CUBA after more than half a century continues to offer travel optionss for Americans to visit though still quite restricted, somewhat like Russia was back in the 60s-80's.
These "support of the Cuban people" programs are offered through reputable suppliers who continue to opperate land itenearies in compliance with the requirements set forth the United States Department of the Treasury, Office of Foreign Assets Control (OFAC) allowing US Citizens to visit Cuba legally. These licensed itineraries include a full-time schedule of support for the cuban people educational/cultural activities designed to result in meaningful interactions between travelers and individuals in Cuba for more authentic experiences. United States law requires that all participants in these programs adhere to this full-time schedule of support of the cuban people activities.

Experience Cuban sights & sounds

Independent leisure travel for Americans is not allowed. You are NOT free to sit on the beach soaking up the sun as you would on a typical Caribbean island.

US Citizens are required to sign an affidavit confirming that they are traveling under a Support of the cuban People license or one of the approved travel categories and are aware of the travel rules and participants are required to return a copy of their passport photo page, complete a visa application form and travel reservation forms at the time of booking as provided by each authorized company.
Cuba remains under U.S. sanctioned embargo which is stringently enforced, there are still limitations on what and how much may be brought back to the US. Be sure to verify before buying even if the items were purchased at a “duty-free” shop in the Havana Airport, customers come from a multitude of countries, not just the US!

Access latest changes below.
U.S. Departments Of Commerce & Treasury Fact Sheet
or
U.S Department Of The Treasury FAQ CUBA Questions