We love to support worthy causes at Sailing Chi. That why we have built a gala item that is sure to add to your fundraise. Last year we raised close to $40k for charities. Here are the details:
"Skyline Sunset Cruise for Up to 12 People" (Estimated Value: $3,000)
What Sailing Chi Is Offering Your Auction
A 3-hour private sunset cruise aboard Guppy, Chicago's largest private sailing yacht. This premium experience accommodates up to 12 people and consistently generates competitive bidding at charity auctions.
Why This Item Works:
Broad appeal - Perfect for families, friend groups, celebrations, or corporate entertaining
High - value - Private yacht experience will command premium return for your auction
Experiential - Today's donors increasingly prefer unique experiences over material items
Flexible redemption - Available Monday, Tuesday, Thursday, Friday, and Sunday evenings (April 15 - November 1, 2026). Daytime use is available as well.
Ready-to-Use Auction Description for Your Event
Copy this into your auction catalog or bidding platform:
Estimated Value: $3,000
Embark on an unforgettable evening aboard Guppy, Chicago's largest private sailing yacht. Your group of up to 12 will enjoy a 3-hour private sunset cruise departing from DuSable/Monroe Harbor in downtown Chicago, hosted by a professional captain and attentive steward.
Picture gliding across Lake Michigan as the Chicago skyline glows against a watercolor sunset. The itinerary is completely customizable—cruise past iconic architectural landmarks, anchor in the legendary Playpen for a refreshing swim, or simply relax as twilight embraces the water.
Guests are welcome to bring their own provisions (BYOB and food), or arrange catering through Sailing Chi for an additional fee.
Details:
Duration: 3 hours
Capacity: Up to 12 people
Availability: Monday, Tuesday, Thursday, Friday, Sunday evenings
Redemption Period: April 15 - November 1, 2026
Departure Location: DuSable/Monroe Harbor, downtown Chicago
Service Fee: Winner responsible for captain and crew gratuity—30% of winning bid or $700 minimum (whichever is greater)