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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.

  • Edgartown Regatta

    When: Jun 23 to Jun 25, 2022.

    Edgartown Race Weekend is one of the nation’s oldest distance races, occurring every summer on and offshore the island of Martha’s Vineyard. A staple on the East Coast racing calendar, the highly-competitive and exceptionally fun race weekend includes both buoy racing and ‘Round-the-Island segments and attracts boats and teams of all sizes and calibers from around the U.S. and internationally.

  • Built on Stilts Dance Festival

    When: Aug 11 to Aug 11, 2022.

    Built on Stilts is centered on the equity inherent within the human body, around equal opportunities for every body on our stages and in our audiences. The festival is here for all voices, styles, sizes, ages, and beautiful shades of every dancing body. 

  • Grand Illumination

    When: Aug 17, 2022.

    Grand Illumination

    One very special highlight of the summer season on the Oak Bluffs Campground is Grand Illumination. The famous gingerbread cottages are adorned with colorful Chinese and Japanese lanterns, and both a Community Sing and a band concert are held in the Tabernacle.   Grand Illumination started in Oak Bluffs over a century ago and was initially intended as a way of marking the visit of the Governor of Massachusetts.

  • Annual Agricultural Society Fair

    When: Aug 18 to Aug 21, 2022.

    The Martha's Vineyard Agricultural Society was established in 1859. It promotes the pursuit of agriculture, horticulture, land conservation, youth activities, mechanic and domestic arts and encourages the raising and improving of plant and animal stock and the sale of island-grown produce and flowers at local farmers' markets.

    The Society, which has over 1000 year-round and seasonal members, is perhaps best known for its annual Agricultural Fair, which attracts thousands of islanders and visitors each summer.

  • Martha's Vineyard Oyster Festival

    When: Oct 1 to Oct 2, 2022. Location: MV Museum

    The Martha’s Vineyard Oyster Fest (MVOF) is a mission-based festival that aims to drive long-term local, regional, and national awareness of Martha's Vineyard and Massachusetts-farmed oyster and native fish profiles. The festival gathers oyster farmers, the who’s who in the beverage industry, the area’s best chefs, and a fantastic cadre of special guests, to celebrate the bounty from the sea.

    This cultural event marries food, wine, education, and music. Enjoy live chef demonstrations with native seafood, taste fresh shellfish from local oyster farms and dine on artisanl meals from food trucks along with beer and wine tastings.

    A portion of the MVOF proceeds will go to the Martha’s Vineyard Shell Recovery Partnership. This MVSG program reduces and recycles shell waste on the Island, provides a local source of shell for shellfish restoration, and improves shellfish production, which in turn improves local water quality. 

  • Christmas in Edgartown

    When: Dec 8 to Dec 11, 2022. Location: Martha's Vineyard

    Christmas in Edgartown

    Christmas in Edgartown is a weekend festival you don’t want to miss! Every year through the various events, Christmas In Edgartown helps raise over $50,000 for island-wide charities and non-profits. Come be apart of the holiday magic!

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 Wine & Food Festival

    When: May 18 to May 22, 2022. 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. NWF will be a fully vaccinated event. Proof of Vaccination is necessary to enter any and all NWF venues. 

  • Sam Sylvia Pro-Am Golf Tournament

    When: Jun 5 to Jun 6, 2022. Location: Nantucket

    Participants select their own threesomes, and play with a professional from the New England PGA. This special event kicks off with a cocktail party, on course golf games and auction on Sunday evening. The tournament will be played Monday 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 16 to Jun 19, 2022.

    The Nantucket Book Festival is a multi-day cultural event celebrating the rich literary resources of Nantucket’s past, present and future. The Festival seeks to create and renew enthusiasm for books, connect authors and readers, encourage a love of reading and writing among young people, raise funds for literary causes, and promote Nantucket Island as an oasis and haven for the literary arts.

  • Nantucket Film Festival

    When: Jun 22 to Jun 26, 2022. Location: Nantucket

    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.

