From lively summer fairs to intimate off-season gatherings, Martha’s Vineyard hosts events that celebrate the island’s creativity, history, and community spirit all year long. Below are some of the Vineyard’s most beloved annual happenings — and for up-to-date listings, visit our Martha’s Vineyard Events Calendar.
🌸 Spring & Early Summer
The island shakes off winter with outdoor celebrations and the first of many sailing and film events.
- The Vineyard Cup Regatta – Kicking off the boating season, this July regatta draws sailors from near and far for a weekend of racing and waterfront festivities in Vineyard Haven.
☀️ Summer Highlights
Summer on the Vineyard means sun-soaked celebrations, classic parades, and long-standing island traditions that bring locals and visitors together.
- Martha’s Vineyard Agricultural Fair – A true island classic, held each August in West Tisbury. Enjoy rides, contests, and exhibits that celebrate island farming and creativity.
- Grand Illumination Night – Each August, hundreds of colorful lanterns light up the Oak Bluffs Campground cottages, creating one of the island’s most enchanting summer traditions.
🍂 Fall Favorites
Autumn on the Vineyard is quieter, but still full of charm — from art walks to fishing derbies and food fests.
❄️ Winter & Year-Round Traditions
The off-season on Martha’s Vineyard offers cozy community gatherings and festive holiday celebrations that showcase the island’s welcoming spirit.
- Christmas in Edgartown – This beloved December festival fills downtown Edgartown with parades, lights, and holiday cheer.
- Art Strolls & Markets – Throughout the year, local galleries and artisans open their doors to visitors looking for handmade treasures and island creativity.
✨ Plan Your Visit
From film and food to fairs and fireworks, there’s always something happening on Martha’s Vineyard. Explore our full, regularly updated Martha’s Vineyard Events Calendar to see what’s on during your stay, or browse our Martha’s Vineyard vacation rentals to stay close to the action.