The Pearson 365 was introduced in 1976 as a departure from the performance-oriented designs that had begun to dominate the market, instead focusing on the specific needs of the dedicated coastal and offshore cruiser. Designed by William Shaw, the 365 was envisioned as a "proper yacht" that prioritized stability, comfort, and a shallow draft of 4’6”, making it an ideal candidate for the thin waters of the Chesapeake Bay, the Florida Keys, and the Bahamas. Production ran until 1982, with over 400 hulls completed, cementing it as one of the most successful mid-sized cruising designs of its era. Unlike many of its contemporaries that utilized fin keels, the 365 features a longish fin keel with a protected, skeg-hung rudder, providing a balance between directional stability and maneuverability.
Pearson 365 Sailboats for Sale & Market Overview
- Make
- Pearson
- Model
- 365
- Builder
- Pearson Yachts
- Designer
- William Shaw
- Number Built
- Production Year(s)
- 1976 - 1982
Below are the most recent Pearson 365 sailboat listings (up to 10).
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| Source | Year | Make | Model | Price | Cabins | Heads | City | Country | Listing Date |
|---|
DISCLAIMER: We are not affiliated with any external listing websites in any way. We simply aggregate publicly available listings to make it easier for buyers to find sailboats for sale. We cannot guarantee the accuracy of the listings, so please verify all information with the seller before making any decisions.
Market Overview
Price & Volume Trends
Monthly breakdown
| Month | Listings | Median Asking Price (USD) |
|---|---|---|
| Jan 2025 | 1 | $29,000 |
| Oct 2025 | 3 | $29,500 |
| Dec 2025 | 1 | $39,500 |
| Jan 2026 | 1 | $29,500 |
| Mar 2026 | 1 | $27,500 |
| Apr 2026 | 1 | $54,230 |
Median Price by Country
Listings by Country
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Dufour 35 | 35.25' | $29,456 | 23 | 11 |
| Pearson 365 Ketch | 36.42' | $35,000 | 22 | 16 |
| Dufour 365 Grand Large | 35.47' | $93,041 | 21 | 13 |
| Pearson 36-2 | 36.5' | $26,000 | 18 | 5 |
| Pearson 323 | 32.25' | $23,450 | 16 | 3 |
| Pearson 35 | 35' | $25,000 | 13 | 7 |
| Pearson 36 | 36.56' | $22,450 | 12 | 4 |
| Pearson 34 | 33.79' | $15,500 | 10 | 3 |
| Pearson 365 | $29,500 | 7 | 2 | |
| Tartan 365 | 36.5' | $437,000 | 4 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $29,500 | 5 | 1 |
| Australia | $54,230 | 1 | 1 |
Frequently Asked Questions
- How much does a used Pearson 365 cost?
- The median asking price for a used Pearson 365 over the past 12 months is $29,500. Prices vary by condition, year, equipment, and location.
- How many Pearson 365 sailboats are for sale?
- We have tracked 7 Pearson 365 listings over the past 12 months, with 2 listed within the last 90 days.
- Are Pearson 365 prices going up or down?
- The median asking price for the Pearson 365 has increased by 38.53% over the last 3 months compared to the 12-month average.
- Where is the cheapest place to buy a Pearson 365?
- United States currently has the lowest median asking price at $29,500, while Australia is the most expensive at $54,230 — a 84% difference.
- What are similar sailboats to the Pearson 365?
- Comparable models include the Dufour 35, Pearson 365 Ketch, Dufour 365 Grand Large. See the comparison table above for pricing and availability.