8 am – 5 pm 7th Annual Fall Fishing Showdown & Lobster Bash Boating Food & Drink Port of Egypt MarineSouthold
10 am – 3:30 pm Vines, Views & Velos: An Electric Ride Through Wine Country’s Finest Food & Drink Outdoors East End Bike ToursMattituck
Noon – 7 pm Greenport Harbor Brewing Company Presents Contemporary Artist Gavin Zeigler Art Food & Drink Greenport Harbor Brewing Company’s Greenport Tasting RoomGreenport
1 – 4 pm Organic wine tasting with education, relaxation and charcuterie at Farrm Vineyard Environment Food & Drink Farrm VineyardBaiting Hollow
2 – 4 pm New Roots Wine Club Fall 2025 Release Event Food & Drink Frisoni Vineyard, 15 Walnut Tree LaneCold Spring Harbor
5:30 – 8:30 pm Annual Fall Fishing Showdown & Lobster Bash Boating Food & Drink Port of Egypt MarineSouthold
5:30 – 10 pm Latin & Reggaeton Sunset Yacht Party NYC – Cabana Yacht Grand Finale Food & Drink Music Skyport MarinaLong Island
6 – 9 pm “GUY” Performing Classic Rock Ballads “Indoors” at “The Stone Goat Restaurant & Brewery” Food & Drink Music The Stone Goat Restaurant & BrewerySaint James
10 am – 3:30 pm Ride, Taste, Pick: A Wine Country Immersion Food & Drink Outdoors East End Bike ToursMattituck
10 am – 3:30 pm Vines, Views & Velos: An Electric Ride Through Wine Country’s Finest Food & Drink Outdoors East End Bike ToursMattituck
10 am – 3:30 pm From Barrel to Bottle: A Guided Brewery & Vineyard Bike Tour Experience Food & Drink Outdoors East End Bike ToursMattituck
10 am – 3:30 pm Cruise the Country Side: Wine, Orchards & Craft Beer by Bike Food & Drink Outdoors East End Bike ToursMattituck
11 am – 5 pm Wading River Shoreham Chamber Fall Festival at The Shoppes Ages: AllCommunity Family Festivals The Shoppes at East WindWading River
Noon – 7 pm Greenport Harbor Brewing Company Presents Contemporary Artist Gavin Zeigler Art Food & Drink Greenport Harbor Brewing Company’s Greenport Tasting RoomGreenport
10 am – 3:30 pm Cruise the Country Side: Wine, Orchards & Craft Beer by Bike Food & Drink Outdoors East End Bike ToursMattituck
7 – 11 pm Gateway’s Haunted Playhouse Ages: AllAttractions Family Food & Drink The Gateway PACSCBellport
10 am – 3:30 pm Cruise the Country Side: Wine, Orchards & Craft Beer by Bike Food & Drink Outdoors East End Bike ToursMattituck
7 – 11 pm Gateway’s Haunted Playhouse Ages: AllAttractions Family Food & Drink The Gateway PACSCBellport
10 am – 3:30 pm Cruise the Country Side: Wine, Orchards & Craft Beer by Bike Food & Drink Outdoors East End Bike ToursMattituck
4 pm Comic Connect Comedy Show | Free Comedy Show in NYC with After Party Food & Drink Music Connect AstoriaAstoria
10 am – 3:30 pm Cruise the Country Side: Wine, Orchards & Craft Beer by Bike Food & Drink Outdoors East End Bike ToursMattituck
9 am – 7 pm Dragon Boat and Lantern Festival Boating Festivals North Hempstead Beach ParkPort Washington
10 am – 3:30 pm Vines, Views & Velos: An Electric Ride Through Wine Country’s Finest Food & Drink Outdoors East End Bike ToursMattituck
11 am – 5 pm The 28th Annual Covert Avenue Street Fair Community Festivals Covert Avenue from Tulip Ave to Beverly AveStewart Manor
Noon – 5 pm MP MS Historical Society Ages: AllCraft & DIY Family Food & Drink Historic Hawkins House Groundsmiller place
Long Island Press Zucker School of Medicine students learn on the job as EMTs at Mass Casualty Incident Day
Behind the Hedges Christie’s International Real Estate Adds $1B Luxury Brokerage in Northeast Florida