"Tough As Nails": Kayak/Canoe/Hike a whole trail - map it for me

Two feature Requests: 1) Like Bill Bryson's approach to the Appalachian Trail in "Walk in the Woods" I'd like to paddle the whole length of the Champlain Canal and Mohawk canal system. I'd like way to keep a running map of that effort. 2) More icons for "My Training Log". I'd like one for a kayak. Do these things, and I will upgrade.