The Best Cruises to Cuba

Take a historic cruise to Cuba with Azamara, Oceania, Regent, SeaDream, Viking and many more.

Cuba has been endlessly fascinating to visitors. The country's vibrant cultures, the beauty of its landscapes, and the island's history have captured international attention for generations. Cruising is the most ideal way to visit all of the iconic colonial towns and pristine beaches of Cuba.

Choose from any of the sailings below on a variety of cruise lines or talk to one of our Cuba experts for more information.

Contact CruiseInsider at 1 (877) 734-6858 to help you plan, perfect and save on your next journey.
Cruises Top
Cruises marked with are part of our Insider Advantage program which include free extras only available at CruiseInsider.
  Itinerary Cruise Line Ship Departing Extras Price
4-night Havana Getaway Voyage Azamara Club Cruises
Azamara Journey
Azamara Journey 3/21/19
Roundtrip Miami
  From $1,399
7-night Timeless Cuba Voyage Oceania Cruises
Sirena
Sirena 1/25/20
Roundtrip Miami
  From $1,799
7-night Caribbean Celebration Cruise Regent Seven Seas Cruises
Seven Seas Splendor
Seven Seas Splendor 12/14/20
Roundtrip Miami
  From $3,099
7-night Cultural Cuba Cruise Viking Cruises
Viking Star (Ocean)
Viking Star (Ocean) 2/21/19
Roundtrip Miami
  From $3,199
7-night Authentic Cuba Cruise Holland America Line
ms Veendam
ms Veendam 10/23/19
Roundtrip Ft. Lauderdale
From $999
8-night Cuba & Eastern Caribbean Cruise SeaDream Yacht Club
SeaDream I
SeaDream I 3/29/20
Cienfuegos to Marigot
  From $4,999
9-night Cuba Intensive Voyage Azamara Club Cruises
Azamara Journey
Azamara Journey 2/2/19
Roundtrip Miami
From $3,349
11-night Stars of the Cuba & Caribbean Skies Cruise Seabourn
Seabourn Sojourn
Seabourn Sojourn 12/10/19
Miami to San Juan
  From $5,499
7-night Cultural Cuba Cruise Viking Cruises
Viking Star (Ocean)
Viking Star (Ocean) 2/14/19
Roundtrip Miami
  From $3,199
7-night Authentic Cuba Cruise Holland America Line
ms Veendam
ms Veendam 2/19/20
Roundtrip Ft. Lauderdale
From $1,099
4-night New Year's Eve in Havana Overnight & Bahamas Cruise Norwegian Cruise Line
Norwegian Sky
Norwegian Sky 12/30/18
Roundtrip Miami
  From $919
7-night Colonial Cuba Voyage Oceania Cruises
Sirena
Sirena 2/18/20
Roundtrip Miami
  From $1,499
6-night Havana & Cozumel Voyage Azamara Club Cruises
Azamara Journey
Azamara Journey 3/15/19
Roundtrip Miami
  From $1,749
7-night Authentic Cuba Cruise Holland America Line
ms Veendam
ms Veendam 10/30/19
Roundtrip Ft. Lauderdale
From $999
7-night Cuba Cruise SeaDream Yacht Club
SeaDream II
SeaDream II 2/11/19
Havana to Cienfuegos
From $5,999
12-night Spices & Sandy Beaches Cruise Regent Seven Seas Cruises
Seven Seas Navigator
Seven Seas Navigator 12/10/20
Roundtrip Miami
  From $3,899
12-night Stars of the Cuban Sky Cruise Seabourn
Seabourn Sojourn
Seabourn Sojourn 11/16/19
Roundtrip Miami
  From $5,999
10-night Cuba Impressions Voyage Oceania Cruises
Sirena
Sirena 3/8/20
Roundtrip Miami
From $1,999
5-night Cuba Overnight & Bahamas Cruise Norwegian Cruise Line
Norwegian Sky
Norwegian Sky 2/22/19
Roundtrip Miami
  From $669
7-night Cultural Cuba Cruise Viking Cruises
Viking Star (Ocean)
Viking Star (Ocean) 1/24/19
