12 Fun Things To Do In Shelter Island

things to do in shelter island

Shelter Island is a small town located off the coast of New York, and it's full of exciting activities and attractions that can make your visit one to remember. From beach days to historical tours, there are plenty of fun things to do in Shelter Island. Whether you're looking for a day of relaxation or an adventurous afternoon, here are 12 of the best activities to enjoy in Shelter Island.

Characteristic Tips
Nature & Wildlife Go on a hike in Mashomack Preserve. With over 2,000 acres of pristine nature, you can explore the diverse wildlife and habitats in the area.
Culture Visit the Shelter Island Historical Society Museum. This museum is dedicated to showcasing the island's rich history and culture.
Water Activities Kayak around the island or rent a boat for a day. With its crystal clear waters, Shelter Island is a great place to explore by boat.
Shopping & Dining Check out the local shops and restaurants. There are plenty of places to shop and grab a bite to eat.
Entertainment Go to a movie at the Shelter Island Drive-In. This iconic drive-in theater is a great way to spend an evening.

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Sunset Beach

Sunset
Source: goop.com
Characteristic Description
NameSunset Beach Hotel
Type3-star hotel
WebsiteGo to website
Rating / Review count4.2 / 432
Address35 Shore Rd, Shelter Island Heights, NY 11965
Phone(631) 749-2001

There are plenty of activities to enjoy at Sunset Beach, including beach volleyball, surfing, fishing, and kayaking. There are also plenty of restaurants and shops nearby, so visitors can grab a bite to eat or pick up a souvenir to take home.

The beach is also a great place for families, as there are plenty of activities for kids and adults alike. From building sandcastles to playing tag on the beach, the possibilities are endless. There are also a few nearby attractions, such as the Shelter Island Historical Society, which offers a look into the island’s past.

If you’re looking for a romantic getaway, Sunset Beach is the perfect spot. There’s nothing quite like watching a beautiful sunset over the ocean while holding hands with your loved one. For those looking for a more active experience, there are plenty of activities to choose from like biking, horseback riding, and stand-up paddleboarding.

No matter what kind of vacation experience you’re looking for, Sunset Beach of Shelter Island is sure to provide it. With its stunning views, plentiful activities, and amazing sunsets, it’s the perfect place for a summer getaway. So, if you’re looking for a peaceful paradise, head to Sunset Beach and create some magical memories. As local resident, Lillian Smith said, “Sunset Beach is a place of beauty and peace, a place to make memories that will last a lifetime.”

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Mashomack Preserve

Mashomack
Source: www.nature.org
Characteristic Description
NameMashomack Preserve
TypeNature preserve in Shelter Island, New York
WebsiteGo to website
Rating / Review count4.8 / 193
Address79 S Ferry Rd, Shelter Island, NY 11964
Phone(631) 749-1001
HoursSunday - 7 AM–5:30 PM
Monday - 7 AM–5:30 PM
Tuesday - 7 AM–5:30 PM
Wednesday - 7 AM–5:30 PM
Thursday - 7 AM–5:30 PM
Friday - 7 AM–5:30 PM
Saturday - 7 AM–5:30 PM

The Mashomack Preserve of Shelter Island is a great place for visitors to experience the beauty of the Island. The preserve features more than 2,000 acres of nature, including two miles of shoreline and a variety of habitats. Visitors can take in the stunning views of the harbor, the creeks and wetlands, and the salt marshes. In addition to the natural beauty, the preserve also provides many activities for visitors to enjoy, including bird watching, kayaking, fishing and nature walks.

When visiting the Mashomack Preserve of Shelter Island, visitors should be sure to bring the right clothing and supplies. The preserve can get very hot in the summer months, so visitors should dress appropriately and bring plenty of sunscreen and water. Visitors should also be aware of the wildlife in the area and take precautions to ensure their safety, such as staying on the trails and not disturbing any of the wildlife.

