A Summer Night Done Right In The Vineyard

Boston, MA

3.6 mi
Guided by Dennis
Dennis Franklin


Just a 30 minute ferry from the cape of Massachusetts, the beautiful island of Martha’s Vineyard is a paradise that can be conquered in weeks, days, and even hours if you have the right advice. Come explore the Oak Bluffs area of the island on a perfect day for families. This walk will show you everything I love about the Vineyard and Oak Bluffs. Join me on some well-known and lesser-known spots for the best seafood, donuts and quirky culture of the island.

About Your Guide

A young traveler exploring the world one destination at a time. Fan of college hockey, blueberry pancakes and architecture.

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Guide Points

  1. Jaws Bridge

    The Jaws Bridge is named after the film, _Jaws_ and is one of the most beloved places on the island. The bridge offers a 15 foot jump into…

  2. Nancy's Restaurant

    Unless you are insistent on having a formal meal, I recommend skipping the wait and order from the outside pickup window. After receiving …

  3. The Locker Room

    Although Circuit Avenue houses many unique and interesting shops, The Locker Room may be the coolest of them all. Every inch of the store,…

  4. Backdoor Donuts

    If not everyone with you is patient, try to have one person get in line early because it can take up to 20-30 minutes to get doughnuts on a…

  5. Ocean Park

    Ocean Park is one of the most historic parts of Martha’s Vineyard, and has been kept in tact since the first inhabitants settled.

About Sidewalk

Sidewalk is an app that provides free, guided walk experiences that can be created by anyone with stories to share about places they know and love.

The app navigates people through a neighborhood walk using GPS turn-by-turn directions, rich imagery and storytelling.