Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in New Milford…
    3. /Water Activities
    4. /Water Skiing
    5. /Private Waterski & Wakeboard Charter on Lake Lillinonah
    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
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Product image 9
    Product image 10
    Product image 11
    Product image 12
    Product image 13
    Product image 14
    Product image 15
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Private Waterski & Wakeboard Charter on Lake Lillinonah

    Switch between classic tow sports with coaching and gear included

    5.0 stars• 405 reviews

    Duration

    1 hour

    Ideal For

    Up to 10 people

    Includes

    Captain, equipment, instruction

    Highlights

    Get on the water for waterskiing, wakeboarding, kneeboarding, tubing, or a relaxed cruise. Your captain and crew provide instruction so you can focus on the activities you want to try.

    • Try waterskiing, wakeboarding, kneeboarding, or tubing
    • Switch activities during your time on the boat
    • Learn with coaching tailored to your experience level
    • Take in lake views and lakefront homes from the water

    Itinerary

    1. Park at marina and meet the crew at the top of the boat dock.
    2. Use restrooms if needed and walk down to the boat.
    3. Get fitted for life jackets and discuss preferred activities with the crew.
    4. Head out to the main watersports area of the lake.
    5. Enjoy your lake day, learn new skills and take in the sights.
    6. Return to the marina and disembark.

    What's Included

    • High-performance Axis watersports boat
    • Captain and instruction
    • Watersports equipment
    • Fuel
    • Bottled water
    • Bluetooth audio and complimentary photos

    Important details

    • Arrive at least 15 minutes before departure
    • Wakesurfing is not available on this 1-hour charter; it requires a 2-hour booking
    • Wear a provided life jacket at all times while in the water
    • Alcohol, drugs, and smoking are not allowed onboard
    • Access requires stepping about 1.5 feet down from the dock into the boat
    • Expect temporary closures in severe weather

    Cancellation Policy

    Cancel or rebook up to 48 hours before your reservation without penalty. No refunds or rebooking within 48 hours, except for severe weather cancellations. Weather decisions are made 1 hour before your booking.

    Product ID: RUR23V

    FAQs

    No. Wakesurfing requires a 2-hour minimum booking due to regulations, and it’s about a 30-minute ride from the marina to the permitted open-water wakesurf area.

    Plan for about a 10-minute boat ride each way (about 20 minutes total) from the marina to the watersports start area, and that transit time is included in your booking duration.

    You can bring food (nothing too messy). Bottled water is provided. No alcohol is allowed onboard under any circumstances, and no drugs or smoking are allowed.

    Meeting details

    Connecticut Watersports @ West Cove Marina, 143 West St, New Milford, CT 06776

    Experience provided by Connecticut Watersports

    Related locations

    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 1-877-GREET-WELL

    Report an issue

    Private Charter

    $360.40

    Up to 10 passengers

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    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

    Nearby activities

    Narrated Hudson Highlands Sightseeing Cruise
    Boat Tours

    Narrated Hudson Highlands Sightseeing Cruise

    Take in Hudson Highlands landmarks from an open-air deck or panoramic salon

    4.6 • 350 reviews
    $42/ person
    2-Hour Private Pontoon Charter With Tubing in New Milford
    Boat Tours

    2-Hour Private Pontoon Charter With Tubing in New Milford

    Cruise Lake Lillinonah on a private pontoon with optional tubing

    5.0 • 405 reviews
    $618
    Thomaston Pumpkin Patch Train Ride
    Train Tours

    Thomaston Pumpkin Patch Train Ride

    Autumn river views, bridge crossings, and a pumpkin-patch stop

    $21/ person
    Cruise Lake Lillinonah Fall Foliage Pontoon Tour
    Boat Tours

    Cruise Lake Lillinonah Fall Foliage Pontoon Tour

    Cruise Lake Lillinonah for fall foliage and shoreline views

    5.0 • 405 reviews
    $67/ person
    Sip & Pour Candle Making Workshop in Bridgeport, CT
    Music

    Sip & Pour Candle Making Workshop in Bridgeport, CT

    Pour a custom candle with DJ music, games, and social time

    5.0 • 1.3K reviews
    $89/ person
    45-Minute Connecticut River Helicopter Tour
    Helicopter Tours

    45-Minute Connecticut River Helicopter Tour

    Fly above the Connecticut River on a 45-minute helicopter tour

    5.0 • 145 reviews
    $428/ person