Shelter Island Craft Brewery is a welcome addition to the island’s food and drink scene, offering locally crafted beers brewed with the character and spirit of Shelter Island built right in. The taproom is a relaxed, welcoming space where you can sample seasonal and year-round brews, learn about the brewing process, and enjoy a cold pint in good company. From Read more...

The Shelter Island Heights Pharmacy is one of the island’s most beloved and historic landmarks, a classic American soda fountain and neighborhood café that has been a gathering place for Shelter Island residents and visitors for generations. Step inside and you’ll find a wonderfully preserved piece of American nostalgia — an old-fashioned soda counter, homemade ice cream, egg creams, milkshakes, Read more...

Heights Cafe and Wine Bar is one of Shelter Island Heights’ most inviting spots, offering a carefully curated wine list, creative small plates, and a relaxed neighborhood atmosphere that makes it the ideal destination for a casual evening on the island. The wine selection spans Old World and New World producers with a focus on interesting, food-friendly bottles by the Read more...

The 1901 Grill is a classic Shelter Island restaurant and bar, offering well-crafted American grill fare in a historic setting that nods to the island’s rich past. The menu features all the grill classics done right — prime burgers, fresh seafood, grilled steaks, seasonal salads, and hearty sandwiches — along with a bar program of craft cocktails, local beers, and Read more...

Opties and Dinghies is Shelter Island’s most nautically spirited bar and restaurant, offering cold drinks, casual food, and a laid-back waterfront atmosphere that perfectly captures the easy, sun-soaked vibe of island living. Named with a nod to the small sailboats that dot the island’s harbors, Opties and Dinghies draws a mix of boaters, beachgoers, and locals who come for the Read more...

Weakfish Sushi & Noodle is the only dedicated sushi and noodle bar on Shelter Island, nestled inside The Chequit hotel at 23 Grand Avenue in Shelter Island Heights. Named after the indigenous word for chequit — the fish native to these island waters — Weakfish brings inventive Japanese cuisine to the East End. The menu features beautifully crafted sushi rolls, Read more...

Shelter Island Slice is the island’s go-to casual pizza spot, serving New York-style slices, specialty pies, sandwiches, salads, beer, and wine. Known for friendly service and a relaxed atmosphere, with outdoor seating and the option for curbside pickup. Conveniently located right off the North Ferry landing. Open Wednesday through Sunday. Read more...

The Dory is a beloved Shelter Island staple, a classic local bar and restaurant offering honest American comfort food and a lively, welcoming atmosphere that captures the true spirit of island life. Whether you’re sitting at the bar with a cold beer, grabbing a booth with the family, or settling in for a long summer evening with friends, The Dory Read more...

Chez Marie is one of Shelter Island’s most charming dining destinations, offering classic French bistro cuisine in a warm, intimate setting that transports you straight to the French countryside. The menu celebrates timeless Gallic favorites — steak frites, moules marinières, croque monsieur, French onion soup, and rotating seasonal specials — all prepared with genuine care and culinary craft. The wine Read more...

STARs Café is a welcoming neighborhood café on Shelter Island, offering great coffee, freshly prepared food, and a relaxed atmosphere that makes it a natural gathering spot for locals and visitors alike. Whether you’re starting your morning with an espresso and a pastry, grabbing a quick lunch before the ferry, or settling in for a leisurely afternoon with a good Read more...

Marie Eiffel Market is a cherished Shelter Island institution, a French-inspired café and gourmet market that has been delighting islanders and visitors for years with its exceptional pastries, fresh sandwiches, artisan grocery selections, and wonderful coffee. The market side features carefully chosen imported and local goods — cheeses, charcuterie, specialty pantry items, fresh produce, and wines — making it one Read more...

Kyle’s is one of Shelter Island’s most welcoming and consistently satisfying restaurants, offering a classic American menu, a lively bar, and the kind of warm, unpretentious atmosphere that makes you want to come back again and again. The menu covers all the bases with skill and heart — fresh seafood, juicy burgers, seasonal salads, hearty entrees, and daily specials that Read more...

