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
$ 5,500
Asking price · 2 listings
Recent listings · 90 d
0
2 tracked · 12 mo
3-month price trend
Not enough data yet
Countries with listings
1
United States (100.0%)

Recent Listings

1 for sale · showing 10 newest

Where they're listed

Islander 29 listings appear across 1 country. United States has the most listings with 2.

Median ask by country
USD · past 12 months
Share of listings
Count · past 12 months

Country view

2 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 5,50020100.0%

Comparable models

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

Similar boats to compare

5 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Sadler 2928.42'$ 17,3256311
Moody 2929.53'$ 17,3254011
Island Packet 2932'$ 58,0002215
Island Packet 3231.5'$ 60,0001313
Islander 29You are here$ 5,50020

Frequently asked questions

01How much does a used Islander 29 cost?+
The median asking price for a used Islander 29 over the past 12 months is $5,500. Prices vary by condition, year, equipment, and location.
02How many Islander 29 sailboats are for sale?+
2 have been tracked across the past 12 months.
03Where are Islander 29 sailboats for sale?+
The top markets for used Islander 29 listings over the past 12 months are United States (100.0%).
04What 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.