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This coastal city is full of bikers, kayakers and white-water rafters.
Stay: Located in the heart of Portland's historic port district, the Portland Harbor Hotel is a 10-minute drive from the Maine Island Kayak Company, where you can rent kayaks to explore the Gulf of Maine's Casco Bay.
Eat: Chef Abby Harmon of Caiola’s creates fantastic vegetable dishes, like eggplant puttanesca with grilled fennel bread and sautéed greens.