Captained watersports charters on Lake Lillinonah — all gear, fuel, and a pro driver included. Mix and match across the boat.
Connecticut Water Sports runs captained watersports charters on Lake Lillinonah in New Milford. One boat, one captain, and everything you need to ski, surf, or tube — whichever mix your group wants. No experience required, no gear to bring, no boat to launch. Show up, step on, and we handle the rest.
Single ski, double skis, or slalom. Our captains coach first-timers through the deep-water start and pull clean sets for experienced skiers.
Beginner to advancedDrop the rope and ride an endless wake. Best for older kids and adults — our captains shape a clean surf wave and dial in the speed.
Beginner to advancedThe crowd-pleaser. Gentle spins for the kids, faster runs for the brave. Always a hit with families and groups — no skill required.
All agesReserve online or call us. Boat time is booked by the hour — most groups do 1–2 hours for a watersports session.
Park at 143 West St, New Milford. Step on the boat — the captain and gear are already set up and ready.
Ski first, then tube? Wakesurf the whole time? Just want the kids to tube while you ride along? We build the hour around your group.
Captain handles driving, fuel, and timing. You handle having fun — we'll coach anyone who's new to skiing or surfing.
Waterskiing, wakesurfing, wakeboarding, and tubing — your choice.
Gratuity not included.
Lake tours, sunset cruises, and swim stops — no watersports, just cruising.
Gratuity not included.
Most guests who come out haven't skied or surfed in years — or ever. Our captains are instructors first. We'll walk you through getting up, holding the handle, finding your stance, and reading the wake. If you don't get up the first try, that's normal. We'll keep at it until you do.
Tubing needs zero instruction — just hold on and let the captain know if you want gentle or wild. It's the easiest on-ramp to a day on the water, and the most popular pick for families with mixed ages.
We launch from Lake Lillinonah in New Milford — about 10 minutes from Candlewood Lake and 30 minutes from Bantam Lake. See our Candlewood Lake watersports page or Bantam Lake area page for directions and details.
Ready to ski, surf, or tube? Book online or call or text (860) 295-4640. See the main site for the full lineup.