Ahoy Sailing Charters

Lake Ontario and 1000 Islands Sailing

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[email protected] [email protected]

Andrew Kelm

6135494277 6135494277

Sail the 1000 Islands and Lake Ontario

Cs36 “finisterre”.

This 1985 CS 36 is a great charter boat with sleeping for 6.  Powered by a 30 HP Westerbeke diesel engine, gives you lots of power to get to where you are going should sailing not be favourable.  Refrigeration and shore power available.  Galley is fully equipped, charts and chartplotter and a PORTS guide to help with your sailing plans.

List of Equipment & Specifications

Boat Location : Portsmouth Olympic Harbour , Breakwall 13.

Access Instructions: “Finisterre” – CS36 is located on the Breakwall dock number 13. These are the docks where the flags are closest to the water. Ample FREE parking near the main entrance of the building. Portsmouth Olympic Harbour, 53 Yonge St, Kingston, ON.

CS36 Bareboat sailing charters kingston 1000 islands

C&C30 “Tankard”

This 1976 C&C 30 has been well maintained over the years to give her a clean and comfortable appearance.  Room for a family up to five with a double V berth up forward, an interior table that converts to a double bed and a single berth on startboard.  The 21 HP Volvo Penta gives lots of reliable power when the breeze is not co-operating.  On board refrigeration with ample battery capacity and 200 watts of solar will ensure you keep all provisions cold on your charter, no need to go looking for ice.  Dinghy available. List of Equipment & Specifications

Boat Location: Portsmouth Olympic Harbour , Dock A48.

Access Instructions: When you enter the harbour drive to the right towards the water.  Ample FREE parking near the main entrance of the building.  You will see a red fixed mast stepping crane next to the fuel station, the dock next to this is “A” dock.  Walk down this dock and you will see the boat about half way down on the left side.

Bareboat Sailing Experience

We look for experienced sailors that have either owned or chartered a keelboat in the past, have knowledge of chart reading, rules on the water, aids to navigation, VHF Marine Radio operation.

All boaters from Canada are now required to carry a Pleasure Craft Operators Card, so please ensure you have one and bring it along on your charter. Non-residents may demonstrate proof of competency by providing proof of competency from their own country or by completing a Rental Boat Safety Check List. This checklist will be provided by Ahoy Rentals and will be reviewed with you when we do the check out of the boat at the start of your charter.

Once you have completed the “Sailing Resume” and we have determined that you have sufficient experience, we will confirm availability.

sailboat charter ontario

Main Office: 21 Ontario St., Kingston, ON, K7L 2Y2, Canada Portsmouth Olympic Harbour: 53 Yonge St., Kingston, ON K7M 6G4. C&C30 Tankard : Dock A48.  CS 36 Finisterre : Breakwall 13 Phone: 613-549-4277 | Email: [email protected]

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Explore Michigan onboard 25' Bentley

In addition to the best offers we have for boat and yacht charters in Ontario, Canada, see also options available for rent in these nearby locations:

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Ontario, Canada could be the ideal yachting playground for you

Top private boat rentals inventory in ontario, canada, learn how to find the right boat for great yachting experiences, how much is it to rent a yacht in ontario, can i pay in installments for my sailo boat rental, because we love the ocean.

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June 1st – September 30th

*If you are a new guest, please register and fill out the application forms*

If you have been on a charter with us previously and have registered on this website in the past, you can log in and book.

If you have questions or inquiries before registering, click on “let’s get in touch”

Enjoy world-class sailing with KSC

Kingston, Ontario is recognized as the “freshwater sailing capital of the world” offering the best of two cruising  worlds;  open water sailing in Lake Ontario with its many well protected overnight anchorages, including easy access to scenic Prince Edward County, and big river cruising in the unmatched beauty of the Thousand Islands in the St. Lawrence river. There, anchorages abound and overnight stops at small riverfront towns are a real treat .

