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Pearson 303

$25,000

Presented For Sale By:

Sailboat Sales Co

Sailboat Sales Co. at Crowley's Yacht Yard
3434 E. 95th Street
Chicago, IL, 60617
United States
773-830-3730

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Make Pearson
Model 303
Year 1986
Condition Used
Price US$25,000
Type Sail
Class Cruiser (Sail)
Length 30 ft
Fuel Type Diesel
Hull Material Fiberglass
Location Chicago, Illinois
LOA 30 ft 3 in
Length at Water Line 25 ft 4 in
Beam 10 ft 11 in
Max Draft 4 ft 4 in
Keel Type Fin
Displacement 10100 lb
Ballast 3500 lb
Max Bridge Clearance 44 ft
Engine Type Inboard
Engine Make Yanmar
Engine Model 2GMF
Fuel Type Diesel
Power 18 hp
Drive Type Direct Drive
Propeller Type 2 Blade
Propeller Material Bronze
Engine usage (hours) 600
Designer William Shaw
Builder Pearson Yachts
Fuel Tanks 1 x 22 gal
Fresh Water Tanks 1 x 40 gal
Holding Tanks 1 x 15 gal
Hull Shape Monohull

Description

Bloody Mary is a fresh water 1986 Pearson 303 in great condition for it's age. The owner has gone above and beyond to keep this vessel in shape. Bloody Mary has undergone annual engine maintenance and winterization. In 2025, she was upgraded with B&G Chartplotter and a new NavPod & Pedestal Guard.

The deck is squeaky clean and shiny. The deck was recently buff/waxed. The rub rail was replaced in 2023.

Down below, the interior is in immaculate condition. In 2021, all (8) portlights were replaced including the lenses, screens and gaskets. The vinyl cushions were reupholstered in 2020.

Comes with a steel cradle and custom winter cover.

** New Listing - More Photos & Information to Come**

Disclaimer

The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.

Accommodations

• 3 Berths

• Headroom 6' 1"

• (1) Head with shower

• (8) Portlights – Lenses, Screens, and Gaskets replaced (2021)

• Vinyl Cushions (Reupholstered 2020)

• Navigation Station

• Slide-Out Starboard Double Berth

• New Cabin Curtains and Hatch Screens (2020)

Galley

• Deep Cooler

• 2-Burner Stove

• 6-Gal Hot Water Heater (needs service)

• Pressure Water (New Pump 2025)

• New Faucet in Galley (2025)

Electronics

• Raymarine Autopilot ST4000+ (2001)

• Raymarine wind/depth/speed ST60 (2001)

• Raymarine Tri-Data (2001)

• B&G Vulcan 12 Chartplotter (2025)

• New NavPod and Pedestal Guard (2025)

• Standard Horizon GX2400GPS VHF Radio

• Stereo (2018) w/ Cockpit (2025) & Cabin Speakers (2018)

• (2) Batteries (2021)

• Shorepower

• Battery Charger

• Volt Meter w/ 2 battery switch

• New Rule 2000 GPM Bilge Pump w/ Float Switch (2021)

• New LED Anchor Light and LED Steaming Light (2025)

Deck & Hull Equipment

• New Rub Rail (2023)

• Hull Buffed and Waxed annually

• Brightwork repaired/recoated annually

• Anchor - Danforth

• Anchor Locker

• Double Lifelines

• (2) Lifeline Gates

• Swim Ladder with Teak Steps

• Running, Steaming, and Anchor Lights

• Cockpit Cushions

• (8) Life Jackets

• (6) Dock Lines

• (4) Fenders

• Horseshoe Throwable

• Rescue Sling

• Flare Kit

• (3) Fire Extinguishers

• Jack Lines

• Canvas Winch and Helm Covers

Sails & Rigging

• Mainsail – North Sails NPL Tour Xi (2021 – inspected/serviced every winter)

• RF 150% Genoa - North Sails NPL Tour Xi (2021 – inspected/serviced every winter)

• UK Dacron Mainsail

• UK Dacron 155% Genoa

• UK Flasher Spinnaker (serviced inspected every winter)

• Harken Roller Furling

• New Main Halyard, Main Sheet and Block (2018)

• (4) Winches (maintained annually)

• All lines led back to cockpit

• (2) single line reefing (2018)

• New outhaul


Mechanic Equipment & Engine Details

• Manual Bilge Pump

• Electric Bilge Pump

• Wheel Steering

• 2-Blade Propeller

Owner's Comments

I’ve been sailing since I was a kid, learning in my yacht club’s junior sailing program and spending summers aboard our family boat. After a long break from sailing, I began thinking seriously about my eventual goal of living aboard a sailboat in retirement and cruising the Caribbean and beyond. About eight years ago, I decided it was time to get back on the water and find a boat of my own. I had raced on larger boats, but wanted something dependable, well-mannered, and cared for. When I found this Pearson 303, it stood out immediately. The teak was in excellent condition, which told me the previous owner took pride in maintaining her. That attention to care mattered to me, so I bought her and named her Bloody Mary.

Since then, I’ve steadily upgraded and improved her every year, sometimes storing her indoors to properly varnish brightwork, re-bed lifeline stanchions, and address deck hardware the right way. As reflected in the listing, there’s very little left to do—she’s a sturdy, dependable boat that has earned my full confidence. Every summer I’ve taken my kids (now adults) on two-week cruises around Lake Michigan, and we’ve always felt safe aboard her. I sail singlehanded often, and she’s exceptionally well set up for it with all lines led back to the cockpit. At the same time, I regularly race Wednesday night Beercan races and other casual events with crew aboard, all of whom appreciate her straightforward systems, forgiving manners, and how easy she is to sail well. A newer set of sails has only improved her performance and results.

Last summer I prepared for the solo Mackinac race by competing in the solo Lake Michigan Scramble, a 100-mile race. The overnight leg was close-hauled into 20+ knots with 2–4 foot seas. After getting soaked on deck, I trusted the autopilot, went below, and took short naps—coming up only to make heading adjustments and check traffic. Bloody Mary took care of me all night. We passed another Pearson 303 and a Nonsuch and finished third overall behind two larger racing boats. I’ve now got the itch to campaign something more competitive, so as much as it pains me, I’ve decided to let her go. She’s been as good to me as I’ve been to her, and I’ll miss her—but I hope her next owner enjoys and cares for her the same way.

Broker's Notes

Custom Cover from 2018-Today.

Cover Removed Mid-jan 2026 for boarding safety.

Show More…

Presented For Sale By:

Sailboat Sales Co

Sailboat Sales Co. at Crowley's Yacht Yard
3434 E. 95th Street
Chicago, IL, 60617
United States
773-830-3730

View Seller Inventory
 

Contact Seller

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Presented For Sale By:

Sailboat Sales Co

Sailboat Sales Co. at Crowley's Yacht Yard
3434 E. 95th Street
Chicago, IL, 60617
United States
773-830-3730

View Seller Inventory
 

Contact Seller

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