Forget everything you know about stuffy charity galas. Local racing stars The Motor Enclave are hosting their first-ever Guys Night Out bash, a wild gentlemen-only evening of comedy, cigars, fast cars and cocktail bars, all in the name of supporting local youth in need. The gigantic party takes place Friday, August 28, from 6-10 pm at The Motor Enclave, 6500 Motor Enclave Way.
The full experience, benefitting Big Brothers & Big Sisters Tampa Bay, is unlike any charity event Tampa has seen before, combining high-performance exotic race cars and world-class simulators with hilarious comedy, more than $25 million in bespoke and luxury goods, and the kind of excellent food and drink you actually want to eat. Space is limited with only 100 tickets still available as of publish time, so we recommend securing yours soon. For men in Tampa Bay, this is the room you want to be in.
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The ultimate Tampa Bay who’s who charity party


You’ll be up close and personal with unbelievable cars, you’ll sip on rare spirits and wines, you’ll experience more than $25 million of luxury, rare and collectible bespoke goods, you’ll ride along an autocross race with celebrity drivers, you’ll get behind the wheel of advanced simulators, you’ll rub shoulders with some of the city’s most influential men, and most importantly, you’ll be a part of changing the lives of 1,000 boys and girls throughout the region in need of mentorship. Oh, and you may just get a sneak peek of the new restaurant concept from one of Tampa Bay’s most popular restaurant groups…
The aptly named Adam Carolla, of The Man Show fame, is headlining the festivities with a comedy show as part of the swanky and elaborate night of adrenaline and indulgence, and he’ll also be joining the table at the after-party blackjack tournament. In addition to the comedy show, there will be an exotic car show under the stars, an autocross thrill ride competition, simulated racing, and a luxury lounge featuring 25 million dollars worth of high-end goods and collectibles from across the globe, and even celebrity guest appearances.
Meanwhile, the award-winning culinary and mixology team behind local stars Boulon Brasserie, Union New American and Forbici will be personally seeing to your dinners and drinks, with bites and signature cocktails presented by Jeff Gigante’s Next Level Brands chefs and mixologists.
The can’t-miss event of the year, supporting local youth
The swanky charity night is being hosted by Brad Oleshansky, Founder & CEO of The Motor Enclave, and Jeff Gigante, the famed local restaurateur behind Next Level Brands and so many of our favorite Tampa restaurants. The duo already works closely with Big Brothers Big Sisters of Tampa Bay and they devised the evening as a way to support a local nonprofit doing good in our community. They also aim to inspire more men in the region to step into mentorship roles as a Big Brother.
“Don’t miss out on joining 300 of the MEN THAT MATTER in Tampa Bay at GUYS NIGHT OUT,” Oleshansky said. “Enjoy a private performance from Adam Carolla, curated cocktails and delectable bites from Next Level Brands (Boulon, Forbici, Union) and experience over $25,000,000 in luxury goods and bespoke services, with many available for purchase. Most importantly, net proceeds of Guys Night Out will go directly to Big Brothers Big Sisters of Tampa Bay. Join us and be one of the 300 that fuels the next generation of successful men and women in the Tampa Bay community.”



Comedy, cocktails, cigars and $25M of rare and luxury goods to experience
Individual tickets for the full experience are $1,000, which include premium access to the event, live comedy headlined by Adam Carolla, immersive driving experiences, curated lounges, and top-tier food and cocktails, all in support of Big Brothers Big Sisters of Tampa Bay. It’s one price to get in the door for a night where you don’t have to take your wallet out again. Just enjoy the experiences and the camaraderie of some of the region’s most influential men, all in support of an impactful local organization. Success for anyone is often about being in the right room, and this is that room. As of publish time, only 100 tickets remain.
While cars, comedy and food and drink are the big highlights, collectors and enthusiasts of all genres will enjoy the Luxury Goods and Collectables Lounge. Curated by the nation’s top purveyors, the lounge will be full of specialty, rare, and high-end watches, wine, spirits, cigars, collectible cards, and celebrity/sports memorabilia, among much else. There is even going to be some truly wild electronics and audio-visual tech. It’s an experience you can’t replicate anywhere else, with $25 million+ of bespoke collections, much of it available for purchase.
Be one of the men to make a difference in Tampa Bay
Altogether, the goal is to create a memorable night out with the guys for a good cause. It promises to be an unforgettable evening blending car culture, comedy, motorsports competition, luxury goods and collectables with meaningful intention. The ultimate aim is to support the great work being done by Big Brothers Big Sisters of Tampa Bay.

The organization is in dire need of more mentors to serve as Bigs. Right now, there are more than 1,000 kids on the waitlist throughout Tampa Bay. Guys Night Out is hoping to inspire a generation of Big Brothers to step up. Gigante himself was once a little brother in the program and knows well how impactful and meaningful the mentorship is to young men. To that end, The Motor Enclave is offering a free motorsports enhancement, redeemable at Cars En Coffee to anyone who applies to be a Big in the month of August.
And if you can’t make it Friday night, The Motor Enclave’s beloved Cars En Coffee the following morning is hosting a Big Brothers & Big Sisters take over, offering men and women alike a chance to get involved with the organization while attending one of Tampa’s premier events. Adam Carolla will be hosting a live taping of his podcast on site during the event. Cars En Coffee takes place Saturday, August 29, from 9 am – 12 pm. It’s free to attend though upgrades are available.


Here’s everything on the docket for Guys Night Out at The Motor Enclave:
- Comedy show headlined by Adam Carolla with special guest appearances
- Exotic Car Show Under the Stars
- Luxury Goods and Collectables Lounge (Watches, Wine, Spirits, Cigars, Collectible Cards, Celebrity/Sports Memorabilia) curated by the nation’s top purveyors – stay tuned for celebrity announcements!
- Bold bites and signature cocktails presented by Next Level Brands Mixologists
- Enclave Race Lab Advanced Sim competition with a cash prize!
- Autocross Thrill Ride Competition with celebrity driving instructors!
- Afterparty charity blackjack tournament sponsored by the Seminole Hard Rock Hotel & Casino
The entire Guys Night Out experience at The Motor Enclave features and is supported by these great local organizations:
- Watch Boss of Boca
- Bespoke & Co.
- Monte Motorsports
- Prestige Motors
- Taylor Financial
- Ryan Hughes Designs
- AVC Technologies
- Bay City Golf Carts
- Ultimate Auto/Marine
- Viscous Blonde
- Grand Prix Origin
- Griffin Concierge Medicine
- Fuente
- ST Dupont
- Sound Attic
- Finishing Touch Auto Spa
- Sara Kissing
- Hard Rock Hotel and Casino
- Liquid Tec
- Lamborghini Sarasota
- Edrington



















