Westerly Regatta 290 Buyer's Guide
Shopping the used market for a Westerly Regatta 290 means looking at one of just eleven built between 1993 and 1997, a Dubois-designed 29-foot sloop that came from the factory with either a five-foot fin keel or a three-foot-four-inch twin-keel layout. Ken Freivokh's Regatta-range interior gives the boat seven berths and a single head, and the aft-cockpit hull wears the R290 sail code with a 208-square-foot main and 236-square-foot No. 1 genoa.
Layouts on the Used Market
Every Regatta 290 shares the same aft-cockpit shell and seven-berth interior, but the key variable is keel type. The fin-keel version draws five feet and will suit deeper berths, while the twin-keel boat sits at three feet four inches and is the one to target for drying moorings or shoal cruising. Both carry a single head, so buyer choice comes down to draft tolerance and whether the shallow grounding ability matters more than windward performance.
Equipment and Common Upgrades
On the brokerage examples, electric winches are commonly fitted, and autopilot and chartplotter are also commonly found. For a buyer, that cluster means the heavy lifting at the mast and primary winches is often already powered, and the navigation core is typically in place — but verify the autopilot drive unit and that the chartplotter is mounted where it is readable from the helm.
What to Inspect
The inspection centers on confirming the as-built configuration. Check the keel type against the draft — five feet indicates the fin version, three feet four inches the twin — and confirm the ballast figure matches, since the twin-keel hull carries 3,329 pounds and the fin version 2,987 pounds. Verify the seven-berth count and single head are intact, and confirm the R290 sail code on the original main and genoa to be sure you are looking at a true Regatta 290 rather than a Merlin sister hull.
Availability and Buyer's Takeaway
The typical market for these boats is the United Kingdom.
- Confirm fin or twin keel against the draft
- Match ballast to keel type
- Verify seven berths and one head
- Check R290 sail identification
Price & volume trends
Monthly asking-price and listing-volume trends for the Westerly Regatta 290. The line shows the median ask each month; the bars show how many listings appeared.
Monthly breakdown · 3 rows
| Month | Listings | Median ask | Δ vs. last mo. |
|---|---|---|---|
| Sep 25 | 1 | $30,567 | — |
| Apr 26 | 1 | $25,133 | -17.8% |
| Jun 26 | 2 | $26,491 | +5.4% |
Where they're listed
Westerly Regatta 290 listings appear across 1 country. United Kingdom has the most listings with 4.
Country view
4 listings · 1 country| Country | Median ask | Listings · 12 mo | Active · 90 d | Share |
|---|---|---|---|---|
| United Kingdom | $26,491 | 4 | 2 | 100.0% |
Comparable models
Similar length, displacement, and era. Open a row to compare that model's market page.
Similar boats to compare
5 similar designs| Model | LOA | Median ask | Listings · 12 mo | Active · 90 d |
|---|---|---|---|---|
| Sadler 29 | 28.42' | $ 17,593 | 69 | 12 |
| Hallbery Rassy 29 | 29.2' | $ 43,466 | 59 | 13 |
| Catalina 309 | 32.75' | $ 74,500 | 37 | 7 |
| Delphia 29 | 28.2' | $ 39,704 | 7 | 0 |
| Westerly Regatta 290You are here | — | $ 26,491 | 4 | 2 |