Dive into diverse storytelling at the 20th Annual MV International Film Festival, September 2–7, 2025, in Vineyard Haven.

Cast your line into Vineyard tradition at the 80th Annual MV Striped Bass & Bluefish Derby, running Sept 14–Oct 18, 2025. Open to anglers of all ages and skill levels—shore or boat—with daily weigh-ins at Edgartown Harbor.

Celebrate the end of summer at Tivoli Day—Oak Bluffs’ beloved street festival—on Saturday, September 20, 2025, from 10 AM–6 PM (rain date Sunday).

Savor summer’s vibrant flavors at the Martha’s Vineyard Food & Wine Festival, June 6–9, 2025, in Edgartown.

Join us for a spooktacular day at Halloween in Oak Bluffs on Saturday, October 25, 2025!

Celebrate the start of the holiday season at Light Up Oak Bluffs, a magical tradition where the historic gingerbread cottages of the MVCMA grounds are illuminated by hundreds of colorful lanterns.

Celebrate the season at Christmas in Edgartown from December 11–14, 2025. Enjoy a festive parade, browse unique artisan crafts, and shop local boutiques in a town adorned with holiday cheer.