  • Fourth of July Celebration

    When: Jul 4, 2022. Location: Nantucket

    Jetties beach is the best place in Nantucket to view fireworks and celebrate the Independence Day. Each year, families and friends set up on the beach at Jetties beach and marvel at the spectacular fireworks show, over the harbor. The amazing firework display is very popular and draws quite a crowd. Leading up to the fireworks at night, there are many activities to take part in throughout the day. A fun, annual event is the 4th of July parade through Main St. This family oriented event is highlighted by a water fight featuring local fire trucks, supplying lots of water.

  • Nantucket Garden Festival

    When: Jul 12 to Jul 14, 2022. Location: Nantucket

    The Annual Nantucket Garden Festival highlights the unique and beautiful garden ecosystems on Nantucket and focuses on the importance of sustainability, conservation and gardening ethics for the long-term health of the island. The festival celebrates gardening through creative workshops, exquisite garden tours, children’s workshops, family activities and evening events. 

  • Nantucket Comedy Festival

    When: Jul 14 to Jul 16, 2022. Location: Nantucket

    Founded in 2007, the Nantucket Comedy Festival is an annual summer event that brings top comedic talent to Nantucket Island as the major fundraiser for Stand Up & Learn, an island-based, year-round comedy education program serving Nantucket's children. The Nantucket Comedy Festival envisions Nantucket as a community connected by laughter.

  • Nantucket Triathlon

    When: Jul 16, 2022. Location: Nantucket

    Nantucket Triathlon

    The Steamship Authority is proud to be the official transportation sponsor of this USAT sanctioned event. Register to compete or cheer on your favorite athlete as they  swim in the waters of Nantucket Sound, and then bike and run on the beautiful island of Nantucket. Part of all proceeds benefit The Town of Nantucket Scholarship Fund.


  • Boston Pops on Nantucket

    When: Aug 13, 2022. Location: Nantucket

    Come and enjoy the annual Boston Pops on Nantucket concert to benefit Nantucket Cottage Hospital with outstanding music and fireworks in a gorgeous setting on Jetties Beach.

  • Annual Tim Russert Summer Groove Concert

    When: Aug 20, 2022. Location: Nantucket
  • Opera House Cup Regatta

    When: Aug 21, 2022. Location: Nantucket

    The Opera House Cup Regatta is a cherished tradition, held on the third Sunday of August on Nantucket. The Opera House Cup Regatta was the first all-wooden, single-hulled classic boat regatta on the East Coast, and it attracts some of the finest sailboats in the country.   

  • Cranberry Harvest Festival

    When: Oct 8, 2022. Location: Nantucket

    Do you love cranberries? Then you'll love the Milestone Cranberry Bog and the Nantucket Conservation Foundation's Annual Cranberry Festival. Come out to the festival grounds and watch the berries being harvested, learn about the history of cranberry farming on Nantucket, participate in the family activities or just kick back and enjoy the music and the spectacular autumn scenery of one of the most unique and beautiful places on our Island.  Don't forget to bring home a pound, or two, of Nantucket Cranberries for the Holidays!

    Cranberry Bog

  • Annual Tree Lighting & Community Caroling

    When: Nov 27, 2022. Location: Nantucket

    Nantucket Carolers

    Everyone gathers at the top of Main Street on Nantucket to watch over 100 Christmas trees come alive with color and light. Caroling follows, filling the air with sounds of an old fashioned Christmas. School children, youth groups and non-profit organizations join with island businesses to decorate the trees in time for Christmas Stroll the following weekend.

  • Nantucket Christmas Stroll

    When: Dec 2 to Dec 4, 2022. Location: Nantucket Main Street

    NT Stroll

    Nantucket's Christmas Stroll Weekend is enchanting and magical--a glittering Advent calendar come to life--transforming the island into an awe-inspiring panorama of sight and sound.  Santa arrives via his nautical sleigh--with the help of the Coast Guard--and parades up Main Street to the Jared Coffin House, where he meets with children young and old to determine whether they've been naughty or nice. At the top of Main Street, the Magical Talking Tree mystifies children of all ages, and a Christmas Marketplace showcases the talents of local businesses--from foods and crafts to handmade wares and informational tables. Activities abound throughout Town, and there's even a Scavenger Hunt!  There's no time machine needed to transport yourself back to Christmases past in this Charles Dickens' backdrop come to life.  We invite you to celebrate with us