Maritime Festival - Greenport, NY - Sep 18 to Sep 19, 2021
Celebrates the nautical history of Greenport Village. Tall ships, demonstrations, live music, vendors, and food. Hosted by the East End Seaport & Marine Foundation in partnership with the Village of Greenport.
Sag Harbor American Music Festival - Sag Harbor, NY - Sep 23 to Sep 26, 2021
Non-profit festival includes a Main Stage concert and fundraiser featuring internationally known performers and two days of FREE music with dozens of acts across several genres and in several local venues.
Montauk Fall Festival - Montauk, NY - Oct 9 to Oct 10, 2021
Live music, Long Island beers, free carousel, foods, contests and plenty more.
Long Island Oyster Festival - Oyster Bay, NY - Oct 15 to Oct 16, 2022
This is a huge festival with over 200,000 attending this two day event. It features the tall ships, midway rides, pirate shows, oyster eating and shucking contest, food court, and lots of live stage entertainment. Free parking and free admission, and the profits from many activities including the food court support local charities.