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Chicago Waterfront Charters with Knot My Boat
Chicago•easy
Difficulty
easy
Duration
3–4 hours
Fitness Level
Suitable for all fitness levels; minimal physical exertion required beyond basic mobility on the boat.
Overview
Step aboard with Captain Ian Barbosa for a unique sailing charter that reveals Chicago’s waterfront from the water. Personalized service and expert navigation make for a memorable urban-lake adventure.
Photo Gallery
Chicago Waterfront Charters with Knot My Boat - Chicago
$300.00
Chicago Waterfront Charters with Knot My Boat
Boat Rental
Select participants and date
Date
Thu, Jun 4
Travelers
2
Adventure Photos
Adventure Tips
Arrive Early to Check-In
Plan to be at 31st Street Harbor J Dock at least 15 minutes before your scheduled departure to ensure smooth boarding.
Prepare for Variable Lake Winds
Lake Michigan’s winds can shift quickly; dress in layers and bring windproof clothing to stay comfortable onboard.
Bring Sun Protection
Even on cloudy days, UV exposure on the water is high—wear sunscreen, sunglasses, and a hat.
Motion Sensitivity Consideration
If you are prone to seasickness, take preventive measures ahead of the trip as the lake can be choppy.
Local Insights
Wildlife
- Double-crested cormorants
- Common loons during migration season
History
Chicago’s boating culture dates back to the 19th century, evolving from commercial shipping to rich recreational sailing traditions.
Conservation
Efforts to reduce pollution and protect Lake Michigan’s water quality are central to sustainable use promoted by local charter operators.
Select participants and date
Date
Thu, Jun 4
Travelers
2
Adventure Hotspots in Chicago
Date
Fri, Jun 5
Travelers
2
Recommended Gear
Windbreaker or Light Jacket
Essential
Protects from cool winds common in early season lake conditions.
spring specific
Sunscreen
Essential
Critical for preventing sunburn during extended exposure on open water.
summer specific
Sunglasses
Essential
Reduces glare off the water and improves visibility.
Motion Sickness Medication
Helpful for guests sensitive to boat motion in choppier lake conditions.
Frequently Asked Questions
Date
Thu, Jun 4
Travelers
2