The Westwind 38 is a robust, heavy-displacement cruiser designed by the acclaimed naval architect Ted Brewer and built by Westwind Yachts in Ontario, Canada, during the late 1970s and early 1980s. Characterized by its traditional aesthetic and overbuilt construction, the vessel was conceived for long-distance voyaging and offshore stability rather than around-the-buoy racing. It represents a classic era of Canadian boatbuilding where the emphasis was placed on high-quality joinery and a hull capable of handling the demanding conditions of the North Atlantic and the Great Lakes. While production numbers remained relatively modest compared to mass-market French or American contemporaries, the Westwind 38 has earned a loyal following among traditionalists who value a "ship-like" feel in a mid-sized cruising yacht.
Westwind 38 Sailboats for Sale & Market Overview

- Make
- Westwind
- Model
- 38
- Builder
- Blue Water Yacht Builders (TAIWAN)
- Designer
- George Stadell III
- Number Built
- Production Year(s)
- 1984 - ??
Below are the most recent Westwind 38 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
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Nauticat 38 | 37.5' | $115,451 | 39 | 16 |
| Island Packet 38 | 38' | $99,000 | 28 | 11 |
| Hallberg-Rassy 38 | 37.96' | $92,479 | 22 | 9 |
| Bristol 38.8 | 38.25' | $63,900 | 16 | 4 |
| Shannon 38 | 37.75' | $64,950 | 13 | 4 |
| Cabo Rico 38 | 38' | $89,000 | 13 | 4 |
| Caliber 38 | 38' | $84,500 | 11 | 7 |
| Westwind Wind 35 | 35.07' | $35,342 | 9 | 4 |
| Downeaster 38 | 38' | $47,450 | 4 | 3 |
| Moody 38 | 37.5' | $96,602 | 3 | 0 |
Frequently Asked Questions
- What are similar sailboats to the Westwind 38?
- Comparable models include the Nauticat 38, Island Packet 38, Hallberg-Rassy 38. See the comparison table above for pricing and availability.