1980 Pearson 365 Boat in Bayfield, WI 54814 US
Built in 1980
365
1 Engine (Westerbeke)
36 feet
Diesel
Fiberglass/Reinforced
1980 Pearson 36 Pilothouse Sailboat
Pearson 36 Pilothouse - A Rare Four-Season Cruiser Built for Comfortable Passage Making
The Pearson 36 Pilothouse is a rare and highly sought-after cruiser that combines proven offshore capability with the comfort and protection of an enclosed pilothouse. Designed by renowned naval architect Bill Shaw and built on the same dependable hull as the popular Pearson 365, this model offers exceptional seaworthiness, comfortable accommodations, and the versatility to extend your sailing season in virtually any weather.
Powered by a reliable Westerbeke diesel engine, this yacht delivers dependable performance with responsive handling. Owners consistently praise its predictable sailing characteristics, excellent directional stability, and confidence-inspiring manners both under sail and power.
One of the Pearson 36 Pilothouse's greatest strengths is its ability to comfortably accommodate extended cruising. The spacious interior features two private cabins and one head, making overnight trips and long-distance cruising enjoyable for family and guests alike.
Above deck, you'll appreciate the wide side decks, expansive 9-foot cockpit, and stable sailing platform.
The defining feature of this yacht is its raised pilothouse with an interior steering station. Large windows provide outstanding 360-degree visibility from the salon while allowing the skipper to navigate comfortably from inside during rain, cold weather, or long passages. Fewer than 50 Pearson 36 Pilothouse models were built, making this a unique opportunity to own one of Pearson's most distinctive cruising sailboats.
Comfortable Interior
The bright, open salon offers panoramic views rarely found on a vessel of this size. The practical "galley-down" layout keeps meal preparation secure while maximizing living space. Forward, you'll find a spacious V-berth along with a large head featuring a separate shower stall-a premium feature that is seldom found on sailboats of this vintage.
Classic Pearson craftsmanship is evident throughout, with beautiful teak joinery, durable laminate surfaces, and quality bronze portlights creating a warm, inviting interior ideal for extended cruising or liveaboard use.
Sailing Performance
The Pearson 36 Pilothouse is a heavy-displacement cruiser designed for comfort and confidence offshore. Its long fin keel and skeg-hung rudder provide excellent tracking, directional stability, and added protection for the steering system. While the raised pilothouse creates additional windage when maneuvering in tight quarters, the boat rewards sailors with a smooth, predictable motion in rough water and exceptional comfort during long passages.
Whether cruising the Great Lakes, exploring the coast, or planning offshore adventures, this yacht offers the ideal balance of performance, safety, and comfort.
Specifications
Length Overall: 36.42 ft
Waterline Length: 30 ft
Beam: 11.5 ft
Draft: 4.5 ft
Air Draft: 52 ft
Construction: Fiberglass
Hull Type: Monohull
Keel: Fin
Rudder: Skeg-hung
Displacement: 17,700 lbs
Ballast: 7,300 lbs (Lead)
Rig: Masthead Sloop
Sail Area: 570 sq. ft.
Hull Speed: 7.34 knots
Features & Equipment
Westerbeke 50hp Diesel Engine
Dual Steering Stations (Interior & Exterior)
Solar System - Xantrex and Go Power GP-PWM-25 Regulator
Refrigerator/Freezer
Radar
Loran
Raymarine SR100 Sirius Weather System
Depth Finder
Bilge Pump
Head with Separate Shower
Lewmar Pro-Series Windlass
Roller Furling
Stainless Steel Feathering Propeller
Three Anchors
New Fuel Tank
Newer Custom-Made Sails
Bimini with Strata Glass Windshield
50/50 Window Covers
Custom Winter Cover
New Deep Cycle Batteries 2026
Oil and Filter Change 2026
Highlights
Rare Pearson 36 Pilothouse design
Spacious raised salon with panoramic 360° views
Protected interior helm for comfortable all-weather cruising
Proven offshore hull designed by Bill Shaw
Two-cabin layout ideal for cruising or liveaboard use
Stable, predictable sailing performance
Excellent equipment package with numerous upgrades included
If you're looking for a capable cruising sailboat that offers exceptional comfort, proven offshore performance, and the rare convenience of an enclosed pilothouse, this Pearson 36 Pilothouse is an outstanding opportunity.
Pearson 36 Pilothouse - A Rare Four-Season Cruiser Built for Comfortable Passage Making
The Pearson 36 Pilothouse is a rare and highly sought-after cruiser that combines proven offshore capability with the comfort and protection of an enclosed pilothouse. Designed by renowned naval architect Bill Shaw and built on the same dependable hull as the popular Pearson 365, this model offers exceptional seaworthiness, comfortable accommodations, and the versatility to extend your sailing season in virtually any weather.
Powered by a reliable Westerbeke diesel engine, this yacht delivers dependable performance with responsive handling. Owners consistently praise its predictable sailing characteristics, excellent directional stability, and confidence-inspiring manners both under sail and power.
One of the Pearson 36 Pilothouse's greatest strengths is its ability to comfortably accommodate extended cruising. The spacious interior features two private cabins and one head, making overnight trips and long-distance cruising enjoyable for family and guests alike.
Above deck, you'll appreciate the wide side decks, expansive 9-foot cockpit, and stable sailing platform.
