1. Monday - Thursday Charters (excluding Holidays) $1400 for 3 hours saving you $300!  Friday - Sunday  $1600 per 3 hours. .
  2. Monday - Thursday Charters (excluding Holidays) $1400 for 3 hours saving you $300!  Friday - Sunday  $1600 per 3 hours. .
  3. Monday - Thursday Charters (excluding Holidays) $1400 for 3 hours saving you $300!  Friday - Sunday  $1600 per 3 hours. .

Monday - Thursday Charters (excluding Holidays) $1400 for 3 hours saving you $300! Friday - Sunday $1600 per 3 hours. .

36 reviews
49 bookings

A unique Toronto Sailing Experiences aboard a 40' Sailing Trimaran.  Deck steward aboard to help with your food, drinks and entertainment. Book a Trimaran Sailing Trip and choose whether you go for an afternoon or sunset sail or customized charters! Over 800 sq ft of deck space giving you lots of room to lounge and relax. Triple the  deck space from a traditional sailboat or powerboat. Host your birthday, bachelorette, anniversary party or corporate event. Two inflatable stand up paddleboards for you to enjoy while at anchor! Rates: • 3 Hour period for up to 12 people $1,400 weekdays and $1700 weekends Sailing Times • Mid Day  Sail noon to 3:00pm • Afternoon Sail: 4:00pm to 7:00pm Itinerary Upon boarding, we sail South of the islands, through the Western Gap, a tour through the islands. If you wish we can anchor either off the beach for a swim or at the old lighthouse where you can go ashore. The itinerary is weather dependant. Maximum of 12 guests. Full refund if canceled because of weather. Customized Exclusive Charters Exclusive Sailing Excursions tailored to your desires. Orenda is available for private sailing charters. Ideal outing for corporate retreats and events. We have hosted birthday parties, bachelorette parties, anniversaries and all types of wonderful events on Orenda. Limited to 12 people. What to Bring. Things you may need on the water - We do not provide food or drink so you are more than welcome to bring your own. Drinking is only legally permitted while the boat is at anchor.  - Comfortable Clothes - Barefoot or soft soled shoes - Hat - Sunscreen - Jacket (based on weather) - Swim wear if desired - Temp on the water is typically 5 deg colder than on land Places to Go by Boat. Really cool places to visit around Toronto! Anchoring at the Historic Lighthouse Getting here involves a lovely meandering cruise through the island. There is a small bay at the end of the channel next to the lighthouse which is a perfect place to anchor. If guests wish, we can bring the bow of the boat right to the shore so guests can step off for a little exploring. The lighthouse is apparently haunted so be sure to come back! Anchor off Ward's Beach Wards Beach is a wonderful family beach just beside the Eastern Gap. Generally, it is a well-protected anchorage so perfect place to anchor, go for a swim and enjoy the beach. Anchor off Hanlan's Beach Yes, Toronto has a clothing-optional beach and I would have to say it is one of the best beaches to anchor and go for a swim, naked or otherwise. Beautiful sand beach extending on the entire west side of the island. What To Expect Onboard: Our boat "Orenda" is not a boat typically found in Canadian Waters and thus rarely experienced by most people. Unlike a traditional sailboat, a trimaran which has 3 hulls has an incredible amount of deck space to move about on. The boat has been modified with the construction of an outdoor dining section seating up to ten people. Featuring Two Inflatable Paddleboards and large floating lounger! • Length 40 ft. • Width 23 ft. • Bathroom facilities onboard, Electric Head (toilet) • Fusion Stereo with outdoor speakers and Bluetooth • Outdoor BBQ • Composite construction of wood and fiberglass • Engine: 38 hp Diesel Beta Marine Engine • 600 Watts solar power with inverter providing off grid AC power • Safety Equipment includes 3 fire extinguishers, 12 flares, full medical kit. • Designer: John Piver "Orenda" is the name of a book written by Canadian Author Joseph Boyden. It is a Huron/Iroquois term meaning The Spirit In All Things. There are three elements associated with ORENDA; faith, hope and gratitude. As the boat has three hulls I liked the physical association. Most of all, being on the water and sailing is when I feel most connected and grateful to all the elements in my universe. If you join me for a sail, then perhaps you also will be fortunate to experience the Spirit in all Things. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer. 

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
12 guests


I Sailing and Music are two of my biggest passions and I love sharing this experience with others. I have sailed since the age of two. I have owned my current boat for 10 years. My sailing experience includes the Caribbean the Mediterranean Pacific and Atlantic.

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April 2021
May 2021
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36 reviews

4.9 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

91 photos have been added by reviewers who booked this listing.
  1. AD

    Dave was an incredible host. He was pleasurable, outgoing and fun. Kim, his deck hand, was also extremely helpful and friendly. My friends and I had an amazing time celebrating my birthday. The boat is beautiful and Dave offered us some of the best views of the city. I’m extremely thankful for this positive experience. Thank you very much for the hospitality.

  2. MA

    David and Kim were great! We had such a great time with everyone. They were both super accommodating and helpful! Thank you for such a great experience.

  3. TB

    I booked David’s boat on Saturday for my birthday celebration! The boat is phenomenal and had a lot of space! Both Kim and David were excellent hosts, they assisted us throughout the whole trip! Would highly recommend booking with David! I would most definitely book another yacht trip with David and Kim!!

  4. FD

    Great afternoon with scenic sail and swimming time, perfect setup for party of 6+!

  5. SG

    Had an amazing time with Captain David for my birthday on the water! Everything was extremely easy from booking the boat to getting there I would highly recommend this for those of you looking for an experienced captain and team. Thanks for making my birthday so memorable!

Features & Details

  • Life jackets/required safety gear
  • BBQ
  • Bluetooth
  • Galley Stove & Oven
  • Watersports Equipment
  • Cabin
  • Toilet
  • Wheel steering
  • Bimini
  • Inboard Engine
  • Autopilot
  • CD Player
  • Center Cockpit
  • Chart Plotter
  • Dinghy
  • Single Engine
  • Fuel type: Diesel
  • Inverter
  • Berth
  • Head

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 7 days prior.

Additional Terms & Information

Monday to Thursday save $300 on weekday charters. Three hour weekday charter fee is only $1,400. Friday to Sunday charters are $1,700 for a three hour period. Your experience is completely customizable. It is your private boat with a captain and you can choose your itinerary and destinations. You are welcome to bring food and drinks. Please note that drinking of alcoholic beverages are permissible only while the boat is at anchor as per Federal Law. There is a bbq, fridge and washroom on board. When bringing food it is suggested to bring a cooler.  We do have a deck steward aboard all our charters to help with service of food and drinks and entertainment. If you intend to use the bbq it is highly advised to pre cook the food and warm it up on the boat. This will help save you time and allow to enjoy more time on the boat vs cooking.  IN the event of rain or inclement weather the trip is cancelled and you are fully refunded. 

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