On 2024’s first episode of Show & Tell: four things to do as the chilly weather greets us this January in the city. First up, Lindsay Shea Bolster takes us to paradise at Cindy’s Teeny Tiny Tropical Bar. This rooftop pop-up with inventive tropical cocktails will keep you warm all winter long. Then, Jim Gailloreto and Paul Marinaro bring their love of David Bowie to Evanston in The Bowie Project. This one-night-only show with the Metropolitan Jazz Octet featuring Paul Marinaro is sure to leave you humming Bowie’s greatest hits. After that, head up into the sky to an ice skating pop-up experience at Wonder City. Skyline Pitch’s owner, Ivan Lopez, tells us what it takes to bring ice skating to the skies. And finally, come on down to the BOAT SHOW! Manager Darren Envall has all the details on this year’s Discover Boating Chicago Boat Show. All of these great ways to kick off your New Year, coming up on Show & Tell.  

Lindsay Shea Bolster, Cindy’s Director of Operations and General Manager, takes us up on the rooftop to Cindy’s Teeny Tiny Tropical Bar. This paradise is open now through March 31. For info, visit https://www.cindysrooftop.com/tropical.

Director of the Metropolitan Jazz Octet, Jim Gailloreto, and Vocalist Paul Marinaro share their love of David Bowie and tell us all about The Bowie Project: The Metropolitan Jazz Octet Featuring Paul Marinaro. See it at Space in Evanston on January 10. For tickets, visit www.evanstonspace.com. 

Ivan Lopez, Owner of Skyline Pitch, takes us up on the rooftop to a pop-up ice skating experience like no other. Wonder City is here for a limited time! Visit www.wondercitychicago.com. 

Come on down to the Boat Show! Manager Darren Envall tells us what to expect at this year’s Discover Boating Chicago Boat Show. Catch this year’s show from January 10-14 at McCormick Place. Visit www.chicagoboatshow.com for details.