4-Hour Chicago Sailing Charter
Sail Chicago’s lakefront on a private charter with time to swim and relax
Duration
4 Hours
Ideal For
Up to 10 people
Includes
Private charter, captain, safety gear
Highlights
Explore Chicago from Lake Michigan on a private sailing charter designed for your group. Enjoy skyline views, swimming, and time on the water while your captain selects the route for conditions.
- Sail along Chicago’s lakefront and skyline
- Swim during your Playpen charter
- Take photos from lakefront vantage points
- Relax with your group aboard a sailboat
What's Included
- Private sailboat charter
- Licensed captain
- Life jackets and safety gear
- Onboard bathroom
- Fuel and docking fees
Important details
- Bring 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 departure: deposit is non-refundable. Cancel 15–29 days before departure: 50% of the total charter price is non-refundable. Cancel 14 days or fewer before departure: 100% is non-refundable.
Product ID: QQ5QF2
FAQs
You'll receive a detailed confirmation email with your Chicago Playpen charter details, arrival instructions, and next steps.
Captain gratuity is appreciated but not required.