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.
Pine Ridge Road Farmers Market
From 1/5/2025 - 12/28/2025
Dive into a vibrant marketplace that encapsulates the essence of local creativity at the Pine Ridge Road Farmers Market. With a selection that ranges from fresh fruits, vegetables, and specialty foods to apparel, arts, and pet-friendly amenities, it's packed full of artisanal treasures waiting to be discovered.
Eddie Ifft
From 9/23/2025 - 9/25/2025
Eddie Ifft, hailed as one of the most underrated comics in America by the Onion, packs his world-traveling repertoire full of hilarious jokes proven to charm audiences in over 15 countries. Also, the proud co-host of the popular comedy podcast Talkin' Sh*t, Eddie continuously expands his comedic portfolio, contributing to numerous TV shows, dabbling in radio, piloting new TV projects, and recently releasing his DVD.
Introduction to Resin Art Workshop
On 9/27/2025
Potential attendees can look forward to mastering the skill of resin art, learning the mechanics of canvas sealing, and discovering innovative ways to blend pigments with acrylic paint. The nature of the art projects tends to vary and depends on the rhythm of the seasons, such as a 1620 beach resin piece.
And Then There Were None
From 10/1/2025 - 10/19/2025
Come immerse in an invoking and gripping rendition of Agatha Christie's classic, And Then There Were None. With ten strangers trapped on a mysterious island, witness secrets unfold and anticipate the suspenseful increase in the body count, which keeps you guessing till the very last moment.
Joe Fenti
On 10/2/2025
Catch renowned Boston-based comedian Joe Fenti on his constantly evolving 29-city tour. Along with consuming his hilarious online sketch content that amasses more than 700K followers, fans have seen him at the Rogue Island Comedy Festival, Boston Comedy Festival, and even gigging alongside Alex Borestein at the lively Somerville Theater.
Josh Adam Meyers
From 10/3/2025 - 10/4/2025
Immerse yourself in laughter with Baltimore-born entertainer Josh Adam Meyers and his fusion of stand-up comedy and rhythmic tunes. This event will spotlight a mix of A-List Comedians delivering high-energy comedy sets and then rocking out with The Goddamn Band, in a format akin to the format of The Goddamn Comedy Jam, a show so popular it's become a much sought-after ticket in Los Angeles.
Oktoberfest
On 10/4/2025
Oktoberfest returns for an enjoyable day filled with traditional German delicacies, the release of new brews, and enticing competitions such as stein-heben and keg curling. Alongside friends, attendees can raise a beer stein, cheer cheerily, and usher in the festive season.
Halloween Hustle 5K
On 10/10/2025
Fight off nerves as you undertake a nocturnal jaunt in the Naples Halloween Hustle 5K, a unique blend of adrenaline rush and haunting fear with twists and turns meant for both endurance titans and leisurely wanderers. With a fascinating landscape setting on the fastidious Gordon River, the event almost has a stage set with beautiful vistas infused with spooky decorations, promise of engaging music, and delicious Halloween treats awaiting as successful gulags to this horrifyingly enjoyable event.
Gear Swap
On 10/11/2025
If you have an adventurous spirit, you will discover endless possibilities at this exciting event. Treat yourself to a wide variety on display.
Andy Huggins
From 10/14/2025 - 10/16/2025
Veteran stand-up artist Andy Huggins, famed for his unforgettable performances at the Comedy Store in Los Angeles and recognition from the television show America's Got Talent, will grace the stage in Naples, Florida, with over 40 years of experience. Attendees can expect to relive the spirit of Huggins' stellar past shows, including his sold-out comedy special Early Bird Special, which is accessible across numerous entertainment settings, from AppleTV to Amazon Prime, Spotify, Google Play, and more.
Monday Night Karaoke
From 9/22/2025 - 9/23/2025
Join in the fun at Monday Night Karaoke, where revelers can take the stage and belt out their favorite tunes in front of a lively crowd. With a wide selection of songs and a welcoming atmosphere, it's the perfect place to showcase your vocal talents and enjoy a night of entertainment.
Tuesday Night Twisted Trivia
On 9/23/2025
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.
STARability's Run, Walk, and Roll 5K
On 10/18/2025
Join forces with the STARability Foundation to partake in the 8th Annual Run, Walk, and Roll 5K in the exquisite surroundings of Baker Park. This inclusive, family- and dog-friendly fundraiser offers not only a fiery boost of community spirit but also aims at empowering local individuals with intellectual and developmental disabilities.
Wave Peyote Bracelet Workshop
On 10/18/2025
Attendees have an opportunity to learn and master the peyote stitch technique while crafting an exquisite wave bracelet using seed beads. All materials, including seed beads in selected colors, will be provided, and instructions for crafting an optional toggle clasp (or other closure options such as a beaded loop with a button or magnetic clasp) will also be available.
Salsa Group Class Every Saturday with Brian Oakes
On 9/27/2025
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.
Paint and Sip
On 10/5/2025
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.
