My friend Wally Smith and his wife have done a number of bike tours in Cuba, and say that it's a wonderful place. He wrote a guidebook about it:
Bicycling Cuba: Fifty Days of Detailed Rides from Havana to Pinar Del Rio and the Oriente: Wally Smith, Barbara Smith: 9780881505535: Amazon.com: Books
that strikes me as clear and detailed, as well as fun to read.
He actually got in big trouble with the state department when they saw the book, and ultimately had to pay a substantial fine, I think. (Regular non-book-writing visitors had no such problems.) It looks like those bad old days might be behind us now.