
EXPERIENCES

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.
For assistance with booking or additional recommendations, visit the Concierge or email [email protected].

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

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.

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. Preferred tee times available, please contact concierge.

WINE
Sip locally-produced wines paired with savory bites with a visit to the renowned Wölffer Estate Vineyard in nearby Sagaponack—renowned for elegant chardonnays and bestselling “Summer in a Bottle” rosés.

FISHING
Embark on a chartered fishing adventure with us, offering a range of local day trips tailored for every skill level. For booking assistance or more recommendations, please visit our concierge or drop us an email.

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.

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.

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.

Catamaran Charters with Mon Tiki
Set off from Montauk Yacht Club aboard Mon Tiki, an eco-friendly catamaran built locally on Long Island. Whether you’re sailing through the bay, jumping in for a swim, or catching the sunset, Mon Tiki charters offer a laid-back and memorable way to experience Montauk from the water. Perfect for small groups or larger gatherings.
faq
What water activities are available at Montauk Yacht Club?
Guests can enjoy stand-up paddleboarding, fishing with local charters and sunset cruises. Charter boat and e-boat rentals are available via the concierge. Book through the Experiences page or call concierge to set up for private charters.
Is there a wine experience available?
Yes. Seasonal wine dinners (like the Wölffer Estate pairing at Ocean Club) and curated wine tastings are hosted onsite seasonally. Reservations and ticketing are coordinated through the resort or directly with partner wineries.
Can I book gear rentals onsite?
Certainly—paddleboards, bikes, and electric boat cruises are available for guest use. Rentals and reservations are managed through the concierge, accessible via the Experiences page or by calling ahead.
Are group or private experiences supported?
Absolutely. The resort facilitates group charters, fire pit moments complete with s’mores, and corporate team-building events. Planning is done through the concierge or dedicated events and sales team.
Are water activities suitable for beginners and families?
Yes. Life jackets and safety guidance are provided. Many activities are family-friendly, with tailored instruction available for all experience levels.
Are land-based and beach activities offered too?
Yes—guests can enjoy lawn games at The Galley, private beach access, fire pit gathering and hiking nearby. Bike rentals and local golf or tennis can be arranged through the concierge.
Is spa and fitness integrated with experiences?
Yes spa and fitness are available to guests at Montauk Yacht Club through The Cabana and onsite seasonal fitness classes as well as Tennis and Padel available.
How do I book or check availability?
Simply contact the resort concierge or use the booking form on the Experiences page. It’s best to reserve early, especially for peak-season activities and wine events.