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18 Ways to Celebrate Fall in Nantucket


2020 Resources

Gaelan Truyman
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We reorganized our top 18 activities by those that you can still take advantage of in 2021 while social distancing. Some other annual events are either canceled, downsized or still to be determined.

With Nantucket being so seasonal, many people think the island shuts down after August, but au contraire! The island’s outdoor activities continue week after week and we typically enjoy fantastic weather in September and early October. Most restaurants and shops stay open until Columbus Day, with many staying open much longer. The beaches remain fabulous as the water and weather temperature stay warm but the crowds thin.

Accommodations are much easier to come by and if you’re considering a last-minute trip, call us today to find out which of our properties are available this fall in Nantucket.

Here are Fisher Real Estate’s top 18 fall activities to look forward on Nantucket, this year and beyond!


Danno Lynch loves to golf in the fall. He says, “the light in the fall really makes for an extremely aesthetic golfing experience. The golf courses on island really pop and add incredible shadows.” Visit the public (and exceptional!) Miacomet Golf Club which is open year-round. They only close for inclement weather like frost or snow. Call them at 508-325-0333. Finally, Siasconset Golf Club, also known as “Skinner’s,” will stay open through Columbus Day and weather permitting may stay open until the end of the month. Call Skinner’s at 508-257-6596 for current hours (tee times are first come, first serve).


It’s no secret we LOVE to fish and we look forward to these tournaments all year. For an up to date fishing report, read the Bill Fisher Fishing Report which is updated regularly in-season.

Watch the Cranberry Harvest

The main event is canceled at the Milestone Cranberry Bog, but the Nantucket Conservation Foundation is still committed to continue their education and outreach around the cranberry harvest. As we get closer to harvest, they will set up daily, small group walking tours of the cranberry bog that are open to the public. Follow them on Instagram @ackconservation for more details.

Whaling Museum & Historic Sites

The Whaling Museum is open Monday-Saturday (closed Sundays) from 8am-6pm. While their historic sites are officially closed in 2021, you can still explore the properties. These Nantucket Historical Association properties include Oldest House, Old Mill, Old Gaol, Greater Light, Fire Hose Cart House.


Sankaty Lighthouse and Great Point Lighthouse are incredibly beautiful in the fall, both the final destinations and the journey to get there. With golden foliage and light, it may be the best time to visit our historic beacons. Brant Point, of course, is beautiful year-round. Most importantly, don’t forget your camera!


The scalloping season on Nantucket is around November 1st, 2021 to March 31st, 2022 (TBD). Recreational scallopers can collect scallops Wednesday through Sunday. Get your permit at the Harbormaster’s office at 34 Washington Street. Ready to get your feet wet? Read our informative blog post on the Fall Scalloping Season in Nantucket. Fisher Tip: Nantucket Bay scallops come in all sizes but keep in mind that in order to keep the scallops you “catch” they must have a well-defined raised annual growth line on the shell.


Popular restaurants that may have been a challenge to get into this summer are now easier to enjoy. We will have to wait and see if we will be treated to Fall Restaurant Week. Most restaurants that participate in Restaurant Week on Nantucket offer a three-course prix fixe menu, but some offer options from their entire menu.


If you have had your eye on something in one of Nantucket’s stores this summer, the fall is a great time to go shopping. Take advantage of deep discounts everywhere from the t-shirt and souvenir shops to designer boutiques. Fisher Tip: Murray’s Warehouse Outlet can be found at 7 New Street. Everything is at least 50% off the marked price and at certain times in the fall, summer items are 75% off.

Cisco Brewers 

fall in nantucket cisco brewery

The summer crowd may clear out but the food trucks and charming bartenders remain all fall. We especially love fall at the Brewery when the attire changes from board shorts to flannels and the drink specials change from frozen sangria to hot Cisco Cider and Pumple Drumkin. ACKtobeerfest is a fun Columbus Day weekend event held at Cisco Brewers. Read Marleah’s blog about Cisco Brewery for more details on one of our favorite island destinations!


