Americans are not permitted to stay in hotels owned by the Cuban government (most of them) you'll get in trouble when you return home. You need to stay in an AirBnB or some other privately owned accommodation, otherwise you'll be viewed as violating the yankee sanctions on the Cuban government.

As far as the actual trip is concerned, it's a bit expensive and very touristy but Tropicana is an absolutely fucking amazing show and well worth the money if you can swing it. And, of course all the usual things like the Museum of the Revolution etc but I'm sure you were going to end up there at some point anyway.