Title: 10 TOP Things to Do in Shelter Island February 2026 | Expedia.co.uk [Shelter Island Travel Guide](https://expedia.co.uk/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.co.uk/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Flights to Shelter Island](https://expedia.co.uk/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Shelter Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island.d157359.Car-Hire-Guide)[Shelter Island Holidays](https://expedia.co.uk/Shelter-Island.d157359.Holidays-City-Breaks) # What to do in Shelter Island, NY ## Activities, attractions and tours ## Visit Shelter Island Types of activities Where to stay [Shelter Island travel guide](https://expedia.co.uk/Shelter-Island.dx157359) ![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![View of Dering Harbor](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in. A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.](https://images.trvl-media.com/place/183716/7c4f108a-2c51-4e5b-8cfa-2a22f9251521.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![A beach cafe was airlifted from the South of France and dropped onto this sandy beach on Shelter Island -- complete with pouty-lipped, summer turtle-neck-wearing, aloof, and decorative French serving girls and bar tenderesses. It's quite a see and be scene with a rooftop driftwood bar and dining. Pâté, gzpacho, moule frite, and a cold glass of summer Rosé. It's worth a boat ride from Sag Harbor. ](https://images.trvl-media.com/place/183716/e84e02da-e2d7-4a47-8938-e84980426e5b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Shelter Island Attractions Let Expedia help you to experience the best that Shelter Island has to offer! If you’re planning a trip to Shelter Island, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Shelter Island with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Places of interest in Shelter Island Shelter Island is crammed with must-see places to visit and things to do. We can help you decide where to stay in Shelter Island, and make it a breeze to explore Shelter Island and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Shelter Island to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit to Shelter Island, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Shelter Island. #### Shelter Island attractions Shelter Island has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Shelter Island to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Shelter Island. Looking for things to do in Shelter Island can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Shelter Island or catch up with the vibrant local culture, our guides to Shelter Island attractions ensure that you’ll have a successful trip, whatever the season. Happy trails! --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save % or more on select activities, hotels, cars and holiday rentals. [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) --- ## Recommended things to do in Shelter Island | Number of things to do | 6 | | ------------------------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Private Luxury Wine Tours of Long Island Pindar Winery](/things-to-do/private-luxury-wine-tours-of-long-island-pindar-winery.a50790562.activity-details): £134 | | Top 5 things to do | [Half-Day Private Long Island Wine Tour Experience](/things-to-do/half-day-private-long-island-wine-tour-experience.a47265708.activity-details)[Private Holiday Photoshoot with Photographer in The Hamptons](/things-to-do/private-professional-photoshoot-in-the-hamptons.a48935201.activity-details)[Private Luxury Wine Tours of Long Island Pindar Winery](/things-to-do/private-luxury-wine-tours-of-long-island-pindar-winery.a50790562.activity-details)[The Hamptons Coastal Escape from NYC](/things-to-do/the-hamptons-coastal-escape-from-nyc.a50590738.activity-details)[Long Island North Fork Sights Bites & Flights, Half-Day Tour: PM](/things-to-do/half-day-private-long-island-north-fork-sightseeing-tour.a50223091.activity-details) | | Half-day tours | [Private Holiday Photoshoot with Photographer in The Hamptons](/things-to-do/private-professional-photoshoot-in-the-hamptons.a48935201.activity-details) | | With kids | [Private Holiday Photoshoot with Photographer in The Hamptons](/things-to-do/private-professional-photoshoot-in-the-hamptons.a48935201.activity-details) | ## What to do in Shelter Island --- ### Popular places to visit ![Colorful pebbles and shells on a beach](https://images.trvl-media.com/place/553248621554204761/5a57054c-a374-4fe2-8982-2385bf184bb1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Shell Beach Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.co.uk/Shell-Beach-Shelter-Island.d553248621554204761.Attraction) ![Man watching sailboat on Long Island Sound](https://images.trvl-media.com/place/553248621554204759/ee48f50e-5c27-4bcd-8a17-a99baf567092.