Pearson 365 Sailboats for Sale

William Shaw·1976 – 1982·Pearson Yachts
Pearson 365 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Masthead Sloop
LOA
36.42' · 11.1 m
Disp.
17,700 lbs · 8,029 kg
First year
1976

The Pearson 365 stands as one of Bill Shaw's more thoughtful cruising designs from his long tenure at Pearson Yachts, a 36footer produced from 1976 through 1982 with roughly 405 examples launched built 405 between 1976 and 1982. Conceived as a masthead ketch with a shoaldraft fin keel and skeghung rudder, it carries 7,300 pounds of lead ballast in a hull that draws just 4.5 feet. Shaw, who spent twelve years alongside Olin Stephens at Sparkman & Stephens before becoming Pearson's chief designer, gave the boat traditional lines meant for chestdeep coastal waters and longer passages alike.

Market snapshot

Median asking · 12 mo
$29,000
Asking price · 12 listings
Recent listings · 90 d
1
12 tracked · 12 mo
3-month price trend
-65.5%
vs. 12-mo median
Countries with listings
2
United States (90.9%) · Australia (9.1%)

Recent Listings

9 for sale · showing 10 newest

Pearson 365 Buyer's Guide

Shopping a used Pearson 365 on the brokerage market means considering a Bill Shaw–designed ketch built between 1976 and 1982, with around 405 examples produced. Most are masthead ketches with a shoal fin keel and skeg rudder, though a few sloops or cutters appear. The cored deck, screw-fastened joints, and steel tank and mast step are the items that separate a sound buy from a money pit, so the below focuses on what to verify rather than on paper specifications.

Layouts on the Used Market

Owner three-cabin layouts are the more common on the used market, but both are available; ex-charter examples are common. Either way the saloon has a nav station and twin settees, a forward V-berth cabin, an aft U-galley near the 8-foot cockpit, and a head with a separate enclosed shower. Wide decks and bulwarks make the boat easy to move around, and two cockpit lockers provide bulk storage.

Equipment and Common Upgrades

Commonly fitted canvas and electronics include a bimini, dodger, and chartplotter. Often seen on boats are solar panels, hot water, radar, autopilot, inverter, and dinghy davits — the davits and solar matter most to a cruiser who wants independent power and easy tender handling. A cockpit shower and EPIRB are less common, appearing as owner upgrades. For passage work, the autopilot and radar are the consequential items; the rest are comfort and convenience.

What to Inspect

The deck is balsa-cored, so delamination from water infiltration is always a possibility, and the hatches can get spongy while portals lose their watertightness hatches and portals degrade with water. Several owners have found fault with portals and hatches installed using screws rather than bolts, a recurring theme on this model. Cockpit lockers have been reported to leak, and the two cockpit drains are relatively small, with some owners adding or enlarging them. At the mast, the steel step plate to the keel corrodes from standing seawater and can rot the aluminum mast bottom mast step corrodes from standing water; the 50-gallon steel fuel tank also rusts and weakens, and both may need replacement. Engine access is cumbersome, complicating any survey of the marinized Westerbeke diesel.

Availability and Buyer's Takeaway

These boats turn up in the United States and Australia. For a buyer, the short list is: check the cored deck and screw-fastened hatches for softness or leaks; confirm the mast step and steel fuel tank condition; verify cockpit drain size and locker sealing; assess engine access for serviceability; and prefer an example with autopilot, solar, and davits already fitted for cruising.

Where they're listed

Pearson 365 listings appear across 2 countries. United States has the most listings with 10 (90.9%), followed by Australia.

Median ask by country
USD
Share of listings
Count · past 12 months

Country view

11 listings · 2 countries
CountryMedian askListings · 12 moActive · 90 dShare
United States$28,25010190.9%
Australia$53,743109.1%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

7 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Dufour 365 Grand Large35.47'$ 88,361379
Pilothouse 365 Ketch36.42'$ 32,500308
Dufour 3535.25'$ 30,000261
Pearson 3535'$ 19,000177
Pearson 365You are here$ 29,000121
Custom 3535.25'$ 27,967105
Dean Catamarans 36536.75'$ 87,39693

Frequently asked questions

01How much does a used Pearson 365 cost?+
The median asking price for a used Pearson 365 over the past 12 months is $29,000. Prices vary by condition, year, equipment, and location.
02How many Pearson 365 sailboats are for sale?+
1 Pearson 365 listing has gone live in the last 90 days, and 12 have been tracked across the past 12 months.
03Are Pearson 365 prices going up or down?+
The median asking price for the Pearson 365 is down 65.5% over the last 3 months compared with the 12-month median.
04Where are Pearson 365 sailboats for sale?+
The top markets for used Pearson 365 listings over the past 12 months are United States (90.9%), Australia (9.1%).
05What should I look at instead of a Pearson 365?+
Comparable models include Dufour 365 Grand Large, Pilothouse 365 Ketch, Dufour 35. Use the comparison table above to check pricing and availability.