THE HAMPTONS
with Jenna & Joe
Your insiders guide to the best of the Hamptons
Welcome to
The Hamptons
As you step into the serene beauty and understated luxury of the Hamptons, you’renotjustrentingahome you’reembracingalifestyle. This guide has been thoughtfully crafted to enhance your stay, offering insider recommendations and curated experiences that make every moment truly unforgettable.
Inside, you’ll find handpicked dining recommendations, where eachmealbecomesamemory,alongwithmust-visitbeachesfor both relaxation and adventure. We’ve also compiled a selection of can’t-miss spots and activities spanning from Westhampton to Montauk, ensuring your days are filled with discovery and enjoyment.
But a true Hamptons experience goes beyond the places you visit it’saboutimmersingyourselfinthelifestyle.Tomakethis effortless, we’ve shared our personal Rolodex of trusted local contacts, from private chefs and bartenders who can elevate your evenings to event planners and bike rental companies that willhaveyouexploringscenicroadslikealocal.
Our goal is not just to be a resource but to be your connection to the Hamptons. Whether you’re savoring a sunset on the beach, enjoying a glass of wine at a vineyard, or simply unwinding in your rental home, we want every momenttoremindyouwhythisdestinationissospecial.
And when the time comes for you to leave, we hope this guidehasnotonlyenhancedyourstaybutalsoinspiredyou to return. Whether you’re here for a weekend escape or considering a more permanent place in the Hamptons, we’reheretohelpmakeitareality.
If you ever dream of making the Hamptons your home, we’dlovetohelpyoufindtheperfectplacetocallyourown. Welcometoastaylikenoother.WelcometotheHamptons.
WESTHAMPTON BEACH
The quintessential beach town boasts sandy beaches, captivating sunsets, and a quaint charm that will have you feeling right at home.
About WestHampton
With its picturesque Main Street boasting delightful boutique shops, extraordinary seafood restaurants, and an array of entertainment options, Westhampton Beach is the perfect destination to unwind and relax.
Best Beaches
Offers beautiful white sand with restrooms, showers, and a concession stand
LashleyBeach
Features calmer waters perfect for families with young children or those looking for a quieter beach experience.
Top Restaurants
Fauna
Flora
Beach Bakery
Stone Creek Inn
Daphne’s
Margarhita Grille
Dockers
RogersBeach
Things to do
Westhampton Beach Performing Arts Center
The Westhampton Beach Performing Arts Center hosts a variety of live performances includingconcerts,plays,and comedy shows. Check their scheduletoseewhat'splaying duringyourvisit.
Play golf at The Country Club of Westhampton
Golf enthusiasts can enjoy a round of golf at The Country Club of Westhampton which offers 18 holes surrounded by picturesquescenery.
HAMPTON BAYS
Welcome to Hampton Bays, a charming village in the Hamptons that simply stands out from the rest. With its distinct character and unique offerings, Hampton Bays is truly a gem waiting to be discovered.
About Hampton Bays
What sets Hampton Bays apart is its stunning beaches, picturesque bays, and lively downtown area. Unlike other villages in the Hamptons, Hampton Bays exudes a laid-back vibe while still managing to attract visitors from all over the world.
Best Beaches
PonquogueBeach
Located on Dune Road, this beautiful beach offers stunning views of the Atlantic Ocean and plenty of space to relax and soak up the sun
MeschuttBeach
This family-friendly beach has picnic areas, volleyball courts, and a playground for kids to enjoy. Great spot to watch the sunset.
Top Restaurants
Rumba
Cowfish
Francesca’s Canal Café
Sundays on the Bay Amalfi
Dockers
Edgewater
Things to do
Wine Tasting Boat Charter
Hampton Bays is the closest Hamlet to the North Fork, where more than 60 vineyards are located!
The RumBarge
During the summer, a fun little boat runs between Rumba and Cowfish. You can take it between the two restaurants for a unique summer experience! Both have delicious food and lively bar scenes.
Located right on the canal, Hampton Bays is a boating destination. Rent or charter a boat for the day to see the beauty of this area.
Attend an Outdoor Concert
Good Ground Park is a community park in Hampton Bays that hosts free concerts and events throughout the summer. Bring a blanket or lawn chair and enjoy live music under the stars.
SOUTHAMPTON
Experience the true essence of the Hamptons in Southampton. B captivated by the charm of the original Hampton.
About Southampton
With its large family estates and classic restaurants like Saint Ambreous, this town is perfect for those seeking a warm, traditional atmosphere.
Plus, it offers the added benefit of shaving off an hour or more from your drive. Indulge in shopping and immerse yourself in the Hamptons culture in Southampton.
Best Beaches
Coopers Beach
This pristine beach has been consistently ranked as one of the top beaches in the country, with its soft sand, clear waters, and stunning views.
Coopers Neck Lane
This peaceful beach offers calm waters perfect for swimming or paddleboarding.
Top Restaurants
Tutto Il Giorno
LUNCH
Publick House
Union Burger
Blue Mar
Calissa
Bistro Étè
Saint Ambreous
Things to do
Visit the
Parrish
Art Museum
This striking architectural landmarkandculturalhub showcases an impressive collection of American art with a focus on East End artists. It’s a must visit for art lovers and design enthusiastsalike.
