Brunswick

From Brunswick, Routes 123 and 24 take you south to Harpswell Neck peninsula and the more than 40 islands that make up the town of Harpswell, known collectively as the Harpswells. Small coves along Harpswell Neck shelter lobster boats, and summer cottages are tucked away among birch and spruce trees. On your way down from Cook's Corner to Land's End at the end of Route 24, you cross Sebascodegan Island. Heading east here leads to East Harpswell and Cundy's Harbor. Continuing straight south down 24 leads to Orr's Island. Stop at Mackerel Cove to see a real fishing harbor; there are a few parking spaces where you can stop to picnic and look for beach glass or put in your kayaks. Inhale the salt breeze as you cross the world's only cribstone bridge (designed so that water flows freely through gaps between the granite blocks) on your way to Bailey Island, home to a lobster pound made famous thanks in part to a Visa commercial.