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All listings in Canada

Awesome sailboat rentals in Canada.

5.0
(64 Reviews)

Page 1 of 115 listings

High Demand
MAXUM 46' YACHT FOR RENT IN VANCOUVER
Events in Vancouver · 12 guests

MAXUM 46' YACHT FOR RENT IN VANCOUVER

5.0
$353/hour
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
$32/hour
Nautical Adventures | 42ft Hunter Passage Sailboat
Sailing in Vancouver · 8 guests

Nautical Adventures | 42ft Hunter Passage Sailboat

5.0
$91/hour
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
$176/hour
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day
Charter Jeanneau 50 DS Sailing Yacht in English Bay
Sailing in North Vancouver · 10 guests

Charter Jeanneau 50 DS Sailing Yacht in English Bay

5.0
$353/hour
50ft Searay Yacht - Waterfall Cruise at Deep Cove
Powerboats in Port Moody · 14 guests

50ft Searay Yacht - Waterfall Cruise at Deep Cove

5.0
$424/hour
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
$282/hour
Beneteau 41.1 Oceanis Sailing Charter in Vancouver
Sailing in Vancouver · 6 guests

Beneteau 41.1 Oceanis Sailing Charter in Vancouver

5.0
$353/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
Catalina 27 Sailboat Rental in Olga, Washington
Sailing in Anacortes · 6 guests

Catalina 27 Sailboat Rental in Olga, Washington

5.0
$90+/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
Luxury 50ft Custom Catamaran in Vancouver for 12 Guests
Sailing in Vancouver · 12 guests

Luxury 50ft Custom Catamaran in Vancouver for 12 Guests

New
$459/hour
26' Sailing Boat for Exploring and Camping in Gulf Islands of British Columbia
Sailing in British Columbia · 5 guests

26' Sailing Boat for Exploring and Camping in Gulf Islands of British Columbia

New
$95/hour
The Heritage Voyage – 1947 Classic Wooden Yacht
Sailing in Vancouver · 6 guests

The Heritage Voyage – 1947 Classic Wooden Yacht

New
$160/hour

Sailing Reviews in Canada

  1. ad

    amirpouria

    MAXUM 46' YACHT FOR RENT IN VANCOUVER

    We had an incredible experience on the yacht! The conductor was professional, skilled, and made sure everything went smoothly, even with the weather. The trip was safe, fun, and unforgettable. Highly recommend this service for a great time on the water!

  2. 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!

  3. 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

  4. Julia

    Julia

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

    Paul is personable while also extremely professional. He is obviously very familiar with his boat and we felt very safe during our entire trip. He’s super adept at spotting whale blows and spotting wildlife in general, which allowed us to spot an entire orca family. Amazing experience overall, and I would especially recommend Paul if you’re looking to learn how to sail!

  5. 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!

  6. 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!