Local Attractions on Shelter Island

Whether you're seeking adventure, relaxation, or a bit of both, Shelter Island has something special to offer. Experience the beauty of island life and fill your summer with unforgettable memories.

Charters in the Hamptons

Located within ten minutes of The Chequit, you can cruise on luxurious boat charters and see the magic of the Hamptons. Rent a yacht charter for your family to explore the island during the day, hire a professional captain, or enjoy a beautiful sunset cruise in the evening. Charters in the Hamptons is also perfect for bachelor or bachelorette parties and other exciting celebrations!

Shelter Island Country Club

This public nine-hole golf course offers golfers stunning views of Peconic Bay and Dering Harbor. Whether you’re teeing off in the expansive 2,512 yards of widely varying terrain, or enjoying lunch at the 1901 Grill Restaurant and Bar, Shelter Island Country Club offers an exciting afternoon of rich history, great golf, and delicious food.

Paddle Board Yoga/Beach Yoga

If you want to bring some relaxation and mindfulness to your vacation, look no further than Crescent Beach/Sunset Beach. Every Saturday & Sunday at 8:00am, yogis of all levels are welcome to cultivate self-awareness and positivity while connecting body and breath. Feel free to drop-in as no registration is required, and find public parking right past the permit parking spaces, where the docks start.

Shelter Island Kayak Tours

Whether you want to rent your own kayaks and paddle boards for a self-guided exploration or take a guided tour, Kayak Shelter Island is the perfect place to get your feet wet and enjoy the sights.

if you’re interested in the unique opportunity to discover the incredible wildlife and nature preservation in the Coecle’s Harbor Marine Water Trail, take an amazing 5-mile tour that offers glimpses of Taylor’s Island. This is a joint project of The Nature Conservancy, Shelter Island Town and Shelter Island Kayak Tours, and there is no shortage of excitement as you get a glimpse of marine life and learn about the methods of restoration.

Haven’s Farmers Market

Indulge in the opportunity to support local farmers and craftsman and immerse yourself in the warm sense of community and history. Open every Saturday from 9:00am-12:30pm through September 7th, browse through a variety of items from local produce, fish, and breads to cheese, chocolates, oils, soaps. The market is open rain or shine and is the perfect morning activity before hitting the beach or grabbing lunch with friends.