We're here to help
    Book online or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    concierge@greetwell.com(650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Connecticut Watersports

    Connecticut Watersports

    5.0 • 78 reviews
    new milford, CT

    Connecticut Water Sports is a family-run team of licensed captains and certified instructors who turn Lake Lillinonah’s glassy waters into your personal playground. Minutes from Candlewood Lake, they handle every detail—boats, gea...

    Report an issue

    Book Connecticut Watersports

    Addon image

    Two-Day Kids Waterski Clinic

    Learn to waterski in two morning sessions with experienced crew and small groups

    $371participant
    Addon image

    Private Watersports Charter on Candlewood Lake

    Captain-led session with gear and instruction for waterskiing, wakesurfing, and more

    $1,081.20
    Addon image

    3-Hour Private Pontoon Charter on Lake Lillinonah

    Cruise Lake Lillinonah with a captain, scenic tour, and optional tubing for all ages

    $926.89
    Addon image

    Captained Watersports Charter on Candlewood Lake

    Captain-led watersports session with gear and instruction for all levels

    $360.40
    Addon image

    Water Skiing & Wakesurfing Lessons on Lake Candlewood

    Try waterskiing, wakesurfing, and more with instruction for all ages

    $720.80
    Addon image

    Pontoon Rental on Lake Lillinonah with Tubing

    Customize your lake adventure with relaxed cruising or thrilling tubing for up to 12 guests.

    $617.92

    Review summary

    5.0
    Excellent
    78 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 4
    5/5

    It was a great day and Phil was outstanding Will go back again! Amazing day!

    Photo of Emilia Flamini

    Emilia Flamini

    September 1, 2025

    Review 1 of 1
    5/5

    It was a great day and Phil was outstanding Will go back again! Amazing day!

    Photo of Emilia Flamini

    Emilia Flamini

    September 1, 2025