Daily: Magical Sculpture Trail, Island Folk Pottery, Chilmark
Walk along a quarter-mile enchanting trail through the woods and discover whimsical sculptures on the way to an Island Folk Pottery shop. Created by artists Bill O’Callaghan and Heather Goff, the path is open daily from 9 am to 5 pm. Their pottery studio is open Wednesday to Saturday, 11 am to 5 pm, and Sundays, 2 to 5 pm. To learn more, visit islandfolkpottery.com.
Daily: Yoga and Walks, Island Alpaca, Oak Bluffs
Join a relaxing yoga class in a beautiful pasture among furry and friendly alpacas. It is led by Jason Mazar-Kelly (YogiJay). Alternatively, go for a stroll with the alpaca and learn the basics of safely handling them, where they come from, and why they are important to us. To learn more about this unique farm with fun events and a gift shop, visit islandalpaca.com.
Daily: Island trails and beaches, sunrise to sunset
Enjoy hiking or biking on trails, kayaking on ponds, walking on the beach, and other recreational activities on the protected properties maintained by the M.V. Land Bank, Sheriff’s Meadow Foundation, The Trustees, and the state of Massachusetts. Many places have scenic overlooks, tranquil ponds, footbridges, and tumbling streams. View an Island-wide map at vineyardvisitor.com.
Sundays: Oak Bluffs Open Market, Washington Park
Shop for Island-grown produce, original artwork, handmade jewelry, fine crafts, summer flowers, specialty foods, and vintage finds in an open market near Oak Bluffs Harbor. It is like a farmers market, antique show, artisan fair, and a body/mind/spirit expo all in one, plus live music. For the schedule, visit facebook.com/oakbluffsopenmarket.
Sundays and Thursdays: Vineyard Artisans Festival, Grange Hall, West Tisbury
Meet more than 70 local artisans, buy directly from them, and see demonstrations of fine art and crafts. Discover furniture, pottery, stained glass, paintings, sculpture, jewelry, quilts, handmade books, and much more. For details, visit vineyardartisans.com.
Mondays: World Market, Grange Hall, West Tisbury
Discover culturally rich, handmade products, including artwork, textiles, bags, dolls, jewelry, sculptures, baskets, olive products, and more. It is from seven organizations that are working together to increase awareness of global women’s empowerment initiatives. The market is open from 10 am to 3 pm. To learn more, visit worldmarketmondays.org.
Mondays and Fridays: Outdoor Concerts, Featherstone, Oak Bluffs
Enjoy musical performances on the beautiful lawn surrounding the Art Barn’s deck. All tickets for the performances will be sold online starting at 12 pm the week prior to a concert. The lineup includes Johnny Hoy and the Bluefish, Jon Zeeman, Grateful Dread, and much more. For the full schedule, visit featherstoneart.org/music.html.
Tuesday – Saturday: Guided Walking Tours, Edgartown
The Vineyard Trust offers educational tours of picturesque Edgartown. Each one starts at 11 am at the Carnegie at 58 North Water St. Stroll among the downtown streets and the harbor, learn about the Island’s maritime history, and go inside six important landmarks. For details, visit vineyardtrust.org.
Wednesdays: Outdoor Movies, M.V. Film Society and Featherstone, Oak Bluffs
Watch films under the stars on the beautiful Featherstone campus. You can even arrive early and have a picnic before the movie begins. Be sure to bring lawn chairs, blankets, or pillows, but leave any pets at home. Seating circles are painted on the grass and each one is for a group of up to 8 people. For the film schedule and tickets, visit mvfilmsociety.com.
Wednesdays and Saturdays: West Tisbury Farmers Market, Agricultural Hall
The Island’s oldest and largest farmers market features locally grown, seasonal produce, as well as homemade bread, savory condiments, fresh honey, homemade jams, beautiful flowers, artisan chocolates, sweet desserts, and unique gifts. Before visiting this popular market, check the vendor list at wtfmarket.org, and consider preordering online.
Wednesdays and Saturdays: Chilmark Flea Market
Visit the oldest outdoor flea market on the Island, offering antiques, imports, vintage finds, and high-quality handmade items from Vineyard artists and craftsmen. Discover jewelry, clothing, art, food, and much more, all in a beautiful outdoor setting at 142 North Road. It is open from 9 am to 2 pm, with free entry and parking. For updates, check facebook.com/chilmarkflea.
Thursdays: Music in the Square, Eisenhauer Gallery, Edgartown
Shimmy over to the courtyard at Eisenhauer Gallery as they welcome back beloved bands for Music in the Square. The concerts take place every Thursday from 6 to 8 pm. The bands include Mike Benjamin and the Keepers, Johnny Hoy and the Bluefish, and more. For the full schedule, visit eisenhauergallery.com.
Fridays and Saturdays: Drive-In Movies, Circuit Arts and YMCA, Oak Bluffs
Enjoy an old-fashioned drive-in movie experience, plus live music and food trucks. Feature films will be shown on a large screen in the parking area behind the M.V. Ice Arena. The audio can be heard through an FM radio station. To view the movie lineup and purchase tickets, visit driveinmv.com.
June 24 – August 28: M.V. Summer Concert Series, Oak Bluffs and Edgartown
The Island’s premier concert event includes over 30 bands and entertainers in intimate settings. Hear music from Livingston Taylor, Tom Rush, Don McLean, Graham Nash, and many more. The venues are in Oak Bluffs at The Loft and the Performing Arts Center, and in Edgartown at the Old Whaling Church. For the schedule and tickets, visit mvconcertseries.com.
July 16: Catboat Parade, Race, and Exhibit, Edgartown Harbor
Watch a glorious Catboat Parade of Sail along the beautiful harbor starting at noon. It can be viewed from Memorial Wharf, Chappy Beach, Lighthouse Beach, and Fuller Street Beach. Afterward, the Manuel Swartz Roberts Cup Race begins. The Old Sculpin Gallery at 58 Dock St. also has a week-long exhibit about a catboat builder. For details, visit oldsculpingallery.org.
August 17: Grand Illumination, Oak Bluffs
Take part in an annual tradition for Island residents and visitors since 1869. Stroll among the colorful cottages on the Campground, which are creatively decorated with illuminated lanterns. For details, visit mvcma.org/grand-illumination.html.
August 18–21: Agricultural Fair, West Tisbury
Experience quintessential summer fun at the annual fair from the M.V. Agricultural Society. Enjoy fun games, thrilling rides, tasty food, livestock shows, dog shows, photo contests, live music, and much more. For the latest details and a program schedule, visit marthasvineyardagriculturalsociety.org/the-fair.
August 26–28: Beach Road Weekend Concerts, Veterans Memorial Park, Vineyard Haven
Celebrate at a music festival in a beautiful park that is in walking distance from the Vineyard Haven harbor. The concert lineup includes the Avett Brothers, Beck, Wilco, Livingston Taylor, The Workman Song, Emmylou Harris, and much more. To view guidelines and purchase tickets, visit beachroadweekend.com.