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Regan Taylor & Henry John

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Things To Do

Outdoor Adventures

Visit Montauk Point Lighthouse – Climb to the top for stunning ocean views and take a scenic walk along the rocky shoreline. Hike in Montauk State Parks – Explore trails at Shadmoor State Park and Hither Hills State Park, both offering breathtaking coastal views. Take a Stroll on the Beach – October brings crisp air and quiet beaches, perfect for a peaceful walk at Ditch Plains or Kirk Park Beach.

Food & Drinks

Drinks at Shagwong Tavern – The Montauk staple offers great drinks and a lively atmosphere. Tacos at Hideaway – A hidden gem serving up delicious tacos and refreshing margaritas. Brunch at Naturally Good Café – A great spot for fresh, organic breakfast and coffee.

Relaxation & Local Charm

Wine Tasting at Wölffer Estate Vineyard – A short drive away in the Hamptons, perfect for a crisp fall day. Explore Montauk Village – Browse charming shops, grab a coffee, and soak in the laid-back atmosphere.

For all the days along the way
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