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All listings in Canada

Awesome sailboat rentals in Canada.

5.0
(18 Reviews)

Page 1 of 17 listings

42ft Exclusive Luxury Yacht Downtown Vancouver
Events in Vancouver · 12 guests

42ft Exclusive Luxury Yacht Downtown Vancouver

5.0
$279/hour
Instant Book
Private Charter with Crew | Sail the Legendary Wind of Howe Sound | Squamish, BC
Sailing in Squamish · 12 guests

Private Charter with Crew | Sail the Legendary Wind of Howe Sound | Squamish, BC

New
$279/hour
Instant Book
Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC
Sailing in Squamish · 10 guests

Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC

5.0
$151/hour
Instant Book
Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building
Sailing in Vancouver · 8 guests

Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

5.0
$175/hour
Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington
Tours in Anacortes · 6 guests

Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

5.0
$200/hour
Nautical Adventures | 42ft Hunter Passage Sailboat
Sailing in Vancouver · 8 guests

Nautical Adventures | 42ft Hunter Passage Sailboat

New
$122/hour
Santana 22 for up to 4 people in Olga Washington
Sailing in Anacortes · 4 guests

Santana 22 for up to 4 people in Olga Washington

New
$100+/hour

Sailing Reviews in Canada

  1. JA

    Jem

    Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC

    If I could give 10/5 stars, I would. We had an engagement shoot and David and Alison exceeded all our expectations. They were fun, friendly, and professional. They made us feel at ease during the sail. Super knowledgeable. They toured us around and knew exactly where to take photos. We had an exceptional time and are already thinking of our next sail with them two. We highly recommend David and Alison for all your sailing needs. Definitely the BEST Captain and Crew out there!

  2. ab

    abby

    Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC

    My friends and I had an incredible time and we absolutely loved the whole sailing boat experience. The views are breathtaking on the Sea to Sky shore. We will definitely go back for another sailing trip. Thank you David and Harli for giving us an unforgivable trip

  3. AB

    Anthony

    Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

    What a fantastic day! Paul is a very experienced sailor and made the trip both educational and extremely fun! Paul is a fantastic teacher and everyone had a chance to sail the boat and feel the wind in our hands. I would recommend Paul to anyone. Great for a corporate event, or a romantic day on the water with your significant other. Can't wait until next time!

  4. AW

    Andrea

    Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

    We can’t say enough good things about our wonderful experience with Paul. From the first inquiry, his communication and responsiveness was outstanding. We encountered some challenges with our original plans and Paul went above and beyond to coordinate with us to make our trip possible. He brought the Radiance to pick up our group in a new location which required him to overnight in that location the evening before so that he could ensure that he would be able to meet us at the appropriate time. It was an extremely important and special trip for our family and he went to great lengths to make sure all went smoothly. It was a pleasure to spend our day with him and we are incredibly grateful for his expertise and outstanding customer service. We eagerly look forward to our next sail with Paul!

  5. JH

    Johnny

    Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

    Paul was excellent. Had a great day and did some fun sailing. Paul is very knowledgable and happy to teach as much or as little as you like. The boat was in great condition, very clean and organized. Paul was generous with his time and catered to exactly what we wanted to do for the day.

  6. JS

    John

    Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC

    We had a very memorable day at sea as part of a farewell for our father. Despite less than ideal weather and a tight schedule everything went as planned and we greatly appreciated the compassion and professionalism of David and Clea.