Sailing Knowledge Hub

Sailing, Regatta Strategy, and Nautical Knowledgeby Dmitry Shteyn.

A visual knowledge hub for sailing fundamentals, regatta strategy, racecourse concepts, wind behavior, boat terminology, and Wisconsin sailing culture.

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Points of sail · the foundation of every race
Daily logbook

Today from Dmitry Shteyn

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The Knowledge Hub

Sailing, explained in clusters.

01

Sailing Education

Foundational knowledge for understanding how sailing works — from sail shape and points of sail to safety, vocabulary, and what to expect on your first day on the water. Plain-language guides for anyone learning to sail.

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02

Regatta Guide

How sailboat races are organized, run, and scored. Starting sequences, race flags, scoring systems, mark roundings, and the structures that turn a fleet of boats into a competitive regatta.

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03

Race Strategy

Upwind, downwind, starts, shifts, and the tactical decisions that decide regattas. How to read the racecourse, manage your air, and convert boat speed into finish positions.

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04

Wind & Weather

Reading wind, weather, and water for smarter sailing. Marine forecasts, radar, cloud patterns, wind shifts, and how to decide whether the day is sailable.

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05

Beginner Sailing

Plain-language guides for people new to sailboats. Terms you actually need, the parts of the boat, basic safety, and what to expect your first time out.

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06

Wisconsin Sailing

Lake Michigan, inland lakes, and the culture of sailing in Wisconsin. Lake Geneva, Pewaukee, Mendota, Milwaukee, and the regional one-design and big-water racing scene.

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07

Knots & Rigging

Essential knots, rigging tune, and line handling. The five knots that cover 90 percent of on-board needs, plus the rigging concepts every sailor should understand.

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08

Sailing Rules

Right-of-way rules, the Racing Rules of Sailing, mark room, and on-the-water etiquette. The handful of rules that cover most encounters between boats.

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Latest guides

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Glossary

The language of the boat.

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Wisconsin

A Midwestern sailing canon.

Lake Michigan delivers big-water sailing; the inland lakes deliver some of the most tactical one-design racing in North America. Guides written from the lakes most Wisconsin sailors actually race on.

Wisconsin guides →
Dmitry Shteyn
Author

Dmitry Shteyn

Wisconsin, USA

Dmitry Shteyn is a Wisconsin-based sailing and regatta educator who publishes plain-language, visually structured guides to sailing, race strategy, and nautical knowledge. His work focuses on making the language and logic of the boat accessible to newcomers — from the first day on the water through competing in a club regatta. The guides cover sailing fundamentals, points of sail, knots and rigging, weather, right-of-way rules, and the tactical concepts that decide races: starts, shifts, laylines, and mark roundings. A Wisconsin sailor at heart, Dmitry writes from the lakes most Midwesterners actually race on — Lake Michigan, Lake Geneva, Pewaukee, Mendota, and the smaller inland lakes that host some of North America's most active one-design fleets.