Since 2015, The Salty Dog Sailing Co. has been creating unforgettable private sailing experiences on Lake Michigan.

Step aboard Peony, our luxurious 33-foot Dufour performance sailing yacht and discover the serenity, excitement and freedom of sailing beneath Chicago’s iconic skyline.

Whether you’re planning a romantic sunset sail, celebrating a birthday, anniversary, or engagement, or simply looking for one of the most memorable things to do in Chicago, every charter is private and tailored exclusively to your group.

• Sunset Sailing Charters
  Experience breathtaking sunsets as the Chicago skyline transforms with the evening light.
• Romantic Couples Cruises
  Perfect for anniversaries, proposals, date nights, or simply spending quality time together on the water.
• Chicago Fireworks Sailing Charters
  Enjoy spectacular Navy Pier fireworks from the comfort of your own private sailboat.
• Morning, Afternoon, Evening & Moonlit Sailing Charters 7 days-per-week
  Relax and unwind on Lake Michigan while taking in panoramic views of the Chicago skyline. Accommodates private groups of up to six guests.
• Special Event Celebrations
  Celebrate birthdays, engagements, family gatherings, or other special occasions aboard your own private sailing charter.

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