Montauk Day Trip
Explore the legendary tip of Long Island from your boutique Hampton Bays base
Book Your Stay“The End” — Where Land Meets the Atlantic
Where every road leads to adventure
Montauk sits at the very tip of Long Island, where the land runs out and the Atlantic takes over. It's a place of rugged beauty, legendary surf, and an energy that's entirely its own. From the iconic lighthouse to world-class fishing, Montauk rewards every visitor.
Whether you're into surfing the breaks at Ditch Plains, chartering a deep-sea fishing trip, or simply exploring the stunning cliffs and beaches, Montauk delivers an unforgettable day out. And at just about an hour's drive from OVT along scenic Montauk Highway, it's the perfect day trip.
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Montauk Highlights
The best things to see, do, and eat at the end of the world
Montauk Point Lighthouse
Commissioned by George Washington in 1796, this iconic lighthouse stands as the oldest in New York State. Climb to the top for panoramic ocean views that stretch to the horizon.
World-Class Surfing
Ditch Plains Beach is the East Coast's surf capital. Whether you're a seasoned surfer or want to try your first lesson, the waves here are legendary. Boards and lessons are available on-site.
Deep Sea Fishing
Montauk is the fishing capital of the world. Charter a boat for striped bass, tuna, or shark. Half-day and full-day trips depart from Montauk Harbor daily throughout the season.
Incredible Dining
From lobster rolls at roadside shacks to upscale waterfront dining, Montauk's food scene rivals any coastal town in the country. Fresh seafood is the star of every menu.
Stunning Beaches
Beyond Ditch Plains, Montauk boasts pristine stretches of sand including Hither Hills State Park and Kirk Park Beach. Dramatic bluffs and crashing waves make every beach visit feel epic.
Vibrant Nightlife
When the sun sets, Montauk comes alive with bars, live music, and a laid-back party atmosphere. From waterfront cocktails to late-night dancing, there's always something happening.
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Why Base at Ocean View Terrace Inn
Hampton Bays charm, Montauk energy
- Quieter and more intimate than the busy Montauk hotel scene
- Best of both worlds: Hampton Bays' quiet charm and Montauk's energy
- Return to your private beach and pool after a full day of adventure
- Complimentary breakfast at the Social Den to fuel your day trip
- Free parking and a comfortable home base for your entire Hamptons stay
Suggested Montauk Itinerary
A full day of adventure, from sunrise to sunset
Breakfast & Hit the Road
Start your day with complimentary breakfast at the Social Den. Fuel up with coffee, pastries, and a hearty spread, then head east on scenic Montauk Highway. Enjoy the drive through Southampton, Bridgehampton, East Hampton, and Amagansett.
Montauk Point Lighthouse & State Park
Arrive at the iconic Montauk Point Lighthouse — the oldest lighthouse in New York, commissioned in 1796. Climb to the top for breathtaking ocean views, explore the museum, and take in the dramatic cliffs of Montauk Point State Park.
Lobster Roll at a Local Spot
No trip to Montauk is complete without a lobster roll. Head to one of the many beloved local spots in Montauk village or along the harbor. Fresh, buttery, and unforgettable.
Ditch Plains Beach or Deep Sea Fishing
Choose your own adventure: catch some waves (or watch the pros) at Ditch Plains Beach, or charter a deep-sea fishing trip from Montauk Harbor. Either way, you're in for an incredible afternoon.
Dinner in Montauk, Drive Back to OVT
Cap off your day with dinner at one of Montauk's waterfront restaurants. Enjoy the sunset over the harbor, then make the scenic drive back to Ocean View Terrace Inn. Your comfortable room and peaceful bay views await.
Book Your East End Adventure
Montauk is calling
Stay at Ocean View Terrace Inn and explore Montauk with a boutique bayfront experience. Complimentary breakfast, private beach, pool, and the quiet charm of Hampton Bays — your perfect East End home base.