An Unforgettable Group Weekend in the Hamptons: October 18-20, 2024
This weekend is packed with exclusive experiences and a perfect mix of relaxation, adventure, and indulgence. Whether you’re unwinding at a vineyard, taking in the fall beauty on horseback, or enjoying some of the Hamptons' finest cuisine, this itinerary ensures your group will leave with memories to last a lifetime.
Friday Evening: Wine and Romance at W?lffer Estate
What better way to begin your weekend than with the timeless charm of W?lffer Estate Vineyard in Sagaponack? This Friday, Candlelight Fridays offers live acoustic music and soft candlelight to set the scene for a relaxing evening. Share a bottle of W?lffer's Cabernet Franc or their crisp Chardonnay, accompanied by a delicious charcuterie and cheese board. The vineyard’s stunning fall foliage and the warmth of the tasting room make for a perfect start to your weekend.
For a more intimate experience, book a private tasting and savor their exceptional wine portfolio with friends.
Saturday Morning: Brunch at Pierre’s, Bridgehampton
Indulge in a luxurious brunch at Pierre’s in Bridgehampton, where the chic French-inspired bistro atmosphere meets impeccable service. Enjoy golden, buttery croissants, or treat yourself to their signature lobster omelette, paired with a glass of freshly squeezed orange juice or a classic mimosa. The warm, inviting space and gorgeous outdoor patio make Pierre's a perfect spot for catching up with friends over a leisurely meal.
Saturday Afternoon: Horseback Riding in Southampton
For something truly special, explore the beautiful countryside of Southampton with a horseback riding lesson at Deep Hollow Ranch. Just a short drive away, this ranch offers riding lessons and scenic trail rides that take you through wooded trails and serene landscapes, showcasing the best of the Hamptons’ natural beauty in the fall. Whether you're a seasoned rider or a beginner, this experience is perfect for groups seeking a bit of adventure and the unique opportunity to see the Hamptons from a different perspective.
Saturday Evening: Gourmet Dinner at Nick & Toni’s
After your horseback riding adventure, treat yourselves to an unforgettable dinner at Nick & Toni’s in East Hampton. Known for its rustic charm and wood-fired dishes, this restaurant is a favorite among locals and celebrities alike. Start with their signature wood-grilled octopus, followed by a tender, perfectly grilled branzino. The cozy, candlelit atmosphere makes it an ideal spot for intimate conversations and celebrating a fantastic day with your group.
Finish with the warm apple crostata, a delightful seasonal dessert that perfectly captures the flavors of fall.
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Sunday Morning: Yoga & Wellness
After an activity-filled Saturday, rejuvenate your body and mind with a private group yoga session at Mandala Yoga & Healing Arts in Amagansett. This serene studio offers a mix of Vinyasa flow and restorative yoga, perfect for stretching and unwinding after a busy weekend. The calming atmosphere and tailored sessions help bring balance to your weekend, leaving you and your friends feeling refreshed and centered.
Sunday Late Morning: Spa Day at Naturopathica East Hampton
Extend your relaxation with a visit to Naturopathica East Hampton, where you can enjoy a rejuvenating herbal aromatherapy massage. Their signature Herbal Hydration Wrap is a must-try, using organic oils and herbs to leave your skin feeling revitalized. The serene spa environment provides the perfect opportunity for your group to relax and unwind before heading back to reality.
Sunday Afternoon: Farewell Lunch at Tutto Il Giorno
Before heading home, enjoy a farewell lunch at Tutto Il Giorno in Southampton. This upscale Italian eatery is renowned for its fresh, house-made pasta dishes, and the warm, stylish atmosphere makes it a favorite for both locals and visitors alike. The gnocchi with sage butter or the perfectly grilled branzino are highly recommended, offering a comforting end to your perfect Hamptons weekend.
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This exclusive itinerary offers a balance of adventure, relaxation, and fine dining, perfect for creating lasting memories with your friends. Whether it’s riding horses through the autumn countryside or indulging in a gourmet dinner, your group will experience the best of the Hamptons.