The Martha’s Vineyard African‑American Film Festival (MVAAFF) returns to Edgartown & Oak Bluffs — this time marking its 23rd year—from August 1–9, 2025 at the Martha’s Vineyard Performing Arts Center.

Join the vibrant Chilmark Road Race on Saturday, August 9, 2025 at 10:30 AM for a spirited 5 K through the rolling hills of Middle Road in Chilmark.

Celebrate the power of Black voices at the Martha’s Vineyard Black Book Festival on Saturday, August 9, 2025, from 1–7 PM at the Island Inn Conference Center in Oak Bluffs.

Step into the glow of history at Grand Illumination Night, Wednesday, August 20, 2025, in Oak Bluffs. Join the community-lit Tabernacle for hymns, prayer, and live music, then be mesmerized as hundreds of paper lanterns ignite, illuminating the iconic gingerbread cottages in a breathtaking sea of color.

Experience the Martha’s Vineyard Agricultural Fair, August 21–24, 2025, in West Tisbury! Four days of timeless tradition—livestock shows, carnival rides, delicious local fare, craft exhibits, and family‑friendly competitions.

Gather your family and friends for a dazzling night at Ocean Park, Oak Bluffs on Friday, August 22, 2025! Enjoy the Vineyard Haven Band at 8 PM, followed by a breathtaking fireworks show over the harbor at 9 PM.