Boston is a great city to be in, especially if you're over 21. There are bars everywhere, you can bar crawl every night if you'd like. Clubs are every where and they are always fun and full of college kids. Underage night life is great if you know where to go and if you know people. Transportation is not a problem, there are taxis everywhere if not give them a call, or use the Train/bus or walk. Everything is close by.