Top Toronto Cruises & Sailing

Experience the best of Toronto with a Premier Dinner Cruise aboard the luxury vessel, Toronto Odyssey, and spend your evening in Toronto Harbor with dining, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared plated menu, distinctive service, and breathtaking views of Toronto’s skyline from our climate-controlled deck. The Premier Dinner Cruise includes the selection of one salad, one main and one dessert. Sample salads; Watermelon and Baby Arugula Salad, Caesar Salad and Caprese Salad. Sample entrées; Honey Sesame Chicken, Pan Seared Atlantic Salmon, Braised Beef Short Ribs and Vegetable Coconut Curry. Sample desserts; Chocolate Fudge Cake, NY Style Cheesecake and Fresh Fruit Plate. Extras & Upgrades available onboard: - Cocktails, wine, and beer - Additional F&B upgrades (e.g. Roasted Garlic Shrimp, Atlantic Lobster Tail, AAA Beef Tenderloin) Additional Information: - We do our best to accommodate dietary restrictions

Experience the spectacular Niagara Falls on a day trip from Toronto, spending the day exploring the region's scenery, history, and varied attractions. This fun, flexible tour combines independent time at Niagara Falls with an optional in-season boat tour and Journey Behind the Falls experience. With pickup and drop-off at select downtown Toronto hotels and locations, enjoy a seamless day out at the natural wonder.

Experience Toronto's beautiful skyline from the water on this short cruise from Toronto Harbour. Enjoy indoor and outdoor seating, unwind with drinks from the bar (at your own expense), and take in scenic views of landmarks including the CN Tower, Rogers Centre, and First Canadian Place. Plus, live narration brings the sights to life as you cruise and see more than you would on land.

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.

Spend an afternoon enjoying brunch with stunning views of Toronto’s skyline. Enjoy a buffet with sweet and savory options as you sail along Toronto’s harbourfront, passing by landmarks like the CN Tower and Sugar Beach. The cruise offers a relaxing way to sightsee and enjoy the city’s beauty without dealing with crowds and traffic.

Get a different perspective of the beautiful city of Toronto on this harbor front boat cruise. Set out from historic Pier 6 and look out at the glittering skyline, which includes the CN Tower, Rogers Center, and First Canadian Place. Pass by Toronto Island. Your captain provides entertaining narration along the way.

Take in sweeping aerial views of Toronto from the comfort of an 8-person executive plane. Don’t forget your camera: The pilot’s flight path is designed to showcase top landmarks such as the CN Tower, Rogers Center, Toronto Islands, and Lake Ontario. For your comfort and convenience, the experience includes access to the airport’s VIP lounge prior to departure.

See the best of Toronto in just half a day—and let someone else handle the logistics—on this hassle-free, guided tour. With hotel transfers, admission tickets, and a (seasonal) harbor cruise included, getting around is made easy. Visit historical highlights such as Queen’s Park, Old City Hall, and St. Lawrence Market, and even ascend to the top of the CN Tower for city panoramas that are hard to beat.

With Toronto situated on the edge of Lake Ontario, travelers have the opportunity to see the cityscape from a unique perspective. Head out to Toronto Harbour for a cruise around the bay on this onboard experience that includes a 3-course chef-prepared lunch to enjoy while you take in city views from the vessel’s climate-controlled deck.

Avoid the stress of navigating Toronto on your own aboard a hop-on hop-off bus. Choose from 24- or 48-hour options to suit your schedule. Listen to audio commentary as you stop at popular destinations such as Casa Loma and the Distillery District. Take in scenic views from the top of a double-decker bus, or shelter from the sun or cold inside the bus.

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.

This cruise of the Toronto Harbour gives you the chance to enjoy scenic views of the Toronto skyline while enjoying a glass of prosecco. Enjoy incredible views of the city, island parklands, waterways and more! Your fully-licensed Captain will show you the sights including the Western Harbour Castle Hotel, The Lagoons and the Toronto Islands. On our way out into the harbour you can spot the Harbourfront Centre, CN Tower, Rogers Centre, Sugar Beach, the Redpath Sugar Refinery, and the historic Gibraltar Point Lighthouse. For an additional one hour other sites featured on this part can also include a tour of historic Hanlan’s Point, the Island Yacht Club, Toronto Island channels, and the woodlands of the Island Bird and Wildlife Sanctuary. Enjoy the scenery from the luxury of our rear outdoor seating area or relax and sunbathe on the front deck of the 44 feet cruiser yacht!

