Shelter Island

Uncover the Charm: Shelter Island Hamptons Neighborhood Guide

Welcome to the stunning and exclusive neighborhood of Shelter Island, nestled between the North Fork and South Fork of Long Island in the Hamptons. With its natural beauty, secluded atmosphere, and luxurious offerings, Shelter Island is the perfect destination for those seeking a truly special getaway.

Shelter Island Neighborhood Guide

Key Takeaways:

  • Shelter Island is a charming and exclusive neighborhood in the Hamptons.
  • It offers natural beauty, seclusion, and a range of luxurious accommodations.
  • Top shopping destinations include The Chequit, Flying Point Surf Shop, and Sylvester & Co. Modern General.
  • Luxurious hotels such as Sunset Beach Hotel and The Ram's Head Inn await your stay.
  • Indulge in delicious dining experiences at Sunset Beach Restaurant and Vine Street Cafe.

Best Shopping Destinations in Shelter Island

When it comes to shopping, Shelter Island offers a variety of high-end boutiques and curated shops that cater to every taste and style. Whether you're in search of designer clothing, unique accessories, or stylish home goods, you'll find it all in this charming neighborhood.Here are some of the best shopping destinations in Shelter Island:

The Chequit

The Chequit is a renowned boutique hotel that also houses a curated shop filled with stylish clothing, accessories, and home decor. It's the perfect place to find unique pieces that reflect the island's relaxed yet chic vibe.

Flying Point Surf Shop

For those who love the beach lifestyle, the Flying Point Surf Shop is a must-visit. They offer a wide range of surf and beachwear, as well as trendy apparel and accessories from popular brands.

Shelter Island Florist & Gifts

If you're looking for beautiful floral arrangements and unique gifts, Shelter Island Florist & Gifts is the place to go. They offer a wide selection of flowers, plants, and gift items that are perfect for any occasion.

The Hedges Inn

The Hedges Inn not only provides luxurious accommodations but also features an on-site boutique that offers a carefully curated selection of clothing, accessories, and home goods. It's the ultimate destination for those seeking high-end fashion and decor.

Sylvester & Co. Modern General

Sylvester & Co. Modern General is a trendy shop that combines a modern aesthetic with a touch of vintage charm. They offer a wide variety of unique items, including clothing, home decor, and artisanal products.

With these top shopping destinations, Shelter Island is a haven for those who appreciate quality and style. Whether you're looking for a statement piece or a one-of-a-kind treasure, you're sure to find it in this quaint and fashionable neighborhood.

Table: Best Shopping Destinations in Shelter Island

Name Specialty
The Chequit Clothing, Accessories, Home Decor
Flying Point Surf Shop Surf and Beachwear, Apparel, Accessories
Shelter Island Florist & Gifts Flowers, Plants, Gift Items
The Hedges Inn Clothing, Accessories, Home Goods
Sylvester & Co. Modern General Clothing, Home Decor, Artisanal Products

Luxurious Hotels in Shelter Island

When it comes to finding luxurious accommodations in Shelter Island, visitors are spoiled for choice. The neighborhood offers a range of top-notch hotels that provide chic accommodations, stunning views, and luxurious amenities. Whether you're seeking a romantic getaway or a relaxing vacation, these hotels will exceed your expectations.

Best Hotel in Shelter Island Hamptons

Sunset Beach Hotel

Located on a secluded stretch of coastline, Sunset Beach Hotel is renowned for its breathtaking sunsets and luxurious beachfront accommodations. The hotel features stylish rooms with modern amenities, private balconies, and direct beach access. Guests can relax by the pool, indulge in gourmet meals at the on-site restaurant, or enjoy live music at the popular outdoor beach bar.

The Ram's Head Inn

Nestled on a picturesque waterfront, The Ram's Head Inn offers a serene and elegant retreat. This historic inn boasts beautifully appointed rooms with stunning views of Coecles Harbor. Guests can savor delicious farm-to-table cuisine at the restaurant, unwind on the outdoor patio, or explore the surrounding nature trails.

The Chequit

With its charming Victorian architecture and prime location in the heart of Shelter Island, The Chequit is the epitome of elegance. This boutique hotel features spacious rooms with luxurious amenities, including plush beds and soaking tubs. Guests can enjoy a gourmet breakfast, relax in the peaceful garden, or take a short stroll to the nearby shops and restaurants.

The Hedges Inn

For a truly luxurious experience, The Hedges Inn offers unparalleled elegance and sophistication. This restored 19th-century mansion boasts beautifully appointed rooms, a tranquil courtyard, and a cozy library lounge. Guests can indulge in a gourmet breakfast, unwind by the fireplace, or take a leisurely walk to the nearby beaches and attractions.

