
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].
JOB SURF EXPERIENCE
Ride the legendary waves of Montauk with a new surf experience at Montauk Yacht Club, in partnership with professional surfer Jamie O’Brien and led by East Coast surf personality Ben Gravy.
Designed for all levels, from first-time surfers to experienced riders, each session pairs expert instruction with a relaxed, ocean-first approach inspired by Montauk’s surf culture.


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.
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.


SUP Yoga
Slow down, reconnect with nature, and experience the Hamptons from the water with stand-up paddleboard yoga just off our private beach, led by Kristine Winne, local instructor and founder of Sol SUP Yoga. SUP Sculpt and SUP Flow group classes are offered every Saturday, with private sessions available by request.

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


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.
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.


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.
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.


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.
faq
What water activities are available at Montauk Yacht Club?
Guests can enjoy stand-up paddleboarding, fishing with local charters and JOB Surf Lessons. Boat charters are available via the concierge. Book through the Experiences page or call concierge to set up for private charters.
Can I book gear rentals onsite?
Paddleboards and bikes are available for guest rental. 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 our dedicated sales and events 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 a variety of land-based and beach activities, including lawn games at Yachtys, private beach access, evening fire pit gatherings, and nearby hiking trails.
Is spa and fitness integrated with experiences?
Yes. Guests can incorporate wellness into their stay through spa services at The Cabana and seasonal fitness classes offered onsite at Montauk Yacht Club.
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.