The defining feature of this yacht is its raised pilothouse with an interior steering station. Large windows provide outstanding 360-degree visibility from the salon while allowing the skipper to navigate comfortably from inside during rain, cold weather, or long passages. Fewer than 50 Pearson 36 Pilothouse models were built, making this a unique opportunity to own one of Pearson's most distinctive cruising sailboats.
Comfortable Interior
The bright, open salon offers panoramic views rarely found on a vessel of this size. The practical "galley-down" layout keeps meal preparation secure while maximizing living space. Forward, you'll find a spacious V-berth along with a large head featuring a separate shower stall-a premium feature that is seldom found on sailboats of this vintage.
Classic Pearson craftsmanship is evident throughout, with beautiful teak joinery, durable laminate surfaces, and quality bronze portlights creating a warm, inviting interior ideal for extended cruising or liveaboard use.
Sailing Performance
The Pearson 36 Pilothouse is a heavy-displacement cruiser designed for comfort and confidence offshore. Its long fin keel and skeg-hung rudder provide excellent tracking, directional stability, and added protection for the steering system. While the raised pilothouse creates additional windage when maneuvering in tight quarters, the boat rewards sailors with a smooth, predictable motion in rough water and exceptional comfort during long passages.
Whether cruising the Great Lakes, exploring the coast, or planning offshore adventures, this yacht offers the ideal balance of performance, safety, and comfort.
Specifications
Length Overall: 36.42 ft
Waterline Length: 30 ft
Beam: 11.5 ft
Draft: 4.5 ft
Air Draft: 52 ft
Construction: Fiberglass
Hull Type: Monohull
Keel: Fin
Rudder: Skeg-hung
Displacement: 17,700 lbs
Ballast: 7,300 lbs (Lead)
Rig: Masthead Sloop
Sail Area: 570 sq. ft.
Hull Speed: 7.34 knots
Features & Equipment
Westerbeke 50hp Diesel Engine
Dual Steering Stations (Interior & Exterior)
Solar System - Xantrex and Go Power GP-PWM-25 Regulator
Refrigerator/Freezer
Radar
Loran
Raymarine SR100 Sirius Weather System
Depth Finder
Bilge Pump
Head with Separate Shower
Lewmar Pro-Series Windlass
Roller Furling
Stainless Steel Feathering Propeller
Three Anchors
New Fuel Tank
Newer Custom-Made Sails
Bimini with Strata Glass Windshield
50/50 Window Covers
Custom Winter Cover
New Deep Cycle Batteries 2026
Oil and Filter Change 2026
Highlights
Rare Pearson 36 Pilothouse design
Spacious raised salon with panoramic 360° views
Protected interior helm for comfortable all-weather cruising
Proven offshore hull designed by Bill Shaw
Two-cabin layout ideal for cruising or liveaboard use
Stable, predictable sailing performance
Excellent equipment package with numerous upgrades included
If you're looking for a capable cruising sailboat that offers exceptional comfort, proven offshore performance, and the rare convenience of an enclosed pilothouse, this Pearson 36 Pilothouse is an outstanding opportunity.
Nominal Length
36ft
Length Overall
36.42ft
Beam
11.5ft
Max Draft
4.42ft
Dry Weight
17500lb
Fresh Water Tanks
150gal
Fuel Tanks
45gal
Holding Tanks
39gal
Hull Material
fiberglass
Hull Shape
monohull
Engine 1
Engine Make
Westerbeke
Total Power
50hp
Engine Hours
4305
Engine Type
inboard
Fuel Type
diesel
Drive Type
sail
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.
Price History
| Date | Event | Price |
|---|---|---|
| 7/23/26 | Price decreased | $35,000(-12.5%) |
| 7/15/26 | Initial price | $40,000 |
Finance your dream boat!
Use our boat payment calculator to estimate monthly payments for 1980 Pearson 365. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Pilothouse cost in today's market, or how much does a Pearson cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
%
Principal Loan Amount$ 29,750
Total Payment$53,191.89
Monthly payment
$221.63/mo
Finance your dream boat!
Use our boat payment calculator to estimate monthly payments for 1980 Pearson 365. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Pilothouse cost in today's market, or how much does a Pearson cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
%
Principal Loan Amount$ 29,750
Total Payment$53,191.89
Monthly payment
$221.63/mo
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 1980 Pearson 365 | ||||||
|---|---|---|---|---|---|---|
| Price | $35,000 | $29,500 | $46,000 | $49,000 | $21,000 | $49,900 |
| Location | Bayfield | Superior | Sturgeon Bay | Sturgeon Bay | Pepin | Bayfield |
| Nominal Length | 36' | 33' | 37' | 36' | 25' | 31' |
| Beam | 12' | - | - | - | - | - |
| Draft | 4' | - | - | - | - | - |
| Engine Make | Westerbeke | Yanmar | Yanmar | Universal | Tohatsu | YANMAR |
| Total Engine Power | 50 hp | 18 hp | 27 hp | 35 hp | 10 hp | 12 hp |
| Days on Market | 51 | 213 | 195 | 161 | 100 | 24 |
| Get in touch |
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Meet the Broker
Address
329 S 61st Ave W
Duluth, MN 55807
Boat Location
Contact Big Water Boats about 1980 Pearson 365
329 S 61st Ave W, Duluth, MN, 55807
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