We've visited Boston several times but have never camped. Our daughter and son in law live there. As for how many days, it depends on how complete you want your trip to be. We keep finding new things every time we go. The Freedom Trail hits all of the highlights of downtown Boston but I have found it to be too long to walk the whole thing in a day and do justice to all the sights. We really liked the JFK musuem. Harvard has a very good natural history museum. Salem struck us as being touristy. If you decide to drive up to Gloucester, take the time to drive around the east coast on Atlantic Dr. and up to Rockport/ Halibut State park. The views were really enjoyable. Driving in Boston is difficult. There are many one way streets with the direction sometimes changing block to block and parking is an issue. The good news is they have a good and safe public transportation system. Good luck and enjoy!