Islander 29 Sailboats for Sale & Market Overview

Islander 29 Drawing
Make
Islander
Model
29
Builder
Islander / Tradewind Yachts
Designer
J.H.McGlasson
Number Built
Production Year(s)
1968 - 1969

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.

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SourceYearMakeModelPriceCabinsHeadsCityCountryListing Date

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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

$6,000
Median Asking Price (past 12 months)
1
Listings Tracked (past 12 months)
0
New Listings (90 days)
1
Countries with Listings

Price & Volume Trends

Monthly breakdown
Monthly listing counts and median asking price for the Islander 29
MonthListingsMedian Asking Price (USD)
Aug 20251$6,000
Comparable Models to Islander 29
ModelLOAMedian Price (USD)ListingsRecent
Sadler 2928.42' $16,9074628
Moody 2929.53' $19,1812411
Islander 3636.08' $29,500231
Bristol 29.929.92' $14,500133
Bayfield 2929' $18,000108
Colvic Sailor 2929.5' $21,30294
Island Packet 2932' $58,00071
Elizabethan 2929' $7,06761
Islander 40 MS44' $30,00052
Rhodes 2928.5' $11,78152
Islander 29 $6,00010
Islander 29 Listings by Country
CountryMedian Price (USD)Listings (past 12 months)Recent (90d)
United States$6,00010

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.