Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat
Pearson 365 Ketch Sailboat

Wind Trail is a 1976 Pearson 365 Ketch with extensive updates and upgrades. Easy to sail with excellent performance in all weather. Pearsons are known to be strong, fast and easy for the cruising couple to handle.

From an article about the designer. “Bill Shaw had a practical appreciation for sailboats, designing boats with traditional lines capable of cruising chest-deep coastal waters and crossing the open sea. He began his career working for 12 years alongside legendary naval architect Olin Stephens as part of the team at Sparkman & Stephens in New York. He then joined Pearson Yachts as its chief designer and would ultimately give the recreational sailing world some of its most popular boats, including the Pearson 26, Pearson 30 and the Pearson 365.
“The 365 is my personal idea of what a boat should be,” the late Shaw once told colleagues, referring to the Pearson 365 ketch, a 36-footer with shoal-draft keel, masthead rig and skeg-hung rudder. Shaw, who remained at Pearson until 1991 and died in 2006, said a 36-foot hull provided him with room to add luxury features rather than sacrifice them for lack of space or, worse, modify the boat’s appearance to accommodate such comforts.
“At that size I can put absolutely everything in the boat that I want and not get into a this or that situation. The split rig makes shortening sail a cinch. The bulwarks make wandering around on deck more comfortable. The fully enclosed shower provides all kinds of niceties,” Shaw said.”

Find all of the specifications here: except this boat is powered by a Westerbeake 40 diesel. Four 50 gallon storage tanks are setup as follows: 50 waste, 100 fresh water (baffled with cleaning ports), 50 fuel

Interior photos coming soon.

  • 4.5 draft
  • v-berth
  • 2 pull out couch style settee with table
  • pilot berth
  • Includes custom steel storage cradle at Walstrom in Cheboygan
  • Boat has had only 2 owners. Always freshwater in Michigan.
  • Patriot blue hull
  • VC bottom paint
  • cavernous ice box with freezer
  • lots of storage, two hanging lockers, set of drawers

Recent Updates and Upgrades

2013 electric hot water tank.

2015-2016: All plumbing converted to PEX. 2 Bilge pumps (one high volume), and alarm. Kitchen and Bath faucets. Outdoor cushions. Canvas sail covers and dodger. Teak mast collar. Main traveler. New waste plumbing and deck drain pipes. Head overhaul. LED light fixtures in cabin and mask. In line shower pump.

2017-2019: Full deck repair and paint, many new fittings. Garmin sail instrument package (wireless wind, depth, speed and 9″ plotter combo) All pedestal mounted. Garwin AIS receiver VHF radio. VHF antenna. Running rigging. Fresh water stay. Lifelines.

2021: 4 deep cycle batteries. 1 battery warranty replaced in 2023. Propane sniffer

2022: Custom winter canvas

Others features:

  • Force 10 propane cabin heater
  • 3 burner propane range and oven
  • separate stall shower
  • DC fan
  • Water inlet for direct water to all faucets without using the tanks
  • wine and other glass case
  • dingy davets
  • Additional sails: Stay sail, slot sail and cruising spinnaker
  • whisker pole
  • 33 lb bruce (150 feet line plus 6 feet chain)
  • 35 lb cqr (250 feet line plus 6 feet chain)
  • 20 lb danforth with line (50 ft?)
  • 1 self tailing winch for anchors
  • 2 self tailing winches at cockpit for sail trim
  • 1 non-self tailing winch in cockpit for traveler
  • 1 non-self tailing winch on each mast
  • misc equipment specific to the boat like set of LOO tensioner guides, winch handles, and more


Details subject to change. Sold as is. 20% deposit to hold if waiting on survey, inspections or funding.