure: 22 January 2027
Visit: USA, Turks and Caicos Islands, Barbados, Brazil
Bonus Onboard Credit
Inside
$3,149
Oceanview
$3,799
Balcony
$3,899
Suite
$9,999
From
US$3,149
Per Person
View Trip
Cruise

23 Days (22 Nights) Panama City to Panama City
Cruise Line: Regent Seven Seas
Departure: 09 March 2027
Visit: Panama, Aruba, Trinidad and Tobago, Brazil, Grenada, Curacao
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$20,399
Suite
$21,099
From
US$20,399
Save 20,399
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Manaus to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 17 February 2028
Visit: Brazil, Trinidad and Tobago, Saint Lucia, Dominica, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$7,195
From
US$7,195
Per Person
View Trip
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Departure: 19 March 2027
Visit: Brazil, Barbados, Antigua and Barbuda, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$5,670
Oceanview
$5,850
Balcony
$7,920
Suite
$10,890
From
US$5,670
Save 6,928
Per Person
View Trip
Cruise
 (3)

35 Days (34 Nights) Miami to Buenos Aires
Cruise Line: Azamara Cruises
Departure: 14 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados, Trinidad and Tobago, French Guiana, Brazil, Uruguay, Argentina
Azamara Always Included
Inside
$12,019
Oceanview
$12,429
Balcony
$14,739
Suite
$23,149
From
US$12,019
Per Person
View Trip
Cruise

23 Days (22 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 09 November 2026
Visit: USA, Barbados, Trinidad and Tobago, Brazil, Grenada, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$18,099
Suite
$18,899
From
US$18,099
Save 18,099
Per Person
View Trip
Cruise

13 Days (12 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2027
Visit: Puerto Rico, Saint Barthelemy, Martinique, Barbados, Trinidad and Tobago, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$8,460
From
US$8,460
Per Person
View Trip
Cruise

13 Days (12 Nights) Manaus to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 February 2027
Visit: Brazil, French Guiana, Saint Vincent, Barbados (+4 more), Saint Lucia, Saint Barthelemy, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$9,830
From
US$9,830
Per Person
View Trip
Cruise

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Regent Seven Seas
Departure: 26 February 2028
Visit: Brazil, Saint Lucia, Saint Kitts and Nevis, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$22,499
Suite
$23,399
From
US$22,499
Save 22,499
Per Person
View Trip
Cruise

20 Days (19 Nights) Miami to Manaus
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visit: USA, Dominican Republic, Saint Martin, Guadeloupe (+7 more), Saint Kitts and Nevis, Puerto Rico, Saint Barthelemy, Martinique, Barbados, Trinidad and Tobago, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$9,310
From
US$9,310
Per Person
View Trip
Results: 421-450 of 507

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