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For sailors looking for a relax cruise and comfort. Perfect for couples or a small group of 4

20190822_191443

COMFORT ZONE

For sailors extra space but still want a cozy size vessel; perfect for couples or a small group of 5

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For adventurers seeking for extra space cabin, fits up to 6 people.

sailboat charter ontario

For the sailors seeking both adventure and ultimate comfort. Fits up to 7 people

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Recent reviews in ontario.

Peter and the Restless are a wonderful experience. He’s a very knowledgeable and professional individual as well as fun and engaging. The Restless is a great boat and the trip was well worth it! Can’t recommend Peter and his experience more highly.

We had the most amazing time with Peter. I booked this trip for my fiancé and I’s engagement photoshoot. Peter was very welcoming and helpful throughout the trip. 10/10 would recommend it for everyone! Thank you Peter!

Our trip with Captain lee was great! Very friendly and communicative. Will absolutely book our next trip with him!

James

October, 2023

Peter is a great skipper and host. We thoroughly enjoyed the trip. His boat was spotless and well maintained. He was very knowledgeable about the area and his sailing skills were superb. Certainly would recommend this to anyone especially people never having sailed before.

August, 2022

We had an incredible trip on Dom's boat! We went out for my partner's birthday (2 of us). Dom is an amazing host and made us feel welcome from the start. He let us help with the sails and asked our input on where to go based on the wind. We had such a great experience and would recommend him to anyone!

Captain Dom was an incredible host! If I could give 6/5 stars I would. He communication was excellent, he was welcoming, kind, safe and wanted to ensure we all got we needed when on board. His boat is excellent quality and we definitely got more than we asked for. 100% would recommend to anyone, and definitely will do again. Cheers!

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sailboat charter ontario

sailboat charter ontario

Georgian Bay North Channel is a large northeastern extension of Lake Huron separated from Lake Huron by Manitoulin Island and by the Bruce Peninsula and forms part of the old voyageur’s trading route from Montreal to the northwest. Georgian Bay is also home of the world renowned 30,000 Islands, which harbour unlimited possibilities for sailing Georgian Bay, overnight anchorages, stretching from Parry Sound to Midland, Ontario.

At the South end of the Bay, there are hundreds of great anchorages within close proximity from our Charter Base. Most notably, Beausoleil Island, a National Park of Canada, has many secluded anchorages with sandy beaches and many miles of hiking trails to explore the Island and its wildlife. These near-by anchorages are ideal for Full-day, Half-day, Weekend, and Overnight charters.

The well marked Small Craft Channel meanders all around Georgian Bay providing thousands of protected places to anchor along its route. As an alternative to traversing the Small Craft Channel, guests can enjoy sailing Georgian Bay on its open waters making it an exhilarating experience.

Did you know Georgian Bay….

  • Is truly a unique Canadian fresh water paradise often designated as the Sixth Great Lake. It is the most pristine of all the Great Lakes and supports biodiversity and importrant wetland habitat.
  • Has two United Nations (UNESCO) designated Biosphere Reserves – the Bruce Peninsula and the 30,000 Islands which is the largest archipelago in the world.
  • Is Canada’s only Fresh Water ECO Museum (the Georgian Bay Eco Museum). It covers 15,000 sq. km. and is home to three Canadian National Parks and sixteen Ontario Provincial Parks.

NORTH CHANNEL (MANITOULIN ISLAND):

The North Channel of Lake Huron encompasses the northern shores of Manitoulin Island to the southern shores of the mainland. It is recognized as a boater paradise by many boating magazines and boating elite, with over thousands of islands and countless secluded coves, bays and inlets. Towns, marinas and resorts dot the vast stretches of wilderness shoreline in one of the top five freshwater sailing areas of the world. This trip introduces guests to North Anmerica’s only fjord, Baie Finn, a ten-mile long fjord surrounded by solid white quartzite of the Cloche Mountain range that is one of the oldest ranges on the planet. It extends from Mt. McBean in the West, to Killarney Provincial Park in the East.

North Channel

The Cloche Mountain range was once as high as the Rocky Mountains. Over millions of years of erosion, all the other rocks have weathered away thus exposing the solid white quartzite rock. One million years ago, the ice age, advancing and retreating four times over, scoured the quartzite peaks, stripping them of soil, grinding and scarring their surfaces, and leaving behind sand, gravel, and boulders.

