After 46 years I walked the Trail with guests from beginning to end. The experience never gets old and I learn something each time I walk it. The entire trip is about 2 1/2 miles but it takes you to some of Boston's most beautiful neighborhoods. A great jaunt with a purpose. You'll pass dozens of fine restaurants and cafes that will provide a respite during your day. If you don't feel like doing it all in one day, break it up and it's just as enjoyable.