The Mashomack Preserve of Shelter Island is a great place to learn about the island's history and culture. The preserve offers educational programs and guided tours that provide visitors with an in-depth look at the island's history, culture and ecology. One of the most popular programs is the “Cultural History Tour,” which takes visitors back in time to explore the island's past.

The Mashomack Preserve of Shelter Island is also home to a variety of unique species of birds and animals. During the spring and summer, visitors can witness a wide array of birds and animals migrating to the area. Bird watchers can also enjoy the many species of birds that call the preserve home, such as the osprey, bald eagle and red-tailed hawk.

Finally, the Mashomack Preserve of Shelter Island is a great place for a family outing. The preserve offers many activities for children, such as nature walks and scavenger hunts. There is also a picnic area where visitors can enjoy a meal in the shade of the trees.

The Mashomack Preserve of Shelter Island is a great place to explore and enjoy nature. Visitors can take in the stunning views of the harbor, the creeks and wetlands, and the salt marshes. They can also learn about the island's history and culture, witness a variety of birds and animals, and enjoy family activities. The preserve is a great place to explore and experience the beauty of the Island.

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Crescent Beach

Crescent
Source: www.shelterislandtown.us
Characteristic Description
NameWades Beach
TypeBeach in Shelter Island, New York

In addition to the beach, Crescent Beach also offers a variety of activities, such as kayaking, fishing, and sailing. Kayaks and canoes can be rented, and there are several boat launches located nearby. Fishing is also a popular activity, and there are a variety of fish species to be found in the waters around the island. Sailing is also a great way to explore the area, and there are several marinas located nearby.

If you’re looking for a great beach getaway, Crescent Beach of Shelter Island is the perfect spot. Whether you’re looking to relax in the sun, take a dip in the ocean, go fishing, or explore the area by kayak or sailboat, you’re sure to find something to do. So, come on down and see what Crescent Beach has to offer! As a local resident once said, “It’s like a little slice of paradise.”

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South Ferry

South
Source: www.easthamptonstar.com

The South Ferry of Shelter Island provides a beautiful view of the waters of Long Island Sound, as well as a peaceful getaway from the hustle and bustle of city life. The ferry runs from Greenport, in the North Fork of Long Island, to the small town of Shelter Island. It is a short, but scenic ride, with breathtaking views of the sound and miles of white sand beaches.

For those looking for a unique travel experience, there are many activities and attractions to explore on Shelter Island. Visitors can enjoy the beautiful beaches and take part in many water-related activities such as swimming, kayaking, fishing, and sailing. There is also plenty to do on land, such as shopping, dining, and exploring the quaint villages and small towns that dot the island.

If you are looking for a romantic getaway, the South Ferry of Shelter Island is the perfect place to explore. The ferry ride is a great way to spend a romantic evening, with views of the sunset over the sound and plenty of time to share stories and memories.

History buffs will also enjoy the South Ferry of Shelter Island, as the area is rich with historical sites. There are many sites to explore, including the Old Manse, the Shelter Island Historical Society, and the Shelter Island Lighthouse.

For those looking for a unique experience, the South Ferry of Shelter Island is an ideal destination. With its stunning views, peaceful atmosphere, and multitude of activities and attractions, it is the perfect place to escape from the everyday hustle and bustle of life.

When visiting the South Ferry of Shelter Island, be sure to take the time to explore all that it has to offer. From the beautiful views of Long Island Sound to the myriad of activities and attractions, there is something for everyone. Make sure you plan ahead and bring plenty of snacks, drinks, and sunscreen to make the most of your trip. With its stunning beauty and peaceful atmosphere, the South Ferry of Shelter Island is a destination that will make your next vacation memorable.

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Shell Beach

Shell
Source: northforker.com
Characteristic Description
NameShell Beach
TypeBeach in Shelter Island Heights, New York
Rating / Review count4.7 / 11

When visiting Shell Beach, it is important to take note of the tides. During high tide, the beach is mostly submerged, and it is not possible to collect shells or swim. To ensure the best experience, plan your visit during low tide, when the beach is exposed and the waters are calm.