The North Channel is also home of the world famous Benjamin Islands, where some of the oldest rocks on earth have been dated. The many islands of pink granite rocks combined with the cluster of the white quartz mountain range makes for breathtaking landscapes that inspired the Group of Seven painters.

Guests would need to book a minimum of a 7 to 10 day crewed charter in order to cover the time it takes to sail to the North Channel from our Charter Base at the Bay Port Yachting Centre in Midland, Ontario.  Alternatively, COSMOS Yacht Charters can arrange for your crewed charter to start and end in the North Channel (Killarney, Little Current, Gore Bay) depending on yacht availability. Advanced reservations are needed.

For our bareboat clients who want their charter to start and end in the North Channel, a yacht repositioning fee would apply.

Please email us or telephone (905) 715-8795 for more information and/or a personalized quotation.

Georgian Bay / North Channel Pricing Georgian Bay / North Channel Itinerary

Toronto Yachts | Party Boat Rental, Charter & Cruise in Downtown Toronto

My Toronto Yacht

Luxury Yacht charters

Toronto’s only licensed yacht operator that owns and operates a fleet of yachts from 40 to 86 feet, accommodating up to 136 passengers from three downtown locations.

OUR LUXURY YACHTS

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Small Yachts

Recommended Capacity: 9 Capped Capacity               : 12 Maximum Capacity           : 12

Included: Captain, Server(s), ice, water, fuel, and Bluetooth sound system. Bring your own food and drinks at no extra charge.

Add-ons: BBQ, Decoration, Catering, Charcuterie Board, Beverages and more!

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Medium Yachts

Recommended Capacity: 10 Capped Capacity               : 12 Maximum Capacity           : 16

Add-ons: BBQ, Decoration, Catering, Charcuterie Board, Beverages, and more!

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Large Yachts

Recommended Capacity: 12 Capped Capacity               : 12 Maximum Capacity           : 20

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Raft-up Party

Two Yachts Capacity    : 24 Three Yachts Capacity: 36     Four Yachts Capacity   : 48   

Charter our double yacht for larger groups! Experience the ‘WOW’ factor as our stunning fleet of yachts sails together on the pristine waters of Lake Ontario, with the breathtaking Toronto skyline as the backdrop.

Included: One Captain and one Server per yacht, ice, water, fuel, and Bluetooth sound system. Bring your own food and drinks at no extra charge.

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VIP Superyacht

Small Group Capacity     : 12 to 30 Medium Group Capacity: 31 to 50 Large Group Capacity    : 51 to 100

Charter our VIP Superyacht for your special occasion! We cater to weddings, birthdays, corporate events, and more, transforming your dream celebration into a reality.

Included: Captain, Chief Engineer, Deckhand, Servers and Bartenders, fuel, Bluetooth sound system.

Add-ons: D.J., Decoration, BBQ, Catering, Bottle Service, and more!

All alcoholic and non-alcoholic beverages are sold onboard.

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Empress of Canada

Small Group Capacity     : 250 Medium Group Capacity: 350 Large Group Capacity     : 490

Charter the Empress of Canada for your weddings, corporate events, and more, transforming your dream celebration into a reality with a dedicated Event Planner.

Add-ons: D.J., Decoration, BBQ, Catering, Bottle Service and more!

Not sure which Yacht is right for you? We Can Help

Choose an adventure package.

We offer a variety of charter experiences suitable for any occasion, whether it’s a family and friends outing , a birthday or bachelor/bachelorette celebration , or a corporate event . Choose from one of our packages listed below or contact us directly for more information on our yachting packages and services.

Birthday Package

Bachelor/ bachelorette package, family excursion, corporate events, proposal and engagement, wedding reception, team building, baby shower, themed parties, university social events, graduation celebrations, film shoots and photography, product launch events, charity fundraisers, concerts and performances, ash scattering ceremony, not sure which package is right for you we can help, our customers love us.

