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63data points analyzed by Sailpages.com to compile this GAMBLER 38 buyer’s report
GAMBLER 38

GAMBLER 38

Helsingborgs Boatyard🇸🇪· Design: Peter Norlin
from 1988
$2.3K – $6.2K est. annual maintenance
Performance RacermonoFractional SloopFin

Specifications

Hull

LOA38 ft
LWL28 ft
Beam11.94 ft
Draft7.22 ft
Displacement11,795 lb
Ballast5,600.3 lb
Hull speed1.34·√LWL7.1 kn

Rig & Sails

Iforetriangle height44.95 ft
Jforetriangle base14.01 ft
Pmainsail luff50.2 ft
Emainsail foot16.9 ft
FLforestay14 ft
Mainsail773 sq ft
Jib (100%)314.9 sq ft
Spinnaker535.3 sq ft

About the GAMBLER 38

Based on, and very similar to the GAMBLER 37 (1984).

Sailpages Buyer's Take

The Gambler 38 is a fractional sloop designed by Peter Norlin and built by Helsingborgs Boatyard in Sweden, with production records indicating a build year of 1988. This vessel combines a 38.0 ft LOA with a substantial 11795.0 lb displacement, reflecting a robust construction philosophy typical of late-80s Scandinavian cruising yachts.

Best for:
This boat is best suited for experienced coastal cruisers and those seeking a sturdy, heavy-displacement platform for protected waters, given its 21.63 comfort ratio and 2.1 capsize ratio. It appeals to owners willing to invest in significant structural maintenance and modernization, as evidenced by the high prevalence of engine and electronics upgrades.
Bluewater capability:
While the 11795.0 lb displacement and 2.1 capsize ratio suggest inherent offshore stability, critical structural concerns regarding deck core moisture and keel integrity limit its immediate bluewater readiness without extensive survey and repair.
Comparables:
Comparable vessels include other heavy-displacement Scandinavian designs from the late 1980s, such as the Hallberg-Rassy 38 or Nautor's Swan 38, which share similar fractional sloop rigs and robust build qualities. These boats are comparable due to their emphasis on seakeeping and durability over pure speed, mirroring the Gambler's 239.87 D/L ratio.

Direct variant of the GAMBLER 38

Near-identical models — 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

Comfort21.6
Capsize2.10
SA/Disp23.6
Disp/Len240
Bal/Disp47.5

ORC Performance Data(1 certificate)

Measured performance data from ORC (Offshore Racing Congress) certificates.

Polar Diagram

24680°30°60°90°120°150°180°WIND
6kn8kn10kn12kn14kn16kn20knbeat VMGrun VMG

Boat speed (kn) vs. true wind angle. Source: ORC

Racing Ratings

GPH649.8 s/miOSN

Triple Number

LowMedHighOffshore0.91041.16931.3139Inshore0.69910.94441.1051

ORC Measured

Displacement6478 kg (14284 lb)

Sail Areas (ORC)

Main39.5 m² (425 ft²)Genoa49.0 m² (527 ft²)Asymmetric92.0 m² (990 ft²)

Speed Table (kn)

TWA \ TWS681012141620
52°5.26.16.77.07.17.27.3
60°5.56.46.97.27.37.47.5
75°5.86.77.17.37.57.77.9
90°5.76.67.07.37.57.88.2
110°5.46.57.17.47.78.18.3
120°5.36.47.07.37.68.08.6
135°4.75.76.57.07.37.68.3
150°3.94.95.86.57.07.37.9
Beat VMG3.44.04.54.95.15.25.3
Run VMG3.44.25.05.76.36.87.3

Pricing

We don't have market pricing data for the GAMBLER 38 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 38ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$2.3K – $6.2K
Hull, rigging, sails, engine service
Annual Docking
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Annual Insurance
N/A
No price data available

Known Issues & Pre-Purchase Inspection

10 reported issues across 7 systems for the GAMBLER 38, compiled from owner reports in sailing forums and owner-association material.

4 critical2 major4 minor
Rigging2Deck2Rudder2Engine1Hull1Keel1Structural1

Unlock the full inspection report

Thinking of buying a GAMBLER 38? 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

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