Shelter Island Travel Guide

Tourist Guide

Central Park summer
Central Park summer
View of Dering Harbor
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.
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Where to stay in Shelter Island

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

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.

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

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.

Menantic Creek
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

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.

Coecles Harbor
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

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.

Hay Beach
Aerial Views of Mamaroneck, New Rochelle, and Larchmont

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.

Shorewood
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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.

Montclair Colony
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is NZ$729 per night from 22 Feb to 23 Feb
NZ$729
22 Feb - 23 Feb
includes taxes & fees
Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...
8.2/10 Very Good! (722 reviews)
Room was spotless, staff were great and the resort is top notch!!

Reviewed on 2 Feb 2026

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is NZ$329 per night from 15 Mar to 16 Mar
NZ$329
15 Mar - 16 Mar
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on 10 Jan 2026

Sound View Greenport
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is NZ$294 per night from 16 Feb to 17 Feb
NZ$294
16 Feb - 17 Feb
includes taxes & fees
Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,292 reviews)
The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic

Reviewed on 1 Feb 2026

Montauk Manor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,292 reviews)
The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic

Reviewed on 1 Feb 2026

Montauk Manor
Escape to Sag Harbor

Escape to Sag Harbor

Sag Harbor NY
Stay at this holiday home in Sag Harbor. Enjoy private pools, a fitness centre and a garden. Popular attractions Foster Memorial Town Beach and Sag Harbor Whaling ...
10/10 Exceptional! (55 reviews)
We had a wonderful stay at this beautiful house in the Sag Harbor with our adult children and my husband.The pool and pool table were such a high light and the house was fully stocked with everything we needed.Dayle was fantastic with communication and made everything so easy. We were in town for ...

Reviewed on 30 Sept 2025

Escape to Sag Harbor
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays NY
Stay at this beach holiday home in Hampton Bays. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Meschutt Beach and Good Ground Park ...
9.4/10 Exceptional! (131 reviews)
We absolutely loved the place and had a great time. There was plenty of space for the kids to spread out and enjoyed the indoor fireplace. The sunrise views were amazing and it's always special to stay on the water. Communication with the owner was great. We hope to visit again.

Reviewed on 11 Jan 2026

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Cities near Shelter Island

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