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14data points analyzed by Sailpages.com to compile this FREEPORT 38 (ISLANDER) buyerโ€™s report
FREEPORT 38 (ISLANDER)

FREEPORT 38 (ISLANDER)

Islander Yachts๐Ÿ‡บ๐Ÿ‡ธยท Design: Robert Perry
1983โ€“1985
$2.4K โ€“ $6.3K est. annual maintenance
Bluewater CruisermonoMasthead SloopFin

Specifications

Hull

LOA38 ft
LWL27.5 ft
Beam12 ft
Draft5.25 ft
Displacement17,000 lb
Ballast7,699.3 lb
Hull speed1.34ยทโˆšLWL7.0 kn

About the FREEPORT 38 (ISLANDER)

A re-design of the ISLANDER FREEPORT 36 and from the same molds. Also called ISLANDER 38C. See ISLANDER 38C for more details.

Sailpages Buyer's Take

Designed by Robert Perry and built by Islander Yachts (USA) from 1983โ€“1985, the Freeport 38 is a robust cruising sloop with a displacement of 17000.0 lb and a beam of 12.0 ft. While the exact hulls built count is unknown, owner reports highlight a mix of reliable cruising performance and specific structural maintenance needs.

Best for:
This boat suits coastal and offshore cruisers who prioritize comfort and stability, evidenced by a high comfort ratio of 31.32 and a low capsize ratio of 1.87. It is well-suited for couples or families seeking a spacious interior with a 27.5 ft LWL for efficient passage making.
Bluewater capability:
With a displacement of 17000.0 lb and a D/L ratio of 364.92, the Freeport 38 is well-suited for bluewater cruising, offering good motion comfort and stability in heavy weather.
Comparables:
Comparable boats include the Islander 36 and 40, as well as other Robert Perry designs like the Cal 34, due to similar displacement, beam, and cruising-oriented hull forms. The Freeport 38 shares its era and role with the Tartan 38 and O'Day 38, offering similar interior volume and masthead sloop configurations.

Direct variant of the FREEPORT 38 (ISLANDER)

Near-identical models โ€” same hull, builder and designer, re-badged or lightly changed. Specs and owner-reported issues are typically shared across the group, so a sister model's page may carry detail this one doesn't.

Performance

Comfort31.3
Capsize1.87
SA/Disp16.4
Disp/Len365
Bal/Disp45.3

Pricing

We don't have market pricing data for the FREEPORT 38 (ISLANDER) yet. If you own one, help other buyers โ€” what did you pay for it? Reports build a community price estimate over time.

Estimated Cost of Ownership

Based on 38ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$2.4K โ€“ $6.3K
Hull, rigging, sails, engine service
Annual Docking
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Annual Insurance
N/A
No price data available

Known Issues & Pre-Purchase Inspection

15 reported issues across 8 systems for the FREEPORT 38 (ISLANDER), compiled from owner reports in sailing forums and owner-association material.

4 critical5 major6 minor
Structural4Deck3Rudder2Hull2Engine1Rigging1Keel1Electrical1

Unlock the full inspection report

Thinking of buying a FREEPORT 38 (ISLANDER)? This is an in-depth report on the faults this model is known for โ€” so you know exactly what to check when you walk the boat. For the price of a coffee.

  • โœ“ All 15 specific issues โ€” severity, symptoms & fixes
  • โœ“ Model-specific pre-purchase inspection checklist
  • โœ“ Downloadable PDF to take to your surveyor โ€” yours to keep

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

Similar Sailboats

Which engine powers your FREEPORT 38 (ISLANDER)?

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

Brands sometimes mentioned for this model: Yanmar, Bukh, Universal, Perkins โ€” is it one of these?

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

Used sails that fit the FREEPORT 38 (ISLANDER)

Checking eBay for sails sized to this boat's rigโ€ฆ