Things to do in Shelter Island

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Shelter Island Travel Guide

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.

Recommended things to do in Shelter Island

Number of things to do	12
Cheapest thing to do on Expedia	Public Schooner Sail in Greenport: $130
Top 5 things to do	Private Beach Fire Montauk Public Schooner Sail in Greenport Sunday Brunch Sail in Greenport The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC Half-Day Private Long Island Wine Tour Experience
Under $25
With kids	Private Beach Fire Montauk Public Schooner Sail in Greenport Sunday Brunch Sail in Greenport Private Vacation Photoshoot with Photographer in The Hamptons Private Vacation Photoshoot with Photographer The Hamptons

What to do in Shelter Island

Looking for sports, concerts, or theater events in Shelter Island? Search event tickets to see what's happening today, or to plan what to do this weekend!

Discover the most popular places to visit in Shelter Island

Man watching sailboat on Long Island Sound

Wades Beach

Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Shell Beach

Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

Shelter Island Historical Society

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Menhadden Lane Beach

Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

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

Center console boat on Long Island, NY. Photographed by drone.

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 Crescent Beach and Sunset Beach.

Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

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 Sunset Beach.

A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.

Coecles Harbor

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

view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water (shell bank creek)

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.

Aerial Views of Mamaroneck, New Rochelle, and Larchmont

Shorewood

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

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

East Hampton

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

Greenport

Sag Harbor

A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights

Southold

East Marion

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.