I've been in Cuba last april (Varadero and Habana), i took my k100d + a bunch of my lenses, and i didn't had any problem.
I've been in some "dark" streets in Habana (Varadero is mainly beaches and tourists) and i didn't had any problem, several times i found myself in situations and places that i didn't felt totally safe, but never had any problem, in the Old Habana (where the majority of the hotels are located) there was a police in almost every corner.
When i left the camera in the hotel, i always left it inside the room's vault.
One advice, if you can, take some t-shirts/caps/etc.. that you don't use anymore. You will find lot's of people asking for them, they will be more happy with caps, then with money
almost all the handcraft i brought home, was traded with t-shirts, eheheh.
Oh, and don't forget to take some photos too