Skiff Avenue Vineyard Haven, Martha's Vineyard

Skiff Avenue Vineyard Haven, Martha's Vineyard

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. Visitors to Vineyard Haven will find a diverse community, home to some of the best retail shopping, restaurants, and entertainment in New England. Once you dock in Vineyard Haven Harbor, you’ll be able to quickly explore downtown Vineyard Haven by walking down Main Street, which is sprinkled with locally-owned shops. You’ll discover unique clothing shops, vintage stores, as well as everything in between. Shopping locally is the best way you can support a community. 

Shopping and Dining on Skiff Avenue

Skiff Avenue runs parallel to Main Street and offers a quieter alternative to the busier commercial strip. Here you'll find a mix of boutique shops selling island-made goods, locally roasted coffee, and artisan crafts. Unlike the tourist-oriented Circuit Avenue in Oak Bluffs, Skiff Avenue has the feel of a real neighborhood shopping street where year-round residents do their daily errands.

The restaurants along this stretch tend to be casual and locally owned — the kind of places where the waitstaff knows the regulars by name. For dining recommendations, this area is worth exploring beyond the usual tourist 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.

Continue Exploring Martha's Vineyard

🏖️ Island Tip of the Day — Beaches

State Beach on Beach Road has shallow, calm Nantucket Sound water — perfect for small children. Far gentler than the Atlantic surf at South Beach.

Planning a trip to Martha's Vineyard?

Get insider tips, seasonal updates, and beach reports — straight to your inbox.

No spam. Unsubscribe anytime.

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.
MV Vacation

MV Vacation

Your insider guide to Martha's Vineyard — beaches, dining, events, and island living. We share local knowledge to help you plan the perfect Vineyard getaway.

Island prices, hours & details change often — please verify with businesses before you go. Full disclaimer

We use a few cookies to keep trip planning smooth — never to sell your data. Cookie policy