Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

Experience a private Lake Michigan sailing charter with stunning Chicago skyline views. Customize your adventure and relax with a licensed captain. Book now!

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Come Sailing, Inc. - We’ll depart from the north side of Monroe Harbor at our dedicated pick-up/drop-off spot. Once the safety briefing is completed and all dock lines have been brought on board, our trip will begin. The itinerary, course/route we are sailing for the day, will depend mostly on wind the direction. However, being that this is a…
What's Included
  • Use of Bluetooth Speakers
  • All applicable taxes
  • Professional US Coast Guard licensed captain
What's Not Included
  • Food and drinks
  • Parking
  • Gratuities
Additional Information

Enjoy a private two and a half hour sailing experience for up to four 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…

Location
Come Sailing, Inc.
East Monroe Street
From the northeast corner of Lake Shore Dr. and Monroe St. follow the lakefront trail to the north and continue along the harbor’s edge as the trail bends to the east. Our boat will meet you along the Monroe Harbor wall east of the cement pier (aka the pump out dock). Our boat’s name is DRUID.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(2 Ratings)
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Bdt489
Jun 28, 2024
No better way to see Chicago - My husband and I absolutley LOVED our experience sailing beautiful Lake Michigan with Captain Ulysses - and that Chicago skyline never disappoints! Ulysses was an absolute superstar on a high wind day, and he also shared some great info that this Chicago native didn't know ;-) Many thanks to our fabulous captain and to Come Sailing for a memorable day!
Review provided by Tripadvisor
Giulliana_p
Aug 18, 2023
Great experience super... - Great experience super relaxing and wonderful sights. Loved the privacy, I did great with my dramamine ans bracelets so no sea sickness it was a cool way to see the city.
Review provided by Viator