Shelter Island House

Located in the heart of Shelter Island Heights, Shelter Island House combines modern luxury with historic charm. This boutique hotel features tastefully designed rooms, a relaxing courtyard, and a cozy communal lounge. Guests can enjoy complimentary breakfast, rent bicycles to explore the island, or unwind with a book from the extensive library.

These luxurious hotels in Shelter Island offer the perfect blend of comfort, elegance, and tranquility, ensuring an unforgettable stay in this exclusive Hamptons neighborhood.

Dining Experiences in Shelter Island

When it comes to dining, Shelter Island offers a diverse range of restaurants, each with its own unique atmosphere and culinary delights. Whether you're looking for fresh seafood, locally sourced cuisine, or picturesque waterfront views, Shelter Island has it all.Dinning Residence in Shelter IslandSunset Beach Restaurant is a popular choice for those seeking a chic and lively dining experience. Located right on the beach, this restaurant offers a menu of French and Mediterranean-inspired dishes, along with a great selection of cocktails. The restaurant's outdoor seating allows guests to enjoy breathtaking sunset views while savoring their meals.

If you're in the mood for a farm-to-table experience, Vine Street Cafe is a must-visit. This cozy and charming restaurant sources its ingredients from local farms, creating a menu that showcases the best of the season. From homemade pasta to wood-fired pizzas, the dishes here are sure to delight the taste buds.

For a taste of classic American fare in an elegant setting, The Ram's Head Inn is the perfect choice. This historic inn offers a fine dining experience, with a menu that focuses on locally caught seafood, tender steaks, and seasonal ingredients. The restaurant's waterfront location provides a serene backdrop for a memorable meal.

Table: Top Restaurants in Shelter Island

Restaurant Cuisine Location
Sunset Beach Restaurant French and Mediterranean Beachfront
Vine Street Cafe Farm-to-table Charming neighborhood
The Ram's Head Inn American Waterfront
18 Bay Restaurant Italian-inspired Quaint setting
SALT Waterfront Bar & Grill Seafood Waterfront

These are just a few of the top restaurants in Shelter Island, each offering a unique dining experience that is sure to satisfy even the most discerning palate. From breathtaking waterfront views to farm-fresh flavors, Shelter Island's dining scene is a true culinary delight.

The Finest Residences in Shelter Island

If you're looking for the ultimate luxury accommodation in Shelter Island, you'll find a selection of exquisite residences that offer unparalleled comfort, stunning views, and an array of amenities. From waterfront estates to charming cottages, there's a residence to suit every taste and preference.

Waterfront Estate

One of the most sought-after residences in Shelter Island, the Waterfront Estate offers a truly luxurious experience. With its private beach, expansive outdoor living spaces, and panoramic views of the bay, this property is perfect for those seeking a secluded and serene getaway.

Features Amenities Price
Private beach access Swimming pool and hot tub $8,000 per night
Panoramic views of the bay Outdoor dining and bbq area  
Spacious living and sleeping areas Media room  

The Point House

Perched on a bluff overlooking the water, The Point House offers a blend of elegance and comfort. This stunning residence features stylish interiors, a private dock, and breathtaking sunset views that can be enjoyed from the spacious outdoor terrace.

Features Amenities Price
Private dock Outdoor fire pit $6,500 per night
Breathtaking sunset views Gourmet chef's kitchen  
Spacious outdoor terrace Master suite with private balcony  

The Captain's House

For a charming and cozy retreat, The Captain's House offers a blend of historic charm and modern comforts. This beautifully restored residence features a wrap-around porch, a private garden, and easy access to the island's stunning beaches.

Features Amenities Price
Wrap-around porch Outdoor shower $3,500 per night
Private garden Fully equipped kitchen  
Easy access to beaches Cozy fireplace  

These are just a few examples of the finest residences available in Shelter Island. Whether you're planning a romantic getaway, a family vacation, or a special celebration, you'll find the perfect accommodation to make your stay in Shelter Island truly memorable.

Shelter Island Sales and Rentals

When it comes to finding the perfect property in Shelter Island, you'll have plenty of options to choose from. Whether you're looking to buy or rent, Shelter Island Sales and Shelter Island Rentals offer a wide range of properties that cater to different needs and preferences. From cozy cottages nestled in serene settings to luxurious waterfront estates with stunning views, there's something for everyone.

Rentals in Shelter Island Hamptons

If you're in the market to buy a property in Shelter Island, Shelter Island Sales can help you find your dream home. Their experienced team of real estate agents will guide you through the buying process, ensuring that you find a property that meets your requirements and fits your budget. With their in-depth knowledge of the local market, they can help you navigate the available listings and make an informed decision.

