
CLIENT
CHARTER
Plan a corporate retreat sailing charter with Windy City Sailing!

Impress your clients with a client charter or company cruise. Furthermore, you will avoid noisy, crowded eateries and sporting events. As a result, your clients will know you mean business and understand that you value their time. It’s simple, charming, and EXTREMELY memorable.
Our private client charters along the Chicago Lakefront provide you and your guests exceptional privacy and comfort. Your attention to detail and good taste will charm and delight.

About Our Yacht
Our 40-foot sailing yacht offers a refined and comfortable setting for an unforgettable private charter experience. Designed for both relaxation and entertaining, the interior features a well-equipped galley, a welcoming salon, and two private staterooms that add convenience and comfort during your time onboard. On deck, guests can spread out across the open cockpit, foredeck, and bow seating areas, creating the perfect environment to unwind, socialize, and take in the views while cruising on Lake Michigan.

WINDY CITY SAILING HAS PROUDLY BEEN OFFERING EXCEPTIONAL SERVICE FOR TWO DECADES AND WE HAVE THE SATISFIED RETURNING CUSTOMERS TO PROVE IT!
Corporate Client Sailing Charter
Frequently Asked Questions
Is a corporate sailing charter private?
Yes, corporate sailing charters are completely private, providing an exclusive setting for team outings, client entertainment, and executive gatherings on Lake Michigan.
What types of corporate events are suitable for a sailing charter?
Corporate sailing charters are ideal for team-building experiences, client appreciation events, networking gatherings, executive retreats, and company celebrations.
Can a corporate sailing charter be customized?
Yes, routes, timing, and onboard arrangements can be tailored to align with your company’s goals and the nature of the event, whether formal or relaxed.
Is a sailing charter appropriate for professional client entertainment?
Absolutely. A private sailing charter offers a refined, memorable environment that helps foster conversation, connection, and lasting impressions.
How long do corporate sailing charters typically last?
Most corporate charters are three hours, with extended options available for larger events or more in-depth experiences.
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