When exploring Shell Beach, be sure to bring your camera. The shoreline is covered with large shells of all shapes and sizes. There are also plenty of smaller shells to be found, so take your time and look carefully. The shells can be taken home as souvenirs, but it is important to remember that they are part of the natural ecosystem of the beach and should not be taken in bulk.

In addition to exploring the beach, there are plenty of other activities to enjoy at Shell Beach. Swimming is allowed during low tide, and the clear waters provide a great opportunity to spot marine life such as dolphins, turtles, and fish. There is also a pier that extends into the ocean, where visitors can fish or simply take in the views.

Overall, Shell Beach on Shelter Island is a beautiful destination that is worth a visit. With its stunning views and wide range of activities, it is sure to provide a memorable experience. So, the next time you are looking for a relaxing beach getaway, be sure to check out Shell Beach.

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Ram Island County Park

Ram
Source: shelterislandgazette.com
Characteristic Description
NameRam Island County Park
TypeIsland in Suffolk County, New York
Rating / Review count5 / 1

Visitors to Ram Island County Park can take a leisurely stroll around the park and take in the stunning views of the sound. There are several trails that wind around the park, taking in the natural beauty of the area. Visitors can also take part in fishing, kayaking, and canoeing on the sound. There are also picnic areas where visitors can enjoy a meal while taking in the views.

The park offers a variety of activities and programs, such as guided hikes and nature walks, bird watching, and nature photography classes. Visitors can also take part in an educational lecture series hosted by the park. The park also has a playground, perfect for children of all ages.

The park also offers a variety of cultural activities, such as storytelling, lectures, and events. Visitors can take part in the annual Ram Island Festival, which features music, art, and food. The park also hosts Native American gatherings, where visitors can learn about the history and culture of the area.

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Mashomack Point

Mashomack
Source: www.nature.org
Characteristic Description
NameMashomack Point
Type1 Google review
Rating / Review count4 / 1

The area is also home to a variety of wildlife, including deer, foxes, turtles, and birds. Birdwatchers will enjoy the variety of species to observe, including bald eagles, hawks, woodpeckers, and owls. Nature lovers will appreciate the diversity of flora and fauna in the area, as well as the chance to observe some of the rare species that inhabit the area.

The Mashomack Point of Shelter Island is a great place to spend time with family and friends. Visitors can explore the area together or take a relaxing break on the beach. There are plenty of picnic areas and outdoor grills available for those who wish to have a barbecue or just relax in the sun. There are also several restaurants and bars in the area, where visitors can enjoy a variety of fresh seafood and local delicacies.

When visiting Mashomack Point of Shelter Island, visitors should be aware of the tides. The area is known for its strong tides, and swimming is not recommended during high tide. Visitors should also bring plenty of sun protection and bear in mind that the area is home to several endangered species, so they should not disturb the wildlife.

If you’re looking to experience the beauty of nature, Mashomack Point of Shelter Island is the perfect place for you. With its tranquil atmosphere and stunning views, this area is sure to be a memorable experience for all who visit. Whether you’re looking for a weekend getaway or an extended stay, Mashomack Point of Shelter Island is the perfect spot for you.

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The Pridwin Beach Club

The
Source: www.booking.com
Characteristic Description
NameThe Pridwin
Type3-star hotel
WebsiteGo to website
Rating / Review count4.3 / 172
Address81 Shore Rd, Shelter Island, NY 11964
Phone(631) 749-0476

At the Pridwin Beach Club, guests can relax on the beach, swim in the bay, or take a stroll through the gardens. The club also features a variety of activities for all ages, including kayaking, paddle boarding, and sailing. Guests can also rent paddle boats, canoes, and kayaks from the on-site marina.

In addition to the on-site amenities, the Pridwin Beach Club also offers a variety of activities and events that are perfect for families and friends. From live music and comedy shows to beach yoga and movie nights, the Pridwin Beach Club has something for everyone.

