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Sailing Course at SailTime Chicago: Master the Water in the Windy City - Chicago

Sailing Course at SailTime Chicago: Master the Water in the Windy City

Chicagomoderate

Difficulty

moderate

Duration

3 days (2 nights)

Fitness Level

Participants should be in good physical condition, capable of handling boat maneuvers and standing for extended periods.

Overview

Learn to sail on Lake Michigan with SailTime Chicago’s immersive ASA 101/103 course. Gain skills, confidence, and a new way to experience the Windy City’s waters.

Crystal Lake, Illinois

ASA 101/103 Combination course

A 3-day, 2-night course covering material from ASA 101 & 103

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Adventure Photos

ASA 101/103 Combination course photo 1

About This Adventure

Embark on an unforgettable 3-day, 2-night sailing adventure designed for experienced day-sailors seeking ASA 101 certification. This immersive course covers essential skills in basic keelboat handling and coastal cruising, providing a unique opportunity to enhance your sailing expertise while enjoying the beauty of the open water.

Rates

Winthrop Harbor, IL Student: $1,150 Chicago, IL Student $1,150 See the course description for harbor location!


About

A 3-day, 2-night course covering the material of ASA 101 Basic Keelboat and ASA 103 Basic Coastal Cruising. Recommended for experienced day-sailors who are interested in cruising, but need the 101 certification first.

Adventure Tips

Arrive early for dockside prep

Get familiar with the boat and safety procedures before your day begins.

Check weather conditions daily

Lake Michigan weather can be unpredictable; review forecasts each morning.

Wear non-slip, quick-drying clothing

Keep comfortable and safe during hands-on sailing sessions.

Practice safety drills actively

Participate fully in safety exercises to build confidence and prevent mishaps.

Local Insights

Wildlife

  • Red-breasted mergansers
  • Herring gulls

History

Lake Michigan has been a critical transportation route since the city's founding, shaping Chicago’s maritime heritage.

Conservation

SailTime Chicago actively promotes eco-friendly sailing practices, encouraging participants to minimize environmental impact.

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Adventure Hotspots in Chicago

Frequently Asked Questions

Recommended Gear

Sunscreen

Essential

Shield yourself from sun exposure during long sailing days.

summer specific

Boat shoes with non-slip soles

Essential

Ensure good grip on wet surfaces aboard the boat.

Personal flotation device (PFD)

Essential

Always wear a properly fitted PFD for safety.

spring;summer;fall;winter specific

Waterproof jacket

Stay dry and comfortable in changing weather.

spring;fall specific