Leaving Portland via Interstate 295 North, take the exit for Route 1 after crossing Tukey's bridge (just past the B&M Bean Factory). Near Falmouth Foreside, veer right onto Route 88. Take time to admire the stately homes, the elegant old maples and oaks in their autumn finery and the glimpses of Casco Bay through the trees in Maine's wealthiest community.
Just after the marina at Lower Falls Landing on the Royal River in Yarmouth, and after passing under the Interstate 95 overpass, take the first left up Marina Road. Bear left at the next intersection onto Main Street, where you'll pass several old white churches with steeples framed by the flaming colors of graceful old maple trees. After the North Yarmouth Academy on your left, turn right onto York Street, and merge onto Route 1.
Just before the big wooden Indian statue in South Freeport, turn right onto South Freeport Road and follow to the Town Wharf off Main Street. Here, you can book a cruise on the Atlantic Seal and enjoy the vibrant fall colors, as well as the seals and sea birds. On your return, follow the signs to Winslow Park, South Freeport's fine sandy beach and shaded picnic spot.
Return to Route 1 and continue on to Freeport, turning right at the light at the intersection near the Citgo station to reach the outlets on Main Street.