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September 2022 Events on Martha's Vineyard

Josie Cataldo | 8/30/2022

First Friday

Vineyard Haven's First Friday is an event that individuals of all ages will enjoy! Stroll the streets in search of delicious food, one-of-a-kind pieces of art, all the season's latest clothing trends, and so much more! Once you've explored everything there is to see on Main Street, head over to Owen Park for Music on a Barge and a silent disco after-party!

Vineyard Artisans Festival

The only art show on Martha's Vineyard exclusively featuring all Island artisans, The Vineyard Artisans Festival is packed full with handmade fine furniture, sculpture, clothing, fine art one of a kind jewelry, fine ceramics and so much more. Spend an afternoon getting lost in the creative minds of Martha's Vineyard's talented artisans.

Martha's Vineyard Striped Bass and Blue Fish Derby

Ready,! Featuring over 3,500 anglers, The Martha's Vineyard Striped Bass and Blue Fish Derby is one of the largest, oldest, and most highly regarded fishing tournaments in the United States. Started way back in 1946, this event is perfect for anyone looking to be out on the beautiful water fishing with great company and breathtaking views.

Martha's Vineyard Wind Festival

What better way to celebrate the end of summer than by welcoming the crisp fall wind as it rolls in from the sea? Wind brings with it the simple pleasures of life: wispy waves straight out of a surfer's dream and generous gusts perfect for parading a colorful kite through the sky. Just some of the fun at the Martha's Vineyard Wind Festival will include frisbee throwing, sailing wind surfing, kite flying, and flying contraptions galore!

Tivoli Day Festival

Celebrate the sun setting on summer with the annual Tivoli Day street fair and block party! Tivoli Day, an old-fashioned September festival in downtown Oak Bluffs, has been a tradition on Martha's Vineyard for four decades. It's a day dedicated to the end of another summer's hard work and the beginning of the beautiful autumn season on the island. There will be live music from local artists, dance performances, end-of-summer sales, and so much more!