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 Crescent Beach and Sunset 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 Sunset Beach and Shell 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 Sunset Beach.

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
$417 nightly
The price is $476 total per night from Feb 1 to Feb 2
$476 total
Feb 1 - Feb 2
Total with taxes and 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! (720 reviews)
Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible !

Reviewed on Jan 12, 2026

Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$79 nightly
The price is $91 total per night from Feb 1 to Feb 2
$91 total
Feb 1 - Feb 2
Total with taxes and fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,000 reviews)
I have stayed here a number of times, and each time the room has been spotless and smells fresh. The staff is very friendly and always offers to help in some way, whether it's to get the snow off my car or provide bottled water. I will be staying here again!

Reviewed on Jan 23, 2026

Pier Blue Inn Old Saybrook - Essex
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions South Edison Beach and Kirk Park Beach ...
9.2/10 Wonderful! (188 reviews)
Great view of sunrise and sunset

Reviewed on Jan 19, 2026

Montauk Blue Hotel
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! (1,287 reviews)
Everyone was perfect for our stay at the Montauk Manor!!! The lobby is beautiful and clean. The staff was friendly and very welcoming. We enjoyed massages with Amy, which I highly recommend. Breakfast was delicious at Monte’s (restaurant in the lobby). We loved our room it was immaculate and had ...

Reviewed on Jan 26, 2026

Montauk Manor
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton NY
Book a stay at this family-friendly vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Southampton Golf Range and ...
9.8/10 Exceptional! (32 reviews)
The perfect spot for our niece’s wedding weekend.The property is spacious and well appointed. Close to everything but still feels private. Comfortable beds and sitting areas. The pool was amazing and a great spot to relax between wedding events. We had 7 adults stay there was plenty of room for everyone. ...

Reviewed on Sep 26, 2025

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

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

Hampton Bays NY
Book a stay at this beach vacation home in Hampton Bays. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Meschutt Beach and Good ...
9.4/10 Exceptional! (129 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 Jan 11, 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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