Don’t settle for just looking at Niagara Falls from a distant viewing deck; this full-day guided tour includes a chance to see the crashing waters up close. After arriving at the city of Niagara Falls, board the Hornblower boat cruise and prepare to get wet as you explore the waters below the Canadian Horseshoe Falls.

Experience the majesty of Niagara Falls on a full-day guided tour that includes a visit to Niagara-on-the-Lake, skip-the-line tickets to the Niagara City cruise (in season: May to October), sightseeing, and maple syrup tasting. Enjoy round-trip transportation from central Toronto and free time to discover the region’s history and sites, including the famous Horseshoe Falls and views across to the US side of Niagara Falls.

Enjoy an unforgettable night at Niagara Falls on this small-group evening tour. Savor a 3-course dinner at a restaurant with views of the thundering falls lit up in vivid hues. Then, hop on a Niagara Falls cruise and watch a fireworks show over the water. Finally, head to Illumination Tower and enjoy the chance to control the color of the lights over the falls.

Experience the Canadian side of Niagara Falls from all angles—above, under, and behind the falls—in one action-packed morning or afternoon tour. Enjoy the popular Journey Behind the Falls experience, zip up to the top of the Skylon Tower for a panoramic view over the falls, then set sail on a thrilling boat ride (May–December) beneath Horseshoe Falls.

Arguably the most scenic part of Ontario, the BP Explorer whisks you to the Georgian Bay by land and by sea for two days of camping fun. Guests will walk along Canada’s oldest and longest trail, visit 'The Grotto' cave, discover sunken shipwrecks from aboard a glass-bottom boat, and explore an island marked by its mysterious ‘flowerpot’ rock formations. Guests will enjoy free transportation from Toronto, three square meals, and a good old-fashioned campfire. Best of all, no camping experience or equipment is necessary (not even a sleeping bag). Sightseers can enjoy access to the Canadian wilderness for a unique opportunity that would otherwise take a lot of planning and money to arrange (not to worry, all first-timers will learn the basics of camping).

Leave the bustle of Toronto behind and head to beautiful Niagara Falls on this full-day, multi-experience excursion. Feel the mist on your face during an iconic Niagara City cruise at the base of the falls (in season) and visit the Journey Behind the Falls attraction for a unique view of the crashing waters. Your lunch and transportation are included for a seamless experience.

Toronto has so many landmarks to explore that it can be tough to know how to fit everything you want to see into one trip. Thankfully, this half-day small-group walking tour takes you to a curated selection of the city’s most popular sights. Walk the Hockey Hall of Fame, pass by the historic Union Station, gaze up at the lofty CN Tower, and much more.

Experience Niagara Falls from land and air on this small-group tour. Fly over the falls on a helicopter ride; get close to them on the seasonal boat tour; feel the power on the Journey Behind the Falls walk; and enjoy a buffet lunch at the Skylon Tower. Round-trip hotel pickup in Niagara Falls, Ontario is included for a seamless experience.

Departing from the central waterfront, Obsession III offers spectacular dinner cruises to fit any occasion. Whether you’re new in town or a native Torontonian, whether you’re celebrating a first date, birthday, anniversary or a night out with friends, we offer the perfect location. Enjoy a contemporary sit down dinner with an assortment of appetizers, followed by your choice of salads and entrees. Be sure to save room for our delicious dessert selection to round off your meal! Throughout dinner, our on board DJ will be playing background music and will transition later in the evening to dancing the night away with a DJ, classic and current hits.

This cruise of the Toronto Harbour gives you the chance to enjoy scenic views of the Toronto skyline while enjoying a glass of prosecco. Enjoy incredible views of the city, island parklands, waterways and more! Your fully-licensed Captain will show you the sights including the Western Harbour Castle Hotel, The Lagoons and the Toronto Islands. On our way out into the harbour you can spot the Harbourfront Centre, CN Tower, Rogers Centre, Sugar Beach, the Redpath Sugar Refinery, and the historic Gibraltar Point Lighthouse. For an additional one hour other sites featured on this part can also include a tour of historic Hanlan’s Point, the Island Yacht Club, Toronto Island channels, and the woodlands of the Island Bird and Wildlife Sanctuary. Enjoy the scenery from the luxury of our rear outdoor seating area or relax and sunbathe on the front deck of the 44 feet cruiser yacht!

See Niagara Falls without the hassle of driving on this convenient day trip from Toronto. Your tickets to a Niagara cruise are included, saving you from long lines to buy tickets, and you'll also get free time to explore the area independently and have lunch. Cover additional attractions, including the charming town of Niagara-on-the-Lake, that you might miss on your own.