Event Calendar

Martha’s Vineyard Event Calendar

The captivating Island of Martha’s Vineyard occupies a special place in the hearts and souls of both its year-round population and diverse visitor base. Whether you’re seeking the quiet and solitude of nature, looking for a festive cultural experience, or both, Martha’s Vineyard offers it all.

The Island’s year-long calendar of events entices visitors to come back again and again—for a day trip or an extended stay. And remember, it's easy and convenient to book your Steamship Authority reservations online.

  • Spectrum LGBTQIA Film Festival

    When: Apr 25 to Apr 28, 2019. Location: Vineyard Haven

    Spectrum is a four-day film festival that presents a world perspective on LGBTQ+ stories, people, and issues through a variety of films and includes guest speakers, discussions,  and a special event for LGBTQ+ youth.

  • Island Alpaca Farm's Annual Shearing Day Celebration

    When: Apr 27, 2019. Location: Oak Bluffs


    Meet Over 50 Alpaca and watch the alpaca getting their hair cut to experience the fleece to fiber transition first-hand! Bring the family for this educational event to witness the process, and see the locally produced garments that are made from the fiber of these wonderful animals that graze in our pastures! Refreshments, From 10 am to 4 pm, 1 Head of the Pond Road, Oak Bluffs.

  • First Friday

    When: May 3 to May 4, 2019. Location: Vineyard Haven

    First Friday is a monthly block party event celebrating the arts on Marthas Vineyard that includes music, art and food for all ages.

  • Ride the Vineyard MS Cycling Race

    When: May 4, 2019. Location: Martha's Vineyard

    Support your loved ones suffering from MS by donating or pledging to ride to help the fight against MS.

  • Pink and Green Weekend

    When: May 10 to May 11, 2019. Location: Edgartown

    Pink and Green Weekend

    A weekend celebration of Spring and Mother's Day in Edgartown.

  • Vineyard Artisans Spring Festival

    When: May 25 to May 26, 2019.

    When you visit the Vineyard Artisans Festival you are in for a unique experience which is not duplicated anywhere else on Martha's Vineyard. This art group is exclusively made up of artisans who live and work on the island. All the art is hand-made by the artists. The artists represent their own work, explaining in detail the manner in which each piece of art was made and why.

  • Memorial Day Road Race

    When: May 26, 2019. Location: Oak Bluffs

    Beautiful USATF certified 5K course around Oak Bluffs harbor and East Chop Lighthouse. Timed 1-mile kids' fun run. Online registration $25, in-person registration $30, open Saturday, 3-5 PM and day of race from 8-9:30 AM. All proceeds to benefit Hospice of Martha's Vineyard.

Nantucket Event Calendar

Fondly nicknamed the “Grey Lady”, Nantucket is an enticing mecca of charm and distinction. From the cobblestone streets and sea captains’ mansions of Nantucket town, to the rose-covered cottages of Sconset, to the panoramic wind-swept moors, pristine beaches and ocean vistas, you will find Nantucket to be the perfect antidote to the hectic demands of modern life.

Once the whaling capital of the New World, today the Island attracts visitors year-round with its natural tranquility, delightful traditions, fine dining, and premier cultural events. Remember, it's easy and convenient to book your Steamship Authority reservations online.

  • Nantucket Daffodil Festival

    When: Apr 26 to Apr 28, 2019. Location: Nantucket

    Daffy Puppy

    A Three Million Daffodil Celebration: April’s gentle sea breezes and warming sunshine coax new growth from the island’s sandy soil, adorning roadsides and gardens with an astonishing variety of daffodils. Come wear your daffy hat, watch the car parade, have a tailgate picnic and welcome spring.

  • Nantucket Wine & Food Festival

    When: May 15 to May 19, 2019. Location: Nantucket

    Nantucket Wine Festival Grand Tasting

    The Nantucket Wine Festival has blossomed into one of the nation's most celebrated wine and food events. Over 30 tastemakers have come together to celebrate their specialties from exquisite wines to delectable hors d’oeuvres. Come sip, savor and experience a spectacular food and wine event on Nantucket.

  • Figawi Race Weekend

    When: May 25 to May 27, 2019. Location: Nantucket

    Figawi Race











    The Annual Figawi Race Weekend is recognized as a top sailing event not only on the East Coast but is known nationally as well as internationally. Figawi Race Weekend kicks off the Cape Cod and Nantucket summer season. Entries include sailors from several states 240+ boats (including 30 power boats.) Over 3,000 sailors and visitors, as well as locals, attend this event.

  • Nantucket Spring Restaurant Week

    When: Jun 3 to Jun 9, 2019. Location: Nantucket

    Come and experience exceptional food, wine and Nantucket's hospitality at many of the island's acclaimed restaurants. This Spring participating Nantucket restaurants will be offering three course dinners priced from $25 to $45.  It is the perfect opportunity to taste something new or to dine with an old favorite. Visit the following page for a list of participating restaurants and links to their websites.

  • Sam Sylvia Pro-Am Golf Tournament

    When: Jun 9 to Jun 10, 2019.

    In addition to a blind draw that will create amateur teams, participants will be allowed to form their own three-man teams, and play with a professional from the NEPGA. 

    This special weekend event will kick off with our pairings cocktail party, where both a live and silent auction will take place. The golf tournament will be held Sunday morning at Sankaty Head Golf Club, followed by an awards luncheon.

    All proceeds benefit the Nantucket Boys and Girls Club. If you are interested in playing in this year's tournament or sponsoring the tournament, please call 508.228.0158.

  • Nantucket Book Festival

    When: Jun 14 to Jun 16, 2019.
  • Nantucket Film Festival

    When: Jun 19 to Jun 24, 2019.

    One of the premiere destination film festivals in the world, visitors come from all over to experience our preview screenings, signature programs, and stand out hospitality on a magical island rich with history, a friendly atmosphere, and beautiful sandy beaches.