Top Ontario Sailing Tours

A shared sailing experience is a cost-effective and hassle-free alternative to hiring your own boat. No experience is required, as a captain takes the lead as you embark on a scenic journey to see views of Humber Bay, Lake Ontario, the Eastern Gap, and beaches along the Toronto shoreline. During the trip, you can either sit back and enjoy the views, or participate and get some sailing tuition from the captain.

Enjoy a one-of-a-kind way to tour the Toronto Harbour on this tall-ship boat cruise. Hop aboard your vessel, a three-masted 1930s schooner, and set sail. Help the crew raise the sails or sit back and relax with on-board drinks and bites (additional expense). Enjoy panoramic views over Toronto’s islands and skyline—a view that few other visitors get to see—listen to sea shanties, and marvel as the ship’s cannon is fired.

Step aboard our private Single-Floor Yacht and enjoy a one-of-a-kind cruise through Toronto Harbour with breathtaking skyline views. Unlike crowded public tours, this experience offers exclusivity, comfort, and personal service—making it ideal for couples, families, or small groups looking for a more intimate way to enjoy the city from the water.

Cruise through the 1000 Islands on a small boat, allowing access to narrow channels and inlets the bigger boats can’t get to. This tour takes you past mansions and cottages, between the shipping channels on the St. Lawrence Seaway, and along the historic Brockville waterfront. Learn about the history and the people of the area while you enjoy the scenery of the “Jewel of the St. Lawrence”.