All Activities in Shelter Island

The Shelter Island Country Club is a historic 9-hole golf course dating back over 120 years, offering a relaxed and scenic golfing experience on the island. The course is open to visitors and features beautiful views of the surrounding landscape. The clubhouse restaurant is a local favorite. Read more...

Venture Out Shelter Island provides paddleboard and kayak rentals and guided tours around the island. Perfect for beginners and experienced paddlers alike, the company offers a range of watercraft to explore Shelter Island’s sheltered harbors and scenic coastlines. Read more...

Shelter Island is one of the best cycling destinations on Long Island, with quiet roads, gentle terrain, and stunning scenery. Bicycle rentals are available seasonally near the North Ferry. The island’s compact size makes it ideal for a half-day cycling tour. Read more...

Paard Hill Stables, run by Ellen Lear (daughter of TV producer Norman Lear), offers horseback riding lessons for all levels on Shelter Island. A unique and memorable activity for visitors of all ages. Read more...

Whale’s Tale is a beloved Shelter Island institution offering classic soft-serve ice cream and a fun mini golf course. A perfect stop for families visiting Shelter Island, open seasonally throughout the summer. Read more...

Kayak Shelter Island offers kayak and paddleboard rentals from Crescent Beach, giving visitors a stunning water-level perspective on Shelter Island’s natural beauty. Explore the island’s coastline, tidal creeks, and Mashomack Preserve from the water. Rentals available seasonally with no experience required. Read more...

225 acres of historic farmland dating to 1651. One of the oldest continuously farmed estates in America, with tours, community farming, and cultural events. Read more...