Welcome spring! While this season is always a joyful time of year, we’re already excited about gearing up for summer on Martha’s Vineyard. Very few places are as magical as the Island during the summer months, when the days are long, the ocean breezes are warm, and the calendar fills with events and traditions that visitors and locals look forward to all year. And summer 2026 has some big event schedule changes.

 

From epic film festivals and iconic Fourth of July celebrations to beloved book festivals and community gatherings, summer on Martha’s Vineyard is packed with experiences that capture the spirit of the island. We've pulled it all together in a post we're calling Martha’s Vineyard Summer 2026 Save The Date: Festivals, Events And Fun

 

Whether you’re planning your annual visit or dreaming about your first trip, Martha’s Vineyard is where you want to be all summer long.

Photo By Michael Blanchard

Martha’s Vineyard Summer 2026 Save The Date: Festivals, Events And Fun - Welcome Summer In June

June on Martha’s Vineyard is when the Island truly begins to come alive. What was once considered a quieter month before the peak summer rush is now teeming with special events and celebrations that kick off the season in style.

 

Longtime favorites like Best of the Vineyard, the Strawberry Festival, and Taste of the Vineyard return each year, bringing together visitors and locals to celebrate the Island’s food, community, and traditions. In recent years, the calendar has grown even more vibrant with Juneteenth celebrations, Pride events, and a variety of cultural gatherings that reflect the rich diversity and spirit of the Vineyard.

 

⊛ Best of the Vineyard, June 10

⊛ Taste of the Vineyard (The Taste) , June 11

⊛ Patrons Dinner, June 13

⊛ Pride Weekend, 6/12 - 6/14

⊛ Blooming Bids, 6/20

⊛ Juneteenth Jubilee Festival, 6/20 - 6/22

⊛ Father's Day, 6/21

⊛ FILMusic Festival at the MV Film Society, 6/25 - 6/28

⊛ Oak Bluffs Harbor Festival, 6/26

⊛ Songwriters for Island Elderly Housing, 6/27

⊛ Evening of Discovery, Martha's Vineyard Museum, 6/27

⊛ Chappy Point to Point, 7/28

⊛ Morning Glory Farm Strawberry Festival, TBD

⊛ Animal Shelter Garden Party, TBD

Martha’s Vineyard Summer 2026 Save The Date: Festivals, Events And Fun - Summer Is In Full Swing July  

July on Martha’s Vineyard is a dreamy summer month. With Edgartown’s iconic Fourth of July parade and fireworks, the Island is officially in full summer mode. The days are warmer, the harbors are full of boats, beaches are full of sun kissed bodies, and restaurants are packed with people enjoying long summer evenings.

 

This month is filled with some of the season’s most anticipated events, including the Featherstone Gala, the Vineyard Cup Regatta, and the lobster-filled Annual Seafood Buffet. Farm dinners like Meals in the Meadow bring people together to enjoy local food under the open sky. There are so many events to enjoy in July.

Photo By Michael Blanchard

⊛ Fourth of July - Edgartown Parade & Fireworks, 7/4

⊛ Run the Chop Challenge. 7/4

⊛ Tisbury Street Fair 7/8

⊛ Sail Martha's Vineyard Seafood Buffett & Auction, 7/9

⊛ Vineyard Cup, 7/10 - 7/12 

⊛ Generations Picnic, 7/10

⊛ Meals in the Meadow, 7/11

⊛ Martha's Vineyard Camp Meeting Association Flea Market, 7/11

⊛ Island Elderly Housing Benefit Concert, 7/11

⊛ Fluke for Luke Fishing Tournament, 7/11 - 7/12

⊛ Portuguese Feast of the Holy Ghost, 7/18 - 7/19

⊛ Featherstone Annual Gala, 7/18

⊛ Martha's Vineyard Open (tennis) - 7/25 - 7/27

⊛ HBCU Legacy Week, 7/26 - 8/1

⊛ MV Documentary Week, 7/27 - 7/31

 

Martha’s Vineyard Summer 2026 Save The Date: Festivals, Events And Fun - August Is The Big Event Month

 

August on Martha’s Vineyard is the BIG event month. The Island is bursting with energy, and the calendar is packed with some of the most anticipated celebrations of the entire year. Two of the biggest August events -- the Ag Fair and the African American Film Festival -- have both moved to the second week of August. Talk about a crazy busy week!

 

Beloved traditions like Illumination Night light up Oak Bluffs, while the Martha’s Vineyard Agricultural Fair returns in its new week due to a change in the rides vendor. The Oak Bluffs Fireworks are always a highlight of the season, drawing crowds to downtown.

 

August also brings major cultural events like the Martha’s Vineyard African American Film Festival (occuring in its new week), along with comedy festivals, book festivals, dance performances, live music, and countless events happening all across the island.

⊛ Martha's Vineyard Camp Meeting Association Craft & Artisan Fair, 8/1

⊛ 15th Annual Martha's Vineyard Comedy Festival, 8/3 -8/21

⊛ Martha's Vineyard African American Film Festival, 8/7 - 8/15 (NEW WEEK)

⊛ Summer Soiree (Hospice of MV), 8/3

⊛ Possible Dreams Auction, 8/8

⊛ Built on Stilts, 8/6 - 8/9 & 8/14 - 8/17

⊛ Chilmark Road Race, 8/8

⊛ Featherstone Anonymous Art, 8/9

⊛ Black Fashion Weekend, 8/12 - 8/15

⊛ MV Ag Fair, 8/13 - 8/16 (NEW WEEK)

⊛ The 5k for Camp Jabberwocky 

⊛ Black Book Festival, 8/15

⊛ Islanders Write, 8/16 - 8-17

⊛ Grand Illumination Night, 8/19

⊛ Oak Bluffs Fireworks, 8/21

⊛ Martha's Vineyard Jazz Experience, 8/22

⊛ Vineyard Artisans Labor Day Show, 8/28 - 8/30

⊛ Misty Meadows Summer Benefit, TBD

⊛ Dance Theater of Harlem, TBD

Photo By Michael Blanchard

Martha’s Vineyard Summer 2026 Save The Date: Festivals, Events And Fun - Endless Summer Continues With September

September brings a change in the rhythm of the Island. It’s still summer on Martha’s Vineyard, with warm days, beautiful ocean breezes, and long golden evenings, but everything feels a little quieter and a little softer.

 

The busy energy of peak season begins to settle, and while the calendar is lighter, there are still wonderful events and gatherings happening throughout the month. Beaches are less crowded, restaurants are easier to get into, and the Island returns to a more relaxed pace.

 

⊛ Labor Day, 9/7

⊛ Martha's Vineyard International Film Festival 9/8 - 9/13

⊛ Potters Bowl, 9/13

⊛ Martha's Vineyard Striped Bass & Bluefish Derby, 9/13 - 10/17

⊛ Hospice of MV Memorial Golf Classic, 9/20

⊛ Tivoli Day, 9/19 

⊛ Vineyard Charity Golf Classic, 9/28

⊛ Bass in the Grass, TBD

Photo By Lana Schaefer 

Thanks for reading our On Point MV blog about Summer events. We hope this helps you plan your best Summer on the Island yet! Check back as events may be added as dates become available. 

 

Have something special to share or a topic you’d love for us to cover? We’d love to hear from you. Email us at guinevere@pointbrealty.com. And don’t forget to follow Point B on Facebook, Instagram, and LinkedIn to stay connected and keep up with everything happening on Martha’s Vineyard all year.