The Hamptons may be known for its luxury homes and beachside retreats, but there's far more to explore than what meets the eye. From hidden cultural gems to iconic coastal landmarks, the area is packed with experiences that appeal to both locals and out-of-town guests. Whether you're visiting for the weekend or considering a permanent move, these top attractions showcase what makes the East End one of the most sought-after destinations in the country.
1. Main Beach – East Hampton’s Iconic Shoreline
Consistently ranked among the top beaches in the U.S., Main Beach in East Hampton offers soft white sand, rolling dunes, and stunning ocean views. The beach is well-maintained, with clean facilities, seasonal lifeguards, and a peaceful atmosphere that never feels overly crowded—thanks in part to its permit-only parking during peak season.
Whether you're starting the day with a sunrise stroll, spending the afternoon lounging by the surf, or soaking in a sunset picnic, Main Beach captures the essence of upscale coastal living. It remains one of the most cherished attractions in the Hamptons for good reason.
2. Montauk Point Lighthouse – A Historic Coastal Landmark
Commissioned by George Washington in 1792, the Montauk Point Lighthouse holds the title of New York State’s oldest lighthouse and continues to be one of the most iconic sights on the East End. Visitors can climb its 137 iron steps to reach the top, where sweeping views of the Atlantic Ocean and Block Island Sound provide an unforgettable perspective of the coastline.
The surrounding grounds offer more than just a scenic overlook—there are hiking trails, opportunities for whale watching, and plenty of photo-worthy moments throughout the park. Inside the lighthouse, educational exhibits explore the area’s maritime history and local legends. As one of the Hampton’s most enduring attractions, it offers a compelling mix of history, nature, and panoramic beauty.
3. Sag Harbor Village – Culture, Shopping, and Charm
Sag Harbor Village offers a unique blend of historic charm and cultural sophistication, making it one of the most vibrant destinations in the Hamptons. Once a bustling whaling port, the village now boasts a walkable downtown filled with independent bookstores, waterfront dining, boutique shops, and historic inns—each contributing to its timeless appeal.
Highlights include the Sag Harbor Whaling & Historical Museum, located in a beautifully preserved Greek Revival mansion, and the Bay Street Theater, a beloved venue for live performances and community events. With its relaxed pace and rich local character, Sag Harbor strikes the perfect balance between classic Hamptons charm and year-round livability, making it a must-visit for locals and visitors alike.
4. Wolffer Estate Vineyard – Wine With a View
Set among the rolling fields of Sagaponack, Wölffer Estate Vineyard combines striking scenery with a well-earned reputation for quality winemaking. The estate’s signature rosé and crisp whites are served in a stunning Mediterranean-style tasting room, where rows of vines stretch out in every direction.
Guests can relax on the terrace with curated wine flights, enjoy seasonal food offerings, or attend one of the vineyard’s popular summer music nights. It’s a go-to destination for both locals and visitors looking to unwind in a beautiful setting, offering a seamless blend of elegance and ease that captures the spirit of the South Fork.
5. Cooper’s Beach – Family-Friendly Fun in Southampton
Cooper’s Beach in Southampton is known for its wide shoreline, soft sand, and calm surf—making it an ideal spot for a full day at the beach, especially for families. With convenient amenities like chair and umbrella rentals and a concession stand for snacks and drinks, it’s easy to settle in and enjoy the coastal atmosphere.
Framed by historic estates and grassy dunes, the beach offers a scenic backdrop that feels both peaceful and polished. It strikes a great balance between accessibility and charm, providing a laid-back beach experience without sacrificing comfort or style.
6. Guild Hall – Arts and Culture in East Hampton
As a leading cultural institution in the region, Guild Hall offers a full calendar of visual arts exhibitions, live theater, music performances, and film screenings. It’s been a cornerstone of the Hamptons’ creative community since 1931, hosting both emerging and world-renowned artists.
Visitors can explore rotating gallery shows or attend intimate performances in the theater space. Its location in downtown East Hampton makes it easy to pair with nearby restaurants or shopping. For lovers of the arts, Guild Hall stands out as one of the more refined and enriching attractions in the Hamptons.
7. LongHouse Reserve – Sculpture Meets Nature
Tucked away in East Hampton, LongHouse Reserve spans 16 acres of thoughtfully designed gardens that seamlessly weave together art, nature, and architecture. Founded by renowned textile designer Jack Lenor Larsen, the property features an impressive collection of outdoor sculptures by artists such as Yoko Ono, Willem de Kooning, and Buckminster Fuller.
Visitors are encouraged to wander at their own pace, taking in the changing textures of the landscape alongside striking contemporary works. With seasonal exhibitions and special events throughout the year, the experience evolves with each visit—offering a quiet, inspiring retreat for lovers of art, design, and the outdoors.
8. Shelter Island – A Quick Escape with a Slower Pace
Accessible only by ferry, Shelter Island feels like a world apart from the buzz of the South Fork. This quiet enclave is home to scenic bike routes, freshwater creeks, and the protected lands of Mashomack Preserve, a 2,100-acre nature sanctuary with trails and birdwatching.
Visitors can spend the day kayaking, exploring nature trails, or enjoying a meal at a waterfront inn. The island’s unspoiled charm makes it a perfect escape, especially during peak summer weekends. It’s a reminder that not all attractions in the Hamptons are about luxury—some are simply about getting back to nature.
9. The Parrish Art Museum – Contemporary Art in Water Mill
The Parrish Art Museum showcases contemporary and modern art, with a focus on artists connected to the East End. Housed in a striking Herzog & de Meuron-designed building, the museum features expansive gallery spaces and rotating exhibitions from both established and emerging creators.
The museum hosts talks, workshops, and seasonal events that engage the community and celebrate creativity. Its minimalist design and serene surroundings make it a peaceful yet inspiring stop for art lovers and families alike. It’s a key cultural anchor in the Hamptons, blending local influence with international recognition.
Explore Hamptons Real Estate with The Schiaffino Team
If you're ready to find a home that puts you close to your favorite attractions, trust The Schiaffino Team to guide you every step of the way. With deep local knowledge and a commitment to personalized service, they’ll help you find the perfect property to match your lifestyle. Discover what it means to live where others vacation—contact The Schiaffino Team today to start your journey.
*Header photo courtesy of Unsplash
