Cocktail Skyline Sail or Fireworks Cruise from Tall Ship Red Witch, LLC (50% Off)

Central Chicago

83% of 46 customers

Give as a Gift
Over 190 bought
Limited quantity available

In a Nutshell

Passengers relax on a tall ship while viewing the skyline at night or delighting in Navy Pier’s exploding fireworks

The Fine Print

Expires Sep 2nd, 2013. Limit 1 per person, may buy 1 additional as gift. Limit 1 per visit. Not valid until 5/20/13. Must book sail online by 8/22. Valid only for option purchased. Reservation required. 24hr cancellation notice required. Must be 18 or older. Must sign waiver. Customers may bring food on-board but no drinks. Tall Ship Red Witch has the right to reschedule any tour with less than 20 passengers on board. Subject to weather conditions. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Boat captains must master nautical lexicon before sailing the seas to ensure that they can distinguish port, which means left, from starboard, which means launch the vessel into deep space. Count down to a sea launch with this Groupon.

Choose Between Two Options

  • $35 for one ticket to a cocktail skyline sail (a $70 value)
  • $55 for one ticket to a Navy Pier fireworks cruise (a $110 value)

On socktail skyline sails, passengers sail beneath the night sky on a 77-foot topsail wooden tall ship. The fireworks cruise casts off on Wednesdays and Saturdays at 8 p.m. throughout the summer. Booking begins May 20 for the upcoming season. Tall Ship Red Witch’s crew will be sailing through warmer waters until then; reach them by email at

Tall Ship Red Witch

What looks like a crimson-hulled pirate ship glides into view from behind Shedd Aquarium. The wind picks up, surging into the schooner's 77-foot gaff-rigged sails and speeding the vessel along Lake Shore Drive at 8 knots. Those on shore can just make out the boat's name, Red Witch, and what appear to be passengers raising a drink to the Chicago skyline.

Designed by renowned naval architect John G. Alden and named after the book Wake of the Red Witch—the same story that inspired the film starring John Wayne and Gail Russell—the Coast Guard–licensed ship accommodates up to 49 passengers within its mahogany-over-oak frame. Having sailed waters off Maui and San Diego, the boat now docks at Burnham Harbor and is under the stewardship of Captain Andrew Sadock and his crew who will be glad to autograph cannonballs for each passenger.


A great experience on an old but very cool boat

Bill C., Yelp, 7/21/11

We all had a great time, the staff on the boat were excellent, and the view of the sunset behind the city from out on Lake Michigan was fantastic.

David K., Yelp, 9/23/11


83% of 46 customers

  • “Had a great time! ”

  • “Great curiae for the value..... would do it again”

  • “Captain and crew were great. Beautiful evening and amazing sailing.”

  1. A

    Central Chicago

    598 East Waldron Drive

    Chicago, Illinois 60605

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Outdoor activities, from cycling to sailing