Discover Southampton: The Crown Jewel of The Hamptons
Welcome to Southampton, the crown jewel of "The Hamptons" along the iconic Route 27. This stunning enclave boasts some of the most exquisite homes and oceanfront estates in the region. You'll find an abundance of classic shingle-style architecture here, with charming gable-roofed beauties hidden behind lush hedges as far as the eye can see. The village is dotted with white colonial revivals from the 1800s, exuding a distinctly American charm. Meanwhile, newer farmhouse and contemporary styles add a modern touch, especially the sleek, glass-fronted oceanfront estates on Dune Road and Meadow Lane.
Whether you're meandering down Main Street, indulging in ice cream at Sip N' Soda, savoring gelato at Sant Ambroeus, or toasting s'mores at a Cooper's Beach bonfire, Southampton offers a plethora of activities. Here's a roundup of our favorite spots to eat, drink, and explore in this picturesque area.
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Where to Eat
Tutto il Giorno
Owned by Gabby Karan de Felice (daughter of Donna Karan) and her husband, this rustic Italian eatery attracts a lively crowd just off Main Street. Dine al fresco in the charming, pea gravel-lined garden under the stars and bistro lights.
Sant Ambroeus
A New York City staple, Sant Ambroeus brings its formal yet classic Italian fare to Southampton, always pleasing the crowd. Don't miss the delicious gelato!
Le Charlot
Enjoy steak frites and a glass of wine en plein air—c'est parfait.
Shippy's
A Southampton institution for over 50 years, Shippy's offers locally sourced dishes in a welcoming atmosphere.
La Parmigiana
Perfect for a family-friendly takeaway meal, including delicious pizza.
Village Cheese Shoppe
Ideal for grabbing a takeaway sandwich for a beach picnic.
Where to Shop
Tenet
A Main Street staple for over a decade, Tenet offers a curated selection of APC, Isabel Marant, local brands, and unique gifts.
Fivestory Southampton
Claire Distenfeld's boutique showcases her impeccable taste with offerings from Markarian, Nili Lotan, Proenza Schouler, and more.
AERIN Southampton
Aerin Lauder's chic shop features a mix of homeware, perfumes, beauty products, and stylish caftans and straw totes—perfect for a hostess gift.
Homenature
A Hamptons dream shop with beautiful furniture, antiques, cashmere throws, and creamy upholstery.
Mecox Gardens
A delightful blend of antiques, gardenware, and furniture.
What to Do
Beaches
Southampton's beaches, from Cooper's Beach to Flying Point Beach, are unmatched. Enjoy a bonfire at night or a picnic lunch on the sand.
Cultural Experiences
Visit the Southampton Cultural Center, Peter Marino Art Foundation, and Southampton Arts Center for year-round exhibitions.
Antiquing and Art Galleries
Explore Jobs Lanes' antique shops and art galleries.
Where to Relax
27 Hampton
For the best blowouts in Southampton, visit 27 Hampton, which also offers cut, color, spray tanning, and manicure/pedicure services.
Lily and Horn
Complement your beach weekend with acupuncture and massage at Lily and Horn on White Street.