Walking Tours

Oak Bluffs Walking Tour Martha's Vineyard

Oak Bluffs Walking Tour Martha's Vineyard
Oak Bluffs · Ocean ParkPhoto by MV Vacation

Ocean Park on a gray summer afternoon, the lawn running down to Seaview Avenue and the Sound beyond it; the pier is a two-minute walk to the left.

A walking tour of Oak Bluffs pier and harbor on Martha's Vineyard. See where summer ferries dock, watch local fishermen, and enjoy the waterfront.

Walk out along the Oak Bluffs Pier on a sunny day. You’ll see where the ferries dock in the summer, as well as where the local fishermen and women fish from the pier. It is the easiest walk in Oak Bluffs, and the one to do first.

Location: Oak Bluffs, Martha's Vineyard , Massachusetts, USA

What to See at Oak Bluffs Pier and Harbor

The Oak Bluffs pier is the arrival point for ferries from Falmouth and Nantucket during the summer season, making it one of the liveliest spots on the island. From the pier, you'll see fishing boats heading out through the harbor mouth toward Nantucket Sound, and in the afternoon, local fishermen often line the railings hoping for striped bass and bluefish.

Looking inland from the pier, you'll spot the Flying Horses Carousel, the oldest operating platform carousel in America, built in 1876. Just beyond is Circuit Avenue, the heart of Oak Bluffs' nightlife and shopping.

Extending Your Walk

From the pier, consider walking south along the seawall to Inkwell Beach, a historic beach with calm water for swimming. Or head inland two blocks to explore the Camp Meeting Association's Gingerbread Cottages: over 300 brightly painted Victorian homes surrounding the Tabernacle, an iron-frame open-air auditorium built in 1879. The full walking loop from pier to cottages and back takes about 45 minutes at a leisurely pace.

Filmed May 2021The island moves on: shops, signs and prices may differ from what you see here. The text of this guide was checked September 2026.

 

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Continue Exploring Martha's Vineyard

GUIDEExplore Oak BluffsColorful gingerbread cottages, summer nightlife, and family fun.
ACTIVITIESOutdoor ActivitiesHiking, biking, kayaking and more.
TOWNSMartha's Vineyard TownsGuides to all six towns.
PHOTOSPhoto GalleriesOur photos from across the island.
LIVELive WebcamsWatch Martha's Vineyard in real time.

Exploring the town? Start with our complete Oak Bluffs guide: food, beaches, parking and the local rhythm, all in one place.

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A 502-foot breach opened at Norton Point on January 1, 2026, cutting the sand link between Katama and Chappaquiddick: the Chappy Ferry is once again the only way across, likely for years. OSV drivers should check current beach access with the town of Edgartown.

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Disclaimer: The information in this article is provided for general guidance only and was accurate at the time of writing. Beach conditions, hours, prices, lifeguard schedules, ferry fares, and business operations change frequently and without notice. Ocean swimming carries inherent risks including rip currents, undertow, and cold water shock. Always verify current conditions with official local sources before your visit. MV Vacation assumes no responsibility for any loss, injury, or inconvenience resulting from the use of this information. Swim only where lifeguards are on duty, supervise children at all times near water, and follow all posted safety signs.
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