The Salty Dog Sailing Co. invites you to join us for a private Chicago sailing charter! New to town, just visiting, or live locally, we welcome you to book a private charter and view the magnificent Chicago skyline from our classic performance cruising yacht, “Salty” – an Island Yacht, Peterson 34.

Private Sailing in Chicago from $250! Includes Private Captain and Free Parking.

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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.