Connecticut's only watersports school is run by people who live on this lake. Licensed captains, patient coaches, and the crew guests ask for by name.
Six local watersports people, hand-picked for how they drive, how they coach, and how they treat a nervous first-timer. Here are the faces you'll meet at the dock.
Founder & Head Captain
Ian started CT Water Sports in 2019 out of his college apartment at Arizona State and turned it into Connecticut's only watersports school. He still spends most of the season behind the wheel — and he's coached thousands of first-time skiers, wakeboarders, and wakesurfers onto their feet.
Instructor & Driver
Aidan is the name that keeps showing up in our Google reviews. He coaches kids' clinics and all-level charter groups, and he's especially good at getting nervous first-timers up on the water. Patient, encouraging, and usually the first one to demo the trick.
$20/hr + tips. Season runs June through Labor Day, with fall foliage work for crew who want to stay on. Towing experience required.
See Open Roles →More 2027 crew profiles are on the way as the team signs on. Want to be one of them? Apply here.
No paperwork, no boating license, no guesswork. Here's exactly how a charter with us runs — from the booking confirmation to the ride back to the dock.
Pick your charter and time online, or call us and we'll help you choose. Your confirmation includes the meeting point, what to bring, and who to ask for. Watersports charters: swimsuit, towel, sunscreen. Pontoon cruises: bring a cooler — the boat has a table and we provide bottled water.
143 West St in New Milford, with free parking on site. Your captain meets you at the dock, gets the boat ready, and settles everyone in. No license, no experience, and no equipment needed — all of it is on board.
We fit a life jacket to every guest, walk through the boat, and cover the hand signals you'll use on the water. Nervous first-timers get a little extra coaching and a clear plan before we ever hit the throttle.
Your captain reads the group and builds the session around you. Ski, wakeboard, wakesurf, kneeboard, or tube — or all of the above. Riders rotate, beginners get real instruction, and the boat is yours for the full booking.
We'll help you unload, answer questions, and get you booked for next time. Tag @connwatersports on Instagram — your day might end up on our feed.
Action from real charters on Lake Lillinonah — shot from the boat, not staged.
Tag @connwatersports in your photos and you might end up on the feed. Want your day on camera? Just ask your captain.
Charter photo
“Instructor Aidan was amazing — suitable for all skill levels. Our group ranged from beginners to experienced riders and everyone had a blast wakeboarding and tubing. 10/10 recommend.”
Charter photo
“Best boat rental experience in Connecticut. We rented a pontoon for my mom's birthday and it was perfect — the staff was so accommodating and safety-focused.”
Charter photo
“Staff was incredible and Aidan was absolutely amazing with the kids. This was exactly the Connecticut lake experience we hoped for — our kids can't stop talking about it!”
Charter photo
“I had never tried wakeboarding before. Within an hour I was getting up consistently. The instructors were patient, encouraging, and clearly love what they do. The lake is gorgeous — way calmer than Candlewood.”
Charter photo
“Brought our whole family including kids ages 5, 8, and 12. The crew made sure everyone was safe and laughing the entire time. We tubed for 2 hours straight. Already booked our next trip.”
Charter photo
“Caught largemouth bass within 20 minutes. The captain knew every productive spot on Lillinonah. All gear provided, friendly crew, beautiful morning on the water. Perfect Father's Day gift.”