For those who prefer to rent, Shelter Island Rentals offers a wide selection of properties for short-term and long-term leases. Whether you're planning a weekend getaway or an extended stay, you can find a rental property that suits your needs. From charming cottages with beach access to modern villas with private pools, you can enjoy all that Shelter Island has to offer without the commitment of ownership.

Table: Sample Rental Rates

Property Type Bedrooms Bathrooms Weekly Rental Rate
Cozy Cottage 1 1 $1,500
Beachfront Villa 3 2 $5,000
Luxury Estate 5 4 $10,000

Whether you're looking to invest in a property or experience the charm of Shelter Island through a rental, Shelter Island Sales and Rentals can help you find the perfect place to call home during your stay on the island. Explore the available options and start your Shelter Island adventure today.

Shelter Island's Natural Wonders and Attractions

Shelter Island is not only known for its luxurious accommodations and dining experiences but also for its natural wonders and attractions. Whether you're a nature enthusiast or simply seeking some relaxation by the beach, Shelter Island has something to offer everyone.

Beach Bliss: Shelter Island's Stunning Beaches

To truly experience the beauty of Shelter Island, a visit to its breathtaking beaches is a must. Crescent Beach, Silver Beach, and various other pristine coastal spots provide the perfect setting for sunbathing, picnicking, and enjoying water activities. Take a leisurely stroll along the sandy shores, soak up the sun, or dive into the refreshing waters for a rejuvenating swim.

Beach Features
Crescent Beach Offers stunning views, calm waters, and a serene atmosphere.
Silver Beach A peaceful beach with soft sands, ideal for relaxation and family fun.

With their picturesque landscapes and tranquil ambiance, Shelter Island's beaches are true hidden gems waiting to be explored.

Mashomack Preserve: A Nature Lover's Paradise

For those who love to immerse themselves in nature, a trip to Mashomack Preserve is a must. Spread across 2,039 acres, this nature conservancy is home to diverse ecosystems, including woodlands, fields, and salt marshes. Explore the various hiking trails that wind through the preserve and keep an eye out for native wildlife, such as ospreys and white-tailed deer.

"Mashomack Preserve offers a unique opportunity to connect with nature and appreciate the island's natural beauty." - Local Naturalist

Coecles Harbor and Manhanset Bay: Boating and Beyond

Shelter Island's natural wonders extend beyond its beaches and preserves. Coecles Harbor and Manhanset Bay are havens for boating enthusiasts, providing scenic vistas and opportunities for sailing, kayaking, and fishing. Set sail on the calm waters, enjoy a peaceful day of fishing, or simply take in the beauty of the surrounding landscapes.

From its stunning beaches to its nature preserves and serene harbors, Shelter Island offers a wealth of natural wonders and attractions for visitors to enjoy. Immerse yourself in the beauty of this charming neighborhood and experience the tranquility it has to offer.

Shelter Island Historical Society

If you're a history enthusiast like me, then a visit to the Shelter Island Historical Society is a must when exploring Shelter Island. This fascinating institution offers a unique opportunity to delve into the island's rich past through a variety of artifacts, exhibits, and educational programs.

The Shelter Island Historical Society showcases the island's deep-rooted history, from its early Native American inhabitants to its development as a vibrant community. Learn about the island's colonial heritage, its involvement in the Revolutionary War, and the evolution of its charming neighborhoods.

Immerse yourself in the island's stories as you explore the well-curated exhibits that bring the past to life. Discover the local traditions, industries, and notable figures that have shaped Shelter Island into the captivating destination it is today. The Shelter Island Historical Society truly offers a unique window into the island's fascinating history.

Preserving the Past for Future Generations

The Shelter Island Historical Society is not only a place for learning and appreciation but also a key institution dedicated to the preservation of the island's heritage. They actively work to safeguard historic landmarks and structures, ensuring that future generations can continue to experience and appreciate the island's unique charm.

Through their educational programs and community outreach initiatives, the Shelter Island Historical Society strives to foster a sense of pride and connection to the island's past. They offer a range of events, such as lectures, workshops, and guided tours, providing opportunities for visitors to engage with history in a hands-on and immersive way.

Plan Your Visit

When visiting Shelter Island, be sure to include a visit to the Shelter Island Historical Society in your itinerary. Experience the island's rich history firsthand and gain a deeper understanding of the place you're exploring.

Opening hours and admission fees may vary, so I recommend checking their official website for the most up-to-date information. Take the time to appreciate the exhibits, participate in any educational programs that interest you, and support the important work of this valuable institution.

