We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Great sailboat rentals near Toronto, Ontario.

5.0(Average of 166 reviews in this area)
View our Toronto sailing boating guide
11 listings
Ready to Party on 34ft MTX Stylish Motor Yacht in Toronto (8 people)
Toronto · 8 guests

Ready to Party on 34ft MTX Stylish Motor Yacht in Toronto (8 people)

5.0
Superowner
$130hour
*September Reduced Rates* 28' Cruiser Boat for Any Occasion/ Event – Party Friendly with Washroom and Sound System!!
Powerboats in Toronto · 6 guests

*September Reduced Rates* 28' Cruiser Boat for Any Occasion/ Event – Party Friendly with Washroom and Sound System!!

5.0
Superowner
$149hour
Prices Reduced by 20%! Monday - Thursday Charters (Excluding Holidays) $1,250 for 3 hours saving you!  Friday - Sunday  $1,350 per 3 hours. .
Toronto · 12 guests

Prices Reduced by 20%! Monday - Thursday Charters (Excluding Holidays) $1,250 for 3 hours saving you! Friday - Sunday $1,350 per 3 hours. .

4.9
$334hour
Beautiful Trimaran for 10 People in Toronto
Sailing in Toronto · 12 guests

Beautiful Trimaran for 10 People in Toronto

5.0
$297hour
31ft Sailboat - Sublime Sailing in Toronto
Sailing in Toronto · 6 guests

31ft Sailboat - Sublime Sailing in Toronto

5.0
$111hour
Enjoy our stunning 42ft Cruiser Yacht in Toronto
Events in Toronto · 12 guests

Enjoy our stunning 42ft Cruiser Yacht in Toronto

5.0
Best of 2021
$74hour
Sailing Charter in Toronto
Toronto · 6 guests

Sailing Charter in Toronto

5.0
$111hour
Fountain Pajot Astrea Luxury 42' Catamaran for Charter
Sailing in Toronto · 18 guests

Fountain Pajot Astrea Luxury 42' Catamaran for Charter

5.0
$1,000hour
Hunter 376 cruising yacht for charter in Toronto
Sailing in Etobicoke · 7 guests

Hunter 376 cruising yacht for charter in Toronto

5.0
$186hour
41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests
Sailing in Toronto · 12 guests

41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests

New
$500hour
Modern Beneteau Oceanis 37ft Cruising Sailboat for charter in Toronto
Sailing in Toronto · 7 guests

Modern Beneteau Oceanis 37ft Cruising Sailboat for charter in Toronto

New
$260hour

Sailing Reviews in Toronto

  1. VN
    Vladislav
    *September Reduced Rates* 28' Cruiser Boat for Any Occasion/ Event – Party Friendly with Washroom and Sound System!!

    This is my second time booking Ron’s boat. His boat was super clean and the sound system was out of this world! We had an amazing time once again and I would definitely recommend Ron to anyone out there looking for a fun and memorable experience on the water! See you again next year!!

  2. LS
    Laura
    Ready to Party on 34ft MTX Stylish Motor Yacht in Toronto (8 people)

    ALL expectations were exceeded!! Abdallah and Diego were incredible and made sure we had a great time. They communicated every detail in advance and were punctual the day of the tour. We had to change the initial reservation due to bad weather but they were flexible and accommodating. The photos of the boat don’t do it justice, it’s much nicer and bigger than it appears in the photos. We were a group of 8 and there was more than enough room for all of us both front and back of the boat. Would recommend 100%!!

  3. AF
    Agatha
    Ready to Party on 34ft MTX Stylish Motor Yacht in Toronto (8 people)

    . We did the cruise in the evening and really enjoyed seeing the Toronto Skyline at night. Abdallah is an amazing captain . He promptly communicated regarding weather and was flexible with change of date. During the cruise , he made sure everyone had a good but safe time. I’d highly recommend him!

  4. AC
    Angeline
    Ready to Party on 34ft MTX Stylish Motor Yacht in Toronto (8 people)

    Very very easy to communicate with. Abdallah and Diego are very helpful and accommodating. They made sure we get good background spots for our photos too! Oh and they even gave us a little gift, a polaroid photo of our group! So thoughtful!!! Thanks so much again!!

  5. AM
    Alain
    *September Reduced Rates* 28' Cruiser Boat for Any Occasion/ Event – Party Friendly with Washroom and Sound System!!

    The experience was amazing. Ron was punctual and communicated well with us before our departure time. the boat was clean and perfect for our group size. Ron tailored the experience to our need and totally vibed with the group. we will definitely rebook with him in the near future. we recommend him and his boats for anyone looking to experience Toronto in a different way.

  6. AL
    Anna
    *September Reduced Rates* 28' Cruiser Boat for Any Occasion/ Event – Party Friendly with Washroom and Sound System!!

    Perfect evening with our two kids. Beautiful sunset views of the city and islands, comfortable seating, great soundtrack. Ron was an ideal captain and host. (Plan your trip well. Traffic is terrible downtown these days, so getting there needs a bit more time).

Boating Guide - Toronto Sailing

Step onboard a sailboat for an unforgettable experience in Toronto, Ontario.

Get ready for a fun adventure when you hit the open water onboard a sailboat in Toronto, Ontario. Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. Toronto, Ontario is a wonderful 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 11 listings for Sailing experiences in Toronto with 166 reviews.

Search Toronto