You already can! As of March 16, 2016, US travellers can travel to Cuba independently under the people-to-people category previously only available to groups: http://www.authenticubatours.com/us-legal-cubatravel.htm#general_license_cuba_travel_2 GENERAL LICENSE FOR PEOPLE TO PEOPLE TRAVEL TO CUBA FOR INDIVIDUAL TRAVELERS According to new changes implemented on March 16, 2016, US citizens can now go to Cuba under a general license for individual people-to-people educational travel. The trip should consist of a full-time schedule of activities intended to promote the exchange with the ordinary citizens of Cuba. This full-time schedule must also include educational activities that result in meaningful interaction in between U.S and Cuban nationals. Persons traveling to Cuba under this license must retain records related to transactions and demonstrating that a full time schedule of authorized activities was followed. Previously, the General License for People-to-people Educational Travel required these trips to take place ONLY under the auspices of US organizations, and all travellers to be accompanied by a representative of the sponsoring institution to observe that a full-time schedule of educational activities was maintained. This requirement has been removed as of March 16, 2016 making more affordable and accessible for Americans to visit the Caribbean island. Example: a USA citizen wants to visit Cuba to engage in discussions with Cuban artist about community projects, exchange with members and staff of art institutions and foundations; to have extended dialogue with city planners and architects to learn about historical restoration projects in Old Havana or with religious leaders about Afro-Cuban religion and influences in Cuba today, or with farmers and food producers about cooperatives structures and agricultural farming in the island; ect. This USA individual is going to have a full-schedule of educational activities that will result in meaningful interaction with Cubans and keep proper records about the trip. This trip qualifies for the general license.