Can you say "street photography"
Just wander around and shoot what you see. Many people make a few $$$ by posing, so don't hesitate to give them .25-$1.00. You will want to exchange your Canadian $ to CUCs. We found Havana to be a very safe city, even in the middle of the night. The suggestions already given are excellent. I would only add...I took a 28-300 and 14-24 on a D700, basically used only the 28-300. Changing lenses is a pain and you really don't want to be bogged down carrying a bunch of equipment. 2nd the motion to go to Trinidad as it is a fabulous town. We drove, so I can't comment on air travel. Our group of 12 had a Canadian travel agent, who put a bus and guide at our disposal, which was very helpful. The public transportation system is made up of a wide variety of wheeled vehicles...you can go anyplace in the city for 5 CUCs or so. Have a great time and enjoy it while it is still there...opening Cuba to American $$$ can only wreck it. And wear a Canadian flag lapel pin...they like Canadians more that Americans!