Enjoy a Spa Day
ShouSugiBanHouseis a high end, tranquil spa that offers a variety of wellness experiences and treatments. A great way to relax into summer.
Visit Agawam Park
Located in the heart of Southampton Village, Agawam Park is a great place to relax and have a picnic. The park also hosts events throughout the year such as outdoor movienightsandlivemusicperformances.
BRIDGEHAMPTON
Between the sparkling waters of Sag Harbor Bay and the Atlantic Ocean, Bridgehampton exudes a charm and character that sets it apart from its neighboring villages in the Hamptons.
About Bridgehampton
With its central location, Bridgehampton serves as a gateway to the best that the Hamptons have to offer. From exquisite dining experiences to high-end shopping, there's something for everyone in this idyllic coastal community.
Best Beaches
Sagg Main
A lifeguarded beach with stunning views
Ocean Road
A quieter beach due to minimal parking
Top Restaurants
Elaia Estiatorio
Bobby Vans
Armin & Judy
Almond
Pierre’s
Estia’s Little Kitchen
Dopo Il Ponte
Fairway
Arthur & Sons
Things to do
Wine Tasting
ThetwobestwineriesintheHamptons are in Bridgehampton. Wölffer Estate Vineyard is the most popular with its MusiconFridaynights. Ifgoingtothe main tasting room, be sure to make a reservation. The wine stand is more casual and does not require reservations. Channing Daughters is a lot smaller of an operation, so bring a blankettoenjoysittinginthegarden.
Go Shopping
The Tj Max in the Hamptons is famousforitsdesignerdealsandoften times celebrities are caught shopping here. The inventory is hit or miss, but alwaysworthapeak!
SAG HARBOR
This charming village offers a unique glimpse into a bygone era with its historic architecture, quaint shops, and rich maritime history.
About Sag Harbor
From strolling down its picturesque streets to exploring the bustling harbor lined with sailboats and yachts, Sag Harbor is a waterfront haven for all. The village also boasts a thriving arts and culture scene, with a variety of galleries and live theater performances throughout the year.
Best Beaches
Long Beach
Top Restaurants
Tutto Il Giorno Lulu’s
DOPO La Spiaggia
Bell & Anchor
American Hotel
A fun place to watch kite surfers & sailboats dance on the water
Havens Beach
Offers beautiful views of Shelter Island and Gardiner's Bay and features picnic areas & playgrounds to enjoy.
Il Cappucino Carissa’s Sen
Dockhouse
Things
to do
Bay Street Theater
BayStreetTheaterisaculturalhubin
Sag Harbor, hosting a variety of performances throughout the year including live music concerts, plays, and comedy shows. Check their schedule for upcoming events during yourvisit.
Take a Sunset Cruise
Experience breathtaking views of Sag Harbor's coastline on a sunset cruise around Shelter Island or out into Gardiner's Bay. Sit back, relax, and enjoy a glass of wine as you watch the sundipbelowthehorizon.
EAST HAMPTON
Known for its pristine beaches, laidback way of life, and rich history, this hamlet has been a favorite of discerning travelers for centuries.
About East Hampton
East Hampton boasts award-winning beaches, high-end shopping boutiques, amazing eateries, and an array of outdoor activities. The quaint downtown area is home to a variety of specialty shops, cafes, and restaurants that flaunt the town's character and history.
Best Beaches
Main Beach
Top rated beach with The Beach Hut restaurant. Features concerts on Tuesdays
Maidstone Park Beach
Beautiful bay beach with amazing sunset views.
Top Restaurants
Bostwick’s Chowder House
Bostwick’s on the Harbor
SiSi
Sunset Harbor
Coche Comedor
Tutto Café
Highway Restaurant
Nick & Toni’s
Blue Parrot
Smokey Buns
Things to do
Paddleboard in Springs
Springshassomeofthemostbeautiful harbors and bays with calm water perfect for paddleboarding or kayaking. Hereareafewgreatspots:
-LousePoint
-Gerard Drive (go all the way to the end)
-MaidstonePark
Tuesdays at Main Beach
Every Tuesday during the summer months, East Hampton hosts "TuesdaysatMain"whichfeatureslive music, food trucks, and local vendors. It's a fun way to experience the community and support small businesses while enjoying some entertainment on the beach. Bring blankets&beachchairs!
AMAGANSETT
Welcome to Amagansett! This charming hamlet has somethin f whether it's soaking up the sun on a pristine beach or explori gems that make this place unique
About Amagansett
Stroll down the quaint sidewalks of Amagansett Square, a bustling hub of eclectic shops, art galleries and coffee houses, where the local community gathers to unwind and relax. To indulge in some seafood delights, head to Napeague where The Clam Bar & LUNCH sit opposite of another, two renowned eateries with worldwide reputations.
