Islander 29 Sailboats for Sale

Joseph McGlasson·1968 – 1969·Islander / Tradewind Yachts
Islander 29 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Masthead Sloop
LOA
29.08' · 8.86 m
Disp.
7,800 lbs · 3,538 kg
First year
1968

Introduced during the sunset of the 1960s, the Islander 29 represents a transitional milestone in the American fiberglass production revolution. Designed by Joseph McGlasson—the pioneer behind Wayfarer Yacht Corporation and the early lineage of Islander Yachts—this model was built during an era when boatbuilders were moving away from wood but still heavily relied on wooden aesthetics and overbuilt fiberglass layups. The Islander 29 shared a close developmental heritage with the early Columbia 29. McGlasson's prior collaborations with Glas Laminates (which eventually became Columbia Yachts) meant that the hulls of this era shared an overlapping philosophy: deep, handlaid laminates, robust structures, and a distinct aesthetic mimicking the traditional lines of wooden cruisers. Produced briefly between 1968 and 1969, the Islander 29 was a boutique run that was quickly succeeded by the highly popular, raiseddeck Islander 30. Today, it remains a cult classic among pocketcruising enthusiasts who prize structural integrity and traditional aesthetics over modern, highvolume interior geometry.

Market snapshot

Median asking · 12 mo
Asking price
Recent listings · 90 d
Listed for sale
3-month price trend
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Countries with listings
Global market

Recent Listings

1 for sale · showing 10 newest

Islander 29 Buyer's Guide

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

3 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Sadler 2928.42'$ 17,5287013
Moody 2929.53'$ 16,919378
Island Packet 2932'$ 56,5002610

Frequently asked questions

01What should I look at instead of a Islander 29?+
Comparable models include Sadler 29, Moody 29, Island Packet 29. Use the comparison table above to check pricing and availability.