Sweeney Todd
From 6/25/2025 - 7/27/2025
Immerse yourself in the ominous yet enthralling universe of Sweeney Todd: The Demon Barber of Fleet Street. This event centers on a captivating narrative of vengeance characterized by mesmerizing music meshed with sharp witticism from a Tony Award-winning masterpiece that keeps you utterly riveted.
Trivia Night
From 10/7/2024 - 9/29/2025
With a variety of categories and challenging questions, trivia is the perfect way to test your knowledge and have a great time with friends. Put together your team and battle it out for the ultimate bragging rights.
Headpinz Naples Karaoke Sunday
From 11/9/2024 - 10/25/2025
It's your chance to light up the stage at the spirit-lifting Karaoke Night. Dare you to choose from thousands of songs, let loose with friends, and create hard-to-forget soundtracks, promising maximum fun and an undeniably enlivened atmosphere.
Twisted Bingo Monday
From 11/11/2024 - 11/3/2025
Twisted Bingo Monday is a fun-filled night that pairs traditional bingo with edgy humor and unconventional antics. Attendees can expect an unpredictable, exciting affair with fabulous prizes, unique bingo variations, and spontaneous performances by entertainers.
Third Street South Farmers Market
From 3/8/2025 - 8/24/2025
The Third Street South Farmers Market, a flourishing community hub since 1994, rallies nearly 60 primarily local, agricultural vendors, brimming with independent establishments instead of impersonal franchises; its mission, to foment a palpable sense of connection between grower, seller, and consumer. Concurrently playing caters to the larger city extravaganza, this market during the winter season heartily presents the aromatic and savory delights of numerous Hispanic and Latin cuisines, boasting a line-up of noteworthy incumbent providers alongside the energetic introduction of appetizing newcomers.
Sunday Night Trivia
From 6/1/2025 - 8/17/2025
Expect an evening filled with mentally stimulating questions and friendly competition at the much-anticipated Trivia Night, a feast for the mind and the belly! Tantalizing culinary delights paired with a chance to win exciting prizes make the event not just a game of trivia, but a delightful gastronomic journey too.
US Race at North Collier Regional Park
On 7/26/2025
Embrace the exhilarating thrill of the race that requires all participants to register via RunSignup, with no on-site registration available. To facilitate a smooth experience, they offer a package pickup that begins 30 minutes prior and terminates 10 minutes before the kickoff, ensuring you don't miss a single stride.
Josh Wolf
From 7/31/2025 - 8/2/2025
Enjoy hilarious stand-up comedy from Josh Wolf. His energetic performance never fails to deliver gut-busting laughs and a night out you won't forget.
Gear Swap
On 8/9/2025
If you have an adventurous spirit, you will discover endless possibilities at this exciting event. Treat yourself to a wide variety on display.
Paint and Sip
On 7/27/2025
Anticipate tapping into your artistic skills at an engaging paint-and-sip event, birthed in an alcohol-free ambiance. Feel the indulgence of a beautiful variety of tea mocktails, kava, and elixirs at this universally skill-appropriate and positively vibrant gathering.
Ninja Race
On 8/2/2025
Gear up for the exhilarating morning marathon where everyone can showcase a competitive spirit. Icons of convenience, there are spaces designed for timely packet pickups, and all runners will need to register via RunSignup to participate.
'80s Night
On 8/6/2025
The evening promises a special happy hour filled with bargain-priced shots of Casamigos. A lively band will strike up a melody while guests relax and enjoy their $250 Casamigos bottles.
Ryan Joseph
On 8/6/2025
Ryan Joseph, a Florida-born comedian highly reputed for his superb joke-writing ability, brings his delightful edge-pushing humor back home to Miami, with invaluable performance experience from big animations like the U.S. Comedy Competition, Killtony podcast, and underground shows across LA and Austin. In addition to headlining his own dynamic shows, he has gained recognition through his Sick Fux comedy broadcast in Austin, notable features on other leading comedy podcasts, and laughter-inducing reels, each going viral on apps like Instagram and TikTok.
Naples Cars and Coffee
On 8/10/2025
Engage your senses at the monthly Cars and Coffee event! With an open invitation to all automotive enthusiasts, attendees can relish a breakfast snack, sip on abundant cups of coffee, and marvel at impressive BMW automobiles, all whilst mingling in great company.
Rachmaninoff and Scriabin
On 8/13/2025
Attend an immersive multimedia narrative where celebrated pianist Konstantin Soukhovetski weaves the tale-telling legacies of two iconic Russian composers, Sergei Rachmaninoff and Alexander Scriabin. With enriching storytelling and live performance, attendees can expect this exploration through numerous well-loved and rare musical pieces, promising both an enlightening and intensely emotional encounter with this unique showcase of Romantic Era greats.
Mr. Show
On 8/13/2025
At this event, guests can look forward to hours of guffaws with seasoned stand-up comedian Bert, popularly known as Mr. Show, who also delves into acting, singing, and hosting, completed by the dark art of creating viral content. Passionate about bringing amusement to the masses, Bert guarantees morale-lifting sessions of laughter, embarking on multitudinous video performances that have since accumulated viral intrigues from global faces, including Snoop Dogg, Alyssa Milano, and even possibly your meme-loving aunt.
Bachata Group Class with Brian Oakes
On 7/25/2025
Their evening is set to sizzle with a tantalizing Bachata dance class, commandeered by a seasoned instructor who ensures everyone is primed with an invigorating warm-up. For those confident in their dance-tweezed triumph, one must make sure they avail themselves of the opportunity by swiftly booking their places, as the availability is highly limited.
Salsa Group Class Every Saturday with Brian Oakes
On 7/26/2025
Salsa enthusiasts can enjoy an energetic group class every Saturday, dwelling a key blend of fun and challenge with sultry salsa steps. Starting with a basic warm-up that caters to individuals of all skill levels, the class guarantees a diverse user experience.
CeCe Teneal’s Divas of Soul
On 8/19/2025
The Floridian blues singer-songwriter and entrepreneur Cece Teneal has toured around the globe, opening for the likes of B.B. King, Johnny Lang, and Buddy Guy. After beginning her career as a cover artist, she released original singles like "Don't Play That Song."
Tuesday Night Twisted Trivia
On 7/29/2025
Join in an enthralling weekly trivia night that promises to stimulate your mind and strengthen bonds. Interactive hosts combined with exciting prizes make this event irresistible, and it is free to participate.
Matt Bergman
On 8/20/2025
Matt Bergman, known for his relatable and versatile comedic style, boasting television stints on shows like Gotham Comedy Live and Comedy Central Live, will present his astute humor in all its glory. Fans can also get a taste of his skill in his recently re-released album Approbation Constante on Helium Records, additionally available on Sirius/XM.
Felipe Esparza
From 8/21/2025 - 8/23/2025
Felipe Esparza is an acclaimed actor and stand-up comedian. He started performing stand-up comedy in 1994. The Mexican-born comedian was born in 1970. He has been hosting his weekly podcast, What's Up Fool?, since 2014.
