8. Shelter Island, New York
This island is probably one of the best-kept secrets of Long Island’s East End. The secluded area has 12,000 square miles of land and feels like a world apart with its country roads filled with farms and vineyards, despite its proximity to Manhattan.
A 10-minute ferry ride from Greenport Village, this secret island has very little nightlife, offering you a slice of serenity you’ll hardly find anywhere else. Unlike its famous counterpart, the Hamptons, guests can enjoy breathtaking hiking trails, pristine beaches, and lovely cafés that are, without a doubt, picturesque and, of course, free from crowds.
As a summer destination, Shelter Island comes alive from June to August, but it’s still a peaceful place to relax.
You may also want to read 7 Relaxing US Beaches to Escape This Tough Winter.