Waterskiing

Waterskiing
Charters & Lessons

Two-ski beginners to slalom carving. Patient instructors get first-timers up every session.

$340
per hour
Up to 10 guests • All equipment
Captain • Instructor • Fuel
300+ Five-Star Reviews
Captain Included
No License Needed
Open Daily 8am–7pm
143 West St, New Milford CT Lake Lillinonah • 10 min from Candlewood
(860) 295-4640

Waterskiing on Lake Lillinonah

Waterskiing is where it all started, and it's still one of the most rewarding experiences on the water. Connecticut Water Sports offers waterskiing charters and lessons for all skill levels on the calm, protected waters of Lake Lillinonah — the ideal conditions for learning and progressing.

Our professional captains have taught hundreds of people to waterski, from first-time deep-water starts to advanced slalom skiing.

$340
per hour
Professional captain • All equipment included • Up to 10 guests

Skill Levels

  • Beginner — Learn the deep-water start, body position, and basic riding with patient instruction
  • Intermediate — Work on crossing the wake, one-ski (slalom), and building confidence
  • Advanced — Refine your slalom technique, cut harder, and run the course

What's Included

  • Professional captain and waterskiing instructor
  • Skis for all sizes and skill levels (combo and slalom)
  • Coast Guard-approved life vests
  • Tow ropes and handles
  • Up to 10 guests on the boat

Why Lake Lillinonah for Waterskiing?

  • Calm, flat water ideal for learning and progression
  • Minimal boat traffic for safer, uninterrupted sessions
  • Beautiful scenery along the shoreline
  • Warm water temperatures throughout summer

Waterskiing on Lake Lillinonah

What Our Guests Say

Google ★★★★★ 5.0 — 300+ Reviews on Google
S
Sarah K.
Waterskiing Charter
★★★★★

“Never waterskied before and got up on my first try! The captain was incredibly patient — kids were cheering from the boat the whole time. Best day on the water.”

M
Mark T.
Waterskiing Lesson
★★★★★

“Took my 10-year-old for his first waterskiing lesson. The captain was so encouraging, he was up within 20 minutes. Already booked for next summer.”

J
James R.
Slalom Skiing
★★★★★

“Did slalom skiing for the first time in years. These guys know what they're doing. Lake Lillinonah was glassy smooth — perfect conditions.”

Coming from Candlewood Lake? We run captained {d} charters and lessons on Lake Lillinonah, about 10 minutes north of Candlewood. See our Candlewood Lake watersports page for the full rundown, or call (860) 295-4640 to book.

Book a Waterskiing Session

$340/hr with professional captain and all equipment included.

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