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Gardiners Island

Gardiners
Source: behindthehedges.com

Visitors to Gardiners Island can enjoy a variety of activities, from bird watching and kayaking to fishing and swimming. The island is a protected haven for migratory birds, and many species, including the endangered piping plover, can be seen here. There are also plenty of activities for children, such as bicycle riding, crabbing, and beachcombing.

A visit to Gardiners Island is an experience unlike any other. The island is a place of tranquility and beauty, with breathtaking views of the surrounding area. Visitors should take time to explore the island by foot and take in the sights and sounds of its many natural wonders.

There are several ways to get to Gardiners Island. Ferries run from both Orient Point and Greenport on Long Island. Visitors can also take private boats or chartered vessels to the island. For those who prefer to stay on the mainland, there are plenty of options for accommodations and dining.

Although the island is privately owned and closed to the general public, there are several educational opportunities available. The Gardiners Island Historical Museum offers guided tours of the island, and a variety of programs and events throughout the year. For those interested in learning more about the island’s history, the museum offers an online library with a wealth of information.

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The Ram's Head Inn

The
Source: shelterislandreporter.timesreview.com
Characteristic Description
NameRam's Head Inn
Type2-star hotel
WebsiteGo to website
Rating / Review count4.5 / 168
Address108 S Ram Island Dr, Shelter Island Heights, NY 11965
Phone(631) 749-0811

The inn is steeped in history and has a rich legacy of providing a safe haven for travelers. Over the years, the Ram's Head Inn has been owned and operated by a variety of families, each adding their own unique style and character to the inn. The current owners, the Meeker family, have been running the inn since 1991 and have made significant improvements to the facility and grounds. The inn offers a variety of amenities such as a restaurant, a full-service bar, and a variety of activities, including fishing, kayaking, and swimming.

Visitors can experience the beauty and tranquility of Shelter Island by staying at the Ram's Head Inn. The inn offers a variety of guest rooms, suites, and cottages that are perfect for couples, families, or groups. The property is surrounded by lush gardens and offers breathtaking views of the harbor. Guests can take in the stunning sunsets, watch the boats sail by, and admire the wildlife that call Shelter Island home.

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Sylvester Manor

Sylvester
Source: www.sylvestermanor.org
Characteristic Description
NameSylvester Manor Educational Farm
TypeFarm in Shelter Island Heights, New York
WebsiteGo to website
Rating / Review count4.3 / 36
Address80 N Ferry Rd, Shelter Island, NY 11964
Phone(631) 749-0626
Profiles

Shelter Island’s Sylvester Manor is an extraordinary place for a weekend getaway. Situated on a secluded island, the Manor offers breathtaking views of the surrounding bay, quiet woodlands, and meadows. The Manor has been in the same family for 11 generations, and the property is now a working farm. Visitors are invited to explore the grounds and learn about the history of the site.

In addition to the tours and exploration, Sylvester Manor also hosts a variety of events throughout the year. The Manor holds classes, workshops, and performances. These events range from farm-to-table dinners to storytelling and music performances. Many of the events are free and open to the public.

For those looking for a unique experience, Sylvester Manor offers an overnight stay. Guests can spend the night in the Manor’s historic guest house and enjoy a delicious breakfast the next morning. The guest house has been renovated and has all the modern comforts, but retains its original charm.

For a truly unique experience, visitors can take part in the Sylvester Manor’s annual harvest festival. This event takes place in September and includes a wide variety of activities, including apple picking, hayrides, music, and other fun events.

No matter what you’re looking for, Sylvester Manor is sure to offer something special. With its beautiful views, fascinating history, and variety of activities, it’s the perfect place for a weekend getaway.

