1. CARA CARA POP-UP

AUGUST 30-SEPTEMBER 2, 10:00 AM-6:00 PM

Federal Suite at the Faraway Hotel

Get ready to peruse an array of colorfully patterned pieces during the Cara Cara Labor Day weekend pop-up. Shop a wide range of the brand’s joyful and versatile collection, featuring chic resort wear, breezy beach dresses, trendy accessories and more. Plus, don’t miss the Nantucket-exclusive top. caracaranyc.com, farawayhotels.com

2. NANTUCKET CLIMATE CHANGE SUMMIT

SEPTEMBER 6, 4:30-7:00 PM

Great Harbor Yacht Club

Gather for the very first Nantucket Climate Change Summit this month with the Linda Loring Nature Foundation and the Nantucket Conservation Foundation. Free and open to the public, the event will give an update on the current state of the island’s climate change knowledge, as well as highlight current projects and steps that need to be taken to enhance Nantucket’s future. To connect further, join the social hour after the Summit. llnf.org/events/nantucketclimatechangesummit

3. JAMES GALLAGHER

SEPTEMBER 14-OCTOBER 7

Bennett Hall

Get a glimpse into the life of actor and ladies’ man James Gallagher in the world premiere of Academy Award-nominated screenwriter Valerie Curtin’s original play. Audiences are in for a captivating evening with this production that stars Emmy-winning actor John Shea. theatrenantucket.org/shows/james-gallagher/

4. CROSS-ISLAND HIKE

SEPTEMBER 23, 8:00 AM

Embark on an extraordinary adventure that will take you through the wonders of our beautiful island during the Nantucket Land Bank’s fourth annual Cross-Island Hike. Starting at Sesachacha Pond, the 21.6-mile excursion ends at Settler’s Landing at Madaket Harbor. nantucketlandbank.org/news/cross-island-hike/

5. tnpONE

OCTOBER 5-8

White Elephant Hotel

Prepare to ignite your imagination, inspire new perspectives and empower your drive for positive change in our world. The Nantucket Project’s annual gathering, in collaboration with the Edward M. Kennedy Institute for the United States Senate, will take you on a transformative journey as it challenges conventional thinking, embraces new ideas and creates connections that inspire action through noteworthy presentations, panels and more. nantucketproject.com

6. SCALLOPERS BALL

OCTOBER 6, 6:30-10:30 PM

Nantucket Yacht Club

Celebrate the kickoff of scalloping season with the Nantucket Shellfish Association for an evening filled with friends, food and fun. Local fisheries, community members and visitors come together and enjoy seafood, a silent auction, music, dancing and more. This event aims to celebrate the exceptional allure of Nantucket as a place to call home, emphasizing the island’s distinctive marine life and local fisheries. nantucketshellfish.org/events

7. NANTUCKET HARVEST FAIR

OCTOBER 7

Nothing is more beautiful than a traditional New England fall—and Nantucket’s island-inspired celebrations are no exception during the Nantucket Harvest Fair. Located at the grounds of the Old Mill, this family-friendly event offers festive activities, island-grown produce, live music, shows, contests and more. Themed around cranberries, the festival features educational programs about the history of Nantucket cranberry farming, as well as cranberry treats to enjoy throughout it all. eventseeker.com/nantucket/oct-19-2023/417584540-harvest-fair

8. FALL FASHION SHOW

OCTOBER 7, 6:00-8:00 PM

The Dreamland

In celebration of the fifth annual Cobblestones & Cranberries weekend, the Nantucket Island Chamber of Commerce is debuting its very first fall fashion show, featuring looks from Chamber member retailers. During the show, guests will also vote for the Best Fall Fashion Award and enjoy live entertainment. nantucketchamber.org

9. NANTUCKET HALF MARATHON

OCTOBER 8, 8:00 AM

33 Bartlett Farm Road

Lace up your sneakers and join the Nantucket Triathlon Club for the 11th annual Half Marathon. One of the most scenic half-marathon courses on the East Coast, this run will be nothing short of unforgettable. Starting and finishing at Bartlett’s Farm, this route takes you through sandy beach roads with incredible ocean views, bike paths and lightly traveled neighborhood streets. There will also be a 10K and Kid’s Fun Run. runsignup.com/Race/MA/Nantucket/NantucketHalfMarathon

10. RUN FOR ROBIN 5K

NOVEMBER 19

Celebrate the life of Robin Harvey during the ninth annual Run for Robin 5K. Completely focused around Nantucket’s community, the Harvey Foundation Nantucket’s event features a post-run cookout at the Sconset Casino. harveyfoundationnantucket.org