Things to do in Shelter Island

Activities, attractions and tours

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

€153
per adult
Sunday Brunch Sail in Greenport
Private Vacation Photoshoot with Photographer The Hamptons

Private Vacation Photoshoot with Photographer The Hamptons

€245
per adult
Private Vacation Photoshoot with Photographer The Hamptons
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What to do in Shelter Island

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 for the activities you enjoy most.
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach may 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

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Wades Beach and Shelter Island Historical Society.

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

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

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

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

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 Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wades Beach and Mashomack Preserve.

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

East Hampton

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

Frequently asked questions

Is Shelter Island worth visiting?
From shopping to outdoor pursuits and history, there are plenty of fun things to do in Shelter Island. Make sure to discover the area's mix of cool attractions, local charm and culture.
How do I spend a day in Shelter Island?
Begin your day with a visit to 67 Steps Beach and Crescent Beach. Then, tour other parts of Shelter Island for local dining and some souvenir shopping.
What is the top tourist attraction in Shelter Island?
Don't leave without visiting Wolffer Estates Vineyard, ranked the top tourist attraction in Shelter Island.
Is three days enough to stay in Shelter Island?
Book a trip to Shelter Island for three days and you'll have enough time to tick off its most popular sights and get a taste for the local vibe. For the chance to visit highlights in nearby areas and get off the beaten path, consider staying for up to 10 days.
Is Shelter Island a walkable city?
Some key attractions in Shelter Island, such as Crescent Beach and Wades Beach, are within walking distance. You can also visit several of the city's popular neighbourhoods on foot. Only 5 kilometres from the city centre of Shelter Island is Greenport West and The Heights is 2 kilometres 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 easy. Whether you're travelling with little ones or teenagers, there's no shortage of family-friendly sights and activities to keep everyone entertained here.
What to do in Shelter Island for adults?
Whether you're a culture enthusiast, food connoisseur or adventure seeker, there are loads of things to do in Shelter Island for adults including Wolffer Estates Vineyard and Peconic Bay Winery.
Are there free things to do in Shelter Island?
From visiting parks to wandering around vibrant neighbourhoods, it's a breeze to find free things to do in Shelter Island. If you're stuck for ideas, get some recommendations from a local tour guide. 67 Steps Beach is a great spot for anyone wanting to save on their travelling adventures.