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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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539 Cruises (702 Cruise Departures)
26 Day Miami to Lisbon with Silversea
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
26 Day Miami to Lisbon with Silversea
Cruise

26 Days (25 Nights) Miami to Lisbon
Cruise Line: Silversea
Ship: Silver Spirit
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
14 Day Atlantic Crossing with Seabourn
Cruise

14 Days (13 Nights) Lisbon to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
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
27 Day Azure To Iberia with Regent Seven Seas
Cruise

27 Days (26 Nights) Panama City to Lisbon
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
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
26 Day Europe To The Caribbean with Oceania Cruises
Cruise
 (3)

26 Days (25 Nights) Rome to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
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
13 Day A Journey Of Amazon Exploration & Cultural Discovery with Explora Journeys
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
22 Day Amazonian Exploration with Oceania Cruises
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
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
34 Day Brazil Unbound with Oceania Cruises
Cruise
 (1)

34 Days (33 Nights) Buenos Aires to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
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
18 Day Fort Lauderdale To Rio De Janeiro with Cunard
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
22 Day Amazonian Spirit with Oceania Cruises
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
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
36 Day Buenos Aires To Miami Grand Voyage with Azamara Cruises
Cruise
 (4)

36 Days (35 Nights) Buenos Aires to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
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
15 Day Panama Canal To Machu Picchu with Oceania Cruises
Cruise
 (1)

15 Days (14 Nights) Miami to Lima
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
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
35 Day South America Cruise: Miami, Rio De Janeiro & Buenos Aires with Azamara Cruises
Cruise
 (3)

35 Days (34 Nights) Miami to Buenos Aires
Cruise Line: Azamara Cruises
Ship: Azamara Journey
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
26 Day Amazon & Caribbean Isles with Oceania Cruises
Cruise
 (1)

26 Days (25 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
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
12 Day A Journey Through Coastal History & the Heart of the Amazon with Explora Journeys
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
11 Day A Journey Through Amazonian Mesmerising Wonders to the Caribbean Sunlit Landscapes with Explora Journeys
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
22 Day Secrets Of The Selva with Regent Seven Seas
Cruise

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Voyager
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
22 Day Heart Of The Amazon with Oceania Cruises
Cruise
 (3)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
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
19 Day White Sands & Brazilian Sun with Regent Seven Seas
Cruise

19 Days (18 Nights) Miami to Rio de Janeiro
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
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
25 Day Ultimate South America to the Caribbean Through the Panama Canal with Scenic
New ReleaseCruise

25 Days (24 Nights) Santiago to Bridgetown
Cruise Line: Scenic
Ship: Scenic Eclipse II
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
25 Day An Extended Journey into Island Elegance & Mysteries of the Amazon with Explora Journeys
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
25 Day Southern Caribbean Yacht Harbors & Coast Of Brazil with Seabourn
Cruise

25 Days (24 Nights) Halifax to Rio de Janeiro
Cruise Line: Seabourn
Ship: Seabourn Venture
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
20 Day An Extended Journey of Caribbean Charms & Amazonian Wonders with Explora Journeys
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
20 Day An Extended Journey of Rainforest Wonders & Ocean Serenity with Explora Journeys
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
23 Day Journey To The Amazon with Regent Seven Seas
Cruise

23 Days (22 Nights) Panama City to Panama City
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
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
15 Day Empires Of The Sun with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Lima
Cruise Line: Regent Seven Seas
Ship: Seven Seas Voyager
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
23 Day Secrets Of The Amazon with Regent Seven Seas
Cruise

23 Days (22 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
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
38 Day Fort Lauderdale To San Antonio with Cunard
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
13 Day A Journey From Amazon Adventures To Caribbean Charms with Explora Journeys
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
13 Day Sounds of Discovery: New York to the Bahamas with Scenic
New ReleaseCruise

13 Days (12 Nights) New York to Nassau
Cruise Line: Scenic
Ship: Scenic Eclipse I
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
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