Watersports Lessons
Watersports Lessons
Watersports Lessons
Watersports Lessons
Watersports Services: Wakeboarding, Waterskiing, Tubing, and Wakesurfing
Discover Your Passion for Watersports with Lakeside Watersports - Choose from a Variety of Water Sports!
Wakeboarding
Experience the thrill of snowboarding on the water with single board wakeboarding. Our expert instructors will guide you through the basics of wakeboarding, including how to stand up on the board, how to navigate through wakes, and how to perform basic tricks. At Lakeside Watersports, we also provide Intermediate & Advanced Wakeboard Instruction from professionals.
Waterskiing
Learn how to waterski like a pro with expert lessons and the gear included from Lakeside Watersports on Candlewood Lake. Perfect for beginners and advanced riders alike
Boat Tubing
Experience the thrill of boat tubing with lessons and rentals from Lakeside Watersports. Our safe and exciting boat tubing lessons are perfect for riders of all ages and skill levels. Book your adventure today!
Wakesurfing
Experience the thrill of wakesurfing on Candlewood Lake with Lakeside Watersports. Our expert wakesurfing lessons and high-quality gear make it easy for anyone to learn this exciting sport in Connecticut.
Slalom Skiing
Experience the thrill of slalom skiing on Candlewood Lake with Lakeside Watersports. Our expert instructors provide high-quality lessons to help you improve your technique and reach your goals.
Wakeskating
Use a single board shaped like a wakeboard, except no bindings this time. Hold on to the handle, turn the board sideways and skate behind the boat! (No kicking or pushing required)
Kneeboarding
Glide on top of the water in the kneeling position on a buoyant plastic board. Good for first-time watersports riders who are learning what it’s like to be pulled by a boat.
Wakeskiing
Wakeskiing is something we have talked about bringing to Lakeside for a few years. With the trend toward freestyle skiing on the slopes, this is very similar. Ride forwards and backwards, even jump the wake on these custom-built waterskis.
Hours
Hours
Hours
Hours
Hours of Operation
Lakeside Watersports is booked by appointment only.
General booking is Open! Don't miss out on a summer filled with exciting boating experiences!
Riding Season
April 26th 2025 - October 2025
2025 Opening Day: April 26th 2025
Lakeside Watersports operates 7 days a week, Monday through Sunday, from 8 a.m. to 8 p.m.
We will run the full 7-day per week schedule during the summer months
2025 Anticipated Last Day: TBD
Operating Hours
Our operating hours during the peak summer season looks like this:
Monday: 8 a.m. - 8 p.m.
Tuesday: 8 a.m. - 8 p.m.
Wednesday: 8 a.m. - 8 p.m.
Thursday: 8 a.m. - 8 p.m.
Friday: 8 a.m. - 8 p.m.
Saturday: 8 a.m. - 8 p.m.
Sunday: 8 a.m. - 8 p.m.
Rainy Day Policy
In the event of rain*, we are willing to ride if you are. However, if you would prefer to wait for better conditions, we ask that you communicate with us and let us know that you would prefer to move your appointment to another available date.
*Note: Lakeside Watersports closes all operations for lightning or any other form of severe summer weather at our discretion. Safety comes first. We will do our best to notify our appointments if the weather is threatening.
Cancellation Policy
Please note that when you book an appointment with us it means that we have reserved time in our schedule exclusively for you. If you need to cancel an appointment, we ask that you cancel with as much time in advance as possible, and at least over 5 Days in advance.
For cancellations made more than 5 Days in advance of the scheduled session time, we will refund your initial deposit.
Cancellations made between 5 Days - 24 hours in advance of the scheduled session time are subject to a cancellation fee of 50% Deposit.
No shows and cancellations made within 24 hours of the scheduled session time will be charged full cost of the session.
Bad Weather: In the event of inclement weather, where the Lakeside Staff determines that it is unsafe to be out on the water, we will notify customers with as much notice as possible. In such event, the cancellation fee will be waived.
Pricing
Pricing
Pricing
Pricing
$360/ Hour Flat-Rate Pricing
We charge based on the amount of time you want to ride. Prices are completely flat rate and hold for any activities you choose. You pay for a specified amount of boat time for lesson. The clock starts when the time you booked starts. All watersports and safety equipment are included.
We will give you a 5 minute safety rundown before we head out on the lake and a 5 minute debrief after, so we know what to work on for next time. More than one person can ride during a given lesson block. Our boat can handle 14 people in addition to 2 staff, so feel free to invite your friends and family. We will do our best to rotate everyone in, however, if you have more than 3 people riding we suggest booking the boat for longer than an hour.
If you are located on Candlewood Lake and prefer to be picked up at your dock, the times apply:
New Milford/Sherman: 15 Minutes
New Fairfield: 10 Minutes
Danbury: 10 Minutes
Brookfield: 10 Minutes
When you book time with Lakeside Watersports, you are always booking a private appointment on the boat with a First Aid and CPR Certified Driver and Instructor. You will not be sharing your boat time with any other guests.
The Gas Price is included in the flat-rate price for 2025.
