For those who desire more than returning with their version of those 10 Havana photos that everyone takes, I can recommend a photo tour guide.
Emily Sarzik, emilysarzik@nauta.cu 53 58080824 is someone I recommend specifically as a photo tour guide. She is not a regular Havana tour guide but a University of Havana student who speaks excellent English and does side work for photographers. Unlike most guides who will simply take you on their standard route, Emily will start off in discussion to determine your photo style and exactly what it is you want to photograph, be it ordinary Cuban people in their native environment, architecture, old cars, or whatever your photo niche is. I personally have spent about 100 days photographing in Havana and she knows all my places.
I will add that she is totally honest and ethical doing what is best for you not where she can return and get a commission.