Two-Hour Private Sailing Trip for Up to Six on Weekdays or Weekends from SeaBreeze Charter (Half Off)

Central Chicago

Give as a Gift
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Up to 50% Off

Customer Reviews

77 Ratings

MY Group And I Had An Awesome Time. We Definitely Plan On Sailing Again.
Anita R. · July 16, 2013
Great experience! Good Value. Very professional.
Sebastian D. · August 29, 2012
This was such an incredible experience. I would request Captain Lorenzo as he is such a great captain! He practically was born sailing. He does such a great job involving any small children you have by letting them steer the boat! He is always watching and keeping everything in order but makes it seem effortless. We all were thrilled with our experience and I cannot wait to do it again.
Krista K. · July 15, 2016

What You'll Get


Sailing on international waters allows sailors liberties that can't be taken on land, such as gambling on knife fights or naming a dog a swear word. Float above the law with this Groupon.

Choose Between Two Options

$180 for a two-hour private sailing trip for up to six Monday–Thursday between 9 a.m. and 7 p.m. (a $360 value)

$200 for a two-hour private sailing trip for up to six Friday–Sunday between 9 a.m. and 7 p.m. (a $400 value)

Up to six passengers climb aboard a 36-foot yacht with two private cabins to enjoy a two-hour jaunt through the Navy Pier–adjacent portion of Lake Michigan. Snacking and sipping on their own food and drink and blaring favorite tunes through the boat’s iPod connector, passengers can sit in the cockpit with the US Coast Guard–certified captain and even try their hand at steering. Trips can be scheduled between 9 a.m. and 7 p.m.

The Fine Print


Promotional value expires Sep 30, 2012. Amount paid never expires. Limit 5 per person, may buy 2 additional as gifts. Limit 1 per visit. Valid only for option purchased. Reservation required. Subject to availability. 2-week rescheduling notice or $50 fee may apply; 2-week cancellation notice or fee up to Groupon price may apply. Must sign waiver. Extra fee to upgrade to sunset sailing, fireworks, weekends, and special events. Season ends 9/30/12. 8% Chicago tax not included, to be paid on boat. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

About SeaBreeze Charter


Aboard SeaBreeze Charter's sailing yachts, passengers slice through Lake Michigan's waves, steered by the steady hand of a United States Coast Guard-certified captain. Also decorated with various racing awards, the captains now helm the yacht during chartered trips, and graciously hands over the wheel when instructing new sailors in the waters near Navy Pier. The vessel itself features two private cabins and a radio with an iPod connector, on which patrons can play classic maritime ballads about the difficulty of untying boating knots. In addition, an on-board life raft and a digital emergency call feature guard the boat against potential mishaps.

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.