Guaranteed customer satisfaction, with the best service & accommodations available for an affordable

luxury yacht experience, just read the reviews some of our customers left us:

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why choose us

Toronto Yachts is the #1 rated , fully licensed, and insured luxury yacht rental company with its own exclusive commercial dock in downtown Toronto. Each of our luxury yachts is operated by experienced professional captains and chief engineers who are fully certified by Transport Canada. Onboard we have extensively trained servers who will ensure you have a wonderful experience.

Toronto Yachts offers you luxury at an affordable price that boasts the city’s best views.

Liquor License

Toronto Yachts is the only company in Toronto with a liquor license for boats less than 100 passenger capacity, enabling our clients to consume alcoholic beverages while the yacht is in motion.

5-Star Experience

Toronto Yachts was featured and received a prestigious 5-star rating from the World Luxury Travel Awards as the best charter company of the year 2023 in Canada

Commitment to Safety

Toronto Yachts stands as the only commercially registered, insured, and Transport Canada-approved luxury yacht operator in the power yacht category (Composite) within Toronto.

Diverse Fleet

Toronto Yachts owns and operates a diverse fleet of yachts, ranging from 40 to 86 feet in length, capable of accommodating groups of 10 to 100 passengers with a dispatch reliability of 99.8% in 2023.

Prime Locations

Toronto Yachts operates from three exclusive locations in downtown Toronto: at the bottom of Yonge St., the bottom of Bathurst St., and Cabana Waterfront Patio.

Yacht Managment

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  • Lake Ontario Sail
  • Small Group Shared Sail (max 12)

Whitby Harbour 2hr Sailing Experience

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The ultimate sailing experience

  • Intimate Sail
  • City Skyline and Lake Vistas
  • Luxury Sailing Yacht
  • Professional Crew
  • Available as Private Charter
  • Professional Captain & Crew
  • Onboard Music
  • Complimentary Water
  • Snacks & Beverages (extra)

What To Bring

  • Comfortable Clothes
  • Jacket (according to weather)

About The Yacht

  • Exceeds Transport Canada Safety Requirements
  • Covered Cockpit Seating
  • Bean Bag Chairs
  • Bathroom Facility
  • Auxillary Motor on all Sailing Yachts

Need To Know

  • We Sail Rain or Shine
  • Barefoot onboard
  • No Smoking/Vaping
  • Check-in 20 min before departure
  • Temperature is typically 5°C colder
  • Min Age 5yrs
  • Outside Food/Bev not permitted
  • Min 6 pax to sail

Departure Location

  • Port of Whitby Marina 301 Watson St W Whitby ON L1N 1A2

Departure Times

Availability.

  • May 18 - 20
  • Jun 15 - 16
  • Jun 29 - Jul 1

*12% Crew Service Fee & 13% HST added at checkout

Your VIP Options

Monthly full moon sail, friday night wine & cheese sail, 2hr sailing experience.

Jovan B

Gone Sailing Adventures is proud to be associated with these premier organizations representing the best in the business.

  • PRIVATE EVENTS
  • PUBLIC SHARED SAILS
  • PRIVACY POLICY
  • GENERAL CHARTER TERMS

sailboat charter ontario

Choose from our fleet of Transport Canada Safety Certified Yachts

sailboat charter ontario

Licensed by Alcohol & Gaming Commission of Ontario

Screenshot 2024-02-04 030816

Copyright © 2024 Gone Sailing, All rights reserved.

YOUR SAFETY IS AT RISK

When considering chartering a yacht in Canada, we know you have many options. Some of these options look super exciting and at ridiculously great prices. Recent trends in the industry have opened the door for many unqualified individuals to purchase boats and offer charter services to the unsuspecting public. It’s easy to create a website and even easier to just list a boat on sites such as Facebook Marketplace, Kijiji, Getmyboat, Boat Setter and many others.

Unfortunately, many of these operators are NOT licensed, insured or qualified to accept your trust on the water. In order to be licensed and insured a number of items MUST be in place. Listed are just a few.

