Captained watersports and pontoon charters on Lake Lillinonah, launching right from West Cove Marina in New Milford. Boats, fuel, gear, and a pro driver — all included.
If you're searching for a private boat rental in New Milford, here's the straight answer: you've found it. Connecticut Water Sports runs captained watersports and pontoon charters on Lake Lillinonah, launching right from West Cove Marina at 143 West St in downtown New Milford. We're the closest professional captained charter operation to New Milford and the surrounding Litchfield County towns.
For guests in New Milford, Bridgewater, Roxbury, Washington, Kent, Sherman, and the rest of the Litchfield area, we're the home-base private boat charter — no drive down to the coast, no big-city pricing. Show up, step on the boat, and let the captain handle the rest.
Our launch is at West Cove Marina, 143 West St, New Milford, CT 06776 — right in downtown New Milford, just off Route 7. View on Google Maps.
Lake Lillinonah stretches roughly 14 miles up the Housatonic River with quiet coves to anchor in and open water for tubing or wakeboarding if you want a mix.
Plenty of room for a family day, a friends' afternoon, or a small group celebration. Bring your food, drinks, and music — we handle the boat.
Morning glass, midday swim stops, or a sunset cruise — we run charters all day, every day in season.
Two boats, two price points — pick the day you want. Both come with captain, fuel, and gear included, booked by the hour.
Wakeboarding, waterskiing, wakesurfing, and tubing.
Gratuity not included.
Lake tours, sunset cruises, swim stops, and group days.
Gratuity not included.
Go with the watersports boat ($340/hr) if your group wants to ski, wakeboard, wakesurf, or tube — it's a dedicated watersports boat with a clean wake, a pro driver, and all the gear. Up to 10 guests. See our watersports charters page for more.
Go with the pontoon ($275/hr) if your group just wants to cruise — lake tours, sunset cruises, and swim stops. Bigger capacity (up to 12), more seating, no watersports. Bring your own tubes if you want to tow the kids. See our pontoon charters page for more.
Not sure? Call or text (860) 295-4640 and we'll help you pick what makes sense for your group.
All boat time is booked by the hour. Watersports boats hold up to 10 guests, pontoons up to 12. Captain, fuel, and equipment are always included, so you can focus on the fun part. Most groups book 1–2 hours for watersports and 2–3 hours for pontoon cruises.
Questions about a charter in New Milford? Call or text (860) 295-4640, or check our main site for the full lineup.