The Salty Dog Sailing Co. invites you and your group to experience the serenity and adventure of a private Lake Michigan skyline sailing cruise! New to town, just visiting, or live locally, we welcome you to book your own private charter and view the magnificent Chicago from our classic performance cruising yacht, “Salty” – an Island Yacht, Peterson 34.

Book a Couples Only Private Charter for $250! Click Here to See All Rates.

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  • 2 Hour Private Sailing Charters. (see RATES & DETAILS)
  • ALL PRIVATE CHARTERS. No shared boats with people you don’t know.
  • FREE PARKING @ Burnham Harbor. Up to a $48 value!
  • Hours: Mon – Fri 9 am – 11 pm | Sat & Sun 8:30 am – 11 pm.
  • Conveniently located in Burnham Harbor, steps from Soldier Field.
  • Charters led by US Coast Guard Master Captains & ASA Certified Instructors.
  • Private, romantic couple’s charters – great for dates!
  • Stunning sunset and moon rise skyline sails.
  • Bachelor/Bachelorette parties.
  • Fireworks, Airshow, and Concert events.