Things to do by boat in Sag Harbor
Sunset sails, Shelter Island beach stops, striper fishing and fireworks from the water.
What to do out of Sag Harbor
Sunset sails
The signature Sag Harbor trip: two to four hours on a sailboat or catamaran, out past North Haven as the sun drops over Noyack Bay. Book weekends early in July and August.
Beach & restaurant hops
Sunset Beach on Shelter Island, Greenport's waterfront, Dering Harbor, Coecles Harbor, Three Mile Harbor and Montauk are all popular day trips — many captains drop anchor for lunch or a swim.
Inshore fishing
Striped bass, bluefish, fluke, black sea bass, porgy, tautog and weakfish in the bays; light-tackle and fly trips run spring through fall. Captain's charter license usually covers your fishing license.
Circling Shelter Island
A full circumnavigation on a sailing yacht takes most of a day and shows you the whole of the Peconic estuary — Mashomack Preserve, Ram Island and Coecles Harbor.
Fireworks from the water
Summer fireworks in Sag Harbor, Montauk, Sunset Beach and Three Mile Harbor are some of the most requested charters of the season.
Learn to sail
Lessons and instruction run out of Bay Street and Pine Neck; Sag Harbor Sailing offers rentals, instruction and overnight charters.
Paddle & watersports
Kayaks and paddleboards from West Water Street, and wake-boat charters for wakesurfing and tubing in the protected bays.
Longer passages
Bigger sailboats run overnight and custom trips to Block Island, Watch Hill and Mystic.
Harbor history cruises
Narrated sightseeing and nature cruises from Long Wharf cover the whaling port, waterfront estates and the osprey nests of the bays.
Sunset sail openings, fireworks charters & harbor news
One short email when there's something worth knowing on the water in Sag Harbor.