Lake Shore Serenade – Windy City Strut
With Dandy Wellington

September 26, 2025

Join us at the International Museum of Surgical Science for a dazzling 3-day celebration with Dandy Wellington!
This special weekend event brings together cocktails, conversations, concerts, and more—all inspired by the rich history of IMSS’s iconic 1917 Lakefront mansion.

Step back in time with vintage-inspired museum tours, panel discussions on the vintage lifestyle, and live performances blending the vibrant sounds of 1920s Chicago and Harlem jazz.

🎟️ Friday, 6:00 PM – VIP Kickoff Tour
Be part of an exclusive evening—only 50 tickets available! Enjoy a private guided tour of the Museum’s historic home, paired with drinks and early access to the night’s festivities. Your VIP ticket includes refreshments and four drink tickets.

🎷 Friday, 7:00 PM – Live Jazz with Dandy Wellington & His Red Hot Boys
Settle in for an unforgettable evening of music as Dandy Wellington and his Red Hot Boys bring the magic of Harlem and Chicago jazz to life. Intimate arrangements, vintage style, and roaring ’20s spirit fill the Museum’s halls in this one-night-only performance.

Friday Tickets

6:00pm-7:00pm
-Friday VIP Tour & Pour at 1524 – $45 add-on
Limited spots available!

7:00pm-11:00pm
-Friday Lakeshore Serenade Early Bird – $50 (Until July 1st)

-Friday Lakeshore Serenade Presale – $65

About Dandy – Presenter, Moderator, Panelist:

For over 15 years, Dandy Wellington has captivated audiences and facilitated meaningful conversations from behind the microphone. Whether hosting corporate events for AirBnB and Connecticut Children’s Medical Center, moderating panel discussions on the RMs Queen Mary II, or conducting one-on-one interviews with Dita Von Teese and Paula Sutton at Goodwood Revival, Dandy brings an authentic and seasoned approach that fosters deep connections with guests and enhances the integrity of events.

As an emcee, Dandy Wellington has, since 2009, been the voice of corporate gatherings, weddings, vintage and variety events at breathtaking venues such as The Beaker Palm Beach, The Rainbow Room, The Beverly Hills Hotel, Grand Hotel Tremezzo in Lake Como, Italy and more. His clients include but are not limited to Elan Artists, The Plaza Hotel, The Great Gatsby Party, Scarlet Entertainment, The Galveston Historic Foundation, Prohibition Productions, Dances of Vice, The Champagne Riot, The 1940s Ball, and The Soapbox Presents.

As a panelist and interviewer, Dandy has engaged in discussions with academics, historians, stylists and influencers – including Shantrelle P. Lewis, Monica L. Miller, Ph.D., Douglas Jones, Ph.D., Justin J, Natty Adams, Jessica Kellgren-Fozard, Raissa Bretana, Quentin Thrash and Alphonso McClendon – at venues such as the National Museum of African Art, Smithsonian Institution; and the Fashion Institute of Technology

OUR EVENT PARTNERS