After a two day Orientation held just outside of Boston, MA, the B2SB route heads west across the Berkshire Mountains of western Massachusetts and the Appalachian Mountains of Pennsylvania, interrupted by a day-long ride along the Hudson River. Upon leaving Pittsburg, the trip continues across the rolling hills of Ohio and vast open spaces of Indiana and Illinois, crossing the Mississippi river in St. Louis, Missouri. At the end of week four the route turns southwest to parallel classic US Route 66 through Oklahoma and Texas. As the terrain transforms from plains to desert, riders will literally be, as The Eagles sang, “standing on the corner of Winslow, AZ…” Pie Town, NM, voted one of the top three overnight locations by last year’s crew, will see riders cross the continental divide, as well as indulge in copious amounts of the local delicacy.

Tulsa, OK, Amarillo, TX, Roswell, NM, and Flagstaff, AZ are all stops en route to the Grand Canyon's south rim. The last week of the trip says goodbye to the Mojave Desert, as California’s border gives way to rugged cliffs, beautiful vineyards, and finally the beautiful coast of Santa Barbara, CA.