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wades Beach Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.co.uk/Wades-Beach-Shelter-Island.d553248621554204759.Attraction) #### 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. [](https://expedia.co.uk/Gardiners-Bay-Country-Club-Shelter-Island.d6282173.Attraction) #### 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. [](https://expedia.co.uk/Shelter-Island-Whales-Tail-Shelter-Island.d553248621554204762.Attraction) #### Shelter Island Historical Society You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums. [](https://expedia.co.uk/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Attraction) #### 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. [](https://expedia.co.uk/Mashomack-Preserve-Shelter-Island.d6224462.Attraction) #### Havens House You can spend an afternoon studying the exhibits at Havens House during your travels in Shelter Island. Stroll along the area's beaches or simply enjoy its wineries. [](https://expedia.co.uk/Havens-House-Shelter-Island.d6232745.Attraction) #### Menhadden Lane Beach Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights? [](https://expedia.co.uk/Menhadden-Lane-Beach-Shelter-Island-Heights.d553248621554204760.Attraction) ### Explore areas of Shelter Island ![Center console boat on Long Island, NY. Photographed by drone.](https://images.trvl-media.com/place/553248635976481903/93829460-9892-494c-803a-a3af6b3b8523.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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 Shell Beach. [](https://expedia.co.uk/Shelter-Island-Heights-Silver-Beach.dx553248635976481903) ![Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.](https://images.trvl-media.com/place/553248635976481214/0fd5766e-1ec1-4630-87ca-616953333ece.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Menantic Creek While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach. [](https://expedia.co.uk/Shelter-Island-Menantic-Creek.dx553248635976481214) ![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.](https://images.trvl-media.com/place/553248635976480820/ef16583d-a1b3-4f29-8d9e-0f21fcceaafc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.co.uk/New-York-Coecles-Harbor.dx553248635976480820) ![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](https://images.trvl-media.com/place/553248635976470037/504e907d-021d-4378-950f-32bb724622a2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.co.uk/Shelter-Island-Heights-Hay-Beach.dx553248635976470037) ![Aerial Views of Mamaroneck, New Rochelle, and Larchmont](https://images.trvl-media.com/place/553248635976481937/9210af7b-6de4-447d-b525-19512b2b53b1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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 Shell Beach and Shelter Island Historical Society. [](https://expedia.co.uk/Shelter-Island-Shorewood.dx553248635976481937) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Montclair Colony If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Shell Beach and Sunset Beach. [](https://expedia.co.uk/Shelter-Island-Heights-Montclair-Colony.dx553248635976473165) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Day trip destinations from Shelter Island ![East Hampton Main Beach](https://images.trvl-media.com/place/6326946/99c13c6c-b8af-41be-9e07-3f762273ab70.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Hampton ![Sag Harbor](https://images.trvl-media.com/place/154327/a91ea3b6-915f-4999-ad18-23d61df0621a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Sag Harbor ![beach of east marion seen from water side](https://images.trvl-media.com/place/6069914/91e6a04d-cea0-4ca3-a467-cb23f6c7ba9f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Marion ![LongHouse Reserve featuring a park and outdoor art as well as a small group of people](https://images.trvl-media.com/place/6326942/7509b7da-c1b7-4ce3-95d4-0a25d72ea0d7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Northwest Harbor ## Frequently asked questions ### Is Shelter Island worth visiting? ### How do I spend a day in Shelter Island? ### What is the top tourist attraction in Shelter Island? ### Is three days enough to stay in Shelter Island? ### Is Shelter Island a walkable city? ### What are some activities to do in Shelter Island with kids? > - [Private Holiday Photoshoot with Photographer in The Hamptons](https://expedia.co.uk/things-to-do/private-professional-photoshoot-in-the-hamptons.a48935201.activity-details) ### What to do in Shelter Island for adults? ### Are there free things to do in Shelter Island? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app