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.
Meet the Fleet
Find Your Boat
Three boats, three different ways to explore Lake Ontario. Find the one that fits your crew, your sailing style and your next adventure.
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
Your Charter. Your Course.
Two Directions.
Endless Possibilities.
From our home base at Collins Bay Marina, your charter can take you east toward the Thousand Islands or west toward Prince Edward County. Choose your direction, follow the wind and discover some of Lake Ontario's most beautiful cruising grounds.
Explore East
Thousand Islands
Island anchorages, historic communities and beautiful cruising along the Canadian side of the St. Lawrence.
Explore West
Prince Edward County
Open water sailing, peaceful anchorages and charming harbour towns along Lake Ontario.