1980 Pearson 365 Boat in Bayfield, WI 54814 US
Built in 1980
365
1 Engine (Westerbeke)
36 feet
Diesel
Fiberglass/Reinforced
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.
Price History
| Date | Event | Price |
|---|---|---|
| 7/23/26 | Price decreased | $35,000(-12.5%) |
| 7/15/26 | Initial price | $40,000 |
1980 Pearson 365 Video Tours
Overview from around the web 1980 Pearson 365
Customers have expressed a range of positive feedback about the 1980 Pearson 365, highlighting its excellent design and performance on the water
Many appreciate the boat's spacious interior, which provides ample room for family and friends, making it a great option for cruising and weekend getaways. The layout is often praised for its functionality, featuring a well-equipped galley and comfortable seating areas. Sailors frequently commend the Pearson 365’s solid build quality and stability, which contribute to a smooth sailing experience even in challenging conditions. Reviewers also note the boat’s good handling characteristics and responsiveness under sail, making it suitable for both novice and experienced sailors alike. Additionally, customers often mention the boat's classic aesthetic and timeless lines, which add to its charm and appeal. The combination of performance, comfort, and style has led many owners to recommend the Pearson 365 as a reliable and enjoyable vessel for both short trips and extended voyages. Overall, the Pearson 365 is well-regarded in the boating community for its balance of quality construction and sailing capability.
The Biggest Pros and Cons
Pros and Cons of the 1980 Pearson 365
Pros
Solid Construction: The Pearson 365 is known for its durable build and sturdy fiberglass hull, ensuring reliability and longevity in various sailing conditions.
Spacious Interior: The layout of the Pearson 365 offers generous living space, with a comfortable cabin, well-designed galley, and ample storage, making it suitable for extended cruising.
Classic Design: With its timeless aesthetic, the Pearson 365 has a classic look that appeals to traditional sailing enthusiasts while providing good performance under sail.
Good Handling: The boat is known for its responsive handling and balance, providing a rewarding sailing experience for both beginners and experienced sailors.
Versatile Layout: The flexible interior layout allows for customization and adaptation, catering to different sailing needs, whether it’s solo sailing, family outings, or weekend trips.
Established Brand: Pearson Yachts has a strong reputation in the boating community, with a history of producing reliable and well-engineered vessels, giving peace of mind to potential buyers.
Cons
Age Factor: Being a boat from 1980, prospective buyers should consider that some models may require more maintenance and updates compared to newer vessels.
Limited Speed: While the Pearson 365 performs well for cruising, it may not be the fastest option for racing enthusiasts looking for peak performance.
Older Systems: Some onboard systems and amenities may be outdated, leading to potential upgrades or repairs that could be necessary for modern conveniences.
Weight: The solid build also means the boat is relatively heavy, which can affect performance in light winds and may require more power for motoring.
Availability of Parts: While parts are often available, sourcing specific components for older Pearson models can sometimes be more challenging compared to newer boats.
Made For
The 1980 Pearson 365 is ideal for sailing enthusiasts who seek a blend of performance, comfort, and versatility. This sailboat caters to a variety of sailors, from weekend cruisers to those looking for a capable offshore vessel. It appeals particularly to: 1. Cruisers: With its spacious interior and well-thought-out layout, the Pearson 365 offers a comfortable living space for long voyages, making it suitable for those who enjoy extended cruising. 2. Families: The generous accommodations and safety features make this boat a great choice for families looking to spend quality time on the water, providing both comfort and stability. 3. First-Time Owners: Its user-friendly design and manageable size make it appealing for first-time boat owners who are looking for an easily handled yacht without sacrificing quality or performance. 4. Performance Sailors: With its solid construction and respectable sailing capabilities, the Pearson 365 will attract performance enthusiasts who appreciate a responsive sailing experience together with the option for comfortable cruising. 5. Liveaboards: The well-appointed galley and ample storage space make this boat a feasible option for those interested in living aboard, providing the necessary amenities for full-time life on the water. In summary, the Pearson 365 (1980) is designed for a diverse audience, combining functionality and sail performance to satisfy the needs of various sailing lifestyles.
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 1980 Pearson 365 | ||||||
|---|---|---|---|---|---|---|
| Price | $35,000 | $41,900 | $46,000 | $21,000 | $50,000 | $19,000 |
| Location | Bayfield | Sturgeon Bay | Sturgeon Bay | Pepin | Bayfield | Manitowoc |
| Nominal Length | 36' | 36' | 37' | 25' | 37' | 33' |
| Beam | 12' | - | - | - | - | - |
| Draft | 4' | - | - | - | - | - |
| Engine Make | Westerbeke | Universal | Yanmar | Tohatsu | Westerbeke | Universal |
| Total Engine Power | 50 hp | 35 hp | 27 hp | 10 hp | 30 hp | 24 hp |
| Days on Market | 72 | 182 | 216 | 121 | 63 | 20 |
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Boat Location
Contact Big Water Boats about 1980 Pearson 365
329 S 61st Ave W, Duluth, MN, 55807
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