Walking Tours

Skiff Avenue Vineyard Haven, Martha's Vineyard

Skiff Avenue Vineyard Haven, Martha's Vineyard
Vineyard Haven · residential streetPhoto by MV Vacation

A quiet Vineyard Haven street: picket fences, hydrangeas and shingled houses.

Skiff Avenue in Vineyard Haven, Martha's Vineyard features boutique shopping, restaurants, and the everyday charm of island community life.

Walk around Skiff Avenue in Vineyard Haven, on the island of Martha’s Vineyard. Vineyard Haven is a year-round working town, home to some of the best independent shops, restaurants and entertainment on the island. Once you dock in Vineyard Haven Harbor, you’ll be able to quickly explore downtown Vineyard Haven by walking down Main Street, which is lined with locally owned shops: clothing, vintage, books and everything in between. 

The Neighborhood Around Skiff Avenue

Skiff Avenue is a quiet residential street on the Lagoon Pond side of town, a short walk from the shops, coffee and galleries of Main Street. It has the feel of a real neighborhood, the part of Vineyard Haven where year-round residents live.

Restaurants are a short walk away on Main Street and at the harbor; see our dining recommendations for the Vineyard Haven picks.

Getting There

Skiff Avenue is a short walk from the Steamship ferry terminal in Vineyard Haven. If you arrive without a car, everything on this street is easily walkable. The VTA bus stops nearby on Main Street, connecting you to all six towns on the island.

Steamship Authority ticket office building in Vineyard Haven
Vineyard Haven · Steamship AuthorityPhoto by MV Vacation

The Steamship Authority ticket office at the Vineyard Haven terminal.

Filmed February 2022The 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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GUIDEExplore Vineyard HavenA working harbor town with local shops and historic landmarks.
ACTIVITIESOutdoor ActivitiesHiking, biking, kayaking and more.
TOWNSMartha's Vineyard TownsGuides to all six towns.
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Island tip of the dayInsiderNo. 84 of 86New tip at midnight, island time

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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MV Vacation

Your insider guide to Martha's Vineyard: beaches, dining, events, and island living. We write down what we know about the island so your trip goes the way you hoped.

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