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Bareboat · Kingston, ON

Ahoy Sailing Charters

Ahoy Sailing Charters offers bareboat keelboat sailing from Kingston’s Portsmouth Olympic Harbour for Lake Ontario and the Thousand Islands. The operator reviews a sailing résumé before confirming availability. Boat-specific equipment lists and return instructions help guests plan a stay aboard. Its downtown office and charter boat location are different, so confirm where to meet for handover.

  • Bareboat keelboat sailing
  • Lake Ontario cruising
  • Thousand Islands sailing
  • Multi-day sailing charters

The experience

Ahoy Sailing Charters lists the sailing yachts Finisterre and Tankard for bareboat trips from Portsmouth Olympic Harbour in Kingston. Visitors skipper the boat themselves after the operator assesses their experience. The sailing résumé asks about previous ownership, charter experience, sailing areas and courses, providing a practical starting point for discussing whether a particular boat and trip fit your background.

Published booking information covers both shorter and weeklong charters, with arrangements differing by vessel and season. Review the selected boat’s equipment list before packing: the Finisterre information, for example, asks charterers to provide their own bedding and towels. The booking page also explains responsibilities for fuel, pump-out and cleaning on return. Allow time for those tasks when planning the last day. Confirm the current season’s dates, briefing and return instructions directly; a displayed boat profile is useful preparation but does not reserve a charter or approve a proposed itinerary.

WHERE THE TRIP STARTS

Departure & arrangements

Charter boats are listed at Portsmouth Olympic Harbour, 53 Yonge Street, Kingston. The main office is separately listed at 21 Ontario Street.

Before you book

  • Submit the sailing résumé and confirm the operator’s approval and required documents before booking.
  • Check the chosen boat’s equipment list, including bedding, towels and any items your crew must bring.
  • Confirm briefing and return arrangements, fuel and pump-out responsibilities, and the available charter dates.

Other operators in Ontario

Sources & updates

Original directory profile by The Boatload, researched from operator information. Reviewed October 12, 2026.

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Ahoy Sailing Charters — Kingston Charters | The Boatload