COSMOS Yacht Charters – Bareboat Sailing Charters

Enjoying lunch at anchor

Because of the global Pandemic that started in late 2019, we have ceased our crewed charter business operations IN MIDLAND, ONTARIO since 2020.

Since the Pandemic has changed the nature of our business, we are now operating only bareboat charters for MINIMUM ONE WEEK from our charter base in MIDLAND, ONTARIO for the 2026 boating season.

COSMOS Yacht Charters has provided bareboat charters aboard modern luxury yachts in the Heart of Georgian Bay and the North Channel for ten years (2012-2022). When it comes to fresh water sailing, here you’ll find the best sailing in the world. Enjoy sailing Georgian Bay, sailing the North Channel or sailing 30,000 Islands UNESCO World Biosphere Reserve.

WHY CHOOSE US?

Our bareboat charter clients, true lovers of nature and the outdoors, consistently rate our service a 9 or better out of 10 – meaning we exceed their expectations. Our personalized sailing cruises satisfy their inner needs to be intimate with nature, experience wildlife in their natural habitat, and enjoy the great outdoors in serene settings within two spectacular Canadian National Parks, while still enjoying the creature comforts of home. “Enjoying Nature in Comfort” is our motto!

Our bareboat charter clients have a love and intrigue with sailing. They consistently seek and experience the calming effect from being on the water and frequently comment on their spiritual awakening – the ‘soothing of one’s soul’ as described by many.   

GEORGIAN BAY / NORTH CHANNEL YACHT RENTALS ONTARIO

Our Midland, Ontario sailboat rental business is all about our deepest passion for providing bareboat charter clients extraordinary sailing experience in the largest fresh water archipelago in the world – the 30,000 Islands! Booking a bareboat charter means making your own family vacation discovery aboard a luxury yacht at your own pace in this unpolluted pristine natural environment and distinctive landscapeand scenery that inspired the world renowned ‘Group of Seven’ painters. Moreover, The Heart of Georgian Bay has many national and international designations attesting to its uniqueness and special place on Earth.

Midland, Ontario is situated on Southern Georgian Bay and is a neighboring town to Penetanguishene and the historic Discovery Harbour, which played a strategic role in the War of 1812. The Southern Georgian Bay region played host to a vast array of events, activities and projects from 2013 to 2014 to commemorate the 200th anniversary of the War of 1812, focusing on the region’s rich military and marine heritage.

We have strategically located our Spring, Summer, and Fall season operation since 2006 out of Midland, Ontario, at the Bay Port Yachting Centre so that we are only a 90 minute drive to our marina from Toronto. You can take Georgian Bay Ontario sailing charters closer to home than you think!

During the Winter months, we operate as a Central Agent in the Caribbean through a third party operator providing Sail Canada and American Sailing Association courses with provisioning.