  • The operator must be licensed by Transport Canada with a commercial license known as either: – Limited Master under 60tonne. – Small Vessel Operators Permit (SVOP).
  • The name of the vessel must be visible on the stern (back) or the registration number beginning with the letter “C” must be visible on the side of the vessel near the front. Boats with a registration number beginning with “ON” are not licensed for passengers.
  • If the vessel is under 12m (40’) it should participate in the Transport Canada Small Vessel Compliance Program and display a “Blue Decal” and have corresponding certificate.
  • If the vessel is over 12m (40’) or carries more than 12 passengers, it MUST BE INSPECTED by Transport Canada and have an inspection certificate on board.
  • All vessels must have commercial liability insurance and coverage specifically for the number of passengers approved to be carried on board.
  • The vessel must comply with commercial safety requirements beyond recreational standards. Many of these illegal operators do not have the proper training, carry proper safety equipment, nor do their recreational boats meet the design/construction requirements of a commercial, passenger carrying vessel. These illegal operators try to stay under the radar of Police/OPP/RCMP/Transport Canada by:
  • hiding the name of their vessel by hanging items over the stern
  • not letting you know where they will have you board until just before the start of your charter.
  • pick you up at a public park (where docking is not permitted).
  • suggest to you that you are friends of the owner/operator out for a ride and not a paying customer.
  • allow you to drink alcohol while the boat is underway (illegal-same as a car) but tell you to hide your bottles etc.
  • insist on a cash transaction or part of it as a way of defrauding the internet listing company.

Over the last few years there have been a number of deaths and even more accidents resulting from these types of operators. Be safe and know who you are getting on a boat with. All licensed operators should willingly display their credentials, and most are members of the Passenger & Commercial Vessel Association (PCVA).

Link to Global News Report on Charter Accidents

Check before you book & Know before you Go!

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COMMENTS

  1. Home

    Toronto's Best Sailing, Yacht Charter & Cruising Experiences. Sail beyond the ordinary. Your unforgettable adventure awaits with tailored experiences, shared adventures, and breathtaking views. Get Pricing. Check Availability.

  2. Ahoy Sailing Charters

    Bareboat Sailing Experience. We look for experienced sailors that have either owned or chartered a keelboat in the past, have knowledge of chart reading, rules on the water, aids to navigation, VHF Marine Radio operation.

  3. Boat Rentals on Sailo

    Sailo offers beautiful boat and yacht rentals at various price points in Ontario. Use our advanced filters to narrow your search by date, group size, and trip duration: 2 hrs, 4 hrs or full day charters.

  4. Kingston Sailing Charters

    Kingston, Ontario is recognized as the “freshwater sailing capital of the world” offering the best of two cruising worlds; open water sailing in Lake Ontario with its many well protected overnight anchorages, including easy access to scenic Prince Edward County, and big river cruising in the unmatched beauty of the Thousand Islands in the ...

  5. 2024 THE BEST Sailboat Rentals in Ontario

    June 19, 2024 - View the top sailboat rentals and sailboat charters in Ontario, Canada with prices by the hour and day. Book with confidence in Getmyboat and the 1,000s of unbiased reviews and great deals on sailboat rentals in Ontario.

  6. Georgian Bay North Channel

    Guests would need to book a minimum of a 7 to 10 day crewed charter in order to cover the time it takes to sail to the North Channel from our Charter Base at the Bay Port Yachting Centre in Midland, Ontario.

  7. Toronto Yachts

    Charter our double yacht for larger groups! Experience the ‘WOW’ factor as our stunning fleet of yachts sails together on the pristine waters of Lake Ontario, with the breathtaking Toronto skyline as the backdrop.

  8. Whitby Harbour 2hr Sailing Experience

    Set sail from Port of Whitby Marina for a 2-hour luxury voyage with Gone Sailing Adventures, cruising along Lake Ontario’s peaceful waters. As you glide by, take in the views of estate homes lining the shore, the tranquil stretch of local beaches, and the distant silhouette of the Pickering Power Plant and City of Toronto Skyline.