Oak Bluffs, Martha's Vineyard: The Complete Town Guide (2026)
The complete guide to Oak Bluffs, Martha's Vineyard: gingerbread cottages, the Flying Horses carousel turning 150, Inkwell Beach, where to stay and eat, and 2026 events.
Island Guide · Martha’s Vineyard
Six towns, two areas, one island — each with its own character
Explore all six Martha's Vineyard towns — Edgartown, Oak Bluffs, Vineyard Haven, Chilmark, West Tisbury, Aquinnah. Walking tours and local guides.
The complete guide to Oak Bluffs, Martha's Vineyard: gingerbread cottages, the Flying Horses carousel turning 150, Inkwell Beach, where to stay and eat, and 2026 events.
Stay at JADE Home-Run in West Tisbury — a family-run B&B offering cozy rooms, homemade breakfast, and genuine island hospitality.
Second Treasures MV in Oak Bluffs: an eclectic antique and art shop curated by John, featuring Vineyard history, vintage finds, and seasonal pop-ups.
State Beach on Martha's Vineyard is known for calm waters and a family-friendly atmosphere. Activities, amenities, and tips for a perfect beach day.
South Beach (Katama Beach) is Martha's Vineyard's top Atlantic surf beach — free parking, lifeguards, 3 miles of sand, and powerful waves in Edgartown.
A summer evening at Nomans Restaurant in Oak Bluffs, Martha's Vineyard. Live music, cozy outdoor seating, and relaxing island vibes in 4K video.
The full 4th of July parade in Edgartown, Martha's Vineyard. Firefighter vehicles, marching bands, and patriotic celebrations through this historic town.
Explore Edgartown's Main Street and Lighthouse Hiking Trail on Martha's Vineyard. Discover the island's beauty through our scenic journey.
Bike ride through Menemsha Hills on Martha's Vineyard. Pedal through lush woodland trails in Chilmark on one of the island's best off-road routes.
A bicycle ride from Edgartown to Vineyard Haven on Martha's Vineyard — the full route between the two towns, filmed in 4K.
Bicycle ride along Franklin Street and Main Street in Vineyard Haven, Martha's Vineyard. Boutiques, galleries, and harbor views from the seat of a bike.
Sengekontacket Pond in Oak Bluffs is a 772-acre coastal pond on Martha's Vineyard — a favorite spot for kayaking and birding.
Beach reports, event picks, and the tips we’d give a friend visiting Martha’s Vineyard — in your inbox a couple of times a month.
Subscribe NowIsland prices, hours & details change often — please verify with businesses before you go. Full disclaimer
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