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95data points analyzed by Sailpages.com to compile this ISLANDER 44 buyer’s report
ISLANDER 44

ISLANDER 44

from 196210 built
$3.5K – $9.2K est. annual maintenance
Bluewater CruisermonoMasthead SloopFin

Specifications

Hull

LOA43.83 ft
LWL32.5 ft
Beam11 ft
Draft5.83 ft
Displacement22,500 lb
Ballast8,001 lb
Hull speed1.34·√LWL7.6 kn

Rig & Sails

Iforetriangle height49 ft
Jforetriangle base17.2 ft
Pmainsail luff43.42 ft
Emainsail foot19.2 ft
FLforestay17.2 ft
Mainsail871.6 sq ft
Jib (100%)421.4 sq ft
Spinnaker716.4 sq ft

About the ISLANDER 44

Hull mold for LAPWORTH 44 purchased by Islander (1965-original builder unknown) and name changed to ISLANDER 44. (The designer, Bill Lapworth, has said that his involvement with this boat ended here.) After purchasing, Islander reconfigured hull to a long keel. Some tooling later went to Yachtcraft which sold them principly as kits. These were known as the YACHTCRAFT 44, OR 41 (with a chopped stern - also sometimes called ISLANDER 41*). Deck, coach roof profile and other details vary between versions. (deck mold may have been adapted from an another Islander model) (*There are actually 2 different boats from Islander/Wayfarer called the ISLANDER 41. The other is designed by Gurney and both are rare.) (See ISLANDER 41.)

Sailpages Buyer's Take

Designed by William Lapworth and built by Wayfarer Yacht Corp./Yachtcraft (USA), the Islander 44 is a rare classic with only 10 hulls built in 1962. This limited production run creates a unique market position for this heavy-displacement cruising sloop.

Best for:
This boat suits experienced coastal cruisers and bluewater adventurers who prioritize comfort and stability over speed, given its high comfort ratio of 39.73 and substantial displacement of 22500.0 lb.
Bluewater capability:
With a displacement of 22500.0 lb, a capsize ratio of 1.56, and a fin keel, the Islander 44 is well-suited for offshore passages, offering excellent stability and motion comfort in heavy weather.
Comparables:
Comparable to other 1960s heavy-displacement American cruising sloops like the O'Day 38 or Pearson 36, the Islander 44 shares a similar focus on seaworthiness and interior volume, though it is significantly larger and heavier.

Performance

Comfort39.7
Capsize1.56
SA/Disp16.4
Disp/Len293
Bal/Disp35.6

Pricing

We don't have market pricing data for the ISLANDER 44 yet. If you own one, help other buyers β€” what did you pay for it? Reports build a community price estimate over time.

Estimated Cost of Ownership

Based on 43.83ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$3.5K – $9.2K
Hull, rigging, sails, engine service
Annual Docking
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Annual Insurance
N/A
No price data available

Known Issues & Pre-Purchase Inspection

14 reported issues across 8 systems for the ISLANDER 44, compiled from owner reports in sailing forums and owner-association material.

5 critical4 major5 minor
Structural3Rigging3Keel2Deck2Hull1Rudder1Plumbing1Engine1

Unlock the full inspection report

Thinking of buying a ISLANDER 44? This is an in-depth report on the faults this model is known for β€” so you know exactly what to check when you walk the boat. For the price of a coffee.

  • βœ“ All 14 specific issues β€” severity, symptoms & fixes
  • βœ“ Model-specific pre-purchase inspection checklist
  • βœ“ Downloadable PDF to take to your surveyor β€” yours to keep

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

Similar Sailboats

Which engine powers your ISLANDER 44?

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

Brands sometimes mentioned for this model: Perkins, Yanmar, Westerbeke, Kubota β€” is it one of these?

Already know your engine? Search all engines β†’ to find its exact parts.

Used sails that fit the ISLANDER 44

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