Commander Cody’s Seafood is a Shelter Island institution, serving the freshest local seafood in a casual, laid-back atmosphere that perfectly captures the spirit of island life. Whether you’re craving a bowl of creamy clam chowder, a lobster roll overflowing with fresh meat, crispy fried clams, or grilled fish straight from the day’s catch, Commander Cody’s delivers the real deal. The Read more...

Maria’s Kitchen brings vibrant authentic Mexican flavors to Shelter Island at 55 North Ferry Road, just a short walk from the North Ferry landing. This cozy eatery is known for made-from-scratch tacos, burritos, enchiladas, and classic Mexican plates prepared with fresh, quality ingredients. Beyond the Mexican menu, Maria’s Kitchen offers a variety of fresh salads and an impressive selection of Read more...

The Terrace at The Pridwin is one of Shelter Island’s most spectacular outdoor dining experiences, offering alfresco meals with sweeping views of Crescent Beach and Dering Harbor that are simply unmatched on the island. Perched above the water at The Pridwin Hotel, the terrace captures every golden-hour moment with breathtaking effect, making it the perfect setting for a leisurely lunch, Read more...

Léon 1909 is one of Shelter Island’s most distinctive dining destinations, offering creative cuisine in a beautiful setting that combines old-world character with modern sensibility. Named for the year the property was established, Léon 1909 honors its history while delivering a dining experience that feels fresh, thoughtful, and completely of the moment. The menu showcases seasonal ingredients sourced from local Read more...

Isola brings the warmth and flavors of Italy to Shelter Island, offering handmade pasta, fresh seafood, and classic Italian dishes in a cozy, intimate setting that feels like a true neighborhood trattoria. The menu celebrates the best of Italian coastal cooking — think fresh linguine alle vongole, wood-fired preparations, vibrant antipasti, and desserts that will make you want to linger Read more...

The Islander Restaurant is Shelter Island’s friendly neighborhood diner, a beloved local institution serving hearty American comfort food for breakfast and lunch daily. Located at 63 North Ferry Road, just steps from the North Ferry landing, it’s a natural first stop for visitors arriving on the island and a daily ritual for many year-round residents. The menu is a classic Read more...

The Ram’s Head Inn Restaurant is one of Shelter Island’s most treasured dining destinations, a historic waterfront inn offering refined cuisine in a setting of understated elegance. Located on a quiet cove overlooking Coecles Harbor, the restaurant exudes warmth and intimacy, making it the perfect choice for a romantic dinner or a memorable celebration. The seasonal menu showcases the finest Read more...

Eccentric Bagel is Shelter Island’s go-to spot for fresh-baked bagels, creative breakfast sandwiches, and great coffee in a fun, welcoming setting. Whether you’re loading up before a day at the beach, grabbing a quick bite after stepping off the ferry, or treating yourself to a leisurely morning meal, Eccentric Bagel has exactly what you’re looking for. The bagels are made Read more...

Vine Street Cafe is one of Shelter Island’s most celebrated dining destinations — a sophisticated yet welcoming farm-to-table restaurant and wine bar at 41 South Ferry Road. With a menu that changes seasonally to highlight the freshest local ingredients, Vine Street Cafe has earned a devoted following among island residents and visitors alike. The intimate dining room and warmly lit Read more...

SALT Waterfront Bar and Grill is Shelter Island’s premier waterfront dining experience, offering stunning water views alongside a menu of fresh, locally inspired cuisine. Perched along the water at 63 South Menantic Road, SALT serves up creative seafood dishes, grilled specialties, and handcrafted cocktails in a relaxed, breezy setting that perfectly captures the spirit of island life. Whether you’re watching Read more...

Sunset Beach is Shelter Island’s most glamorous dining and beach bar destination — a chic Franco-American restaurant and hotel at 35 Shore Road with stunning sunset views over the bay. Famous for its effortlessly cool atmosphere, Sunset Beach has become a beloved gathering spot for longtime island devotees and stylish visitors alike. The menu draws inspiration from the French Riviera Read more...