Canada Yacht Charters — Our 15 Favourites

1.JFarwell Sunset Wine and Cheese Yacht Sailing

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

Spend 2.5 hours sailing from Halifax with a small group, tasting four Nova Scotia wines with local charcuterie, and learning about the harbour, George’s Island, McNabs Island, and the Northwest Arm from crew such as Ryan, Finn, Andrew, and Ali.

“Finn and Paul were fantastic! I cannot recommend more highly. We took this sailing trip on our last night in Nova Scotia and it was the perfect way to end our vacation.”

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2.JFarwell Adventure Yacht Sailing in the Halifax Harbour

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

Join JFarwell Sailing Tours at 1655 Lower Water Street for a 90-minute Halifax Harbour sail with up to 12 people. You may help raise the main and jib, assist with tacks, steer the yacht, or stretch out on the bow for the famous pancake moment. Ryan, Jeff, Frankie, Finn, and other crew members have led recent trips.

“There wasn’t much wind for sailing, so we motored around the harbor. But it was a beautiful day and the crew did the best they could under the circumstances.”

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3.Scuba Dive Boat Charter in Vancouver (Certified Divers Only!)

★★★★★★★★★★5.0 · 60 reviews · 5 hours (approx.) · from $112

Join Sea Dragon Charters from Horseshoe Bay for two scuba sessions in Howe Sound aboard the 40-foot Topsail. Certified divers can explore HMCS Annapolis, walls, sponges, and Pacific marine life, with Kevin and Brian among the friendly staff. Ride-along places are available for non-divers.

“Kevin and Brian are fantastic, super friendly place, especially if you’re not used to Coldwater diving they went above and beyond to make sure it was comfortable. The diet is fantastic, lots of giant enemies, starfish, octopus, and Kevin and Brian are fantastic, super friendly place, especially if you’re not used to Coldwater diving they went above and beyond to make sure it was comfortable. The diet is fantastic, lots of giant enemies, starfish, octopus, and about 1 million cucumbers, tons of cucumbers, shrimp, and crabs, the five hour trip had two good dives – – very different ones too. We did one rock bed with a great view of…”

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4.JFarwell Moonlight Yacht Cruise from Halifax Waterfront

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

At 9:30 p.m., join J Farwell Sailing Tours at Halifax Waterfront for a 90-minute, 19+ yacht cruise capped at 12 people. Settle on the bow, watch the city lights, buy drinks onboard, and chat with crew such as Andrew, Frankie, Finn, Ray, or Emerson as the boat sails the harbour.

“Captain and chief stewardess were friendly and experience was good, but we dint have music on cruise which was really disappointing. Overall experience was average..”

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5.JFarwell Private Yacht Wine & Cheese Sunset Sail

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

Set out from Halifax’s Lower Water Street for a 2.5-hour private yacht sail with Nova Scotia wine, cheese, and sunset views. The route follows the urban waterfront into the Northwest Arm, with room to personalize the outing. Crew members such as Finn, Paul, Ryan, and Caleigh have been praised for sailing skills and local stories.

“We had a wonderful cruise. Enjoyed the small group we were with.”

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6.60-Minute Toronto Luxury Yacht Sightseeing Prosecco Cruise!

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

Board at Toronto Yachts on Queens Quay for a private, English-language cruise through Toronto Harbour. Captain Paul, Pete, Sam, and other crew members have earned praise for friendly service and great photos. You’ll see the CN Tower, Rogers Centre, Toronto Islands, yacht club, and lagoons with prosecco in hand.

“What a great way to see the Toronto skyline and get a different perspective! The captain and crew were friendly and helpful - a very relaxing cruise!”

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

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

Join Gone Sailing Adventures for a 2 or 3-hour day or sunset cruise from Toronto’s waterfront. Your English-speaking captain and crew sail a 41-foot yacht around the Toronto Islands and Tommy Thompson Park, with covered and open seating, water included, and swimming possible on longer trips.

“Another great tour with Captain JC (this time I got the name right). Perfect conditions for a fantastic Sunday afternoon sailing experience. Fastest boat on the lake … 🥳”

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

★★★★★★★★★★4.4 · 8 reviews · from $90

Spend 75 minutes on a sleek yacht from Pirate Marina, cruising past Parliament, the Rideau Locks, and Alexandra Bridge at golden hour. With only 12 people, onboard music, a washroom, drinks for purchase, and no narration, this is a relaxed evening sail rather than a sightseeing tour.

