Chicago Bareboat Sailing with Boating Bob Chicago
Difficulty
moderate
Duration
2–6 hours
Fitness Level
Participants should be in good physical condition to handle sails, climb ladders aboard, and maintain balance on a moving boat.
Overview
Take command of your own sailboat on Lake Michigan with Boating Bob Chicago’s bareboat experience. Navigate urban waters and open skies for an unforgettable Chicago adventure on the lake.
Chicago Bareboat Sailing with Boating Bob Chicago
Adventure Tips
Know Basic Sailing Terminology
Familiarize yourself with fundamental sailing terms before your trip to handle your boat confidently.
Check Weather Forecasts Carefully
Lake Michigan’s weather can shift quickly—monitor local conditions before and during your sail.
Bring a Waterproof Bag
Protect your electronics and essentials from splashes and unexpected rain on the water.
Wear Non-Slip Boat Shoes
Proper footwear helps maintain footing on wet deck surfaces and improves safety underfoot.
Local Insights
Wildlife
- Great blue heron
- Double-crested cormorant
History
Lake Michigan has long been a vital trade and transportation route dating back to indigenous peoples and later maritime commerce.
Conservation
Respecting no-wake zones and limiting pollution helps protect fragile shoreline ecosystems around Chicago.
Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Life Jacket
A safety must-have to stay secure on the water.
Windbreaker or Waterproof Jacket
Protects against lake breeze and possible spray.
spring|fall|summer specific
Sunglasses with UV Protection
Reduces glare off the water for better visibility.
summer specific
Non-Slip Footwear
Ensures better footing on wet deck surfaces.