Private Couples Weeknight Sailing Trip

2 Ratings


per person

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This activity is unavailable for the next 9 months

Spend a weeknight on the waters with the one you love during a private sailing trip for two. See Chicago’s skyline and enjoy time together, making date night much more unique.

Duration:  2 hours
Cancellation:  1 day
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  • Head out on a sailing tour in Chicago, making your around Belmont Harbor in beautiful Lincoln Park neighborhood
  • Choose to bring your own food and drinks (alcohol or non-alcoholic) for a relaxing dining experience on the water
  • Enjoy breathtaking views of Chicago’s beautiful skyline as you feel the wind in your hair
  • Sit back and relax with an excursions that is private and made for only two people

What's Included

  • Two-hour private sailing trip
  • Ice, refrigeration, cups, plates and utensils

Additional Information

  • You should bring layers and keep in mind that it is typically several degrees cooler on the water than on shore
  • Sneakers or boat shoes are best for your safety moving about the boat as well as keeping the deck free of marks


We will do everything possible to ensure your charter occurs as scheduled. However, in the event of lightning, heavy rain, cold temperatures or excessive wind and waves your sail may be postponed or cancelled.

Cancellation policy

Full refunds for cancellations made at least 72 hours in advance.

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Customer Reviews

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2 Ratings
5 Star
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4 Star
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3 Star
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2 Star
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1 Star
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Aug 28, 2019
Jul 24, 2019


Meeting location:  400 W Belmont Harbor Dr

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It's unavailable for the next 9 months
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