Local surfers like Sales & Rental Agent Danno Lynch love surfing in the fall. He says, “it’s great because the water is still warm, the crowds have thinned out and the hurricane season brings in large, clean waves. It’s pretty easy to find empty peaks and firing waves all to yourself!”

Sunsets During Fall in Nantucket

The sunsets that fall bring are second to none. But where to watch? It’s no question that Madaket is one of our favorite Nantucket neighborhoods for many of us at Fisher Real Estate.

Pumpkin Carving  

Because one of the best activities to do during fall in Nantucket is pumpkin carving, head over to Bartlett’s Farm! They can also provide you with the carving and painting tools, just purchase a pumpkin from the garden center. While you’re at it, you can pick up some decorative pumpkins for your doorstep!


There is nothing better than enjoying a bike ride around the island on a crisp fall day. Without the summer heat, it is much easier to take a leisurely ride out to ’Sconset, Madaket or Surfside on one of the island’s accessible bike paths. Find bicycle rentals on Broad Street, North Beach Street, Surfside Road and Old South Road.


The Fisher Real Estate team treasures the fall season on the island and believes it is one of the most wonderful times of year to visit Nantucket.  We hope to see you this season!

Link to Ferry Schedules and Late Fall Ferry Schedules



Halloween on Main Street 

Following up on the heels of the Daffodil parade in the spring and July 4th festivities, the Nantucket Halloween parade on Main Street is a beloved tradition. The Inquirer & Mirror has not made an official announcement of what Halloween will look like this year, so stay tuned. Islanders normally congregate for the parade that starts at 4:30pm on October 31st. For next year, arrive to town early for easy parking and see all your friends trick-or-treating at the shops on Main Street- if you can recognize them! Prizes go out to the best dressed at the top of Main Street at 5:00pm.

The Nantucket Island Fair

“The spirit of the Island Fair continues with Fall Fun Day on Saturday, October 2, 2021. The Island Fair couldn’t be held in Tom Nevers this year, so instead island organizations will provide a selection in town of the activities traditionally found there. “Gertrude’s Farm Stand” will showcase locally home-grown vegetables, fruits, and preserved foods, and a scavenger hunt list will be available at the stand. The Nantucket Historical Association will offer free pumpkin decorating in the side yard of the Whaling Museum and there will be souvenir bags of cornmeal ground at The Old Mill available for sale. Nantucket Island Safe Harbor for Animals and the Artists Association of Nantucket will be holding events as well, and the American Legion will be selling lunch at their hall at 21 Washington Street.” Daybreak Nantucket

Nantucket Half Marathon 

The Nantucket Half Marathon looks forward to putting up the finish line again on Columbus Day Weekend, Sunday, October 10th, 2021. This run is one of the most scenic half marathon courses on the East Coast! The route travels through wooded dirt roads, some with short sandy sections, tree-lined bike paths and lightly traveled streets with beautiful ocean views. Visit their website here.

Nantucket Fall Arts Festival 

In 2021, we can look forward to celebrating the arts and culture on Nantucket with this week-long festival. The home base this year will be in the Methodist Church at 2 Center Street. Many of the island’s arts and cultural groups have scheduled special programs during the festival. The Nantucket Arts Festival Fisher Tip: We especially love the Shorts Festival at The Nantucket Dreamland and shows two hours of video films made by local amateur and professional filmmakers.

NantucketGrown Food Festival

Let’s celebrate Nantucket’s local food in 2021 with an “exciting series of events, hosted by Sustainable Nantucket in collaboration with our farmers, chefs, fishermen, brewers, beekeepers and artisanal food producers.” Seems like an incredible event to us! Learn more about future events here.


Written By

Gaelan Truyman

Gaelan is originally from Newton, MA and a graduate of UMass Amherst with a degree in Art History.