As autumn casts its vibrant palette over the East Coast, there's no better time to escape the hustle and bustle of city life and immerse yourself in the picturesque charm of the Hamptons. Whether you're craving the serenity of the beach or the delight of seasonal activities, this three-day itinerary promises an unforgettable experience.
Day 1: Orchard Adventures and Vineyard Views
Kick off your adventure in Watermill, where the quaint charm of Seven Ponds Orchard awaits. Spend the morning picking your own crisp, juicy apples and vibrant pumpkins—perfect for autumn decorating or savoring fresh from the orchard. 🍏🎃 Once you've gathered your harvest, treat yourself to an exquisite wine tasting at Wölffer Estate Vineyard. Here, you can indulge in a delightful selection of their renowned reds while basking in stunning vineyard views that paint a breathtaking tapestry of autumn colours. 🍇🥂
Day 2: Beach Bliss and Cozy Evenings
On your second day, relish the serenity of the beaches during this magical season. With fewer crowds, you can fully embrace the warm, inviting waters and soft golden sands beneath your toes on a sunny 75-degree day. 🏖️☀️ As the sun begins to set, make your way to Baron's Cove in Sag Harbor. Enjoy expertly crafted cocktails while live music sets a perfect backdrop for relaxation. 🎶🍹 To cap off your day, indulge in a delightful dinner at Tutto Il Giorno, where the ambiance and their fall menu are irresistibly warm and inviting, tantalizing your taste buds with seasonal flavours. 🍂🍽️
Day 3: Floral Bliss and Sunset Feasts
Your Amagansett adventure begins with flower picking at Amber Waves Farm. Wander through fields bursting with colours and textures, allowing yourself to unwind amidst nature's beauty. 🌼✨ Afterward, head to Amagansett Square, where you can discover charming shops filled with artisanal goods. Be sure to pack a picnic and find a sunny spot to enjoy your lunch, surrounded by beautifully antiqued hydrangeas. 🌸 For the grand finale, don’t miss the breathtaking sunset at Montaukett. Let the vibrant hues of the setting sun wash over you as you enjoy a comforting local fish dinner at The Dock, where the fresh flavors perfectly capture the essence of the coast. 🌅🐟
This autumn, experience the Hamptons like never before, where each moment is filled with warmth, beauty, and delightful flavours. 🍁💕
For more tips on visiting the Hamptons any time of year, grab our free guide linked below:
