Toronto: Sailing Yacht Cruise of Toronto Harbor and Islands — An Honest Look

Imagine sailing calmly across Lake Ontario, with the iconic Toronto skyline shimmering in the background and the gentle breeze brushing your face. That’s exactly what this Sailing Yacht Cruise offers—an opportunity to see Toronto from a different vantage point that’s both relaxing and visually stunning. Whether you’re into sailing, seeking a peaceful escape, or just want to tick off a unique activity during your visit, this tour might be just what you’re looking for.
What really catches our eye about this experience are two things: first, the chance to relax on a luxury 41-foot yacht while being guided by a knowledgeable crew and captain, and second, the splendid views of Toronto’s skyline and islands from the water. Plus, the option to choose between a shorter 2-hour sail or a more leisurely 3-hour outing gives you some flexibility depending on your plans.
On the flip side, a small consideration is that the tour takes place rain or shine, so you’ll want to dress accordingly and be prepared for the weather. Also, the tour is not suitable for very young children under 5 years old, which might be a factor if you’re traveling with tiny tots. This experience is ideal for those who enjoy a relaxed, scenic outing with a touch of sailing adventure—perfect for couples, friends, or anyone wanting a different perspective of Toronto.
You can check availability for your dates here:Key Points
- Relaxing Experience: Sit back and enjoy the calm waters of Lake Ontario aboard a luxury yacht.
- Great Views: Marvel at Toronto’s skyline and the natural beauty of the Toronto Islands.
- Flexible Options: Choose between 2-hour or 3-hour day sails, or a 2-hour sunset cruise.
- Educational Element: The crew may teach sailing basics and even let you take the helm.
- Weather-Dependent: The tour runs rain or shine, so dress appropriately.
- Family Friendly: Children under 12 need a PFD, and kids under 5 are not recommended.
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Setting the Scene: What to Expect on the Cruise

From the moment you arrive at Gone Sailing Adventures, you’ll notice the welcoming vibe with a bright green tent marking the meeting spot. The yacht is a luxurious 41-foot vessel, designed to make your journey comfortable whether you’re sailing or simply relaxing on deck. The crew and captain are experienced, friendly, and eager to share their knowledge, which makes the experience feel more personalized.
Once onboard, you’ll get a sense of the boat’s capabilities—fast, smooth, and stable enough for a pleasant cruise around the harbor and islands. The duration options range from 2 to 3 hours, with the longer trips often including a stop where the captain might drop anchor for a refreshing dip in Lake Ontario. This is a rare chance to cool off in the water, with the backdrop of Toronto’s skyline creating a picture-perfect scene.
The Route: Toronto Harbor and Islands
The cruise typically sails around the Toronto Islands, a collection of natural beauty just off the city’s downtown core. These islands are peaceful, with spots that are less touched by urban development, so you’ll appreciate the contrast between city skyline and untouched nature. The captain will guide you past notable sites and may point out interesting landmarks, adding a layer of commentary that can deepen your appreciation.
Sailing past Tommy Thompson Park offers some additional scenic views—an urban park, it’s a popular spot for locals and visitors alike. Depending on the length of your cruise, the captain might navigate toward different points of interest, all the while ensuring you’re comfortable and well-informed.
The Experience: Relaxation Meets Adventure

One of the reasons people love boat tours like this is the balance between relaxation and a touch of adventure. The yacht has both covered and open-air seating areas, so you can soak up the sun or stay protected if the weather changes. Since you’ll be barefoot onboard, pack some comfortable clothes and sandals or boat shoes.
The crew plays a big role in making the experience enjoyable. For those interested, they might teach you some sailing basics or even let you take the helm for a bit—an engaging moment that’s perfect for curious travelers. For most, though, simply sitting back, feeling the wind, and soaking in the views is enough to make the trip memorable.
More Great Tours NearbyThe Views and Atmosphere
As you glide across the water, you’ll love the marvelous views of Toronto’s skyline—a mix of modern skyscrapers and historic landmarks. It’s especially striking at sunset, when the city lights start to sparkle, turning the whole scene into a postcard-worthy moment. For those opting for the sunset cruise, the atmosphere feels a little more romantic and tranquil.
Many reviews highlight how knowledgeable and friendly the crew is, which enhances the experience. Richard from the US called the crew “exceptional,” and Andreas from Canada raved about the “perfect conditions” with the captain and crew making everyone feel at home.
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Practical Details: What to Know Before You Book

