SHELTER ISLAND & THE NORTH FORK
Shelter Island and the surrounding North Fork region offer endless opportunities for adventure, relaxation, and exploration. Whether you’re soaking up the sun on pristine beaches, hiking through the breathtaking Mashomack Nature Preserve, or paddling along the serene waters of Shelter Island, there’s something for everyone to enjoy. Take a fishing or sunset cruise with Shelter Island Charters, sip your way through North Fork’s renowned wineries, or hop on the ferry to Greenport for waterfront dining, boutique shopping, and a taste of the local craft beer scene. From charming villages to scenic landscapes, this area is rich with experiences waiting to be discovered during your stay!
SHELTER ISLAND
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SHELTER ISLAND BEACHES
Shelter Island boasts a variety of picturesque beaches, from the serene, family-friendly shores of Crescent Beach to the quiet, nature-rich coastline of Wades Beach, offering visitors pristine sands, gentle waves, and breathtaking sunset views.
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MASHOMACK NATURE PRESERVE
Mashomack Nature Preserve on Shelter Island, NY, is a stunning 2,000-acre coastal sanctuary featuring diverse landscapes of woodlands, wetlands, and scenic shoreline, with a variety of well-maintained hiking trails that offer breathtaking views and a chance to explore the area’s rich natural beauty.
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KAYAK SHELTER ISLAND
Enjoy a serene paddling adventure exploring the unique natural beauty of Shelter Island’s calm, protected creeks and harbors. Escape from noise, traffic, and crowds—and find yourself surrounded by landscapes untouched by man. Explore the skies for osprey and hawks, watch egrets and turtles remarkably close-up along shore-lines, and observe fish and marine life in the clear waterways.
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SHELTER ISLAND CHARTERS
Tubby Charters on Shelter Island, NY, offers unforgettable fishing and sunset cruises, providing guests with a relaxing and scenic experience on the water, complete with expert guidance and stunning views of the island’s coastline.
GREENPORT &
NORTH FORK
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NORTH FORK WINE COUNTRY
Nestled in the scenic North Fork of Long Island, explore charming vineyards, award-winning wineries, and picturesque landscapes offering a perfect blend of relaxation and adventure.
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GREENPORT, NY
Just a short ferry ride from Shelter Island, Greenport offers a charming mix of waterfront dining, boutique shopping, historic attractions, and easy access to the renowned wineries of the North Fork, making it a perfect destination to explore during your stay.
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GREENPORT BREWERIES
Explore the local craft beer scene by visiting Eastern Front Brewing for small-batch brews, Greenport Harbor Brewery for a lively atmosphere and creative flavors in the heart of town, and Greenport Brewery Peconic for a spacious setting with scenic views and a diverse selection of locally crafted beers.
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NORTH FORK SHOPS
Southold, Orient, Mattituck
From charming boutiques and artisan shops to farm stands and antique stores, the North Fork of Long Island offers a delightful shopping experience filled with unique finds, local crafts, and fresh regional specialties.