2 Best Sights in Oak Bluffs, Martha's Vineyard

A National Historic Landmark, this is the nation's oldest continuously operating merry-go-round. Handcrafted in 1876—the horses have real horsehair and glass eyes—and brought from Coney Island in 1884, the ride gives children a taste of entertainment from an era before smartphones. Kids delight in trying to grab the brass ring for a free ride.

This 2-mile-long sandy beach has a view of Cape Cod across Nantucket Sound. Occasional food vendors and calm, warm waters make it a popular spot for families. Arrive early or late in high summer: the parking spots fill up quickly. It's best to bike, walk, or take the shuttle here. Amenities: parking (no fee). Best for: swimming.