Shelter Island, NY

Experience a little slice of small-town New England in the midst of Shelter Island’s charm and some of the most enjoyable cruising grounds on the Northeast coast.
Shelter Island is an elegant summer enclave with rolling, wooded terrain, sheltered beaches, attractive homes and serpentine roads. The shoreline has protected harbors on all sides and you can circumnavigate the island in a few hours with a lunch stop at either Smith Cove or Majors Harbor.
Marinas, Dockage, Service & Navigation
Plan your boating trip around Shelter Island, NY. Browse marinas, dockage, service yards, and navigation alerts.
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Much of Sag Harbor is a National Historic Site. Its history centers heavily on its days as a whaling port, although it was inhabited well before Europeans settled here. In the mid-1800s, almost half the total population of Sag Harbor served on whaling ships. Today the town swells with vacationers in the summer drawn by the two beaches (Foster Memorial and Havens Beach), an assortment of restaurants and easy provisioning options. The Sag Harbor Yacht Club hosts a spectacular 4th of July fireworks celebration, which has become a major attraction on the East End of Long Island, annually drawing 20,000 plus spectators.

The Waterway Guide Team has gained extensive boating knowledge over the years, and now we are sharing all of the tips, skills and tools we’ve picked up along the way!