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.

  • MV Striped Bass and Bluefish Derby

    When: Sep 15 to Oct 19, 2019. Location: Martha's Vineyard

    The MV Striped Bass & Bluefish Derby is an iconic Island event that attracts fisherfolk from around the world and will include: special events including a Kayak Challenge, -$500 Super Saturday Dates, and Kids Day on Sunday September 18th.  As always, the Derby’s  Grand Awards Ceremony is a free event and open to all that takes place at 1 pm Sunday October 16th at Farm Neck Golf Club. A must-see family-friendly event.

  • Martha's Vineyard Food & Wine Festival

    When: Oct 23 to Oct 27, 2019.

    The Annual Food & Wine Festival of Martha’s Vineyard in  Edgartown is an event which reflects the Island’s tradition of farming and fishing and during which attendees enjoy locally- sourced  food and culinary talent. Learn about and meet the  farmers, fishermen, oyster producers, and artisans along with guest chefs and vintners from around the world during this 4 day event.

  • Vineyard Artisan Festival - Annual Thanksgiving Day Festival

    When: Nov 29 to Nov 30, 2019. Location: Agricultural Hall - West Tisbury

    This largest holiday art show by Islanders, features many holiday gifts such as one of a kind winter hand-made sweaters, hand-made soaps, Island lavender, and fine crafts including leather and vintage material bags, wood butcher block cutting boards, and so much more. The best part of coming to the Vineyard Artisan Festivals is meeting the artists and listening to how they love there art and enjoy making these beautiful gifts. Great food and live music. A $2.00 parking fee is for the Vineyard Artisans Scholarship Fund, which awards several scholarships to graduating MV High School students for studies in the Arts each year.

  • Christmas in Edgartown

    When: Dec 12 to Dec 15, 2019. 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 Fall Restaurant Week

    When: Sep 30 to Oct 6, 2019.

    Experience exceptional food, wine and Nantucket hospitality in many of the island's acclaimed culinary establishments. Three course dinners offered from $35 - $45 make this a culinary event not to be missed.

  • Cranberry Harvest Festival

    When: Oct 12, 2019. 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

  • NantucketGrown Food Festival

    When: Oct 18 to Oct 20, 2019.

    The annual NantucketGrown Food Festival will feature a unique and exciting series of events hosted by Sustainable Nantucket in collaboration with island farmers, chefs, fishermen, brewers, beekeepers and artisinal food producers.  A showcase of food tastings, demos, culinary lessons, a "wild weed" cocktail party, "Farm Fresh Feast" and more in celebration of the Faraway Island's rich and diverse bounty. 

  • Annual Halloween Parade

    When: Oct 31, 2019. Location: Nantucket

    Join the fun at the Annual Halloween Parade and Costume Pageant! A prize for Best Themed Costume will be awarded at 4:30 pm on the Methodist Church steps. The parade begins at 5 pm, and every child will receive a ribbon and goodie bag.

    Black Cat

  • Festival of Wreaths at the Nantucket Whaling Museum

    When: Nov 27 to Dec 2, 2019.

    This beloved event, a veritable island tradition, marks the Nantucket Historical Association's kick-off to the holiday season, transforming the Whaling Museum into a magical winter wonderland. Stroll through and marvel at the array of exquisite wreaths lovingly crafted by members of the Nantucket community--including local businesses, non-profit organizations, and schools. Materials run the gamut from traditional to unconventional, and each wreath is a true masterpiece. Visitors bid on their favorites in a silent auction to benefit the NHA's year-round outreach efforts.

  • Annual Tree Lighting & Community Caroling

    When: Nov 29, 2019. 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 6 to Dec 8, 2019. 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

  • Festival of Trees at the Nantucket Whaling Museum

    When: Dec 6 to Dec 31, 2019. Location: Nantucket

    “Where the treetops glisten and children listen…” The Whaling Museum is transformed into a festive winter wonderland. This island tradition features around eighty brilliantly decorated trees designed by community members, local merchants, nonprofit organizations, artists, artisans, and schoolchildren.