The Westerly Regatta 290 stands as a significant evolution of one of the most successful small cruisers in maritime history. Launched in the early 1990s by the British yard Westerly Marine Construction (not to be confused with the California-based custom builder of the same name), the Regatta 290 was designed by the esteemed firm Laurent Giles. It was intended to modernize the legendary Konsort 29 hull, offering a more contemporary aesthetic and improved sailing performance while retaining the robust, high-volume characteristics that made its predecessor a staple of coastal cruising. The 290 features a distinctive "sugar scoop" transom and a modernized deck layout, distinguishing it from the traditional styling of the 1970s and 80s Westerlys. It was part of a broader "Regatta" range that included the 260, 310, and 330, all aimed at revitalizing the brand with sleeker lines and updated interiors.
Westerly Regatta 290 Sailboats for Sale & Market Overview
- Make
- Westerly
- Model
- Regatta 290
- Builder
- Westerly Marine
- Designer
- Ed Dubois
- Number Built
- 11
- Production Year(s)
- 1993 - 1997
Below are the most recent Westerly Regatta 290 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) |
|---|---|---|
| Sep 2025 | 1 | $30,418 |
| Apr 2026 | 1 | $25,011 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Westerly Konsort 29 | 28.83' | $20,211 | 49 | 21 |
| Sadler 29 | 28.42' | $16,899 | 47 | 28 |
| Hallberg-Rassy 29 | 29.2' | $44,051 | 36 | 14 |
| Catalina 309 | 32.75' | $78,500 | 33 | 8 |
| Westerly 33 | 33.27' | $29,225 | 26 | 11 |
| Bristol 29.9 | 29.92' | $14,500 | 13 | 3 |
| Hunter 290 | 28.58' | $26,900 | 11 | 2 |
| Westwind Wind 35 | 35.07' | $35,331 | 9 | 4 |
| Rhodes 29 | 28.5' | $11,777 | 5 | 2 |
| Westerly GK 29 | 29' | $17,666 | 5 | 3 |
| Westerly Regatta 290 | $27,714 | 2 | 1 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United Kingdom | $27,714 | 2 | 1 |
Frequently Asked Questions
- How much does a used Westerly Regatta 290 cost?
- The median asking price for a used Westerly Regatta 290 over the past 12 months is $27,714. Prices vary by condition, year, equipment, and location.
- How many Westerly Regatta 290 sailboats are for sale?
- We have tracked 2 Westerly Regatta 290 listings over the past 12 months, with 1 listed within the last 90 days.
- Are Westerly Regatta 290 prices going up or down?
- The median asking price for the Westerly Regatta 290 has decreased by 9.76% over the last 3 months compared to the 12-month average.
- What are similar sailboats to the Westerly Regatta 290?
- Comparable models include the Westerly Konsort 29, Sadler 29, Hallberg-Rassy 29. See the comparison table above for pricing and availability.