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Visitors to Oak Bluffs are sure to enjoy the beaches, shopping and wineries. Tourists can also enjoy the city's local tours and seafood restaurants. A top sight in the area is Old Silver Beach.
The city is notable for landmarks like Trinity Park Tabernacle, Flying Horses Carousel and East Chop Light. The city's natural setting is picturesque, including the beaches and these places to visit: Inkwell Beach, Oak Bluffs Town Beach and Ocean Park. Top activities include wine tasting and exploring the port, while Oak Bluffs Harbor and Farm Neck Golf Club are sights to visit.
One of the popular sights outside the city is Old Silver Beach, located 13.1 mi (21.1 km) from the centre of the city.