Toronto: Sailing Yacht Cruise of Toronto Harbor and Islands

Imagine gliding smoothly over the calm waters of Lake Ontario, with the iconic Toronto skyline shimmering in the distance. That’s exactly what this sailing yacht cruise promises—and quite often, delivers. Whether you’re looking for a quiet afternoon escape, a romantic sunset sail, or a way to see Toronto from a fresh perspective, this experience offers a balanced mix of adventure and relaxation.

Our review focuses on what makes this tour stand out: the chance to sit back on a luxury 41-foot yacht with a knowledgeable crew, and the opportunity to enjoy views that are often missed from land. We love the ease of booking and the variety of options—two- or three-hour day sails and sunset cruises—that cater to different schedules. One thing to keep in mind is that this is an outdoor experience, so weather can influence your day, but it’s all part of the adventure.

This cruise is ideal for travelers who enjoy being on the water, want a break from busy city streets, or simply seek a scenic, intimate outing with friends or family. It’s suited for those who appreciate comfort, stunning vistas, and a touch of sailing adventure without the need for prior experience.

Key Points

• Flexible options: Choose between 2-hour, 3-hour day sails, or a 2-hour sunset cruise.
• Guided sailing: The crew and captain are knowledgeable and can teach sailing basics or handle the yacht for you.
• Unbeatable views: See Toronto’s skyline and the islands from Lake Ontario’s calm waters—perfect for photography and memorable moments.
• Comfort and intimacy: The 41-foot yacht offers both open-air and covered seating, plus bathroom facilities onboard.
• Weather considerations: The tour runs rain or shine, so bring weather-appropriate clothing, especially since the boat is barefoot.
• Great reviews: With a 4.8 out of 5 rating from 12 reviews, most travelers find it to be a worthwhile water adventure.

You can check availability for your dates here:

An In-Depth Look at the Toronto Yacht Cruise Experience

Setting Sail: What to Expect from the Itinerary

Once you arrive at the meeting point—marked by a green tent at Gone Sailing Adventures—you’ll be greeted by your crew and given a quick safety briefing. The experience is designed to be flexible, with options for shared or private cruises. The shared cruises provide a social atmosphere, while private charters allow for a more personalized outing, perfect for special occasions or just a quiet escape.

The two-hour sunset sail is especially popular, offering a relaxed pace as you drift towards the horizon, taking in the changing colors of the sky and the skyline. The longer 3-hour day sails give more time to explore the Toronto Islands, Tommy Thompson Park, and other scenic spots around the harbor. The shorter 2-hour options are ideal if your schedule is tight but still want a taste of sailing and skyline views.

What Makes the Cruise Special?

The true highlight is the boat itself—a luxury 41-foot yacht built for comfort and style. You can choose to sit on the open deck, feeling the cool breeze and sun, or stay under cover if the weather turns. The crew is friendly and well-informed, often sharing insights about Toronto’s landmarks, the islands, and sailing techniques.

One reviewer mentioned, “The crew and captain sail you to the best spots,” which emphasizes the personalized attention and local knowledge that elevate this trip beyond just a boat ride. The captain may even teach you the basics of sailing or, if you prefer, take the helm while you relax or snap photos.

Scenic Highlights and Unique Perspectives

Sailing around the Toronto Islands is a peaceful experience, contrasting sharply with the busy city life on land. You’ll see the islands’ natural beauty, with their beaches, parks, and unique wildlife, from a vantage point only accessible by water. The views of Toronto’s skyline are spectacular, especially as the city’s skyscrapers reflect on the lake’s surface.

Depending on the cruise length, the captain might drop anchor for a swim in the refreshing Lake Ontario, which can be a highlight for water lovers. Keep in mind that the water temperature might be around 55°F (13°C), so a wetsuit or towel might come in handy if you plan to dip in.

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Comfort and Practicalities

The yacht provides bathroom facilities onboard, which helps keep things comfortable for longer trips. The boat has both covered and open-air seating, allowing you to enjoy the sun or seek shade, depending on your preference and the weather. Since you’ll be barefoot on board, pack a towel and comfortable clothes.

Weather considerations are important—the tour runs rain or shine—so dress accordingly and bring sunscreen, a hat, and sunglasses. The temperature on the water is typically about 5°C colder than on land, so layered clothing is wise.

Price and Value

At $136 per person, this cruise offers good value, considering the exclusive experience of sailing on a luxury yacht with a knowledgeable crew. The price includes the yacht, captain, crew, and water, so there are no hidden costs. Food and extra drinks are available for purchase onboard, but most travelers seem content with the scenic views and the experience itself.

Why Travelers Love It

The most praised aspect, according to reviews, is the friendly and professional crew, with many mentioning specific captains like JC and Howie who made the outing fun and informative. One traveler said, “Exceptional captains and crew!” and highlighted this as their best experience in Toronto. Others appreciated the chance to dare to take a dip into Lake Ontario and the “perfect conditions for a Sunday afternoon sailing.”

Who Should Book This Tour?

This cruise suits a variety of travelers: couples seeking a romantic outing, groups of friends looking for a scenic adventure, or families with children over 5 who can enjoy the boat’s amenities and safety features. It’s not ideal for children under 5 or for those who prefer land-based sightseeing, but for anyone eager to see Toronto from the water in a relaxed, elegant setting, this is a top choice.

Final Thoughts: Why You Should Consider This Experience

This sailing yacht cruise offers a genuine chance to disconnect from the city’s hustle and see Toronto from a peaceful vantage point. The combination of luxury, expert crew, and scenic beauty makes it a memorable addition to any Toronto itinerary.

If you’re someone who appreciates a well-organized outdoor activity that balances adventure with comfort, you’ll find this cruise rewarding. It’s particularly suited for those who want to learn a bit about sailing, enjoy spectacular views, or simply relax in style.

The affordability, flexible options, and high safety standards make it an attractive choice for travelers looking for a unique perspective on the city. Whether during a sunny afternoon or a glowing sunset, this cruise promises moments worth remembering—and stunning photos to prove it.

FAQ

How long is the cruise?
The cruise duration varies between 2 and 3 hours, depending on whether you choose a day sail or a sunset cruise.

Can I choose between a private or shared cruise?
Yes, you can opt for a private charter or join a shared group, depending on your preference and availability.

What should I bring on the cruise?
Bring a hat, towel, camera, sunscreen, comfortable clothing, and weather-appropriate attire. Remember, you’ll be barefoot on deck.

Is the tour suitable in bad weather?
Yes, the cruise runs rain or shine, but dress appropriately for the weather. The boat has both covered and open areas.

Are there bathroom facilities onboard?
Yes, the yacht is equipped with bathroom facilities, which adds to the comfort during longer or more leisurely cruises.

How much does the tour cost?
The price is $136 per person, which includes the yacht, captain, crew, and water. Food and additional drinks are available for purchase.

What age is appropriate for children?
Children aged 5 and above can join, but children under 12 require a PFD, which can be rented on-site for $19.

This sailing cruise is a wonderful way to see Toronto from a different angle—relaxing, scenic, and full of potential for memorable moments. Whether you’re a seasoned sailor or a first-timer, the knowledgeable crew ensures a safe and enjoyable outing that highlights the best of Lake Ontario and the Toronto skyline.

You can check availability for your dates here: More Great Tours Nearby