
Shelter Island Vacations from ¥195,194
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The Latest Shelter Island Vacation Packages

Outsite Chelsea
Reviewed on Jun 25, 2025


Pendry Manhattan West
Reviewed on Jul 28, 2025

Where to stay in Shelter Island

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 Crescent Beach.
Find the Best Shelter Island Vacation Packages
Shelter Island Beach Vacation
There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Shelter Island Hotel Deals

Marram
Reviewed on Jul 28, 2025

Beachcomber Resort at Montauk
Reviewed on Jul 28, 2025

Montauk Yacht Club
Reviewed on Jul 24, 2025
What to do in Shelter Island

Long Island Wine and Food Day Trip with Sommelier host from NYC
