The Islander 29, a quintessential product of the mid-1960s California fiberglass revolution, represents the transition from traditional wooden aesthetics to the era of production-line ocean cruisers. Designed by Joseph McGlasson and produced by the Wayfarer Yacht Corporation (which later became Islander Yachts), the 29-footer was built on the same hull lineage as the Columbia 29, a direct result of the shared history between McGlasson and the founders of Columbia. With a beam of 8’ 11”, the Islander 29 was notably wide for its era, offering a level of interior volume and stability that appealed to families moving up from smaller daysailers. The vessel features a classic CCA-era profile, characterized by a graceful overhang at the bow, a sloping transom, and a robust full keel that speaks to its primary purpose: safe, predictable coastal cruising.
Islander 29 Sailboats for Sale & Market Overview

- Make
- Islander
- Model
- 29
- Builder
- Islander / Tradewind Yachts
- Designer
- J.H.McGlasson
- Number Built
- Production Year(s)
- 1968 - 1969
Below are the most recent Islander 29 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) |
|---|---|---|
| Aug 2025 | 1 | $6,000 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Sadler 29 | 28.42' | $16,907 | 46 | 28 |
| Moody 29 | 29.53' | $19,181 | 24 | 11 |
| Islander 36 | 36.08' | $29,500 | 23 | 1 |
| Bristol 29.9 | 29.92' | $14,500 | 13 | 3 |
| Bayfield 29 | 29' | $18,000 | 10 | 8 |
| Colvic Sailor 29 | 29.5' | $21,302 | 9 | 4 |
| Island Packet 29 | 32' | $58,000 | 7 | 1 |
| Elizabethan 29 | 29' | $7,067 | 6 | 1 |
| Islander 40 MS | 44' | $30,000 | 5 | 2 |
| Rhodes 29 | 28.5' | $11,781 | 5 | 2 |
| Islander 29 | $6,000 | 1 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $6,000 | 1 | 0 |
Frequently Asked Questions
- How much does a used Islander 29 cost?
- The median asking price for a used Islander 29 over the past 12 months is $6,000. Prices vary by condition, year, equipment, and location.
- How many Islander 29 sailboats are for sale?
- We have tracked 1 Islander 29 listings over the past 12 months, with 0 listed within the last 90 days.
- What are similar sailboats to the Islander 29?
- Comparable models include the Sadler 29, Moody 29, Islander 36. See the comparison table above for pricing and availability.