Nantucket Events Calendar
Monday, October 12, 2026
2026 Cobblestones & Commerce
All Day
Join us October 9–12, 2026, for the eighth annual Cobblestones & Commerce, presented by the Nantucket Island Chamber of Commerce! This reimagined community shopping initiative celebrates the businesses that make Nantucket special while… Read more
Story Walk: If You Find a Leaf
All Day
Nantucket Atheneum 1 India St.
Every year, gusts of wind blow colorful autumn leaves to the ground. Some leaves make a crunch under foot, and others are so beautiful they deserve to be saved. In… Read more
Coskata-Coatue Wildlife Refuge with Nantucket Walkabout
8:00 AM - 10:00 AM
Based on a foundation of gravel, rock and clay, Coskata is the reason Nantucket Harbor exists. All around the wooded area of Coskata, which likely translates in the Algonquian Native… Read more
Fabulous Mansions of the Cliff & Brant Point
8:20 AM
You'll be over the moon after going on a 3-mi., 75-min., non-stop exercise walk with historic commentary past fabulous mansions of The Cliff & Brant Point. Meet at Centre &… Read more
Mahjong Mondays – Fall Series
10:00 AM - 12:00 PM
Nantucket Boys & Girls Club 61 Sparks Avenue
The Nantucket Boys & Girls Club invites you to join us for the Fall Series of Mahjong Mondays, a weekly gathering that combines friendship, community and philanthropy. Join us Mondays from 10:00… Read more
Endeavor Sailing Excursions with Captain Jim
10:00 AM
Endeavor Straight Wharf, Slip #1015
Sailing Trips at 10 am, 1:30 & 3:30 pm, & sunset: learn Nantucket’s maritime history & see waterfront sights. Reservations encouraged. Private charters & per person fares. Slip #1015, Straight… Read more
Barrett’s Tours
11:00 AM
Step back in time on Nantucket’s oldest and most authentic guided tour. Experience the rich history and natural beauty of Nantucket on this 90-minute narrated van or bus tour. Founded… Read more
The Signature Tour: a Traditional Historic Tour of Nantucket
11:15 AM
Nantucket Island Tours 42 Straight Wharf
Ready to discover the hidden beauty of Nantucket? Our Signature Bus Tour is specially designed to bring you to the island’s most beautiful and remote corners without the hassle of driving or… Read more
Nantucket by Water Harbor Tour & Ice Cream Cruise
11:15 AM - 12:15 PM
Nantucket by Water Straight Wharf, Slip #1011
Relax on this narrated tour of the inner harbor while you enjoy ice cream with friends & family. Departs again at 1, 2:25, & 4 pm. Call 508-228-7037 or book online… Read more
Live Music by Levitate Flannel Jam Festival at Cisco Brewers (TICKETED)
12:00 PM - 7:00 PM
Cisco Brewers 5 Bartlett Farm Rd
Live music at Cisco! Head out to the brewery for a pint or two and enjoy live local bands. Tables are first-come, first-served: no reservations.
Stump Swamp/Norwood Farm with Nantucket Walkabout
2:00 PM - 4:00 PM
Two island ecosystems, a shrub swamp wetland and island moors dotted with kettle holes makes for fascinating hike through a section of the island molded by 500 feet of ice… Read more
Nantucket by Water Cocktail Cruise
3:30 PM
Nantucket by Water Straight Wharf, Slip #1011
Escape the summer crowds & enjoy breathtaking views as you cruise around Nantucket Harbor with family & friends. On board music. BYOB. Book at nantucketbywater.com or 508-228-7037.
Head of The Plains Sunset with Nantucket Walkabout
4:45 PM
Come for a walk at dusk with us out on one of Nantucket’s most extraordinary conservation properties to experience a unique island ecosystem painted with vibrant, waning sunlight, maybe catch… Read more
Nantucket by Water Sunset Cruise
5:00 PM
Nantucket by Water Straight Wharf, Slip #1011
Nothing beats a Nantucket Sunset. Grab a favorite beverage & snacks and c’mon aboard for one of the best shows in town! Departure time will vary with sunset. Call 508-228-7037… Read more
Sunset Sail Aboard the Endeavor with Captain Jim
6:00 PM
Endeavor Straight Wharf, Slip #1015
Sailing Trips at 10 am, 1:30 & 3:30 pm, & sunset: learn Nantucket’s maritime history & see waterfront sights. Reservations encouraged. Private charters & per person fares. Slip #1015, Straight… Read more