Free Concierge Service
    Text or call 1-877-GREET-WELL
    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

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

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

    Connecticut Watersports

    5.0 • 405 reviews
    new milford, CT

    CT Water Sports creates welcoming, captain-guided adventures on the calm waters of Lake Lillinonah in New Milford. Founded by Ian in 2019, this experienced local team makes it easy for families, friends, and first-timers to enjoy ...

    Report an issue

    Book Connecticut Watersports

    Addon image

    Lake Lillinonah Tubing & Waterskiing Charter

    Learn watersports or relax on a private Lake Lillinonah boat

    From$389
    Addon image

    Cruise Lake Lillinonah on a 1-Hour Pontoon Charter

    Private 1-hour pontoon charter with captain and tubing on Lake Lillinonah

    $333.68
    Addon image

    Cruise Lake Lillinonah on a 4-Hour Pontoon Charter

    Private 4-hour pontoon charter with captain and tubing on Lake Lillinonah

    $1,334.72
    Addon image

    Private Fall Foliage Pontoon Cruise in New Milford

    Private 1-hour pontoon cruise on Lake Lillinonah for up to 12 guests

    $308.96
    Addon image

    Cruise Lake Lillinonah Fall Foliage Pontoon Tour

    Cruise Lake Lillinonah for fall foliage and shoreline views

    From$67person
    Addon image

    Kids Wakeboard Clinic in New Milford, CT

    Two-day kids wakeboard clinic (ages 8–14) with small groups

    $371person
    Addon image

    Private Fall Foliage Pontoon Cruise in New Milford

    Cruise Lake Lillinonah on a private pontoon with your group

    $463.44
    Addon image

    Cruise Lake Lillinonah on a Private Fall Foliage Pontoon

    Private 2-hour pontoon cruise for up to 12 on Lake Lillinonah

    $617.92
    Addon image

    3-Hour Guided Pontoon Fishing Charter on Lake Lillinonah

    Fish Lake Lillinonah with a private guide on a comfortable pontoon

    $724.98
    Addon image

    Lake Lillinonah 4-Hour Watersports Charter

    Try five watersports with coaching and gear included on Lake Lillinonah

    $1,556.93
    Addon image

    New Milford 2.5-Hour Watersports Charter

    Switch between five watersports with captain-led instruction

    $973.08
    Addon image

    3.5-Hour Lake Lillinonah Watersports Charter

    Try five watersports with coaching, gear, and time to relax on the lake

    $1,362.31
    Addon image

    New Milford 1.5-Hour Watersports Charter

    Try four watersports or relax aboard a private, instructor-led lake charter

    $583.85
    Addon image

    Kids Waterski Clinic in New Milford, CT

    Two-day kids waterski clinic with coached lake time

    From$371person
    Addon image

    3-Hour Watersports Charter in New Milford

    Try five lake sports with expert instruction and time to switch

    $1,167.70
    Addon image

    Private Pontoon Charter on Lake Lillinonah

    Cruise Lake Lillinonah by private pontoon, with tubing for up to 12

    $1,001.04
    Addon image

    1-Hour Watersports Charter on Lake Lillinonah

    Switch between classic tow sports with coaching and gear included

    $389.23
    Addon image

    2-Hour Watersports Charter on Lake Lillinonah

    Learn, ride, and switch between watersports with a private captain-led boat charter

    $778.46
    Addon image

    2-Hour Private Pontoon Charter With Tubing in New Milford

    Cruise Lake Lillinonah on a private pontoon with optional tubing

    $667.36

    Review summary

    5.0
    Excellent
    405 reviews•Google Maps
    7
    0
    0
    1
    2

    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

    So awesome of a time. Our captain Phil was so great. Had us up on our skis in no time. Tubing was also great fun. Would give them 10 stars if I could. Will definitely be back. The lake is so nice and calm. Annette Dailey

    Photo of Richard Dailey

    Richard Dailey

    September 1, 2026

    Review 1 of 1
    5/5

    So awesome of a time. Our captain Phil was so great. Had us up on our skis in no time. Tubing was also great fun. Would give them 10 stars if I could. Will definitely be back. The lake is so nice and calm. Annette Dailey

    Photo of Richard Dailey

    Richard Dailey

    September 1, 2026