Semiprivate Sailing Excursion for Two, Valid During Regular or Premium Season, from Chicago Sailboat Charters (52% Off)

Lincoln Park

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In a Nutshell

Captains ferry groups of 6–8 onto Lake Michigan along the shoreline or straight out for relaxing sailing excursions & stunning city views

The Fine Print

Expiration varies. Amount paid never expires. Limit 3 per person, may buy 1 additional as a gift. Limit 3 per visit. Valid only for option purchased. Reservations required online 10 days in advance. Fee of $10 to $85 may apply for cancellations. Must be 12 or older. Must sign waiver. Not valid for 7/4, 8/18, or 8/19. Must use promotional value in 1 visit. 9% Chicago amusement tax not included. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Ancient sailors used to navigate by consulting the North Star, until it lost its way during its twenties and decided to just head west to see what happened. Enjoy modern sailing with this Groupon.

Choose Between Two Options

  • $130 for a 2.5-hour semiprivate sailing session for two during the regular sailing season, between May 1 and July 22 (a $270 value)
  • $130 for a 2-hour semiprivate sailing session for two during the premium sailing season, between July 23 and August 31 (a $270 value)<p>

Semiprivate sails take place on Monday, Tuesday, and Thursday nights, as well as Saturday and Sunday mornings.<p>

Chicago Sailboat Charters

The minds behind Chicago Sailboat Charters share their passion for the sailing experience by making waterborne adventuring accessible to the general public with group sailing charters. Fostering the atmosphere of a private charter, the captains ferry passengers out onto Lake Michigan for stunning views of Chicago's skyline. The crew encourages its guests to make the most of the trip by providing a bathroom, bottled water, ice for drinks, and plenty of cooler and storage space, while encouraging guests to bring their own, snacks, drinks, and an inflatable blanket for a picnic out on the lake.

Customer Reviews

Our evening was absolutely amazing! Rob was the perfect captain and made our sail enjoyable. We would definitely recommend sailing with them. We can't wait to come back and do it again!
Crystal P. · August 12, 2017
Great activity. Captain was friendly and great sailor. Got lucky with impeccable weather. Lots of fun and would definitely do again.
Stuart L. · July 9, 2017
Be early, bring extra warm clothes and be ready for a great time on the water. Excellent Captains, Rob and Cory!
Greg L. · September 15, 2015

By purchasing this deal you'll unlock points which can be spent on discounts and rewards. Every 5,000 points can be redeemed for $5 Off your next purchase.