At Steppenwolf Theatre’s 2018 gala, an astonishing $1.3 million was raised for their artistic, educational, and community programming. Over 675 of Chicago’s civic, cultural, and business leaders joined Comedian Chris Rock, emcee Rainn Wilson, and Steppenwolf’s esteemed ensemble for a star-studded night for the world-renowned theatre company. But what we couldn’t resist? The incredible destinations that some of the auction winners will travel to. Here’s a look at the destinations. 

Mystique on Mustique: Island Getaway 

The Trip: The auction winners will spend a glorious week at The Beach House on Mustique—where royals, musicians, and moguls enjoy this private Caribbean Island.
The Highlights: The winner will be among 10 guests that get to enjoy this private seafront villa and will enjoy kayaking, paddleboards, and pools. Guests will have access to a private beach (the notable Gelliceaux Bay), and will not be lifting a finger as they will have access to a chef and a housekeeper for the getaway. 

Broadway Bound: VIP NYC Experience

CC-BY-SA-3.0/Matt H. Wade at Wikipedia

The Trip: 6 guests will get the ultimate VIP NYC experience that includes first-class seats from Chicago to New York City with a stay at The Chatwal–a luxury hotel in the heart of Manhattan, built in 1905 by Stanford White and re-launched in 2010 by architect Thierry Despont. Guests will also get a behind-the-scenes look at auction house Christie’s New York, to round out their exciting NYC adventure. 

The Highlights: Guests will enjoy premium seats to Lincoln Center’s Pass Over, followed by cocktails with ensemble members Jon Michael Hill and Namir Smallwood. They will also get premium seats to Broadway’s Straight White Men directed by ensemble member Anna D. Shapiro. For dinner, the winners will head to hotspot The Lambs Club (by Chef Geoffrey Zakarian) with Anna Shapiro, and the cast of Straight White Men—Josh Charles, Armie Hammer, and Tom Skerritt. 

A Home Run With Steppenwolf and WXRT’s Lin Brehmer 

By Cole Camplese from Hinsdale, USA (Wrigley Field) [CC BY 2.0 (], via Wikimedia Commons

The Trip: The winners will get to experience a night with ensemble members Terry Kinney and Mames Vincent Meredith, along with WXRT’s Lin Brehmer at a Cubs game vs. the Dodgers on Monday, June 18th. 

The Highlights: Besides getting to enjoy summertime in Chicago, guests will get the opportunity to do a pre-game visit on the field and a meet-and-greet with GM Jed Hoyer, experience batting practice while staying on the field, and get to enjoy the game from their very own private suite. We think they should stay a few days, and take in one of Steppenwolf’s latest plays at their theater located at 1650 N. Halsted. Start off your visit with coffee or cocktails at the Front Bar before seeing one of their productions that include Guards at the Taj (May 31-July 22nd 2018), The Roommate (June 21-August 6th 2018), or Downstate (September 20-November 4th 2018). 

We don’t know about you, but Steppenwolf‘s 2018 gala auctions, have inspired this year’s summer travels.