15 Best Things to Do in Martha’s Vineyard, Massachusetts

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Nestled off the coast of Massachusetts, Martha’s Vineyard is a treasured gem that embodies the quintessential charm of New England. This picturesque island has long been a summer haven for the affluent and the famous, but it’s also a hidden gem waiting to be discovered by the rest of us. With its windswept beaches, quaint fishing villages, and rolling hills, Martha’s Vineyard is a haven for nature lovers, foodies, and anyone seeking a relaxing getaway from the hustle and bustle of daily life.

From sailing and kayaking to exploring the island’s rich history and culture, there’s no shortage of things to do and see on Martha’s Vineyard. In this article, we’ll share the best of the best, highlighting the top things to do and experience on this beloved island.

Visit the Flying Horses Carousel

Located in Oak Bluffs, the Flying Horses Carousel is the oldest working carousel in the United States, dating back to 1876. Riding the beautifully handcrafted wooden horses, some of which can be traced back to the original design, feels like stepping back in time. The carousel operates during the summer months and offers a nostalgic experience not to be missed.

Explore Edgartown Lighthouse

The Edgartown Lighthouse, built in 1828, is a picturesque landmark that offers stunning views of the surrounding harbor. Visitors can walk along the scenic beach to reach the lighthouse and take memorable photographs. While not always open for tours, the area around the lighthouse is perfect for a leisurely stroll or a picnic.

Enjoy fresh seafood at Lobsterville Beach

Lobsterville Beach, located on the western side of the island, is a tranquil spot for sunbathing, swimming, and enjoying fresh seafood. Bring your own picnic of local clams or lobsters for an authentic dining experience by the sea. The beach is also less crowded, making it an ideal location to relax with family or friends.

Wander through the Gingerbread Cottages

The Gingerbread Cottages in Oak Bluffs are a unique collection of brightly colored Victorian gingerbread houses. This historic community was built during the late 19th century and forms a charming neighborhood. Taking a walking tour provides insight into the architectural styles and history, while the vibrant colors create stunning photo opportunities.

Bike the Vineyard Haven to Oak Bluffs path

The bike path connecting Vineyard Haven to Oak Bluffs is approximately 5 miles of scenic coastal beauty. Riders can enjoy picturesque views of the water, lush landscapes, and charming homes along the way. Several bike rental shops in both towns make it easy to embark on this ideal cycling adventure.

Visit the Martha’s Vineyard Museum

The Martha’s Vineyard Museum in Edgartown showcases the rich history, culture, and art of the island. Exhibits include whaling artifacts, Native American tools, and local art. The museum is a great stop for history buffs and families alike, providing an insightful look into the island’s past.

Relax at Menemsha Beach

Menemsha Beach is known for its stunning sunsets over the water, making it a perfect spot for an evening getaway. Families can enjoy shallow waters and soft sand, ideal for children to play. The nearby fishing village offers fresh seafood stores and quaint eateries for a delicious meal after a day at the beach.

Hike in the Manuel F. Correllus State Forest

Situated in the center of the island, the Manuel F. Correllus State Forest offers miles of trails for hiking, biking, and birdwatching. This lush forest is home to diverse wildlife, including various bird species, making it a peaceful escape into nature. Multiple trails cater to different levels of fitness, making it accessible for everyone.

Go whale watching from Vineyard Haven

Experience the thrill of whale watching on one of the many tours offered from Vineyard Haven. The waters around Martha’s Vineyard are prime whale habitats, especially for humpback and minke whales. Guided tours provide both adventure and education, as you learn about these majestic creatures and their behaviors.

Taste locally crafted wines at Martha’s Vineyard Winery

Visiting Martha’s Vineyard Winery offers a delightful experience for wine enthusiasts. This boutique winery showcases unique local wines crafted from island-grown grapes. Guests can enjoy tastings, stroll through the vineyard, and even attend special events throughout the growing season.

Stroll through Oak Bluffs Harbor

The Oak Bluffs Harbor provides a vibrant atmosphere with various shops, eateries, and beautiful views of the boats bobbing in the water. Strolling along the docks, visitors can observe local fishermen at work and enjoy the colorful skyline of the harborfront. The area is also perfect for grabbing a bite or a refreshing drink.

Take a ferry to Chappaquiddick Island

A short ferry ride from Edgartown takes you to the serene Chappaquiddick Island. Known for its natural beauty and secluded beaches, Chappaquiddick offers a quiet retreat with walking and biking trails. Visit the iconic Dyke Bridge for stunning views or relax on the pristine beaches away from the crowds.

Discover the historic whaling town of Edgartown

Explore the charming streets of Edgartown, once a bustling whaling port in the 1800s. The town is filled with beautifully preserved captain’s houses and quaint shops. Enjoy a harbor view meal at one of the waterfront restaurants, savoring the local flavors while reflecting on the town’s maritime history.

Attend the Martha’s Vineyard Film Festival

The Martha’s Vineyard Film Festival, held annually, showcases independent films from around the world. With screenings at various picturesque locations, the festival creates a unique atmosphere for film lovers. Special panels and Q&A sessions often include filmmakers and special guests, enriching the experience for attendees.

Experience the Vineyard Haven Farmers Market

The Vineyard Haven Farmers Market, held weekly during the summer months, offers a fantastic array of local produce, handmade goods, and artisanal products. Visitors can stroll through the stalls, sample fresh fruits, and enjoy live music while supporting local farmers. It’s a delightful way to engage with the community and take home a taste of Martha’s Vineyard.

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