3-Hour Sailing Charter on Chicago's Lake Michigan
Private sailboat time with Chicago skyline views
From$927incl. taxes and fees
Duration
3 hours
Ideal For
Up to 10 people
Includes
Sailboat, captain, life jackets
Highlights
Explore Chicago from the water on a private sailboat as your licensed captain selects a route based on lake conditions. Relax, take photos, and enjoy skyline views with no separate fuel or docking fees.
- Enjoy a real sailing experience rather than a motor cruise
- Take photos of Chicago from the water
- Bring layers for cooler lake weather
- Pack towels and sunscreen
What's Included
- Private sailboat charter
- Licensed captain
- Life jackets and safety gear
- Onboard bathroom
Know before you go
- Bring your own drinks in cans only; glass is not permitted
Cancellation Policy
If conditions are unsafe, your charter can be rescheduled for another available date. Cancel 30+ days before: deposit is non-refundable. Cancel 15–29 days before: 50% of the total charter price is non-refundable. Cancel 14 days or fewer before: 100% of the total charter price is non-refundable.
FAQs
Bring snacks, drinks in cans only, layers for cooler lake weather, towels, and sunscreen. Glass is not permitted.
Captain gratuity is appreciated but not required.
Meeting details
Montrose Harbor
Experience provided by Two Brothers Sailing Chicago
Experience provided by Two Brothers Sailing Chicago
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