Ahoy Sailing Charters.
Bareboat keelboat charters for experienced sailors exploring Lake Ontario and the 1000 Islands from Kingston.

The brief.
Run by Andrew Kelm out of Portsmouth Olympic Harbour in Kingston, Ontario, Ahoy Sailing Charters offers bareboat charters on two keelboats: the CS 36 "Finisterre" (sleeps six) and the C&C 30 "Tankard" (sleeps five). Charters cruise Lake Ontario and the 1000 Islands. This is a bareboat operation with no captain provided, so it serves experienced sailors who have owned or chartered a keelboat and understand navigation, maritime rules, and VHF radio use. Canadian boaters must hold a Pleasure Craft Operator Card or show equivalent proof of competency. Prospective charterers submit a sailing resume before booking. The season runs mid-May through early October, with high-season rates from mid-June to early September.
2. ways in.
- 01
CS 36 "Finisterre" bareboat charter
For: Experienced sailors (keelboat owners/charterers); sleeps 6When: May 16 – Oct 4Bareboat charter of the CS 36 keelboat "Finisterre" cruising Lake Ontario and the 1000 Islands. Charters run 3 days to a week. A 50% down payment is required; HST and fuel are extra and pump-out is included.
High season 3 days $1,500 / weekly $2,300; low season 3 days $1,125 / weekly $1,725
Book / registerarrow_outward - 02
C&C 30 "Tankard" bareboat charter
For: Experienced sailors (keelboat owners/charterers); sleeps 5When: May 16 – Oct 4Bareboat charter of the C&C 30 keelboat "Tankard" on Lake Ontario and the 1000 Islands. Charters run from a single day up to a week. A 50% down payment is required; HST and fuel are additional and pump-out is included.
High season 3 days $1,200 / weekly $1,900; low season daily $350 / weekly $1,500
Book / registerarrow_outward
Worth knowing.
- 01Bareboat charters require experienced sailors who have owned or chartered a keelboat and know navigation, maritime rules, and VHF radio operation; Canadian boaters need a Pleasure Craft Operator Card or proof of competency.Source ↗
- 02Charter base is Portsmouth Olympic Harbour, 53 Yonge St., Kingston, ON K7M 6G4.Source ↗
- 03High season runs June 13 – Sept 7, 2026; low season May 16 – June 12 and Sept 8 – Oct 4, 2026.Source ↗
- 04A 50% down payment is required for any booking, with the balance due on arrival; HST and fuel are additional and pump-out is included.Source ↗
Outside the door.
23° with 16 km/h wind. Go enjoy it.
Get in
touch.
- Website
- ahoysailingcharters.com
- Phone
- 613-549-4277
- Address
- 21 Ontario St., Kingston, ON, K7L 2Y2, Canada