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
Oak Bluffs · the information boothPhoto by MV Vacation
The information booth by the pier, with maps and the week’s posters, the first stop for a lot of people off the boat.
Oak Bluffs · the harbor walkPhoto by MV Vacation
The harbor walkway in June 2022, benches facing the slips and the tall shingled hotel on Lake Avenue behind.
The Oak Bluffs pier is the arrival point for summer ferries from Woods Hole, Falmouth, Hyannis and Nantucket, and it is 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.
On the pier · rod on the railPhoto by MV Vacation
A rod leaning on the pier rail, its rig hanging over the boards. Striped bass and bluefish are what people are hoping for.
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 center of Oak Bluffs' nightlife and shopping. Our short bike ride below goes down Circuit Avenue past the shops on a sunny day, then on through the streets nearby.
Oak Bluffs · Lake Avenue at golden hourPhoto by MV Vacation
Lake Avenue at golden hour, on the way from the pier to the Campground: cottage porches with orange trim on one side and the harbor masts at the end of the street.
Oak Bluffs · the harborside walkPhoto by MV Vacation
The harborside boardwalk at Oak Bluffs: benches along the rail, the breakwater rocks below, the pier beyond.
Oak Bluffs · the fishing pierPhoto by MV Vacation
The steel figures at the foot of the Oak Bluffs fishing pier, a center-console heading out behind them.
Oak Bluffs · the ferry passingPhoto by MV Vacation
The Island Queen from Falmouth passing the end of the fishing pier, its upper deck full.
Making it a longer walk
Oak Bluffs · the seawall at duskPhoto by MV Vacation
A bench on the seawall boardwalk at dusk, the walk from the pier toward the Inkwell.
Oak Bluffs · Ocean ParkPhoto by MV Vacation
Ocean Park from the harbor side, the bandstand in the middle of the lawn and the cottages of Ocean Avenue beyond.
From the pier you can walk south along the seawall to Inkwell Beach, a historic beach with calm water for swimming, or head inland two blocks to 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.
The Campground · Trinity and the TabernaclePhoto by MV Vacation
The long side of Trinity Methodist Church, tall Gothic windows down the yellow clapboard, with the Tabernacle’s cupola showing behind it. The path between them is the walk’s halfway point.
The walk back along Seaview Avenue passes Ocean Park, the seven-acre green with the Victorian bandstand in the middle that is the first thing most people see stepping off the ferry. Free Sundays in the Park concerts run there from late May through Columbus Day weekend, 5:30 to 7:30 in the evening through August and 5 to 7 in the fall. Keep going along the water and the East Chop lighthouse is a walk up the bluff; our Ocean Park guide and the Inkwell Beach walk cover both ends of it.
Oak Bluffs · Ocean ParkPhoto by MV Vacation
Ocean Park in spring: the lawn, a lamppost, the fountain and the bandstand in the distance.
Out along the Oak Bluffs pier, where the summer ferries dock and local anglers line the railings for striped bass and bluefish. It is the easiest walk in town.
What can I see from the pier?
Fishing boats heading out through the harbor mouth toward Nantucket Sound, and inland the Flying Horses Carousel, built in 1876, and Circuit Avenue beyond it.
How long is the loop?
About 45 minutes at a leisurely pace from the pier to the gingerbread cottages and back along Seaview Avenue past Ocean Park.
Where can I swim?
Inkwell Beach, south along the seawall, a historic beach with calm water.
What are the cottages?
More than 300 brightly painted Victorian homes of the Camp Meeting Association around the Tabernacle, the iron-frame open-air auditorium of 1879, two blocks inland from the pier.
Continue exploring Martha's Vineyard
GUIDEExplore Oak BluffsGingerbread cottages, summer nightlife and family fun.→
LIVELive webcamsWatch Martha's Vineyard in real time.→
Exploring the town? Start with our complete Oak Bluffs guide: food, beaches and parking.
From MV Vacation, written on Martha’s Vineyard · https://mvvacation.com/blog/oak-bluffs-walking-tour-marthas-vineyard · printed . Hours, prices and schedules change; the page online is the current one.
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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.
A guide to Martha's Vineyard, written on the island: beaches, dining, events and island living. We write down what we know about the island so your trip goes the way you hoped. How we check our facts.
Oak Bluffs hotels and inns one by one, from the ferry pier to the Campground and the Inkwell: rooms, breakfast, parking, pets and season as each property states them, with rates by band and how to book for 2027.
The Martha's Vineyard Songwriters Festival, September 17 to 20, 2026: a free kickoff at Nomans and three nights of Nashville writers at the Strand Theatre in Oak Bluffs, with our photographs from inside the Strand, the night-by-night lineups and practical notes for next year.
The Feast of the Holy Ghost in Oak Bluffs, held every third full weekend of July since 1928: the Queen Isabel legend behind the free soup, the Sunday parade from the ferry up Circuit Avenue, the crown blessed at Our Lady Star of the Sea, the sopas at the Portuguese-American Club, the club the rest of the year, and how a visitor should behave at the island's Portuguese feast.
East Chop Lighthouse in Oak Bluffs: the 1878 cast-iron tower on Telegraph Hill, the Sunday sunset openings run by the Martha's Vineyard Museum, the semaphore and Chocolate Lighthouse history, and the bus stop and parking below the hill.
Shearer Cottage, Dorothy West, the Inkwell and 30 marked sites across the island: how to walk or tour the African American Heritage Trail of Martha's Vineyard.
Take a guided Jaws tour of Martha's Vineyard with local guide Mike Currid. Walk the real Amity Island in Edgartown and book the “Amity” Walking Tour.
Island tip of the dayFerryNo. 1 of 79New tip at midnight, island time
Bringing a car in 2027? SSA winter and spring vehicle reservations open October 20, 2026 (for travel from January 6), with summer dates announced later in the winter. When they open, July and August Friday/Sunday sailings go fast: set an alarm.
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