Embark on an unforgettable sunset cruise chicago experience aboard a private sailboat on the magnificent Lake Michigan. This exclusive two-hour journey offers unparalleled views of the city's iconic skyline as the sun dips below the horizon, creating a breathtaking panorama. Gather up to six of your closest companions for an intimate and personalized adventure, far from the crowded tour boats. Your private boat tour awaits.
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route.
This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for daytime sailing, see our other product listing "Come Sailing with us at Navy Pier - Sail Beautiful Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing with us at Navy Pier - Saturday Fireworks Sail". All charters are NON-SMOKING experiences.