Kingston Sailing Charters.
Bareboat sailboat charters from Collins Bay Marina in Kingston, with cruising routes through Lake Ontario and the Thousand Islands
The brief.
Kingston Sailing Charters is a bareboat sailboat charter operator based at Collins Bay Marina in Kingston, Ontario, on the north-eastern end of Lake Ontario where the St. Lawrence River begins. The fleet of four cruising sailboats — a Hunter 28, Catalina 32, Hunter 34.5, and Catalina 42 Mk1 — covers groups from couples up to seven, with departures west toward Prince Edward County and east into the Thousand Islands. The company is owner-operated by Colin and Marcia, who acquired it in 2022 after more than a decade in the Caribbean watersports and boat industry. Charters are bareboat — guests skipper the vessel themselves — so booking is gated by an experience application: prior chartering, ownership, or sailing credentials and an approval code are required before reservations open. The 2026 charter season runs June 1 through September 30.
5. ways in.
- 01
Grace — Hunter 28 Bareboat Charter
For: Couples or a small family up to 4; charterers must hold prior chartering or sailing credentialsWhen: 2026 season June 1 – September 30 (off-season June 1–20 and September 1–30; high season June 21 – August 31)The smallest boat in the fleet — a 28-foot Hunter cruiser with two cabins (forward V berth and aft cabin, both double beds), one head, and a walk-through transom with swim platform. Equipped with a Yanmar diesel inboard, chartplotter with GPS, dual VHF radios, propane BBQ, two-burner alcohol stove, and ice box. Suited to a couple or a family of four cruising the Kingston basin and into the Thousand Islands.
Off-season 3 days $1,165 to 10 days $3,245; high season 3 days $1,210 to 10 days $3,340; extra day $320 (CAD). Plus $3,000 security deposit, 13% HST, and $100 cleaning fee.
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Blustery Day — Catalina 32 Bareboat Charter
For: Charterers seeking a compact mid-size cruiser; prior sailing or chartering credentials requiredWhen: 2026 season June 1 – September 30 (off-season June 1–20 and September 1–30; high season June 21 – August 31)New to the KSC fleet for 2026 — a 32-foot Catalina MKI sitting between the entry-level Hunter 28 and the larger Hunter 34.5. Standard fleet equipment applies: Yanmar diesel, chartplotter, VHF radios, propane BBQ, full galley and safety inventory. Best fit for a small group wanting more space than the Hunter 28 without stepping up to the larger vessels.
Off-season 3 days $1,565 to 10 days $4,090; high season 3 days $1,600 to 10 days $4,550; extra day $450 (CAD). Plus $3,000 security deposit, 13% HST, and $100 cleaning fee.
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Annica — Hunter 34.5 Bareboat Charter
For: Groups up to 7; prior sailing or chartering credentials requiredWhen: 2026 season June 1 – September 30 (off-season June 1–20 and September 1–30; high season June 21 – August 31)A 1989 Hunter 34.5 with three sleeping areas — forward V berth, aft cabin, and a pop-down galley table — accommodating up to seven across the layout. 569 square feet of sail area, Yanmar diesel, furling genoa, refrigerated ice box, and hot-and-cold pressure water with shower. The middle-of-the-fleet option for groups stepping up from a 28-foot weekend boat into multi-day cruising.
Off-season 3 days $1,580 to 10 days $4,580; high season 3 days $1,640 to 10 days $4,740; extra day $470 (CAD). Plus $3,000 security deposit, 13% HST, and $100 cleaning fee.
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Take Five — Catalina 42 Mk1 Bareboat Charter
For: Groups up to 7; prior sailing or chartering credentials requiredWhen: 2026 season June 1 – September 30 (off-season June 1–20 and September 1–30; high season June 21 – August 31)The flagship — a 41.86-foot Catalina 42 Mk1 with three cabins, two private heads (one with separate shower), and a shoal-draft winged keel. 50hp Yanmar diesel, three-burner propane stove with oven, double-sink galley, Dutchman sail-flaking system, and a swim platform with hand-shower. The most spacious option for groups planning longer multi-day cruises into the Thousand Islands or down the St. Lawrence.
Off-season 3 days $2,100 to 10 days $6,250; high season 3 days $2,185 to 10 days $6,465; extra day $625 (CAD). Plus $3,000 security deposit, 13% HST, and $100 cleaning fee.
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Yacht Management Program
For owners of 35–45 ft sailboats wanting to place a vessel into KSC's charter fleet under a 60/40 revenue split. KSC handles marketing, client screening, and maintenance coordination; owners retain reserved personal-use time. Contact for program details.
Worth knowing.
- 012026 charter season runs June 1 to September 30, with off-season pricing June 1–20 and September 1–30 and high-season pricing June 21 – August 31Source ↗
- 02Fleet of four bareboat sailboats ranging 28 to 42 feet (Hunter 28, Catalina 32, Hunter 34.5, Catalina 42 Mk1)Source ↗
- 03Bareboat charters require prior chartering experience, ownership history, or equivalent credentials; charterers register, complete an experience application, and receive an approval code before bookingSource ↗
- 04Operates from Collins Bay Marina, next to Lemoine Point Conservation Area in KingstonSource ↗
- 05Departure point for Lake Ontario west to Prince Edward County and east into the Thousand Islands and St. Lawrence RiverSource ↗
- 06Owners Colin and Marcia acquired the business in 2022; bring 10+ years of Caribbean watersports and boat-industry experienceSource ↗
- 07$3,000 security deposit at charter start; 50% of total fee due at booking, balance 30 days before departure; 13% HST and $100 cleaning fee addedSource ↗
- 08Yacht-management program offers 60/40 revenue split for owners of 35–45 ft sailboats placing vessels in the KSC fleetSource ↗
- 09All charter vessels equipped with marine chartplotter, two VHF radios, depth sounder, navigation charts, life jackets for 6, life ring, flares, two fire extinguishers, and first aid kitSource ↗
Get in
touch.
- Website
- kingstonsailingcharters.com
- Phone
- 613-449-1060
- Address
- 1270 Coverdale Dr, Kingston, ON K7M 8X7