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188data points analyzed by Sailpages.com to compile this CONTESSA 33 buyer’s report
CONTESSA 33

CONTESSA 33

Contessa Yachts LtdπŸ‡¬πŸ‡§Β· Design: Rob Humphreys
$24,900 avg$24,900 – $24,900 (1 listings)from 198420 built
$1.7K – $4.6K est. annual maintenance

Specifications

Hull

LOA32.67 ft
LWL25.42 ft
Beam11.08 ft
Draft5.82 ft
Displacement8,988 lb
Hull speed1.34·√LWL6.8 kn

Rig & Sails

Iforetriangle height38.5 ft
Jforetriangle base11.1 ft
Pmainsail luff41.4 ft
Emainsail foot14.6 ft
FLforestay11.1 ft
Mainsail503 sq ft
Jib (100%)208.7 sq ft
Spinnaker354.8 sq ft

About the CONTESSA 33

Tall rig (fractional sloop:) I: 38.5' J: 11.1' P: 41.4' E: 14.6'

Sailpages Buyer's Take

Designed by Rob Humphreys and built by Contessa Yachts Ltd (UK), the Contessa 33 is a rare, heavy-displacement cruiser with only 20 hulls built in 1984. Its substantial 8988.0 lb displacement and 244.28 D/L ratio reflect a design prioritizing seakeeping and comfort over speed.

Best for:
This boat suits experienced coastal cruisers and bluewater adventurers who value robust offshore capability and are prepared for significant maintenance due to its age and construction materials.
Bluewater capability:
With a low 2.14 capsize ratio and 20.45 comfort ratio, the Contessa 33 is highly capable offshore, though its single-year production run and age require rigorous structural verification.
Comparables:
Comparable to other late-1980s heavy-displacement fractional sloop cruisers like the Hallberg-Rassy 34 or Oyster 33, as they share similar build quality, offshore focus, and high comfort ratios.

Performance

Comfort20.4
Capsize2.14
SA/Disp17.9
Disp/Len244

Market Price

Low
$24,900
Average
$24,900
High
$24,900
Based on 1 listings across 1 marketplace

Estimated Cost of Ownership

Based on 32.67ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$1.7K – $4.6K
Hull, rigging, sails, engine service
Annual Docking
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Annual Insurance
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Known Issues & Pre-Purchase Inspection

21 reported issues across 9 systems for the CONTESSA 33, compiled from owner reports in sailing forums and owner-association material.

6 critical8 major7 minor
Engine5Deck3Structural3Electrical2Rigging2Rudder2Hull2Keel1Plumbing1

Unlock the full inspection report

Thinking of buying a CONTESSA 33? 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 21 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 33?

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, Westerbeke, Volvo Penta, Bukh 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 33

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