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 13 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 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.