Boston is a tough market to find an apartment in, so you want to start early. Early summer is when you're going to find the most available inventory, and is really when you want to hit the ground running. Do you best to look in a place before August, or you will find that your options are dwindling fast.
Apartment hunting in Boston is cutthroat and competitive. One very good way into a building is to get a reference from someone already living there. If you have a friend who has a good existing relationship with a landlord, their good word could carry a lot of weight when you're applying for an apartment.
Driving in Boston can be a nightmare, especially if you didn't grow up in the city and aren't familiar with its convoluted road system and the aggressive habits of it's drivers. By contrast, the Massachusetts Bay Transportation Authority operates a transit system that works very well. A subway covers the major parts of the city, and bus routes provide further coverage.
You can spend a lifetime touring Boston and visiting all the historic sites and landmarks found within the city. Much of the nation's history has roots in this city. Not to be missed are the celebrations here on the 4th of July, especially the event hosted on the Esplanade. Trails and parks throughout the city provide hiking and cycling opportunities for residents without requiring you to leave the metro area. Of course, no stay in Boston would be complete without taking in a Red Sox game.