Feeling like a kid again is one of our favorite things to do when we explore Martha's Vineyard! Taking a ride on America's oldest operating platform carousel and grabbing the brass ring definitely does that. Located in the historic community of Oak Bluffs, MA with many other attractions nearby, it was listed on the National Register of Historic Places in 1979 and designated a National Historic Landmark in 1987
As you head further off the beaten path and explore more of Martha's Vineyard, you'll find the Gay Head Light in Aquinnah. It's an iconic island structure and is located on the island's westernmost point. Constructed in 1796 due to the islands heavy maritime traffic and deep involvement in the whaling industry, it was the first lighthouse on Martha's Vineyard. Don't miss the attractions nearby by exploring the clay cliffs, the beach and the restaurant on the bluff.
There is no shortage of amazing places to drop your beach towel on the island, but don't miss your chance to visit some cinematic history! State Beach, where parts of the movie Jaws was filmed, is a must-see. And as they say in The Vineyard - "if your friend jumped off a bridge, you should totally do it, too." Don't miss the Jaws bridge and your chance to jump off it! Its definitely one of the best things to do when you explore Martha's Vineyard.
Sometimes called the most charming neighborhood in New England, the 19th century gingerbread cottages of Oak Bluffs conjure childhood doll house villages and flashbacks of the board game, Candyland. The tabernacle in the center of the neighborhood is a common gathering place for festivals, concerts and local events. The attractions nearby on Circuit Avenue offer many more things to do as you explore Martha's Vineyard.
The historic and iconic cobblestone streets lining the shops in Edgartown and Oak Bluffs offer some of the best scenic shopping in the country. Explore Martha's Vineyard by wandering through the shops, stop for a drink at any of the waterfront restaurants or bars, and pick up a few souvenirs to take home.
The recipes haven't changed since 1887 and the fresh homemade fudge, peanut brittle and chocolate nut clusters are a souvenir that will never make it home. With a pledge that only natural ingredients including real butter, cream and flavorings will be used, it's a treat you can feel great about! Located in Vineyard Haven, Oak Bluffs and Edgartown.
We'll reopen on May 26, 2023. Use our "Book Now" button to reserve your sail for our 2023 sailing season.