Shelter Island Oyster Company

If you're a seafood lover, a visit to the Shelter Island Oyster Company is a must. Located in the charming neighborhood of Shelter Island in the Hamptons, this company is known for its oyster farming industry. Here, you can take a tour and learn about the fascinating process of oyster farming, from cultivation to harvest.

Shelter Island Oyster Company

During the tour, you'll have the opportunity to see the oyster beds up close and witness firsthand how these delicious mollusks are grown in the pristine waters surrounding Shelter Island. The knowledgeable guides will provide interesting insights into the biology and life cycle of oysters, as well as the sustainable practices used by the company to protect the environment.

After the tour, it's time to indulge in a tasting. You'll have the chance to savor the fresh, locally-sourced oysters that the Shelter Island Oyster Company is renowned for. These oysters are known for their briny flavor and buttery texture, making them a true delicacy. Pair them with a glass of crisp white wine or a refreshing local brew for a truly delightful experience.

Visiting the Shelter Island Oyster Company is a unique opportunity to not only learn about oyster farming but also to support a local business that is passionate about sustainability and the preservation of the natural beauty of Shelter Island. So, if you're in the Hamptons and want to experience the best of the local seafood scene, make sure to put the Shelter Island Oyster Company on your itinerary.

The Oyster Varieties of Shelter Island

Oyster Variety Flavor Profile Size
Shelter Island Blue Point Oyster Briny and crisp, with a sweet finish Medium to large
Shelter Island Eastern Oyster Robust and full-bodied, with a mineral finish Medium
Shelter Island Kumamoto Oyster Buttery and mild, with a hint of cucumber Small to medium
"I've always been fascinated by oysters and the incredible flavors they offer. The Shelter Island Oyster Company provides an immersive experience that allows visitors to truly appreciate the art and science behind oyster farming." - Local Food Enthusiast

Travel Tips for the Hamptons

Planning a trip to the Hamptons? Here are some travel tips to make the most of your visit and ensure a memorable experience. Whether you're looking for relaxation or adventure, the Hamptons has something for everyone.


Explore the North Fork

While Shelter Island is a fantastic destination, don't miss the opportunity to explore the nearby North Fork of Long Island. The North Fork is famous for its wineries, charming towns, and breathtaking scenery. Take a wine tour, visit farm stands for fresh produce, or simply enjoy a leisurely drive along the scenic coastline.

Attend Local Events and Festivals

The Hamptons is known for its vibrant arts and culture scene, with a variety of events and festivals taking place throughout the year. From art exhibitions to music festivals, there's always something happening in the area. Check the local event calendars and make sure to attend some of these memorable experiences during your visit.

Indulge in Outdoor Activities

The Hamptons offers an array of outdoor activities to satisfy your adventurous side. Spend a day at the beach, go hiking through nature preserves, or rent a kayak or paddleboard to explore the beautiful coastline. Don't forget to pack your sunscreen and beach essentials for a day of fun in the sun.

Travel Tips for the Hamptons
Explore the North Fork
Attend Local Events and Festivals
Indulge in Outdoor Activities


Shelter Island in the Hamptons is a hidden gem that offers a unique and exclusive neighborhood filled with natural beauty, luxurious accommodations, excellent dining options, and a rich history. Whether you're looking to relax on pristine beaches, explore scenic hiking trails, or indulge in world-class shopping and dining, Shelter Island has something to offer everyone.

From the charming boutiques and curated shops to the top-notch hotels offering chic accommodations and stunning views, Shelter Island provides a truly luxurious experience. You can also satisfy your taste buds with the diverse menu of fresh seafood and locally sourced cuisine at the island's top restaurants while enjoying breathtaking waterfront views.

If you're a history enthusiast, don't miss a visit to the Shelter Island Historical Society, where you can delve into the island's fascinating past through its artifacts, exhibits, and educational programs. And for a unique experience, the Shelter Island Oyster Company offers tours and tastings, where you can learn about oyster farming and sample fresh, locally-sourced oysters.

Whether you're seeking relaxation or adventure, Shelter Island is the perfect destination. Its natural wonders, stunning residences, and vibrant community make it an ideal place to unwind and create lasting memories. So pack your bags and come uncover the charm of Shelter Island in the Hamptons!


Can I visit Shelter Island if I'm not staying in the Hamptons?

Yes, Shelter Island is accessible by ferry from both the North Fork and the South Fork of Long Island. You do not need to be staying in the Hamptons to visit Shelter Island.

Are there public beaches on Shelter Island?

Yes, Shelter Island has several public beaches, including Crescent Beach and Silver Beach. These beaches offer beautiful views and are open to the public.

