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    1. Local experiences/
    2. new milford, CT/
    3. Water Activities/
    4. Water Skiing/
    5. Two-Hour Watersports Charter

    The very best experiences curated by local experts

    Best local prices
    Flexible cancellations
    Private & secure
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    Two-Hour Watersports Charter

    Switch between multiple water sports on a captained boat for up to ten guests.

    From$600

    Duration

    2 hours

    Ideal For

    Up to 10 people

    Includes

    Captained boat, gear, instruction

    Highlights

    Dive into two hours of lake fun with a private charter that lets your group try a range of tow sports. A licensed captain provides instruction so you can focus on carving wakes or simply relaxing onboard.

    • Alternate between waterskiing, wakesurfing, wakeboarding, kneeboarding, and tubing
    • Relax onboard a spacious watersports boat between rides
    • Learn techniques from an experienced captain and instructor
    • Use included boards, skis, tube, ropes, and USCG-approved lifejackets
    • Bring up to ten guests for a private lake adventure
    • Arrive 15 minutes early to maximize your time on the water

    What's Included

    • Captained watersports boat
    • Instruction and safety briefing
    • Boards, skis, tube, ropes, lifejackets
    • Bottled water

    Things to know

    Lifejackets are mandatory while in the water. Alcohol, drugs, and smoking are prohibited onboard. The 2-hour charter includes approximately 20 minutes of travel between the marina and the activity area.

    Cancellation policy

    Free cancellation or rebooking up to 48 hours before your reservation. No refunds or changes within 48 hours unless severe weather forces cancellation. Weather is evaluated one hour before start time; operations pause only for severe weather.

    Experience provided by Connecticut Watersports
    Experience provided by Connecticut Watersports

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #KQUE2R

    Private Charter

    $600

    Up to 10 passengers

    1

    Handpicked for you, so you can book with confidence

    • Best local prices

    • Flexible cancellation

    • Private and secure

    Each booking directly supports small businesses in our community.

    5.0 stars• 306 reviews

    Review summary

    5.0
    Excellent
    306 reviews•Google Maps

    Connecticut Watersports delivers consistently excellent experiences on Lake Lillinonah, with reviewers raving about their patient, friendly captains. Phil, Ian, Danny, Aiden, and Henry all get enthusiastic shout-outs for creating fun, relaxed outings that work beautifully for families and groups. The instructors really shine when teaching activities like wake surfing and wakeboarding, with multiple guests noting how they made beginners feel comfortable and helped them actually get up and ride. The flexibility seems to be a real strength here. Captains adapt to what guests want, throwing in wakeboarding when it wasn't originally planned, letting groups play their own music, and adjusting speeds for tubing based on comfort levels. Families particularly appreciate how well the crew handles kids, keeping them safe while ensuring everyone has a blast. The booking process is straightforward, and the variety of options, from relaxing pontoon cruises to high-energy water sports sessions, means there's something for every mood and skill level on this scenic lake.

    What people are saying

    Review 1 of 5
    5/5

    We had a great time on the lake with you. Captain Phil was great with all the kids. He even got one of them up wake surfing for the first time. He gave great instructions and was really patient with them. The boat we were in was clean and in great condition. It was a great day for the 4 kids and 3 adults as well. Thank you!

    Photo of Lucy Smegielski

    Lucy Smegielski

    August 1, 2025

    Review 1 of 1
    5/5

    We had a great time on the lake with you. Captain Phil was great with all the kids. He even got one of them up wake surfing for the first time. He gave great instructions and was really patient with them. The boat we were in was clean and in great condition. It was a great day for the 4 kids and 3 adults as well. Thank you!

    Photo of Lucy Smegielski

    Lucy Smegielski

    August 1, 2025

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