Top Ontario Sailing Tours

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.

Enjoy a relaxing three-hour yacht cruise around Toronto’s islands in Lake Ontario, admiring the city views along the way. You can choose to sit back and relax on the beanbags on deck, or to take the helm and have a go at steering the yacht yourself. This is a small-group activity so you can enjoy the peace and quiet out on the lake.

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”.

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.