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508-693-7832

10 Things to do in September on Martha's Vineyard


As September ushers in, so too does our favorite time of year on Martha’s Vineyard. Take a swim in the warm ocean and enjoy the crowdless streets. From Lighthouse tours to Tivoli Day in Oak Bluffs, September has so much to offer! Check out our top 10 things to do in September!

  1. Wampanoag Tribe PowWow: Sovereignty - September 7 & 8 from 11:00am to 4:30pm   
  2. Martha's Vineyard International Film Festival - Sept 3 - Sept 8. Combining the laid back beach style of the Island of Martha’s Vineyard with the buzz and excitement of a festival celebrating films from across the globe - The Martha’s Vineyard International Film Festival is an amazing experience not to be missed.
  3. First Friday Vineyard Haven -  Friday, September 6 at 4:00pm to 8:00pm. It's a time for visitors to stroll the shops and galleries, with the expectation of seeing the artists and designers most recent works and a chance to meet the makers in their element.
  4. Wome's Derby Fly Fishing Kick-Off - Saturday, September 7 at 3:30pm to 5:30pm. Practice your fly-fishing cast, knots and get Derby intel. No experience is necessary and all equipment provided. After party and raffle at The Port Hunter.
  5. 2019 74th Vineyard Derby! - Sun September 15 - Sat October 19. Come to the Vineyard and fish The Derby! For nearly 75 years, "The Derby" has been a time to renew friendships, share a hot cup of coffee and create memories that fuel the winters exaggerated fish tales. It is a time when all can refocus on the natural beauty of this Island sanctuary. Come and be a part of almost eight decades of great fishing, a rich history, meeting new friends, generous sponsor support, and beautiful sunrises and sunsets! 
  6. Take a Lighthouse tour! Daily in Aquinnah, check for times for Edgartown and Oak Bluffs.
  7. West Tisbury Farmers’ Market - Saturdays through September! 9-12 
  8. Tivoli Day Celebration! - Saturday, September 14th from 10-6. An annual celebration of summer’s end on Circuit Avenue featuring live music, arts, crafts, great food and family fun. 
  9. Cape Pogue Discovery with the Trustees - Saturdays through September. Enjoy an over-sand vehicle adventure to the remote Cape Pogue Lighthouse. Climb the spiral staircase of the century-old wooden lighthouse and discover intriguing stories of the keepers of the light who watched over these ocean waters. This tour is great for explorers of all ages.
  10. Martha’s Vineyard Craft Beer Festival - Saturday, September 21st from 12:30 to 7:00. Craft beer comes to paradise for the 4th year in a row. 50+ breweries, 150 beers, 1 spectacular Island.