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Awesome sailboat rentals in Canada.

5.0(Average of 50 reviews in this area)
View our Canada sailing boating guide
18 listings
Romantic Proposals, Birthday Celebrations & Vacation ExperiencesSailing in Granville Island2 guests

Romantic Proposals, Birthday Celebrations & Vacation Experiences

5.0
$200hour
Shadowfax Cruising Catamaran Charter in Nanaimo, CanadaSailing in Vancouver Island12 guests

Shadowfax Cruising Catamaran Charter in Nanaimo, Canada

5.0
$95person
Sailing Trips out of La Conner, WashingtonSailing in Whidbey Island8 guests

Sailing Trips out of La Conner, Washington

5.0
$500day
Classic rowboat photoshootSailing in Granville Island2 guests

Classic rowboat photoshoot

New
$193hour
Luxury 40ft Motor Yacht Rental in Downtown, VancouverGranville Island10 guests

Luxury 40ft Motor Yacht Rental in Downtown, Vancouver

4.4
$255hour
Sail the Legendary Wind of Howe Sound on 40' Sailing Yacht CharterSailing in Squamish10 guests

Sail the Legendary Wind of Howe Sound on 40' Sailing Yacht Charter

5.0
$94person
Bayliner 305 Motor Yacht Rental in Vancouver, British ColumbiaEvents in Granville Island10 guests

Bayliner 305 Motor Yacht Rental in Vancouver, British Columbia

5.0
$291hour
Van Dutch 40 Dayboat - Experience Modern European Luxury in VancouverEvents in Granville Island10 guests

Van Dutch 40 Dayboat - Experience Modern European Luxury in Vancouver

New
$401hour
Spectacular 52 Rivale MotorYacht Rental in Vancouver, CanadaEvents in Granville Island12 guests

Spectacular 52 Rivale MotorYacht Rental in Vancouver, Canada

New
$674hour
Sailing Lesson!  19' Pearson Resolute Sloop in Olga, WashingtonTours in Orcas Island6 guests

Sailing Lesson! 19' Pearson Resolute Sloop in Olga, Washington

5.0
$200hour
Catalina 27 SailboatSailing in Orcas Island6 guests

Catalina 27 Sailboat

5.0
$200hour
40ft Beneteau Oceanis 400 Cruising Monohull Boat Charter in Victoria, British ColumbiaSailing in Vancouver Island6 guests

40ft Beneteau Oceanis 400 Cruising Monohull Boat Charter in Victoria, British Columbia

5.0
$97hour
28ft Clark San Juan Sailboat for Rent in Everett, WashingtonSailing in Whidbey Island6 guests

28ft Clark San Juan Sailboat for Rent in Everett, Washington

5.0
$450day
Mariah Z910 Talari Bowrider Boat Rental in Surrey, British ColumbiaPowerboats in Surrey8 guests

Mariah Z910 Talari Bowrider Boat Rental in Surrey, British Columbia

5.0
$109hour
Cruising Monohull for rent in North SaanichSailing in Vancouver Island6 guests

Cruising Monohull for rent in North Saanich

5.0
$73hour
Santana 22 for up to 4 people in Olga WashingtonSailing in Orcas Island4 guests

Santana 22 for up to 4 people in Olga Washington

New
$150hour
Experience the Wildness of the Great Bear Rainforest from our Spacious Pilothouse Sailboat Classic 39ft Cooper "Seawolf"Sailing in British Columbia4 guests

Experience the Wildness of the Great Bear Rainforest from our Spacious Pilothouse Sailboat Classic 39ft Cooper "Seawolf"

New
$910day
Charter Jeanneau 50 DS Sailing Yacht in English BaySailing in North Vancouver8 guests

Charter Jeanneau 50 DS Sailing Yacht in English Bay

New
$364hour

Sailing Reviews in Canada

  1. TL
    Trevor
    Romantic Proposals, Birthday Celebrations & Vacation Experiences

    My fiancée and I had a wonderful time on our recent voyage! The crew were very friendly and accommodating and even helped us with a last minute schedule change due to weather. We enjoyed learning a bit about sailing and can't wait to see all the photos they took for us!

  2. LP
    Lala
    Romantic Proposals, Birthday Celebrations & Vacation Experiences

    We had the most beautiful day at sea for my boyfriend’s birthday surprise. Every detail was taken care of, and we appreciate all the magic moments the Captain provided throughout this special time. Thank you to the whole team for an unforgettable experience and we will be back again for sure! Lots of love from P&J

  3. TF
    Tillman
    28ft Clark San Juan Sailboat for Rent in Everett, Washington

    We had a very nice short day sail on Kenny’s boat. He couldn't be a better boat host! His communication was perfect and he was very flexible with times as we had car trouble and got to the marina two hours late. The boat was exactly as described, very well maintained and in perfect working condition. I highly recommend chartering this boat.

  4. EF
    Emma
    Bayliner 305 Motor Yacht Rental in Vancouver, British Columbia

    Amir accommodated our incredibly last minute booking on a Monday afternoon that was very busy and had all the boats already rented from the various different marina around Vancouver. Amir picked us up in coal harbour and we ended up extending our boat trip by a couple hours which again his flexibility was so appreciated. Definitely will be seeing him again soon. ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

  5. Sherne-marie
    Sherne-marie
    Sailing Trips out of La Conner, Washington

    Terje was an excellent host whose main focus was ensuring the trip was both memorable and magical. i learned so much from this experience and from the captain. we went to the most beautiful spots that made me question if i was in Washington or Tahiti.

  6. TK
    Tommy
    40ft Beneteau Oceanis 400 Cruising Monohull Boat Charter in Victoria, British Columbia

    Captain Ron does not control the weather. So when we say we had a PERFECT DAY with him, we laugh to think how nice the weather was. Ron is such a cool guy. He is super mellow, but a great conversationalist. He taught us a lot about sailing and the local archipeligo. Can't recommend him enough.

Boating Guide - Canada Sailing

Set sail and experience Canada from the deck of a sailboat rental.

Canada is the best place to rent a sailboat. Book a sailboat with a captain if you've never sailed before. Get out on the water and experience the beautiful scenery while enjoying the company of friends and family. From celebrating a special occasion to family vacations, Canada is the perfect sailboat rental destination.

Using GetMyBoat to rent your next sailboat.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat has 18 listings for Sailing experiences in Canada with 50 reviews.

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