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All listings in Canada

Awesome sailboat rentals in Canada.

5.0
(69 Reviews)

Page 1 of 115 listings

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

42ft Exclusive Luxury Yacht Downtown Vancouver

5.0
$281/hour
Instant Book
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day
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
$281/hour
Instant Book
MAXUM 46' YACHT FOR RENT IN VANCOUVER
Events in Vancouver · 12 guests

MAXUM 46' YACHT FOR RENT IN VANCOUVER

5.0
$317/hour
Instant Book
C&C 27 Sailboat for rent on Puget Sound
Sailing in Everett · 6 guests

C&C 27 Sailboat for rent on Puget Sound

5.0
$80/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
$152/hour
Instant Book
Shadowfax Cruising Catamaran Charter in Nanaimo, Canada
Sailing in Nanaimo · 12 guests

Shadowfax Cruising Catamaran Charter in Nanaimo, Canada

5.0
$95/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
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
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
$123/hour
Catalina 27 Sailboat Rental in Olga, Washington
Sailing in Anacortes · 6 guests

Catalina 27 Sailboat Rental in Olga, Washington

5.0
$90+/hour
40ft Beneteau Oceanis Sailboat Charter in Victoria, British Columbia
Sailing in Cordova Bay · 6 guests

40ft Beneteau Oceanis Sailboat Charter in Victoria, British Columbia

5.0
$71/hour
50ft Searay Yacht - Waterfall Cruise at Deep Cove
Powerboats in Port Moody · 14 guests

50ft Searay Yacht - Waterfall Cruise at Deep Cove

New
$423/hour
Sailing and Camping in Gulf Islands of British Columbia
Sailing in British Columbia · 4 guests

Sailing and Camping in Gulf Islands of British Columbia

New
$95/hour

Sailing Reviews in Canada

  1. Jess

    Jess

    Sailing Trips out of La Conner, Washington

    The location, sailboat, incredible captain made this trip phenomenal. We made up our own itinerary based on what we needed and the captain ensued that was part of the itinerary. Prior to the trip, the captain promptly answered all our questions, and while sailing was easy going and extremely knowledgeable. Our group had never sailed, however TK (the captain) provided clear guidance and direction completely erasing this concern. We had an incredible time out on the water, sailing for the very first time. Would very much do it again, and know I will rate everyone in the further against the captain (TK). He had great communication, conversation was incredible, and better yet he made you feel comfortable on the boat.

  2. 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.

  3. SL

    Sarah

    Sailing Trips out of La Conner, Washington

    We has a perfect day on the water to celebrate my mom's life with close family. Captain was so accomodating and made sure we got our full time in even though we had to delay our departure due to one party arriving late. Terje was flexible and respectful of our wishes and made the trip so easy. We thoroughly enjoyed every minute and highly recommend chatering with Terje. Will definitely sail with him again!

  4. 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!

  5. 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!

  6. 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