Top Toronto Cruises & Sailing

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Toronto Premier Dinner Cruise on Odyssey in Toronto Harbour

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

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Toronto Premier Dinner Cruise on Odyssey in Toronto Harbour

2 hours 30 minutesFree Cancellation

4.1

(295)

from $64

60-Minute Toronto Sightseeing Harbour Tour

1 hourFree Cancellation

4.2

(374)

from $28

Toronto Harbour and Islands Cruise

45 minutesFree Cancellation

4.7

(68)

from $20

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.

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Toronto Tall Ship Boat Cruise

2 hoursFree Cancellation

4.3

(716)

from $37

Toronto Premier Brunch Cruise on Odyssey in Toronto Harbour

2 hoursFree Cancellation

4.4

(86)

from $53

Toronto Premier Lunch Cruise on Odyssey in Toronto Harbour

2 hoursFree Cancellation

4.6

(37)

from $57

1-Hour Toronto Harbour Tour with Live Narration

1 hourFree Cancellation

4.7

(805)

from $29

Add skip-the-line tickets to Journey Behind the Falls to your tour package!

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.

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Niagara Falls Canada Day Tour From Toronto + Boat Cruise Option

9 hoursFree Cancellation

4.8

(2,886)

from $55

Price varies by group size

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.

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Toronto Obsession III Dinner Cruise

3 hours 30 minutesFree Cancellation

1.0

(1)

from $125

Special Offer

Guided Day Tour to Niagara Falls from Toronto with Boat & Lunch

9 hoursFree Cancellation

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.

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2hr Shared Sailing Experience in Toronto

2 hoursFree Cancellation

5.0

(26)

from $145

Price varies by group size

Best of Toronto Small Group Tour with CN Tower and Boat Cruise

4 hoursFree Cancellation

4.6

(25)

from $108

VIP Luxury Single Floor Yacht Charter for up to 12 Guests

3 hoursFree Cancellation

4.0

from $1,262

Per group

Exhilarating 120km Aerial Tour of Toronto with iflyTOTO

18 minutesFree Cancellation

4.1

(205)

from $95

Best of Toronto City Tour with Boat Cruise & CN Tower Entry

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.

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Best of Toronto City Tour with Boat Cruise & CN Tower Entry

4 hoursFree Cancellation

4.1

(71)

from $181

Special Offer

Niagara Falls Canada Tour: Helicopter, Boat Cruise & Journey

5 to 6 hoursFree Cancellation

Niagara Falls Premium Night Tour: Fireworks Boat Cruise & Dinner

4 hoursFree Cancellation

4.4

(265)

from $239

Likely to Sell Out

Luxury Small-Group Niagara Falls Day Tour from Toronto with Hornblower Cruise

9 to 10 hoursFree Cancellation

4.9

(333)

from $181

Price varies by group size

Museum of Illusions Admission in Toronto

One ticket gets you entrance to more than 100 surreal and reality-bending rooms in Toronto’s Museum of Illusion. From holograms to vortex tunnels, game rooms to 3D puzzles, and much more, the Museum of Illusion has plenty of exhibits that promise a full day of fun for kids, teens, and adults alike. Choose a time that works best for you, secure your tickets in advance, and then explore all at your own pace.

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Museum of Illusions Admission in Toronto

1 hour

3.7

(241)

from $25

60-Minute Toronto Luxury Yacht Sightseeing Prosecco Cruise!

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!

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60-Minute Toronto Luxury Yacht Sightseeing Prosecco Cruise!

1 hour

4.9

(17)

from $105

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

2 hours 15 minutesFree Cancellation

3.6

(826)

from $52

Take in the Niagara Falls highlights in a single day on this small-group tour from Toronto. Save time with hotel pickup and head straight to the 520-foot (160-meter) observation deck of Skylon Tower to check out spectacular views of Bridal Veil Falls, American Falls, Horseshoe Falls, and the Niagara River. Then feel the waterfalls’ awesome power from below during a dramatic boat ride on the Hornblower Cruise (seasonal).

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Niagara Falls Day Tour from Toronto with Journey, Skylon, & Boat

8 hoursFree Cancellation

4.9

(194)

from $261

Niagara Falls Evening Tour with Boat, Journey, Dinner & Fireworks

Admire one of Canada’s top attractions in the evening on this Niagara Falls tour that departs Toronto in the afternoon. Experience the falls’ power up close on an afternoon cruise; enjoy maple-syrup tasting, and sit down to a buffet dinner (optional) with beautiful views over Horseshoe Falls and American Falls. In summer you may see fireworks and in winter the seasonal night-time illuminations.

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Niagara Falls Evening Tour with Boat, Journey, Dinner & Fireworks

9 hoursFree Cancellation

4.8

(285)

from $79

Toronto: Niagara Falls, Boat Cruise and Journey Behind the Falls

9 hoursFree Cancellation

4.8

(184)

from $174

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Top Toronto Cruises & Sailing

50 results

Top Attractions in Toronto

CN Tower

Harbourfront Centre

Bata Shoe Museum

St. Lawrence Market

Hockey Hall of Fame

Royal Ontario Museum (ROM)

CN Tower

Harbourfront Centre

Bata Shoe Museum

St. Lawrence Market

Hockey Hall of Fame

Royal Ontario Museum (ROM)

CN Tower

Harbourfront Centre

Bata Shoe Museum

St. Lawrence Market