Montauk
Montauk is located at the end of the Hamptons. However, unlike the surrounding area, it has a significantly less amount of people and stress. People simply come here for a good time along the beach. Formerly a surf town, Montauk definitely still carries the same vibe. However, now its streets are lined with boutiques and hotels. Thankfully, this hasn't changed Mountauk's personality one bit.
How to get there: Hampton Jitney, Long Island Rail Road
[Photo via @swim_candy]