HarborFest 2025 will be taking over Sag Harbor this weekend, with events and activities planned throughout the village both Saturday and Sunday.
The Chamber of Commerce’s annual arts and crafts fair in Marine Park will be open from 9 a.m. to 5 p.m. each day, featuring more than 50 vendors selling fine jewelry, custom woodworking, photography, paintings, clothing, and handmade art.
Erica Velasquez of Evolveast Yoga will teach a free yoga class on Windmill Beach at 9 a.m. each morning; participants need only take a beach blanket or towel. Food from various local eateries will be available for purchase at “A Taste of Sag Harbor” on Long Wharf, open from 10 to 5.
Children’s games and activities will happen each day, including corn-shucking contests at Long Wharf and a tug of war, sack races, and hula hoop competitions on Windmill Beach.
Live musical performances will score the weekend, beginning with the Sag Harbor Community Band’s annual performance at Long Wharf at 11 a.m. on Saturday.
A HarborFest Lounge will be set up in Steinbeck Park, serving local draft beer, wine, sake, and food from noon to 8 p.m., with performances on Saturday by Friday Night Traditional, the Nancy Atlas Band, Gene Casey and the Lone Sharks, and the Hoodoo Loungers, and by Greg McMullen Fiasco, Lynn Blue Band, Jettykoon, and Rum Punch Mafia on Sunday.
The Bay Street Theater Courtyard will host performances by George Howard, Tim Skoldberg, and Telly Karoussos of the band Hopefully Forgiven on Saturday, and by the Anita Guarino Duo and Alfredo Merat on Sunday.
Sailhamptons will offer 90-minute tours of the harbor aboard their schooner Luna, which can be booked at the SailHamptons tent on Long Wharf for $75 per person.
American Beauty Cruises & Charters will run a 90-minute cruise about the history of Sag Harbor at 3 p.m. each day, followed by a two-hour sunset cruise at 5:30 p.m. each evening. Tickets for both can be booked through the business’s website.
The weekend’s “signature event,” the HarborFest Whaleboat Races, presented by The Sag Harbor Express, will begin at noon on Saturday and at 11:30 a.m. on Sunday off Windmill Beach, and run throughout the afternoons, featuring men’s, women’s, and firefighters’ divisions.
A clam-shucking contest will begin at 2 p.m. on Saturday, and a clam chowder contest at noon on Sunday, both on Long Wharf. Tickets for the chowder contest are $25, including a commemorative 2025 HarborFest mug, with proceeds supporting the Sag Harbor Chamber of Commerce and Bay Street Theater.
The Sag Harbor Fire Department will host a pancake breakfast from 8 a.m. to noon on Sunday at the Brick Kiln firehouse, costing $15 per adult and $8 per child.
The Old Whalers Church will offer a tour of the church, featuring a demonstration of the oldest working organ on Long Island, at 9 a.m. on Sunday, followed by a “historic” Sunday service at 10, coffee and treats in the social hall at 11, and a tour of the Old Burying Ground at 11:30.
Finally, there will be exhibits on view at cultural centers across the village, at the Sag Harbor Cinema, the Sag Harbor Historical Museum, the Eastville Historical Society Heritage House, and the Sag Harbor Whaling and Historical Museum. The full schedule of the weekend’s festivities can be found on sagharborchamber.com.