“It was a great time. Well priced overall. We were lucky as we had perfect weather and only six of us on the bow. The crew was very attentive and just wanted everyone to enjoy themselves. Definitely recommend at least once.”

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9.Toronto: Private Luxury Yacht Sightseeing Cruise & Prosecco

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

Spend an hour on a private luxury yacht with a fully licensed English-speaking captain. Sip prosecco or a soft drink while passing the CN Tower, Toronto Islands, Harbourfront, Hanlan’s Point, and Gibraltar Point Lighthouse. Captain Paul has earned warm praise for his friendly service.

“Captain Paul and hostess were very nice and made it a fun excursion. Price was quite high for what this experience is-- essentially taking a boat out for 1 hour to take a photo or two. We were given a water bottle. No prosecco available or provided despite this being part of the name of the activity and a major feature on the website for this activity. No partial refund provided when we raised this issue. We had to bring up the prosecco ourselves and were told they had planned not to mention it since it was not available-- not great customer service. Offered 20% off a future booking but…”

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10.Private Boat Charter Explore Southern Gulf Islands Tour

★★★★★★★★★★5.0 · 6 reviews · 4 hours (approx.) · from $560

Captain Dieter takes your private group from Sidney through the southern Gulf Islands, including Salt Spring, Galiano, Saturna, Mayne, and Pender. Expect indoor and outdoor seating, wildlife sightings when conditions allow, and stops at Salt Spring Island and Poets Cove.

“I planned to propose on this trip and Dieter was amazing and made our day the best it could have been! I had been emailing back and forth about it for roughly 6 months and he helped organise the best day! So appreciative”

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11.Kelowna: Tiki Party Yacht Rental

★★★★★★★★★★3.8 · 4 reviews · 2 - 4 hours

Rent a private Tiki Party Yacht in Kelowna for 2 to 4 hours with up to 15 people. You get life jackets, USB ports, a BBQ, and an onboard bar. A captain can be arranged for an extra fee, while fuel and a $1,000 damage deposit are separate costs.

“We booked a trip for a yacht with 11 guests at 1:00pm. Unfortunately our renter showed up 30-45 minutes late and claimed that he was waiting for us the entire time. We requested for him to accomodate us the lost time since our booking was 2 hours and with setup and taking the boat out, we were close to 1 hour left. The renter informed us that he would let us know and refund us and after multiple attempts have heard nothing back. Aside from all of this, the reason we booked the boat was the bbq and bar. Upon arrival he also informed us that the bbq was out…”

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12.Kingston: Skippered Sailing Charter

★★★★★★★★★★4.7 · 4 reviews · 1 hour

Meet your captain at Ahoy Rentals for a private one-hour sail along Kingston’s waterfront. No sailing experience is needed. You can learn the basics, ask about local landmarks, or simply enjoy the wind and waves with up to five people in your group.

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

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

Set out from Point Gatineau at 6 PM for about 75 minutes aboard a proper cruising yacht. Captain Eric, First Mate Phil, and Rebecca are associated with the crew experience, with monument facts, music, drinks for purchase, and room for up 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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14.VIP Luxury Yacht Charter for up to 12 Guests

★★★★★★★★★★4.5 · 2 reviews · 4 hours (approx.)

Spend four hours on a private yacht from Toronto’s waterfront, with room for up to 12 people. Cruise the harbour, pass through Toronto Islands canals, and anchor near Hanlan’s Point. Amanda and her crew received strong praise, but confirm BBQ and watersports before paying.

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

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15.Sailing Charter around Vancouver Harbour Private Tour

★★★★★★★★★★5.0 · 2 reviews · 6 hours (approx.)

Spend about six hours aboard Contagious with Captain Declan and crew, sailing from 450 Denman Street around Vancouver Harbour. Expect Stanley Park, English Bay, North Shore mountain views, and possible routes beneath Lions Gate Bridge, through False Creek, or to Deep Cove.

“I do not have enough words to express how amazing of a time that our friends and us had on Contagious. The staff were friendly and always on point to our needs. Declan was an amazing captain and was well informed which my husbands and his friends loved as they were very interested in learning about sailing. This will be a trip that we will talk about for years to come. We even thought about booking round two the next day, it was that fun.”

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