The price point of $136 per person seems fair for a 2-3 hour luxury boat experience in a vibrant city like Toronto. When you consider the inclusion of the yacht, captain, crew, and water, it’s a solid value for what you get—especially if you enjoy scenic, relaxing outings. Food and additional drinks aren’t included, but you can purchase them onboard, so plan accordingly if you want a snack or beverage.
What to Bring
- Hat and Sunscreen: The sun can be strong on the water.
- Towel: For drying off if you decide to take a dip.
- Camera: The views are fantastic and worth capturing.
- Comfortable clothes: Dress in weather-appropriate attire, as the air on the lake can be about 5°C cooler than on land.
- Weather preparedness: Since the tour runs rain or shine, bring a light rain jacket if needed.
Accessibility & Safety
Children under 12 require a PFD, which they can rent for $19 on-site. The yacht has bathroom facilities, and since you’re barefoot onboard, pack accordingly. The tour isn’t suitable for children under 5, so it’s better suited for older kids and adults looking for a peaceful, scenic cruise.
Who Will Love This Tour?
This sailing experience is best suited for travelers who enjoy laid-back, scenic outings. It’s perfect if you’re looking to escape the hustle of Toronto’s city streets for a few hours and enjoy some fresh air. Nature lovers, sailing enthusiasts, or anyone curious about Toronto’s waterfront will find this tour particularly rewarding.
Couples seeking a romantic sunset cruise, friends wanting a fun day on the water, or solo travelers looking for a peaceful activity will all find value here. Keep in mind, if you love a fast-paced adventure or want a lively party environment, this might not be your top pick.
Final Thoughts

In a city like Toronto, known for its vibrant urban scene, this yacht cruise offers a refreshing change of pace. It’s a well-organized, comfortable way to see the city’s waterside attractions and enjoy some peaceful sailing. The knowledgeable crew and flexible options make it a reliable choice, especially if you appreciate a personal touch and beautiful scenery.
The tour’s value lies in its blend of relaxation, scenic beauty, and light adventure. It’s an experience you’re likely to remember fondly, whether you’re celebrating something special or simply want a memorable outing during your visit.
If you’re looking for a calm, scenic escape with a touch of sailing fun, this cruise offers an experience that’s both charming and enjoyable. Just remember to dress for the weather and bring your camera—those views are worth capturing.
Toronto: Sailing Yacht Cruise of Toronto Harbor and Islands
FAQ

Is this tour suitable for children?
Children under 12 need a PFD, which can be rented for $19. The tour isn’t recommended for children under 5, so it’s better suited for older kids and adults.
What should I bring on the cruise?
Bring a hat, sunscreen, towel, camera, comfortable clothes, and dress weather-appropriate. Remember, it can be about 5°C cooler on the water.
Can I take a dip in Lake Ontario during the cruise?
Yes, on longer cruises, the captain may drop anchor to allow for a swim in the lake.
Is the cruise affected by weather?
Yes, the tour runs rain or shine. Dress accordingly and be prepared for different weather conditions.
What’s included in the price?
The yacht, captain, crew, and water are included. Food and additional drinks are available for purchase onboard.
How long is the tour?
Options are between 2 to 3 hours, depending on your choice.
Where do I meet the crew?
At Gone Sailing Adventures, under the green tent.
Can I learn sailing during the cruise?
Yes, the crew may teach you the basics and let you take the helm if you’re interested.
Is there bathroom access onboard?
Yes, the yacht has bathroom facilities.
What is the best time for this tour?
Available in the morning, afternoon, or evening. Sunset cruises are especially popular for the stunning views.
All in all, this sailing cruise offers a balanced mix of comfort, scenery, and a touch of adventure—perfect for those looking to see Toronto from a peaceful water-based perspective.
You can check availability for your dates here:More Sailing Experiences in Toronto
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