Nantucket Events

Don’t let the small size of this island fool you – Nantucket is packed with events, festivals, and activities that will surely keep you busy throughout the seasons.

Playing host to some exciting and creative festivals, Nantucket is proud to showcase each season’s favorite pastimes, starting with the Daffodil Festival in the spring and ending with Christmas Stroll in December, with everything from film, comedy, music and more presented in-between. No matter what time of year you’re on-island, there’s bound to be an event for you to experience while you stay at one of our luxury rentals.


Daffodil Festival:

April 26-April 28, 2019

“The last weekend of April, the Nantucket Island Chamber of Commerce holds their annual Daffodil Festival – a weekend of events to celebrate springtime awakening on Nantucket Island. The first occasion, a very simple affair in the 1970s, included an antique car parade in which islanders showed off their classic cars, followed by a community tailgate picnic in ‘Sconset.”


Nantucket Wine Festival:

May 15-19, 2019

“An Island tradition since 1996, The Nantucket Wine Festival is known as one of the nation’s most celebrated wine and food events. Whether participating as a luminary, sponsor, volunteer, or attendee, people from across the globe flock to the island of Nantucket every spring to be part of this exquisite annual event. The festival engages the island community and embraces the unique island style.”


Figawi Race:

May 24-27, 2019 

Serious fun, camaraderie, and sailing – that’s what Figawi Race Weekend is all about. To give a proper start to the summer, more than 200 boats & over a thousand sailors will convene for the Northeast’s first major regatta.


Nantucket Book Festival:

June 14-16, 2019

Highlighting Nantucket’s literary community, the Nantucket Book Festival is a great opportunity not only to meet with favorite authors, but also to discover new ones.


Nantucket Film Festival:

June 19-24, 2019

“The Nantucket Film Festival was founded by brother and sister team Jill and Jonathan Burkhart in 1996. The Burkhart’s lived on the island year round, and with their love of movies and the community, they knew it was the perfect place to begin a film festival. These days, NFF has become one of the premiere destination film festivals in the world.”


4th of July Weekend:

No destination feels more patriotic than Main Street, Nantucket on the 4th of July. Don your red, white & blue and join us for the annual water fight, pie and watermelon eating contests during the day, and unbeatable fireworks presentation at night.


Nantucket Yoga Festival:

July 12-14, 2019

The Nantucket Yoga Festival brings together the very best world class yoga instructors, wellness experts and healthy living guides for one inspiring weekend!


Nantucket Comedy Festival:

July 10-13, 2019

“The Nantucket Comedy Festival, under the direction of comedian Kevin Flynn, was developed to bring top comedic performances to Nantucket in support of the local youth community.”


Nantucket Triathlon:

July 20, 2019

This event has continued to grow over the last seven years and has developed into a Nantucket tradition.


Boston Pops on Nantucket:

August 10, 2019

The gorgeous sunset, a celebrity host, and America’s Orchestra: the Boston Pops are what make this August Nantucket tradition one of the best. All proceeds from the event go to the Nantucket Cottage Hospital.


Nantucket Race Week:

August 10-18, 2019

“Nantucket Race Week is nine days of regattas, awards ceremonies, and parties hosted by Nantucket Yacht Club and Great Harbor Yacht Club to benefit Nantucket Community Sailing. Nantucket Race Week is a Clean Regatta as certified by Sailors for the Sea.”


Opera House Cup Regatta:

August 18, 2019

The Opera House Cup Regatta was the first all-wooden, single-hulled classic boat regatta on the East Coast, and attracts some of the finest sailboats in the country. In 2015, the Opera House Cup is excited to welcome back Panerai as the title sponsor. Panerai is a luxury Italian timepiece manufacturer.


The Nantucket Project:

September 19-22, 2019

A select group of eminent and accomplished visionaries, thinkers, innovators and performers gather at one of the most storied places in the United States.


Scalloping Season:

Opens October 1, 2019

The recreational scalloping season opens every year on October 1st, and continues a longstanding, community unifying tradition of collecting these natural delicacies. Nantucket’s protected harbor creates the perfect environment for shellfish propagation, and is an idyllic scene for families and friends to wade, shuffle and scoop their way to bushels of sweet bay scallops. Speak with our concierge for detailed information on licenses, gear and equipment.


Cranberry Harvest Festival:

October 12, 2019

Although cranberries have been grown on Nantucket since 1857, the Nantucket Conservation Foundation owns and operates the last two remaining commercial cranberry bogs on the island. Enjoy a beautiful autumn day at the festival grounds learning about the island’s farming history, sampling the delicious fare and enjoying the live music entertainment.


Nantucket Christmas Stroll Weekend:

December 6- 8, 2019

Originating in 1973 as an effort to boost the island’s holiday purse, local merchants kept shops open late the first Friday in December, inviting locals to holiday shop on-island. That initial Stroll, christened by merchants as a “Christmas Shoppers Stroll” a mere three hours in duration, was proclaimed a huge success. Shoppers were entertained with wine, hot chocolate, tea, mulled cider, fruitcake, and holiday cookies while they perused crafts, books, clothes and wares, and other holiday gift items. In subsequent years, the event grew exponentially, drawing larger crowds until it became a nationally- and, ultimately, internationally-renowned holiday event.

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