2025 Candlewood Lake Boat Rental Lake Pickup - Travel Times
$360
1 Hour Session
60 Minutes of Fun
Why watch a TV drama when you could have way more fun out on the water with us for an hour? This length of time is recommended for 2 riders. Invite a friend to join you!
Equipment included. Not a per person charge.
$450
1.25 Hour Session
The Extra Gap
An Hour and 15-Minute Session that maximizes your time on the water, and is used to connect multiple sessions together for longer time slots, making it the perfect option for lake pickups and uninterrupted water time.
Equipment included. Not a per person charge.
$540
90 Minute Session
The Popular Kid
Our most popular appointment, 90 minutes is the right amount of time for 2-3 riders, plus there’s enough time to try multiple Watersports. Invite your friends to join you!
Equipment included. Not a per person charge.
Book 2 consecutive time slots of above times or Call Us for Custom Session Booking
$720
2 Hour Session
Extended Fun
Better than going to the movies. 2 hours with the Lakeside Watersports crew will make you forget you are in CT. Great for groups of 3-4 riders. Invite your friends to join you!
Equipment included. Not a per person charge.
$900
2.5 Hour Session
Make it an Adventure
When 2 hours isn’t enough and 3 hours is too much, 2 and half hours is just right. Great for groups of 4-5 or groups looking to try multiple Watersports. Invite your friends to join you!
Equipment included. Not a per person charge.
$1,080
3 Hour Session
The Triple
Experience 3 hours of fun out on the water with the Lakeside Crew. Ideal for parties of 5 or 6 people. Invite your friends to join you!
Equipment included. Not a per person charge.
$1,260
3.5 Hour Session
Fun Overload
Experience 3.5 hours of fun out on the water with the Lakeside Crew. Switch between different activities and have a great day on the lake. Ideal for parties of 6 or 7 people. Invite your friends to join you!
Equipment included. Not a per person charge.
$1,440
4 Hour Session
The Full Watersports Experience
Max out with 4 hours of fun out on the water with the Lakeside Crew. Ideal for parties of 8 or 9 people. Invite your friends to join you!
Equipment included. Not a per person charge.
Captain Service
Captain Service
Captain Service
Captain Service
Captain Service on Candlewood Lake
Connor Kostyra brings his Boating Expertise on Candlewood Lake, Connecticut to your location, offering personalized lessons on your boat. He serves as Captain and Instructor, teaching watersports and safe boating practices, including boat driving and docking. Connor is also available to assist with launching your boat and any other boating-related needs. All necessary watersports equipment is included in the lesson.
He will arrive 5-10 minutes before lesson if boat needs to be uncovered or just so we can be out on the water right at the start time!
“Hello! I'm Connor, the proud owner and skilled expert instructor at Lakeside Watersports. With the growing demand for assistance with new boats, I'm thrilled to offer my services. Whether you need a comprehensive lesson on how to properly operate your boat or just someone to take the wheel, I'm here to make boating a stress-free experience for you and your family. You can count on me for all your boating needs and activities. Simply reach out to me at Connor@lakesidewatersports.com to see how I can help. I'll arrive at your location about 5-10 minutes before the lesson to prepare everything, ensuring a seamless and enjoyable experience. My goal is to provide you with the value you deserve and I'm eager to work with you!”
CONNOR’S Experience:
MarineMax at Brookfield Bay Marina: Delivery Captain
After Lakeside Watersports was forced to close in 2021, I saw an opportunity to make a difference. I approached the owner with a proposal to help with deliveries and took on the responsibility of handling every pontoon and wakeboat for the start of the 2021 season. It was a rewarding experience, and I'm proud to have played a role in getting Lakeside Watersports back on track.
East Coast Flightcraft: Sales
As an Independent Sales Associate for Malibu and Axis wakeboard boats and a brand ambassador for Malibu, I am dedicated to promoting the exciting sports of wake surfing and wakeboarding in Western Connecticut. I strive to increase brand awareness for both Malibu and Axis by providing high-quality sales and customer service, showcasing the best in wakeboarding and wakesurfing equipment
OneWater Marine holdings (#1 Dealer): Delivery Captain
I've delivered boats throughout Texas, with a focus on wakeboats, and provided comprehensive on-water instruction to ensure customers have the best possible boating experience. I take pride in educating customers and their children on how to operate the boat, while also promoting the exciting world of wake sports.
SMG Boats: Sales
Member of one of the top sales teams in the country in gross sales; sold highest profited boat (BEFORE COVID) sold at SMG Boats during Houston International Boat Show in January 2019
MarineMax at Brookfield Bay Marina: Senior Sales Associate
I specialize in selling primary wakeboard boats and am also the salesperson for pre-owned boats acquired through trade-ins
Connor the Boat Guy: Boat Captain
Connor personally drove and taught watersports / cleaned detailed boats
Rollins College Wakeboard Team: Team Captain/ President (2015-2018)
Captain / President of #2 ranked college wakeboard team in the nation from my sophomore year to senior year of college
Hosted Events, Coordinated funding, managed sponsors (Monster Energy), Held meetings, Filmed videos, Taught Wakeboarding!
