Shelter Island Excursion
Shelter Island is a hidden gem located between the North and South Forks of Long Island. This tiny island is known for its 27 miles of natural beauty and homegrown community. Take a 2-day trip to this coastal escape and see some highlights of this region below.
Day 1
Arrive to Shelter Island’s seaside charm in the morning. Once you’re settled in, walk over to Crescent Beach, one of Shelter Island’s most iconic shorelines. Take a swim in the warm waters, stroll along the sand, or just soak up some rays.
Top off your first day with a visit to The Chequit Tavern & Terrace for dinner. This elevated tavern menu offers seasonal favorites and the perfect cozy ambience for a night on the water. You can keep your stay on the water when you check into The Pridwin Hotel & Cottages, a historic waterfront resort with the perfect view of the bay.
Day 2
Start your second day with a morning hike through Mashomack Preserve. More than 2,000 acres of woodland call Shelter Island home, and you might even spot an osprey or deer along the way.
When your hike is through, enjoy dinner on the water at Sunset Beach Restaurant. You’ll find the atmosphere of a European beach club inside paired with delicious cocktails and a brilliant view of the sunset.
