Nantucket Events Calendar
Sunday, October 11, 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
Nantucket Half Marathon
8:00 AM
Bartlett’s Farm 33 Bartlett Farm Road
The Nantucket Half Marathon is one of the most scenic half marathon courses on the East Coast! Runners' World recognized the Nantucket Half Marathon as one of the nation's top… Read more
Smooth Hummocks with Nantucket Walkabout
8:00 AM - 10:00 AM
Graded relatively flat by glacial meltwater running out over the coastal plain to the ocean 75 miles away when the landmass that would become Nantucket was nothing more than a… Read more
NCF – Wellness Series – Yin Yoga
9:00 AM - 10:00 AM
The newest type of practice in our Wellness Series, Yin Yoga uses slower pacing and longer holds in poses to increase circulation and joint flexibility. A good stretching style yoga… 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
Nantucket by Water Whaling History Tour
10:00 AM - 11:00 AM
Nantucket by Water Straight Wharf, Slip #1011
Learn what life was like in the late 1800’s during the Whaling Era, and see some remaining historic landmarks. Call 508-228-7037 or book online nantucketbywater.com
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 The Slips at Cisco Brewers
12:00 PM - 3:00 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.
Gardner Farm with Nantucket Walkabout
2:00 PM
Formerly a vegetable farm along the east of side of Hummock Pond, the Land Bank’s Gardner Farm property runs along Hummock Pond, a glacial meltwater river bed that once ran… Read more
Live Music by Dusty 45’s at Cisco Brewers
3:00 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.
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.
Smith’s Point Sunset with Nantucket Walkabout
4:20 PM
Catch an amazing sunset at the westernmost extremity of Nantucket in sight of Tuckernuck Island with Nantucket Walkabout Guide Peter Brace. Walk back on the beach under the rising moon… Read more
Wet Paint Weekend – Silent and Live Art Auction
5:00 PM
Nantucket Yacht Club 1 South Beach Street
We are thrilled to announce Illya Kagan as Wet Paint 2026’s honoree artist. Proceeds from Wet Paint support arts education programs, galleries, year-round public programs and our local artists. Friday, October 9th,… 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
Wet Paint Weekend – A Dinner with Illya Kagan
6:30 PM
Nantucket Yacht Club 1 South Beach Street
We are thrilled to announce Illya Kagan as Wet Paint 2026’s honoree artist. Proceeds from Wet Paint support arts education programs, galleries, year-round public programs and our local artists. Friday, October 9th,… Read more