Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 539 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 702 departures starting between January 2026 and April 2028.
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6 Days
91 Days
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$600pp
$133,998pp
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539 Cruises (702 Cruise Departures)
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
$7,900
Balcony
$8,700
Suite
$15,600
From
US$7,900
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
$9,600
Balcony
$11,300
Suite
$10,300
From
US$9,600
Per Person
View Trip
Cruise

14 Days (13 Nights) Lisbon to Bridgetown
Cruise Line: Seabourn
Departure: 14 November 2027
Visit: Portugal, Antigua and Barbuda, Saint Kitts and Nevis, Martinique, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,126
Suite
$8,767
From
US$5,126
Save 83
Per Person
View Trip
Cruise

27 Days (26 Nights) Panama City to Lisbon
Cruise Line: Regent Seven Seas
Departure: 14 March 2028
Visit: Panama, Colombia, Aruba, Curacao (+7 more), Grenada, Dominica, Virgin Islands, USA, Bermuda, Portugal, Spain
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$16,418
Suite
$17,398
From
US$16,418
Save 29,980
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 Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
$6,800
Oceanview
-
Balcony
$9,225
Suite
$12,329
From
US$6,800
Save 7,098
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,930
Suite
$10,115
From
US$8,930
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 Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
$6,854
Oceanview
$7,145
Balcony
$9,376
Suite
$13,062
From
US$6,854
Save 7,144
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
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$8,834
Oceanview
$9,610
Balcony
$12,811
Suite
$18,534
From
US$8,834
Save 9,164
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
Inside
$3,149
Oceanview
$4,489
Balcony
$5,109
Suite
$11,619
From
US$3,149
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
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$5,500
Oceanview
$6,053
Balcony
$7,896
Suite
$10,844
From
US$5,500
Save 6,298
Per Person
View Trip
Cruise
 (4)

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
Exclusive Savings
Inside
$12,145
Oceanview
$13,503
Balcony
$16,316
Suite
$23,581
From
US$12,145
Save 284
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
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$4,221
Oceanview
$4,609
Balcony
$6,064
Suite
$8,586
From
US$4,221
Save 4,377
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
Exclusive Savings
Inside
$10,915
Oceanview
$12,147
Balcony
$14,388
Suite
$22,545
From
US$10,915
Save 244
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
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$6,183
Oceanview
$6,706
Balcony
$10,242
Suite
$13,385
From
US$6,183
Save 7,815
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,435
Suite
$9,535
From
US$8,435
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,675
Suite
$8,660
From
US$7,675
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
$16,947
Suite
$17,780
From
US$16,947
Save 26,551
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Departure: 17 March 2026
Visit: Brazil, Saint Lucia, Saint Kitts and Nevis, USA
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,038
Suite
$10,181
From
US$7,038
Save 8,960
Per Person
View Trip
Cruise

19 Days (18 Nights) Miami to Rio de Janeiro
Cruise Line: Regent Seven Seas
Departure: 04 January 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Barbados, French Guiana, Brazil
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,675
Suite
$13,557
From
US$12,675
Save 19,923
Per Person
View Trip
New ReleaseCruise

25 Days (24 Nights) Santiago to Bridgetown
Cruise Line: Scenic
Departure: 21 March 2027
Visit: Chile, Peru, Ecuador, Colombia (+5 more), Panama, Curacao, Saint Vincent, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$54,300
Suite
$73,991
From
US$54,300
Save 1,580
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$16,910
Suite
$19,190
From
US$16,910
Per Person
View Trip
Cruise

25 Days (24 Nights) Halifax to Rio de Janeiro
Cruise Line: Seabourn
Departures: Oct 2026 to Oct 2027
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia (+4 more), Barbados, Trinidad and Tobago, French Guiana, Brazil
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,297
From
US$12,297
Save 221
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$9,310
Suite
$10,535
From
US$9,310
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$10,575
Suite
$11,960
From
US$10,575
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
$16,619
Suite
$17,305
From
US$16,619
Save 23,379
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Lima
Cruise Line: Regent Seven Seas
Departure: 13 January 2028
Visit: USA, Cayman Islands, Jamaica, Colombia (+4 more), Costa Rica, Panama, Ecuador, Peru
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,095
Suite
$12,781
From
US$12,095
Save 19,503
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
$13,475
Suite
$14,210
From
US$13,475
Save 21,923
Per Person
View Trip
Cruise

38 Days (37 Nights) Fort Lauderdale to Santiago
Cruise Line: Cunard
Ship: Queen Anne
Departure: 22 January 2027
Visit: USA, Turks and Caicos Islands, Barbados, Brazil, Uruguay, Argentina, Chile
Exclusive Savings
Inside
$6,788
Oceanview
$10,065
Balcony
$11,570
Suite
$24,193
From
US$6,788
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,930
Suite
$10,115
From
US$8,930
Per Person
View Trip
New ReleaseCruise

13 Days (12 Nights) New York to Nassau
Cruise Line: Scenic
Departure: 28 September 2027
Visit: USA, Bermuda, Turks and Caicos Islands, Bahamas
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,675
Suite
$12,809
From
US$10,675
Save 14,315
Per Person
View Trip
Results: 451-480 of 539

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