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8data points analyzed by Sailpages.com to compile this CHESAPEAKE 30 buyer’s report
CHESAPEAKE 30

CHESAPEAKE 30

Dickerson/Seidelmann· Design: Bob Seidelmann
from 1977
$1.5K – $4.0K est. annual maintenance
Racer/CruisermonoMasthead SloopFin

Specifications

Hull

LOA29.92 ft
LWL27 ft
Beam11 ft
Draft5.5 ft
Displacement8,000 lb
Ballast3,600 lb
Hull speed1.34·√LWL7.0 kn

Rig & Sails

Iforetriangle height41.2 ft
Jforetriangle base13.5 ft
Pmainsail luff36 ft
Emainsail foot11 ft
FLforestay13.5 ft
Mainsail491.9 sq ft
Jib (100%)278.1 sq ft
Spinnaker472.8 sq ft

About the CHESAPEAKE 30

Same as SEIDELMANN 30.

Sailpages Buyer's Take

The Chesapeake 30 is a classic 1977 design by Bob Seidelmann, built by Dickerson/Seidelmann with a production run of 1977. With a displacement of 8000.0 lb and a beam of 11.0 ft, it offers a comfortable cruising platform with a Comfort ratio of 18.19.

Best for:
This boat suits coastal cruisers and weekend sailors who prioritize interior volume and ease of handling over high-performance racing metrics. Its moderate SA/D ratio of 19.1 and masthead sloop rig make it accessible for short-handed sailing.
Bluewater capability:
With a Capsize ratio of 2.2 and a D/L ratio of 181.45, the Chesapeake 30 is primarily designed for coastal cruising rather than heavy offshore passage-making.
Comparables:
Comparable boats include the Cal 30 and O'Day 30, which share similar beam dimensions and displacement ranges from the late 1970s. These vessels offer similar cabin layouts and cruising-oriented performance profiles.

Performance

Comfort18.2
Capsize2.20
SA/Disp19.1
Disp/Len181
Bal/Disp45.0

Pricing

We don't have market pricing data for the CHESAPEAKE 30 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 29.92ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$1.5K – $4.0K
Hull, rigging, sails, engine service
Annual Docking
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Annual Insurance
N/A
No price data available

Known Issues & Pre-Purchase Inspection

We don't have enough data on the CHESAPEAKE 30yet to publish model-specific findings we'd stand behind — but here's a free general inspection checklist, built from our research into what actually goes wrong on boats of this kind.

Drawn from 7,029 documented issues across 2,391 models, ordered so the areas that most often turn up problems come first.

1Structural & Bulkheads9732Standing Rigging6403Deck & Topsides6404Keel & Keel Bolts5535Rudder & Steering5086Hull & Bottom377
Free general pre-purchase checklist
25 survey areas — hull, keel, rig, engine, electrical and more. Take it aboard when you view any boat.

Own a CHESAPEAKE 30? Reports from owners are what turn this into a model-specific checklist — and they're the reason the boats above it have one.

Similar Sailboats

Which engine powers your CHESAPEAKE 30?

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

Already know your engine? Search all engines → to find its exact parts.

Used sails that fit the CHESAPEAKE 30

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