Our favorite beach on Island and the place where Jake proposed to Maddy. Balance some rocks or take a walk to the nude section, Moshup is one of the most beautiful beaches on the East Coast.
Visit Martha's Vineyard's famous gingerbread cottages, if you go on a Wednesday you can even catch the man in the red pants leading the Sing a Long in the tabernacle!
One of the best Vineyard sunsets, grab a chowder, oysters and a lobster roll from Larsen's fish market and enjoy!
America's oldest working carousel - just like Maddy and Jake, it was born in NYC! After finding its permanent home on Circuit Ave in Oak Bluffs in 1884, generations of Island visitors have been able to ride and catch rings - Bells and Lefebers among them. Take a ride and try your luck catching the brass ring to earn a free ride!
A classic Vineyard stop, take a swim out to the sand bar or jump off the Jaws bridge. A great beach for all ages.
Public after 5pm, Lambert's Cove is perhaps the nicest beach on island. You won't find sand softer or water calmer. Perfect for an evening swim.
Grab a pastry, bread, flowers or some Island fresh produce to enjoy as you support a local Island farm.
Take a ride on the smallest car ferry you might have ever seen and explore the wonders of the small island connected to the Vineyard, Chappaquiddick. Known nationally for it's past infamous stories, Chappy has a different meaning in our hearts as a protected wild part of the Vineyard. Kayak at East Beach or hike at Wasque, there are marvels everywhere.
The home of the Black Dog, experience a breakfast or lunch at the origin of the Black Dog brand, enjoy watching the ferries and boats come and go over a cup of chowder or a crab cake sandwich.