The Top Things to Do and See in Montauk, New York

The Montauk Point Lighthouse, Long Island, New York
The Montauk Point Lighthouse, Long Island, New York | © Take in the scenery at Montauk Point State Park
Julia Goicochea

Montauk, New York is full of characters and attractions. Enjoy its carefree lifestyle with visits to German beer halls and historic horseback tours. This piece of Long Island boasts New York’s most eclectic travel itinerary. Here are the best things to see and do on your visit to Montauk. Did you know – Culture Trip now does bookable, small-group trips? Pick from authentic, immersive Epic Trips, compact and action-packed Mini Trips and sparkling, expansive Sailing Trips.

Deep Hollow Ranch

Deep Hollow Ranch, Oldest Cattle Ranch in USA, Montauk, Long Island, New York, USA

Montauk’s beautiful vistas are even better on horseback at Deep Hollow Ranch. A Montauk must-visit, this is the oldest working ranch in the United States, and hosts horseback tours across 3,000 acres (1,215ha) of New York beaches and countryside. This local legend welcomes all experience levels and backgrounds, and promises to make an American cowboy (or girl) out of any willing visitor.

Montauk Brewing Company

Naturally Good

If you’ve had one too many beers or fish sandwiches (yes, that is possible) get your body back on track by making your way to Naturally Good Foods and Cafe. Since 1985 this haven of wellbeing has kept Montauk locals healthy – and just as importantly, happy – with natural and organic groceries and cosmetics. Tip: come hungry to this healthful café, where fan-favorite fresh yellowfin tuna sandwiches are enjoyed with abandon.

R09M

Set inside a ‘reconfigured’ guestroom at a Montauk hotel, R09M (pronounced Room 9) is not your ordinary shopping experience. Featuring finds from underground, established, and designer vintage labels, this multi-brand boutique (which has earned write-ups in Harper’s Bazaar and Hamptons Magazine) also offers live music performances and art installations. Intriguing patrons with its tagline ‘there will be miracles’ R09M is a little miracle in itself.

Ditch Plains Beach

Ditch Plains Beach Montauk Long Island New York

Whether your outdoor persona is surfer or shutterbug, you’re sure to savor an experience at Ditch Plains Beach. Out on the Montauk Peninsula, the beach boasts dramatic bluffs, walking trails, and board-friendly waves, lending itself to adventurers and admirers alike. Be sure to bring a parking permit – the only beach day souvenir worse than sunburn is an even nastier parking ticket.

Montauk Point State Park

One of Montauk’s premier attractions is its natural scenery, and no site offers more of this than Montauk Point State Park. The park is home to New York State’s oldest lighthouse, surf fishing sites, and trails enjoyed year-round by hikers and skiers. Don’t miss the waterfront views, where you can observe the Atlantic Ocean as it converges with the Block Island Sound.

Inlet Seafood Restaurant

One of many seafood restaurants in Montauk, Inlet Seafood Restaurant stands out for its fresh fish catches, many of which were swimming until very recently. Trust six local fishermen to deliver the town’s freshest locally-landed seafood; you can watch them unload it 150ft (45m) from the kitchen. The boat-to-table fare includes fluke piccata, tuna tartare with avocado, and what’s promised to be ‘the freshest sushi you’ve ever tasted.’

Lake Montauk

View of boats docked in marina at sunset

Don’t let the name fool you: this little lake promises a boatload of action. In fact, Lake Montauk hasn’t been a lake at all since former Montauk owner Carl Fisher first let ocean water in (it’s now technically an estuary). A century on, the lake is a small port, and home to numerous commercial and sport fishing boats. Take to the sea (almost) via the popular ferry and fishing charter services.

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.

Culture Trip Spring Sale

Save up to $1,100 on our unique small-group trips! Limited spots.

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