photo of book showing surfer
photo of book showing surfer

Experience endless adventure.

Get swept away by the magic of Montauk—from catamaran charters to wine-centric day trips, explore local experiences that capture the essence of the East End. 

lighthouse at the beach

LOCAL HIKES

Venture on a scenic hike through one of Montauk’s many scenic state parks. At Shadmoor State Park, trails overlook the iconic Ditch Plains Beach. This picturesque spot is perfect for watching surfers ride the waves or catching the breathtaking sunrise or sunset over the Atlantic Ocean. The park’s unique blend of coastal cliffs, wetlands, and expansive views makes it a must-visit for nature enthusiasts

surf boards on the beach

SURFING

Ride the legendary waves of Ditch Plains Beach with East End Surf Club, Montauk’s premier surf school. Whether you’re a seasoned surfer or a beginner eager to learn, this iconic surf spot offers perfect conditions for all skill levels. The experienced instructors at East End Surf Club will guide you through the basics or help you hone your technique, all while you enjoy the vibrant surf culture and stunning ocean views.

Experiences_3

GOLF

Begin the day with a round on the championship-length, 18-hole golf course at Montauk Downs State Park, just a five-minute drive from Montauk Yacht Club and home to a driving range, tennis courts, clubhouse, and swimming pool.

Wolffer Estates

WINE

fishing poles

FISHING

boats

BOAT charters

Experience a day on the water with all-age sailing lessons, private charters, and catamaran outings—with options to accommodate groups of all sizes. For assistance with booking or additional recommendations, visit the concierge or email us.

girl on boat

WATER SPORTS

Plan adventures on the waterfront, with fun-filled days of wakeboarding, waterskiing, wake surfing, tubing, and more. For assistance with booking or additional recommendations, visit the concierge or email us.

trail overlooking ocean

Horseback riding

Explore Montauk’s stunning landscapes on horseback at Deep Hollow Ranch, America’s oldest cattle ranch. Ride along the beach or scenic trails and connect with nature. Perfect for seasoned riders and beginners alike.