Browse all sailboats
35data points analyzed by Sailpages.com to compile this ISLANDER 21 buyer’s report
ISLANDER 21

ISLANDER 21

from 1965
$700 – $1.8K est. annual maintenance
DaysailermonoMasthead SloopFin

Specifications

Hull

LOA20.82 ft
LWL18 ft
Beam7.83 ft
Draft3.33 ft
Displacement1,950 lb
Ballast1,000 lb
Hull speed1.34·√LWL5.7 kn

Rig & Sails

Iforetriangle height26.5 ft
Jforetriangle base7.7 ft
Pmainsail luff22.5 ft
Emainsail foot10 ft
FLforestay7.7 ft
Mainsail223.5 sq ft
Jib (100%)102 sq ft
Spinnaker173.4 sq ft

About the ISLANDER 21

Sailpages Buyer's Take

The Islander 21 is a compact coastal cruiser designed by J. H. McGlasson and built by McGlasson Marine/Wayfarer Yachts Corp. (USA) in 1965. With a hull count listed as ?, this vessel represents a specific era of American trailerable yacht design, characterized by its 20.82 ft LOA and 1950.0 lb displacement.

Best for:
This boat is best suited for coastal cruising and trailerable weekend getaways, appealing to owners who prioritize ease of transport and low maintenance over long-range offshore passage making.
Bluewater capability:
With a low 149.27 D/L ratio and a 2.51 capsize ratio, the Islander 21 is primarily a coastal cruiser with limited bluewater capability, relying on its 1000.0 lb ballast and 3.33 ft max draft for stability in protected waters rather than heavy ocean swells.
Comparables:
Comparable vessels include other 1960s trailerable sloops such as the O'Day 23 or Pearson 22, which share similar displacement ranges and trailer-friendly footprints, though the Islander 21 distinguishes itself with a slightly lighter 1950.0 lb displacement and a 22.09 SA/D ratio.

Performance

Comfort10.3
Capsize2.51
SA/Disp22.1
Disp/Len149
Bal/Disp51.3

Pricing

We don't have market pricing data for the ISLANDER 21 yet. If you own one, help other buyers — what did you pay for it? Reports build a community price estimate over time.

Estimated Cost of Ownership

Based on 20.82ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$700 – $1.8K
Hull, rigging, sails, engine service
Annual Docking
Enter zip code
Pick a country or enter a US zip for local rates
Annual Insurance
N/A
No price data available

Known Issues & Pre-Purchase Inspection

10 reported issues across 6 systems for the ISLANDER 21, compiled from owner reports in sailing forums and owner-association material.

5 critical2 major3 minor
Structural3Deck2Rudder2Engine1Rigging1Keel1

Unlock the full inspection report

Thinking of buying a ISLANDER 21? This is an in-depth report on the faults this model is known for — so you know exactly what to check when you walk the boat. For the price of a coffee.

  • All 10 specific issues — severity, symptoms & fixes
  • Model-specific pre-purchase inspection checklist
  • Downloadable PDF to take to your surveyor — yours to keep

One-time $2.99 · secure checkout by Stripe · instant access · 30 days online, PDF yours to keep

Similar Sailboats

Which engine powers your ISLANDER 21?

We haven't confirmed the engine for this model yet. If you own or know one, tell us — as owners report in, we build an accurate picture over time.

Brands sometimes mentioned for this model: Yanmar, Atomic 4, Westerbeke, Perkins — is it one of these?

Already know your engine? Search all engines → to find its exact parts.

Used sails that fit the ISLANDER 21

Checking eBay for sails sized to this boat's rig…