Martha’s Vineyard
MASSACHUSETTS
Martha's Vineyard, Massachusetts, is one of the most beloved and enchanting island destinations on the East Coast, renowned for its unspoiled beaches, charming New England villages, and timeless coastal beauty. From the gingerbread cottages of Oak Bluffs to the dramatic clay cliffs of Aquinnah and the boutique-lined streets of Edgartown, the island offers a rare blend of relaxed elegance and natural wonder. Explore scenic bike paths, savor fresh-off-the-boat seafood, or simply unwind on miles of pristine shoreline. Martha's Vineyard is a true year-round retreat — summer draws sun-seekers and sailors to its sparkling waters and lively harbor towns, while fall brings a quieter magic of harvest festivals, golden foliage, and uncrowded beaches, making every season the perfect time to discover why this island has captivated visitors for generations.
MARTHA'S VINEYARD HOMES
The Live Well Membership is proud to collaborate with an extensive network of property managers and homeowners on Martha's Vineyard. Discover the charm of classic shingle-style cottages, elegant waterfront estates, and beautifully appointed village homes, all celebrated for their quintessential New England character, serene ocean views, and prime access to the island's pristine beaches, vibrant harbor towns, acclaimed farm-to-table dining, and cultural experiences like the Martha's Vineyard Film Festival, local art galleries, and the iconic Flying Horses Carousel.
LOCAL ATTRACTIONS
THINGS TO SEE + DO IN MARTHA'S VINEYARD
Aquinnah Cliffs
Visit the striking Aquinnah Cliffs on the island’s western tip, where dramatic layers of red, orange, and white clay rise above a sweeping stretch of beach. A sacred site of the Wampanoag Tribe, the cliffs are one of the most photographed spots on the island and offer breathtaking views of the Atlantic Ocean and the Elizabeth Islands — especially stunning at sunset.
Edgartown Village
Stroll through the picture-perfect streets of Edgartown, the island’s most elegant town, lined with grand captain’s homes, manicured gardens, and a picturesque harbor full of sailboats. Browse boutique shops, enjoy waterfront dining, and take the short ferry across to Chappaquiddick Island for quiet nature trails and unspoiled beaches.
Oak Bluffs & The Gingerbread Cottages
Explore the whimsical Victorian gingerbread cottages of Oak Bluffs, a uniquely colorful neighborhood surrounding the historic Trinity Park Tabernacle. The town also boasts the famous Flying Horses Carousel — the oldest operating platform carousel in the United States — along with lively restaurants, ice cream shops, and a vibrant summer atmosphere.
State Beach & South Beach
Martha’s Vineyard is home to some of the finest beaches on the East Coast. State Beach, stretching between Oak Bluffs and Edgartown, offers calm, warm waters ideal for families. South Beach (Katama Beach) delivers a more dramatic ocean experience with rolling Atlantic waves, wide open sand, and spectacular views — perfect for swimming, surfing, and long walks.
Vineyard Haven Harbor & Main Street
The island’s main port of entry, Vineyard Haven, is a charming working harbor town with a welcoming Main Street full of independent bookshops, galleries, and seafood restaurants. Watch the ferries arrive and depart, browse local artisan shops, or simply sit harborside and enjoy the quintessential Martha’s Vineyard atmosphere.