Paddle & Picnic in Sag Harbor 🤸⛱️, Travel Cards & Offers - Wonder Shuffle

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Paddle & Picnic in Sag Harbor 🤸⛱️Best inlets and estuaries for a windswept day
Published 8/13/2025
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From Elizabeth Cassone of Windswept by the Sea in Bridgehampton:


On the Water

Paddleboarding or kayaking is an underused treasure here. You can cruise inlets, estuaries, and hidden beaches. Drop in at Havens Beach or the dock at Barcelona Point and soak in the dramatic Sag Harbor cliffs and views.


Inside Tip 📌

Bring your own board or rent from local guides. Pack a picnic, paddle to a quiet spot, and stay for a sunset you won’t forget.


If you would like a guide, see the card below. And tell them Elizabeth, of Windswept, sent you.

Hamptons Insider Spots 🌊Bridgehampton surf instructor James McMahon on local East End tours and hidden gems

Paddle & Picnic in Sag Harbor 🤸⛱️

825 Head of Pond Rd, Water Mill, NY 11976, USA

A Private Salon in Bridgehampton ✨ Windswept by the Sea offers cutting and color with world-class training and local charm


About Windswept by the Sea

Since 1994, I've been creating a different kind of Hamptons salon — one that feels as relaxed and welcoming as a perfect beach day, with reggae setting the mood and zero pressure to be anything but yourself.


From my first Watermill spot in the '90s to today's Bridgehampton hideaway, it's always been about connection and craft.


Trained by Vidal Sassoon in London and seasoned across Europe's top salons, I brought those world-class techniques home to the East End, specializing in hand-painted color that captures natural sunlight and modern cuts that move like ocean air — effortless, organic, and designed to make you feel like the best version of yourself.


Lead-in Image

@jamessurf222 / Instagram


Category: Travel
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