Shelter Island, NY

Travel 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.

Where to stay in 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 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

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit 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

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.

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

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.

Hay Beach
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 Shell Beach and Shelter Island Historical Society.

Shorewood
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Montclair Colony

While Montclair Colony isn't home to many top sights, Shell Beach and Sunset Beach are some notable places to visit nearby.

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 ¥49,154 per night from Feb 22 to Feb 23
¥49,154
¥67,391 total
Feb 22 - Feb 23
includes taxes & fees
Book a 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 ...
8.2/10 Very Good! (723 reviews)
Room was spotless, staff were great and the resort is top notch!!

Reviewed on Feb 2, 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is ¥21,174 per night from Feb 16 to Feb 17
¥21,174
¥27,181 total
Feb 16 - Feb 17
includes taxes & fees
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,294 reviews)
Love this place

Reviewed on Feb 12, 2026

Montauk Manor
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is ¥22,794 per night from Mar 15 to Mar 16
¥22,794
¥30,418 total
Mar 15 - Mar 16
includes taxes & fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (610 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 Jan 10, 2026

Sound View Greenport
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 WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,294 reviews)
Love this place

Reviewed on Feb 12, 2026

Montauk Manor
4BR Beach Cottage sits on private beach.  Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
Book a stay at this beach cottage in Westbrook. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Westbrook Town Beach and Clinton ...
9.6/10 Exceptional! (75 reviews)
Great location and service.

Reviewed on Sep 11, 2025

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Escape to Sag Harbor

Escape to Sag Harbor

Sag Harbor NY
Stay at this vacation home in Sag Harbor. Enjoy private pools, a fitness center, and a garden. Popular attractions Foster Memorial Town Beach and Sag Harbor ...
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 Sep 30, 2025

Escape to Sag Harbor
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

Things to do

Cities near Shelter Island

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