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120data points analyzed by Sailpages.com to compile this CONTESSA 38 (ALAN-WILLIAMS) buyer’s report
CONTESSA 38 (ALAN-WILLIAMS)

CONTESSA 38 (ALAN-WILLIAMS)

Jeremy RogersπŸ‡¬πŸ‡§Β· Design: David Alan-Williams
from 198128 built
$2.5K – $6.6K est. annual maintenance

Specifications

Hull

LOA38.22 ft
LWL30.06 ft
Beam11.31 ft
Draft6.67 ft
Displacement15,900 lb
Ballast7,716.3 lb
Hull speed1.34·√LWL7.3 kn

Rig & Sails

Iforetriangle height47.56 ft
Jforetriangle base15.42 ft
Pmainsail luff41 ft
Emainsail foot11.48 ft
FLforestay15.4 ft
Mainsail620.9 sq ft
Jib (100%)366.7 sq ft
Spinnaker623.4 sq ft

About the CONTESSA 38 (ALAN-WILLIAMS)

8 were built as training yachts for the Royal Navy.

Sailpages Buyer's Take

Designed by David Alan-Williams and built by Jeremy Rogers, the Contessa 38 is a robust cruising sloop with a production run of 28 hulls constructed in 1981. This single-year build represents a specific iteration of the Alan-Williams design philosophy, emphasizing heavy displacement and structural integrity for serious offshore use.

Best for:
This boat is ideally suited for experienced bluewater cruisers and coastal explorers who prioritize seakeeping and comfort over high-speed performance. Its heavy displacement and comfortable motion make it a strong candidate for long-range passages and liveaboard comfort.
Bluewater capability:
With a displacement of 15900.0 lb and a capsize ratio of 1.8, the Contessa 38 exhibits exceptional stability and seaworthiness for offshore passages. Its heavy build and fin keel configuration provide reliable performance in heavy weather, supported by a comfort ratio of 29.88 that ensures a smooth ride.
Comparables:
Comparable vessels include the Hallberg-Rassy 38 and the Hallberg-Rassy 36, which share similar heavy-displacement characteristics and offshore pedigree. The Contessa 38 also aligns with the early 1980s trend of robust, fin-keel cruisers like the O'Day 38, though with a more specialized offshore focus.

Performance

Comfort29.9
Capsize1.80
SA/Disp15.3
Disp/Len261
Bal/Disp48.5

Pricing

We don't have market pricing data for the CONTESSA 38 (ALAN-WILLIAMS) 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 38.22ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$2.5K – $6.6K
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 CONTESSA 38 (ALAN-WILLIAMS), compiled from owner reports in sailing forums and owner-association material.

6 critical2 major6 minor
Rudder3Rigging2Deck2Hull2Structural2Engine1Keel1Electrical1

Unlock the full inspection report

Thinking of buying a CONTESSA 38 (ALAN-WILLIAMS)? 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 CONTESSA 38 (ALAN-WILLIAMS)?

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: Yanmar, Thorneycroft β€” is it one of these?

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

Used sails that fit the CONTESSA 38 (ALAN-WILLIAMS)

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