Great sailboat rentals near Toronto, Ontario.

Average of 77 reviews in this area.
9 listings
Beautiful Trimaran for 10 People in Toronto
hour$313
TorontoCruising Catamaran
12 guests

Beautiful Trimaran for 10 People in Toronto

31ft Sailboat - Sublime Sailing in Toronto
hour$117
TorontoCruising Monohull
6 guests

31ft Sailboat - Sublime Sailing in Toronto

Fountain Pajot Astrea Luxury 42' Catamaran for Charter
hour$875
TorontoCruising Catamaran
18 guests

Fountain Pajot Astrea Luxury 42' Catamaran for Charter

Sailing Yacht in Toronto
hour$500
TorontoCruising Monohull
12 guests

Sailing Yacht in Toronto

Classic 1966 30ft Iroquois catamaran in Toronto
hour$313
EtobicokeCruising Catamaran
8 guests

Classic 1966 30ft Iroquois catamaran in Toronto

Beautiful Classic CS 36 Traditional in Toronto
hour$200
TorontoCruising Monohull
6 guests

Beautiful Classic CS 36 Traditional in Toronto

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 customer reviews for Sailing in Toronto.

  1. RM
    Rima
    31ft Sailboat - Sublime Sailing in Toronto

    This was by far one of the most amazing experiences we as a group have had in a long time. We want to thank Captain Bill and Captain Kamal for such an amazing time. The beautiful sights and great company made my fiancé’s birthday ten times more fun than it could’ve been. Thank you again! We hope to see you guys very soon. Can’t wait to book again. -Rima

  2. TF
    Tessa
    31ft Sailboat - Sublime Sailing in Toronto

    Bill and Kamal were amazing. We really did learn so much about being on the water, sailing, being present and enjoying the day to its fullest. We were able to enjoy a bit of everything from a day out on the water, swimming to good conversation. Thank you for creating such a positive and welcoming atmosphere.

  3. MS
    Melissa
    Beautiful Trimaran for 10 People in Toronto

    Captain Chris was great! We had an awesome time on the water with him - he took us to a great swimming spot and even provided floaty toys for the kids. A great family sailing experience - the kids and adults all loved it!

  4. JD
    Joanne
    31ft Sailboat - Sublime Sailing in Toronto

    Captain Bill was great! Listing just as described and very accommodating to changing a date to fit better weather conditions. We had a lovely evening, and would definitely recommend!

  5. JB
    Janis
    Beautiful Trimaran for 10 People in Toronto

    Many thanks to Chris and Rob for an amazing, chill adventure. We had to book this last minute but they were very accommodating and even went above and beyond all expectations. My only regret was not booking this experience sooner with your boat and crew. Thanks again! All the best, JB

  6. SS
    Srijanani
    Beautiful Trimaran for 10 People in Toronto

    We had a great time with Chris and his crew. Really appreciated the relaxed and friendly approach and communication.The boat is big enough to hold 12 ppl comfortably. The hammock is a great way to relax and take in the views. Chris took us out to a warm calm swimming spot and provided floaties and pool noodles too! The views, chats with captain and crew all added to the wonderful experience. Bluetooth speaker is provided with the boat to enhance the vibe. Amazing time spent out on the water!!