Experience Chicago’s majestic skyline with the luxurious touch of sailing a private yacht memories that will last a lifetime
- Take the helm and chart your own course with our 3-hour bareboat charter
- Customize your journey and create unforgettable memories on the open water
- Connect with a licensed and insured captain from our trusted list for added peace of mind
- Yacht rental
- USCG Captain and Crew are NOT included
- We can provide a list of licensed and insured captains
- Pricing is per group.
- A signed contract is required to participate in the activity.
- We recommend that you bring a jacket for morning or evening sails.
- Sunscreen is always a good idea, but we do not allow oil or spray sunscreen on the boat.
- Don’t forget your camera!
Video Source: @windycitysailing
Cancellation must be made at least 7 days prior to your activity to receive a refund (minus a $50 service fee). No fees charged for cancellation due to inclement weather by the operator.