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Ram's Head Nature Trail

Rams
Source: www.sevenonshelter.com
Characteristic Description
NameRam's Head Inn
Type2-star hotel
WebsiteGo to website
Rating / Review count4.5 / 168
Address108 S Ram Island Dr, Shelter Island Heights, NY 11965
Phone(631) 749-0811

The trail is located on the north end of Shelter Island and is only accessible by a short walk from the town center. The trailhead is located at the intersection of Ram's Head Road and Shelter Island Boulevard. Once you reach the trailhead, you will find yourself surrounded by lush vegetation and wildlife. The trail is well marked with signs that direct you along the way.

The nature trail is great for bird watching and other wildlife viewing. There are numerous species of birds and other animals that call the area home including hawks, owls, and eagles. The trail also has an abundance of plants and flowers that provide a great backdrop for a relaxing walk in nature.

The trail is perfect for a leisurely afternoon stroll. There are many benches and picnic areas along the trail, making it a great spot to relax and take in the scenery. The trail is also great for photography, as its natural beauty provides the perfect backdrop for a great photo.

The Ram's Head Nature Trail is also a popular spot for stargazing. On a clear night, you can see the stars twinkling in the sky. It is a great place to come and relax and watch the stars in all their glory.

The trail can be accessed year round and is open during daylight hours. During the summer months, it is a great place to take a break from the hustle and bustle of the beach. In the colder months, it is a great place to take a walk and enjoy the beauty of nature.

The Ram's Head Nature Trail is a great place to come and relax, take in the beauty of nature, and get away from the hustle and bustle of the beach. It is a great spot to come and enjoy a leisurely stroll, bird watch, or just relax and take in the natural beauty of Shelter Island. Whether you are looking for a peaceful walk in nature or a great spot to take pictures, the Ram's Head Nature Trail is the perfect place to come and enjoy a peaceful afternoon.

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Frequently asked questions

Some of the best outdoor activities on Shelter Island include kayaking, fishing, biking, and hiking. You can also enjoy swimming, sailing, and bird watching.

Yes, there are several historical attractions to visit on Shelter Island. These include the Havens House Museum, Mashomack Preserve, and Sylvester Manor Educational Farm.

Yes, there are several beaches to visit on Shelter Island. Some of the most popular beaches include Crescent Beach, Shell Beach, and Coecles Harbor Beach.

Yes, there are many restaurants to eat at on Shelter Island. Some of the most popular restaurants include the Chequit Inn, The Ram’s Head Inn, and The Point Bar & Grill.

Yes, there are several shopping opportunities on Shelter Island. Some of the most popular stores include Shelter Island Pharmacy, Shelter Island Hardware, and Shelter Island Trading Company.

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3 Comments

RI

Rico Horne

I had the pleasure of visiting Shelter Island last summer, and it was a memorable experience. One of the best things to do there is exploring the island by bike. The scenic routes and quiet roads make it a cyclist's paradise. I also highly recommend spending a day at Crescent Beach. The soft sand and crystal-clear water make it the perfect spot for swimming and sunbathing. And of course, no visit to Shelter Island is complete without trying the seafood. The local restaurants serve up some of the most delicious and fresh seafood dishes I've ever tasted. Trust me, you won't be disappointed!
Thank you so much for sharing your wonderful experience in Shelter Island! I couldn't agree more about exploring the island by bike. The peaceful and scenic routes are a pleasure to ride on. And Crescent Beach sounds like a true paradise with its soft sand and crystal-clear water. I will definitely make sure to spend a day there when I visit. Lastly, I'm a huge seafood lover, so I'm thrilled to hear that Shelter Island offers some of the most delicious and fresh seafood dishes. Your recommendation has definitely sparked my curiosity, and I can't wait to try them out for myself!
KA

Katrina Jarvis

I recently visited Shelter Island and had an amazing time exploring all the things to do there. One of my favorite activities was hiking the Mashomack Preserve. The trails were well-maintained and offered stunning views of the island's natural beauty. I also enjoyed checking out the local shops and restaurants in the charming downtown area. The farmer's market was a highlight, with a wide variety of fresh produce and unique artisanal products. Overall, Shelter Island is a hidden gem that offers something for everyone, whether you enjoy outdoor adventures or simply relaxing by the water.

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