Can I buy fresh oysters on Shelter Island?

Yes, the Shelter Island Oyster Company offers fresh oysters for sale. You can also take a tour of their oyster farm and learn about the oyster farming process.

Are there any hiking trails on Shelter Island?

Yes, Mashomack Preserve on Shelter Island offers several hiking trails that allow visitors to explore the island's natural beauty. Guided tours are also available.

Can I rent a bike on Shelter Island?

Yes, there are bike rental shops on Shelter Island where you can rent bicycles to explore the island at your own pace.

Are there any pet-friendly accommodations on Shelter Island?

Yes, some hotels and rental properties on Shelter Island are pet-friendly. It's best to check with the specific accommodation provider for their pet policy.

What is the best time to visit Shelter Island?

Shelter Island is a year-round destination, with each season offering its own unique charm. The summer months are the most popular, but spring and fall also have pleasant weather and fewer crowds.

Are there any golf courses on Shelter Island?

No, Shelter Island does not have any golf courses. However, there are several golf courses in the nearby Hamptons area.

Can I take a day trip to Shelter Island?

Yes, many visitors take day trips to Shelter Island from the Hamptons or other areas on Long Island. The ferry ride is short, and you can spend the day exploring the island's attractions.

Are there any wineries on Shelter Island?

No, there are no wineries on Shelter Island. However, there are several wineries in the nearby North Fork region, which is accessible by ferry.


Other things to Do in Shelter Island


Shelter Island is a charming and exclusive neighborhood located on a small island nestled between the North Fork and South Fork of Long Island in the Hamptons. Known for its natural beauty and secluded atmosphere, Shelter Island is a popular destination for those seeking luxury and relaxation.

Best Choice of Shopping

  1. The Chequit: A stylish boutique hotel featuring a curated selection of high-end clothing, accessories, and home goods.
  2. Flying Point Surf Shop: A trendy boutique offering luxury surf wear and accessories, perfect for a day on the beach.
  3. Shelter Island Florist & Gifts: A boutique offering high-end floral arrangements, artisanal goods, and unique gifts.
  4. The Hedges Inn: A historic inn featuring an on-site boutique offering a selection of high-end clothing and accessories.
  5. Sylvester & Co. Modern General: A stylish and modern boutique featuring high-end clothing, accessories, and home goods.

Most Luxurious Hotels

  1. Sunset Beach Hotel: A luxurious beachfront hotel featuring chic and stylish accommodations, top-of-the-line amenities, and stunning views of the water.
  2. The Ram's Head Inn: A historic and elegant inn featuring luxurious accommodations, gourmet dining, and picturesque views of the island.
  3. The Chequit: A stylish and modern boutique hotel featuring luxurious amenities, curated decor, and a prime location in the heart of the island.
  4. The Hedges Inn: A historic and elegant inn featuring luxurious amenities, gourmet dining, and a secluded and serene atmosphere.
  5. Shelter Island House: A charming and sophisticated hotel featuring luxurious accommodations, top-of-the-line amenities, and a prime location just steps from the water.

Excellent Dining

  1. Sunset Beach Restaurant: A chic and trendy restaurant featuring a diverse menu of fresh seafood and locally sourced cuisine, with stunning views of the water.
  2. Vine Street Cafe: A gourmet restaurant featuring a seasonal menu of fresh and locally sourced cuisine, with a charming and elegant atmosphere.
  3. The Ram's Head Inn: A historic and elegant restaurant featuring a gourmet menu of fresh and locally sourced cuisine, with picturesque views of the island.
  4. 18 Bay Restaurant: An upscale restaurant featuring a seasonal menu of farm-to-table cuisine, with a cozy and intimate atmosphere.
  5. SALT Waterfront Bar & Grill: A beachfront restaurant featuring fresh seafood and stunning views of the water, with a laid-back and casual atmosphere.

World Class Residence

  1. The Waterfront Estate: A stunning waterfront estate featuring luxurious amenities, breathtaking views of the water, and a private beach.
  2. The Point House: A secluded and elegant residence featuring top-of-the-line amenities, picturesque views of the island, and a prime location just steps from the water.
  3. The Captain's House: A historic and elegant residence featuring luxurious amenities, a charming and sophisticated atmosphere, and a prime location in the heart of the island.
  4. The Bay House: A stunning bayfront residence featuring top-of-the-line amenities, panoramic views of the water, and a private dock.
  5. The Cottage: A charming and sophisticated residence featuring luxurious amenities, picturesque views of the island, and a secluded and serene atmosphere.

Shelter Island Sales

Shelter Island Rentals

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