Caloosa Comedy Night at Bay Street Yard with Headliner Derek Richards

Wed Nov 12 2025 at 09:00 pm to 10:30 pm UTC-05:00

Bay Street Yard | Fort Myers

Rob Churchill
Publisher/HostRob Churchill
Caloosa Comedy Night at Bay Street Yard with Headliner Derek Richards
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Time to get excited Caloosa Comedy fans! One of the funniest comedians in the country, Derek Richards, is coming to Downtown Fort Myers!
About this Event

Time to get excited Caloosa Comedy fans! One of the funniest comedians in the country, Derek Richards, is coming to Downtown Fort Myers and you definitely don't want to miss this one!

Headliner Derek Richards

A regular on the Las Vegas Strip, Derek’s act is fast, fresh, and at times, fanatical. He brings the funny with tales about his Irish-Catholic upbringing, divorce, the holidays, and his child-free existence.

Described on a show review as, 'Just the right amount of wrong.'His special with The Irish Comedy Tour - One For The Road can be seen YouTube.You can also catch him on Normal World on BlazeTV with Dave Landau, SiriusXM Satellite Radio Network, his own DryBar Comedy special, Open Bar Comedy, Pandora, The Weather Channel’s Top 10, & The Tom Shillue Show on Fox News Radio Network.

On the big screen, see him in the movie Don't Suck with Matt Rife and Jamie Kennedy available on Amazon Prime, Hulu and AppleTV.

A veteran of several USO and Armed Forces Entertainment tours, Richards has performed at U.S. base camps in Iraq, Afghanistan and 15 other countries. His work for the military has been featured in Newsweek.

On the concert stage, he’s been the opening act for Motown legends, The Temptations and The Four Tops.Grab his fourth comedy album, Double Down, available via iTunes and at derekrichards.com.

In October of 2018, Derek released his first self-published book, Whiskey, Cancer & Bad Decisions, which is his twisted memoir of a comedian’s journey with cancer. Snag a copy on Amazon, Kindle and Audible.

Featuring Ben Jones

Ben Jones has been a comic his entire adult life and then some. He started doing comedy when he was just 17 years old and began to build his career in the North Carolina Comedy Scene. Ben, now a 30 something, travels over 40 weeks a year playing comedy venues throughout the United States. Coming from a small humble upbringing in the South, Ben is a larger than life performer. He attacks the crowd with a high energy intensity that is replicated by very few in the biz. Ben combines his impressive writing ability with grandiose gestures and passionate delivery to bring audiences a show they are guaranteed to talk about at work on Monday. Ben’s like-ability is unparalleled, crowds fall in love with his huggable demeanor and knack for hitting people right in the funny bone.

In 2021 Ben released his debut comedy album “A Clown for Adults” to wide critical acclaim.. Ben has also starred in the Apple Top 100 narrative podcast Downlowd: The Rise and Fall of Harry Knowles and the Aint It Cool News, voicing the once revolutionary disgraced film critic Harry Knowles. He has also been a featured performer at the North Carolina Comedy Festival, and has performed in over 30 states at some of the best comedy venues in the country sharing the stage with comics like Bob Saget, Gilbert Gottfried, Fortune Feimster, Maria Bamford, Rob Schneider, Jamie Kennedy, Jon Reep. Godfrey, Tom Green, TJ Miller, Jay Pharoah and many others. Come see why audiences rave about their faces hurting when they leave one of his shows.


Event Photos
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Event Venue & Nearby Stays

Bay Street Yard, 2136 Bay Street, Fort Myers, United States

Tickets

USD 10.49 to USD 13.32

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