Where to Book: the 11 Best Canada Yacht Cruises

1.JFarwell Sunset Wine and Cheese Yacht Sailing

★★★★★★★★★★5.0 · 149 reviews · 2 hours 30 minutes (approx.) · from $150 a seat Our pick

Spend about 2.5 hours sailing from Halifax with a small crew and a limited number of passengers. You will taste four Nova Scotia wines, including Tidal Bay, paired with local charcuterie, while hearing about Halifax, the harbour, and nearby islands. The route reaches McNabs Island and the Northwest Arm, with blankets, two bathrooms, and a chance to help with the sails.

“Relaxing evening on water, beautiful sunset. Great wine and cheese. Knowledgable crew. All around great time.”

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2.JFarwell Adventure Yacht Sailing in the Halifax Harbour

★★★★★★★★★★5.0 · 147 reviews · 1 hour 30 minutes (approx.) · from $82 a seat

Join J Farwell Sailing Tours for a 90-minute, small-group sail from Halifax’s waterfront. You may help raise the main or jib, assist with tacks, take the helm, or stretch out on the bow during the playful *pancake* moment. Crew members such as Ryan, Jeff, Frankie, Finn, and Margaret share sailing basics and local stories as conditions allow.

“Great wind and good to see Halifax from the water. Frankie did a great job at the helm. Very informative too.”

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3.JFarwell Moonlight Yacht Cruise from Halifax Waterfront

★★★★★★★★★★5.0 · 48 reviews · 1 hour 30 minutes (approx.) · from $75 a seat Best value

Set out from 1599 Lower Water Street at 9:30 pm for a 90-minute, adults-only cruise along Halifax Waterfront. The crew sets sail when conditions allow, with drinks for purchase, light blankets, music on some departures, and room for no more than 12 people. Guides have included Frankie, Finn, Ray, Emerson, Andrew, and Ali.

“The Captain and first mate were awesome. They were very accommodating for us. It definitely made for a memorable experience for my wife and I.”

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4.JFarwell Private Yacht Wine & Cheese Sunset Sail

★★★★★★★★★★5.0 · 18 reviews · 2 hours 30 minutes (approx.) · from $149 a seat

Spend about 2.5 hours aboard a private yacht from Halifax’s Lower Water Street, tasting Nova Scotia wines with cheese or charcuterie as the skyline glows. The crew may include hosts such as Finn, Ryan, Paul, Caleigh, or Simone, with sailing and local waterfront stories along the way. The route can be personalized for your group.

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5.60-Minute Toronto Luxury Yacht Sightseeing Prosecco Cruise!

★★★★★★★★★★5.0 · 17 reviews · 1 hour (approx.) · from $108 a seat

Board at Toronto Yachts on Queens Quay for a private one-hour cruise through Toronto Harbour, past the CN Tower, Rogers Centre, Yacht Club, and Toronto Islands lagoons. Captain Paul and crew members such as Pete, Julie, Sam, Nicole, and Bailey have been praised for friendly service, photos, and a relaxed atmosphere. Prosecco is included for guests over 19.

“I was so happy with my boat tour, the captain was so great and provided everything we asked for 😊🥳”

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6.Toronto: Sailing Yacht Cruise of Toronto Harbor and Islands

★★★★★★★★★★4.7 · 12 reviews · 2 - 3 hours · from $138 a seat

Spend 2 or 3 hours aboard a 41-foot sailing yacht with a captain and crew from Gone Sailing Adventures. Cruise around the Toronto Islands and Tommy Thompson Park, learn basic sailing if you wish, or relax on deck. Choose a shared or private trip, with day and sunset departures, covered seating, onboard bathrooms, and possible swimming on longer sails.

“Exceptional Captains and Crew! Best experience we had while in Toronto on a long weekend. Highly recommended!!”

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7.Ottawa: Downtown Yacht Cruise – Wed-Sun @ 6PM – 75 Minutes

★★★★★★★★★★4.4 · 8 reviews · from $90 a seat

Board a sleek yacht at Ottawa’s Pirate Marina for a 75-minute, 6PM cruise past Parliament, the Rideau Locks, and the Alexandra Bridge. With room for only 12 people, onboard music, a washroom, a sundeck, and drinks available for purchase, this is a social sunset outing rather than a narrated sightseeing tour.

“The yacht was clean, beautiful and comfortable and the staff was amazing! 10/10 would recommend and would do it again!”

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8.Toronto: Private Luxury Yacht Sightseeing Cruise & Prosecco

★★★★★★★★★★4.6 · 8 reviews · 1 hour · from $109 a seat

Spend one hour on a private Toronto Yachts cruise from 5 Queens Quay West. A licensed English-speaking captain guides you past the CN Tower, Toronto Islands, Harbourfront, Gibraltar Point Lighthouse, and Hanlan’s Point. You get interior and exterior seating plus one glass of prosecco, or a soft drink.

“thank you Paul for an amazing night you made for us ❤️❤️”

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9.Kelowna: Tiki Party Yacht Rental

★★★★★★★★★★3.8 · 4 reviews · 2 - 4 hours · whole boat $351, up to 15

You’ll cruise Kelowna’s waters aboard a private Tiki-themed yacht for up to 15 people. The boat includes life jackets, USB ports, a BBQ, and a bar. No boating license is needed, but fuel, a captain, and a $1,000 damage deposit cost extra or require separate arrangements.

“It was nice and easy going! We had a wonderful time.. the boat had everything we needed!”

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10.Ottawa: 1-Hr. Public Tour on a Real Yacht (Thurs. to Sun. @ 6 PM)

★★★★★★★★★★4.0 · 4 reviews · 1 hour 15 minutes (approx.)

Board a real cruising yacht at Point Gatineau for a roughly 75-minute Ottawa River cruise. You’ll pass Rideau Falls, the Prime Minister’s Residence, and Parliament Hill while the crew handles the boat and shares monument facts. Drinks are available from the onboard bar, with capacity limited to 24 people.

“It was a very nice boat ride! The Crew super nice, I love they help to take pics of my boyfriend and I.”

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11.VIP Luxury Yacht Charter for up to 12 Guests

★★★★★★★★★★4.5 · 2 reviews · 4 hours (approx.) · whole boat $1,645, up to 12

Charter a private yacht from 5 Queens Quay W for about four hours with up to 12 people. You’ll cruise Toronto Harbour, pass through the Toronto Islands canals, and anchor near Hanlan’s Point Beach. Bottled water is included, but BBQ food and watersports should be confirmed before booking.

“Amanda and crew were amazing and the over all experience was great.”

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