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Romantic as the views are from the top of the Hancock, we sometimes forget that Chicago extends beyond the skyline. Take to the water with today's deal from Chicago Sailboat Charters and pay $135 (regularly $270) for one semi-private, two- to 2.5-hour sailing cruise for two people, or pay $100 (regularly $270) for the same experience during the early season (April 28 through May 29). All sails between July 23 and August 31 are two hours long. Rope in a boat of your choosing to set sail on Monday, Tuesday, and Thursday nights at 7, or Saturday and Sunday mornings at 9. Watch the morning sun reflect off Lake Michigan, or wait for the sunset to turn the skies orange behind Navy Pier. According to past sailors, Chicago Sailboat Charters' boats are clean and comfy, the staff is accommodating and knowledgeable, and the experience is "worth every penny." Steer date night toward this city's waters, and your honey will know there's no where you'd rudder be.

Want more? Visit Chicago Sailboat Charters on Facebook.

PAID VALUE EXPIRES ON September 2, 2020



    400 W Belmont Harbor Drive, Chicago, IL 60657
    708-620-2628 | get directions

Chicago Sailboat Charters
Two- to 2.5-Hour Semi-Private Sailing Cruise for Two in Peak Season ($135) or Early Season ($100)

    • from $135
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  • 50%
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