2027 Bookings Are Now Open

Bareboat sailing charters from Kingston, Ontario

Book your 2027 charter by December 31, 2026 and sail with our 2026 rates.

2027 Sailing Season   |   June 1 – September 30

Bareboat Sailing From Kingston

Your Boat. Your Adventure.

Set sail from Kingston and explore Lake Ontario at your own pace. Cruise east into the Thousand Islands, head west toward Prince Edward County, or create an adventure entirely your own.

Our bareboat charters give experienced sailors the freedom to take the helm, choose the destination and make the journey theirs.

What is a Bareboat Charter?

A bareboat charter puts you in command. Unlike a skippered charter, you rent the entire sailboat and become the skipper for the duration of your trip, with no hired captain or crew onboard.

It gives experienced sailors the freedom to choose their own route, set their own pace and explore Lake Ontario on their own terms.

Skipper requirements: The designated skipper must have appropriate sailing experience and complete our skipper approval process. Proof of competency is also required, such as a Canadian Pleasure Craft Operator Card (PCOC) or an accepted equivalent for international guests.

Our Fleet

BLUSTERY DAY

*NEW* - Pictures available in the spring 2026.
Our newest addition to the 2026 fleet. Comfort and adventure all on one compact and spacious boat.

ANNICA

For adventurers seeking for extra space cabin, fits up to 6 people.

TAKE FIVE

For the sailors seeking both adventure and ultimate comfort. Fits up to 7 people

Enjoy world-class sailing with KSC

Kingston, Ontario is recognized as the “freshwater sailing capital of the world” offering the best of two cruising  worlds;  open water sailing in Lake Ontario with its many well protected overnight anchorages, including easy access to scenic Prince Edward County, and big river cruising in the unmatched beauty of the Thousand Islands in the St. Lawrence river. There, anchorages abound and overnight stops at small riverfront towns are a real treat.

View of water by Annica sailboat at CBM