Some Ideas
I used to keep my boat in Bridgeport, not the garden spot of CT, and I had a lot of fun for many years. Milford is only an hour sail away and I am sure you will enjoy being in that area. However, when I bought my new 356, I moved out East to the the Stonington area and I cannot tell you how much more there is out there to do. You are only a few miles from Long Island's better sailing areas, Block Island, Newport, and many points east. Although your drive will be doubled, I think your enjoyment will be tripled. Visit my web site, www.mastconfusion.com in a couple of days (I am about to update it),and maybe some of the upcoming stories will give you some ideas. As with everything, there is a compromise and the down side for you is traffic Sunday evenings. If you decide on this area I can however, give you some short cuts. When you get to CT. send me contact me by e-mail and I can give you some ideas.Good Luck in your decision.