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DIY Cuba - US Citizens - Havana + Viñales or Trinidad?

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Planning a winter holiday trip for our family - we're a fairly active empty nester couple w/ two 20- something sons. I'm fluent in Spanish and the others have a good working knowledge. Since the restrictions changed in March, it now seems relatively easy to book everything ourselves. I spent a month in Cuba in the 80s for a cultural exchange, and am hoping to use my old connections as well as friends of friends to set up some people-to-people encounters.

Thinking of 4 nights Havana, plus 2 nights in Viñales or Trinidad. We'd like to take a private tour to the one we choose - interested in hiking, waterfalls, scenery and music. Viñales seems more doable because it's closer...Pros and cons of each? Recs for a driver/local tour company? Would also love to hear from US citizens who have organized visits themselves (within the last few months, after the rules changed).

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