Roundtrip Miami
  From $2,799
9-night Cuba & Caribbean Cruise SeaDream Yacht Club
SeaDream II
SeaDream II 4/1/19
Cienfuegos to Marigot
From $5,599
7-night Cultural Cuba Cruise Viking Cruises
Viking Sky (Ocean)
Viking Sky (Ocean) 1/17/20
Roundtrip Miami
  From $2,999
7-night Authentic Cuba Cruise Holland America Line
ms Veendam
ms Veendam 11/6/19
Roundtrip Ft. Lauderdale
  From $1,199
10-night Cuban Immersion Cruise Regent Seven Seas Cruises
Seven Seas Voyager
Seven Seas Voyager 3/12/19
Roundtrip Miami
  From $6,499
5-night Cuba & Bahamas Cruise Norwegian Cruise Line
Norwegian Sky
Norwegian Sky 2/8/19
Roundtrip Miami
From $689
9-night Cuba Intensive Voyage Azamara Club Cruises
Azamara Journey
Azamara Journey 2/11/19
Roundtrip Miami
From $3,349
7-night Cuba Cruise SeaDream Yacht Club
SeaDream II
SeaDream II 3/25/19
Havana to Cienfuegos
From $6,399
8-night Golden Sands & Balmy Breezes Cruise Regent Seven Seas Cruises
Seven Seas Splendor
Seven Seas Splendor 3/25/21
Roundtrip Miami
  From $3,999
7-night Cultural Cuba Cruise Viking Cruises
Viking Sky (Ocean)
Viking Sky (Ocean) 2/28/20
Roundtrip Miami
  From $2,999
7-night Cuba Cruise SeaDream Yacht Club
SeaDream II
SeaDream II 2/4/19
Cienfuegos to Havana
From $6,399
12-night Stars of the Cuban Sky Cruise Seabourn
Seabourn Sojourn
Seabourn Sojourn 11/28/19
Roundtrip Miami
  From $5,999
7-night Colonial Cuba Voyage Oceania Cruises
Sirena
Sirena 2/11/20
Roundtrip Miami
  From $1,499
5-night Cuba & Bahamas Cruise Norwegian Cruise Line
Norwegian Sky
Norwegian Sky 1/11/19
Roundtrip Miami
  From $699
7-night Authentic Cuba Cruise Holland America Line
ms Veendam
ms Veendam 11/27/19
Roundtrip Ft. Lauderdale
From $999
14-night Holiday Cuban & Caribbean Stars Cruise Seabourn
Seabourn Sojourn
Seabourn Sojourn 12/21/19
San Juan to Miami
  From $7,999
7-night Cultural Cuba Cruise Viking Cruises
Viking Sky (Ocean)
Viking Sky (Ocean) 1/10/20
Roundtrip Miami
  From $2,999
9-night Cuba Intensive Voyage Azamara Club Cruises
Azamara Journey
Azamara Journey 1/24/19
Roundtrip Miami
From $3,649
8-night Private Islands & Secret Shores Cruise Regent Seven Seas Cruises
Seven Seas Splendor
Seven Seas Splendor 2/15/21
Roundtrip Miami
  From $4,199
7-night Cuba Cruise SeaDream Yacht Club
SeaDream I
SeaDream I 3/8/20
Havana to Cienfuegos
  From $5,199
7-night Authentic Cuba Cruise Holland America Line
ms Veendam
ms Veendam 3/11/20
Roundtrip Ft. Lauderdale
From $1,099
4-night Cuba Overnight & Bahamas Cruise Norwegian Cruise Line
Norwegian Sky
Norwegian Sky 3/18/19
Roundtrip Miami
  From $669
31-night Panama Canal and Cuban Stars Cruise Seabourn
Seabourn Sojourn
Seabourn Sojourn 10/16/19
Los Angeles to Miami
  From $12,999
7-night Cuba Cruise SeaDream Yacht Club
SeaDream II
SeaDream II 3/18/19
Cienfuegos to Havana
From $5,999
10-night Moon Over Havana Cruise Regent Seven Seas Cruises
Seven Seas Splendor
Seven Seas Splendor 1/26/21
Roundtrip Miami
  From $5,299
Looking for assistance? Speak to an expert at  1 (877) 734-6858  and we'll help find the perfect cruise that fits your travel needs.

Terms and Conditions: Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections.

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