Lakeside Watersports: Boat Driver
Worked for Lakeside Watersports for 2 year before I acquired in 2021
Gerard's Watersedge Marina: Dock Attendant
Pumped gas, Cleaned boats, Boat Rentals
Candlewood East Marina: Sales assistant
Briefly worked senior year of high school summer helping sales uncover boats, clean showroom boats, etc. Intro to the boating Industry! My family purchased our first wakeboat!
1 Hour Lesson
The Main Block
The hour long session is for 1-2 people learning how to do a watersport or if you just need a set of watersport instruction on your boat from the professional!
Equipment included if needed.
90 Minute Lesson
The Main Block Bonus
90 minutes (1.5 Hours) is the right amount of time for 2-3 riders, plus there’s enough time to try multiple Watersports. Invite your friends to join you!
Equipment included if needed.
2 Hour Lesson
Double Block
Looking for a professional and experienced boating instructor for your personal boat? Look no further! Meet Connor from Lakeside Watersports, your trusted source for all things boating-related. With 2 hours of one-on-one instruction, you'll receive personalized coaching on watersports, safe boating practices, boat driving, and more. Whether you're looking to learn a new watersport or simply improve your boating skills, Connor is here to help. Book your session today and enjoy a seamless and stress-free boating experience!
Equipment included if needed.
2.5 Hour Lesson
Double Block Bonus
Looking for a professional and experienced boating instructor for your personal boat? Look no further! Meet Connor from Lakeside Watersports, your trusted source for all things boating-related. With 2.5 hours of one-on-one instruction, you'll receive personalized coaching on watersports, safe boating practices, boat driving, and more. Whether you're looking to learn a new watersport or simply improve your boating skills, Connor is here to help. Book your session today and enjoy a seamless and stress-free boating experience!
Equipment included if needed.
3 Hour Lesson
Triple Block
Looking for a professional and experienced boating instructor for your personal boat? Look no further! Meet Connor from Lakeside Watersports, your trusted source for all things boating-related. With 3 hours of one-on-one instruction, you'll receive personalized coaching on watersports, safe boating practices, boat driving, and more. Whether you're looking to learn a new watersport or simply improve your boating skills, Connor is here to help. Book your session today and enjoy a seamless and stress-free boating experience!
Equipment included if needed.
3.5 Hour Lesson
Triple Block Bonus
Looking for a professional and experienced boating instructor for your personal boat? Look no further! Meet Connor from Lakeside Watersports, your trusted source for all things boating-related. With 3.5 hours of one-on-one instruction, you'll receive personalized coaching on watersports, safe boating practices, boat driving, and more. Whether you're looking to learn a new watersport or simply improve your boating skills, Connor is here to help. Book your session today and enjoy a seamless and stress-free boating experience!Equipment included if needed.
4 Hour Lesson
FULL BLOCK!
Looking for a professional and experienced boating instructor for your personal boat? Look no further! Meet Connor from Lakeside Watersports, your trusted source for all things boating-related. With 4 hours of one-on-one instruction, you'll receive personalized coaching on watersports, safe boating practices, boat driving, and more. Whether you're looking to learn a new watersport or simply improve your boating skills, Connor is here to help. Book your session today and enjoy a seamless and stress-free boating experience!
Equipment included if needed.
We accept all major credit cards.
Know someone who loves spending time on the water?
Purchase and send an electronic Lakeside Watersports Gift Card instantly.
Boat Rides
Boat Ride Pricing
Boat Rides
Boat Ride Pricing
Boat Ride on Candlewood Lake, Connecticut
Take a scenic boat ride and relax on Candlewood Lake with our Spring Boat Ride offering. Join us at Echo Bay Marina for a leisurely ride on our New MasterCraft 23 NXT Boat and enjoy the breathtaking views of the lake.
Our experienced drivers, have a lifelong connection to Candlewood Lake and love sharing its beauty with others. They will be your personal expert boat driver, ensuring a personalized and memorable experience.
Whether you have a specific route in mind or are open to suggestions, we can tailor the boat ride to suit your interests. If you're new to the area, we'll be happy to share some of our favorite spots on the lake.
Here are some reasons people love to take a boat ride with us:
to get some fresh air, listen to music, and make some unique memories with friends
to get a feel for the geographical layout of Candlewood Lake and/or checkout all of the beautiful houses along the water
to catch a breathtaking sunset from the water
to celebrate a special event (birthday, holiday, anniversary, etc)
just to do something different - and be out on a boat! Who doesn’t love a boat ride?
Additional details:
Book for any date
Book for just yourself (self care anyone?!) or for a group of up to 14 people (think family, friends, partner, co-workers)
Boat Ride will start and end Echo Bay Marina (pick-up at your personal Candlewood Lake location is also an option)
Available up to 4 Hour Boat Sessions
Just a reminder, we are an alcohol free operation but you are welcome to bring any non alcoholic drinks!
Boat Ride Pricing Breakdown:
The Rates $360/Hour
$360
1 Hour Session
The Main Ride
The hour long boat ride is for you and up 14 of your friends to enjoy an experience on Candlewood Lake!
$720
2 Hour Session
The Experience
The two hour long boat ride is for you to get a full experience of Candlewood Lake!
We accept all major credit cards.