Things to do in Shelter Island

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A wooden gazebo by a pond with a large tree trunk nearby.
A sunset over a calm lake with a pier extending into the water, surrounded by trees and a road with a pedestrian crossing.
A large house with a dock extending into a calm body of water, surrounded by trees and other houses.
A gazebo on a rock by a river, surrounded by dense forest and a wooden fence.
A coastal landscape with a lake, dense greenery, and a sunset sky.

Things to do

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

$149
per adult
Sunday Brunch Sail in Greenport
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What to do in Shelter Island

 

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Stay near popular Shelter Island attractions

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)
Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
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Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Learn more about Shelter Island
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Wades Beach.

A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Wades Beach and Shelter Island Historical Society.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Shelter Island Whale's Tail and Gardiner's Bay Country Club, some noteworthy sights in the nearby area.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Wades Beach and Mashomack Preserve.

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Popular day trips from Shelter Island

A sandy beach with wooden fences and houses on a dune.

East Hampton

An aerial view of a harbor with boats, a ship, and a dock extending into the water.

Greenport

A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

Sag Harbor

A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights

A calm lake with a forest in the background during sunset.

Southold

A coastal landscape with a sandy beach, calm water, and scattered trees.

East Marion

A small boat with a canopy anchored near a dock.

Noyack

Frequently asked questions

Is Shelter Island worth visiting?
Shelter Island has an interesting mix of attractions, local charm and culture. Whether you're into outdoor activities, history or local culinary flavors, there are many things you'll enjoy here.
How do I spend a day in Shelter Island?
67 Steps Beach and Elizabeth A. Morton National Wildlife Refuge are two good places to kick-start your adventures. Be sure to check out the dining and shopping options in Shelter Island while you're in town too.
What is the top tourist attraction in Shelter Island?
Wolffer Estates Vineyard is one of the top tourist attractions in Shelter Island and should be high on every sightseeing list of the area.
Is three days enough to stay in Shelter Island?
Three days is enough for a quick trip to Shelter Island — you'll tick off the main sights and get a good idea of the local vibe. But if you want to really soak it all in, stay for at least seven to ten days to explore some hidden gems too.
Is Shelter Island a walkable city?
With popular neighborhoods and top sights within walking distance of the city center, Shelter Island is a great place to visit on foot. Have fun wandering between Crescent Beach and Wades Beach. Then take a stroll through Greenport West, located 3 miles from downtown, and The Heights, which is roughly 1 mile away.
What are some activities to do in Shelter Island with kids?
Deciding what to do in Shelter Island with kids has never been so simple. Whether you have teenagers or toddlers, there are many family-friendly tours and attractions to keep them happy here.

What to do in Shelter Island for adults?
Wolffer Estates Vineyard and Peconic Bay Winery are just a couple of the things to do in Shelter Island. With plenty of activities available, there's something here for everyone.
Are there free things to do in Shelter Island?
From enjoying parks to strolling around vibrant neighborhoods, it's simple to discover free things to do in Shelter Island. If you're stuck for ideas, ask a local tour guide for recommendations. 67 Steps Beach is a must for anyone looking to save on their sightseeing adventures.

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