Best Beaches
Atlantic Avenue
Often whales are spotted here throughout the summer
Napeague
Less crowded beach super close to the Clam Bar & LUNCH
Top Rest ur nts
Il Buco al Mare Fini Pizza
Doubles Rowdy Hall
The Clam Bar LUNCH
Amber Waves Farm
The Meeting House
Things to do
Picnic in the Square
The Amagansett square is a charming spot to have a picnic with friends or family. Surrounded by quaint shops andrestaurants,visitorscangrabsome delicious food from local eateries and enjoy it in the square while taking in the small-town atmosphere. It's also a great place to people-watch or catch live music performances during the summermonths.
Hiking at Walking Dunes
For those looking for some outdoor adventure, head to Walking Dunes Trail located near Napeague Harbor. This 3-mile loop trail takes hikers through stunning landscapes includingdunes,forests,andmarshes. Along the way, visitors may spot various wildlife such as birds, deer, andrabbits.
MONTAUK
The End.
With a reputation for its bustling nightlife scene, world-renowned surfing spots, and an easygoing lifestyle, it's a destination that strikes a perfect balance between relaxation and excitement.
About Montauk
As the sun sets, the streets come alive with the sound of live music from local bars and restaurants, creating an unforgettable atmosphere that invites visitors to stay up late and dance the night away. Surfers from around the globe flock here to catch the perfect wave, while those who prefer a more leisurely pace can unwind on the beach, soaking up the sun and fresh ocean breeze.
Best Beaches
Ditch Plains
Known for its consistent waves, making it a great spot for surfing.
Kirk Park Beach
Walkable from town.
Top Restaurants
Duryea’s Lobster Deck
Crow’s Nest
Inlet Seafood
Hooked
Gig Shack
Westlake Fish House
Maverick’s
Gigi’s at Gurney’s
Ocean Club
Lynn’s Hula Hut
Mostrador Montauk
Things to do
Sunset at the Montauket
The Montauket arguably has the best sunset in Montauk. Parking can get tricky so arrive early. Often there is livemusicoutside.Youcanalsositfor dinner, though there’s nothing particularly special about the food. Comeforthedrinks&party!
Charter a Boat
Therearesomanyoptionstochartera boat depending on your preferences. Montaukisagreatplacetogofishing, ortherearenumerouspartyboats.The Montiki is a fun catamaran style boat thatweloveandEasyBreezealsodoes ticketed sunset cruises. For something different,trytheMontaukCycleBoat!
Night life
The highest concentration of late night clubs and bars is in Montauk. There are a few other great places throughout the Hamptons, but remember— things are generally not super close together. Don’t plan on jumping between towns in one night. There are often daytime parties and sunset is a vibe. New places pop up every summer, but these are tried and true.
For Kids & Families
Visit Amber Waves Farm
Amber Waves Farm is a family-friendly farm located in Amagansett, NY. Kids can participate in hands-on activities such as harvesting vegetables and feeding animals. The farm also offers educational programs and workshops for children to learn about sustainable farming practices.
Explore the Children's Museum of the East End
The Children's Museum of the East End in Bridgehampton is a great place to take kids for a fun and educational experience. The museum features interactive exhibits that encourage learning through play, as well as special events and workshops for kids of all ages.
Take a trip to Montauk Point Lighthouse
Located on the easternmost tip of Long Island, Montauk Point Lighthouse is a historic landmark that offers stunning views of the ocean and surrounding area. Kids will enjoy climbing to the top of the lighthouse and exploring the museum inside.
Go on a horseback riding adventure
For families with older kids, horseback riding is a fun and unique activity in the Hamptons. Several stables offer guided trail rides through scenic landscapes, such as Deep Hollow Ranch in Montauk or Stony Hill Stables in Amagansett.
REAL ESTATE
Your Hamptons Home Starts Here
Whether you’re spending a season or considering something more permanent, we’re here to make every step seamless. As the #1 in Hamptons rental real estate agents, we blend insider knowledge with hands-on support to help tenants, buyers, and homeowners navigate Hamptons real estate with ease. From stunning summer rentals to longterm investments, we do more than open doors we help you feel at home.
Working with Us
We’re not just agents we’re matchmakers, storytellers, and your go-to Hamptons insiders. From finding the right rental to staging and marketing your home, we approach every relationship with care, creativity, and a commitment to service. Our listings get attention, our network runs deep, and we’re always just a call (or a DM) away.
Our Services
Summer Rentals
Year-Round Rentals
Listing Homes for Rent
Listing Homes for Sale
Buyer Representation
Tenant Representation
Off-Market Opportunities
Local Market Expertise
Endless Summers Await…
As your unforgettable Hamptons getaway unfolds, we invite you to stay connected with us long after your stay. Our passion for sharing the best of the Hamptons goes beyond the summer season we’re here year-round to keep you inspired with hidden gems, local favorites, and exclusive insights.
Bring the essence of the Hamptons with you wherever you go by following us on social media. Join our vibrant community for stunning seasonal photography, curated recommendations, and insider tips that will have you dreaming of your next escape.
Whether you’re planning your next visit or envisioning a more permanent place in the Hamptons, we’re here to help you make it a reality.
Until next time…
Welcome to a lifestyle you’ll never want to leave.
