(727) 742-6713

Breath Taking Shows WEARABLE ART HIRE US Stage & Magic Shows
With a Twist
Let Winking Derby help you plan your next big event, our entertainment consultants
will work one on one with you to deliver a show that will be like nothing you or your guests
have ever seen.

Over the past 20 years Winking Derby has participated in and produced countless stage and magic shows in Tampa all the way to China.
World Class
Create Magic at your Next Event Our professional entertainers are perfect for your next big company event.
Conventions, Sales Meetings, tradeshow or holiday party - Leave your guests amazed with our seasoned and skilled entertainers.

Winking Derby offers stage show magic, roving magic and comedy magic. We have a number of corporate magicians that can will keep your guests talking about your event for weeks!
Giving Back. CHARITY EVENTS Charity Events
& Award Banquets
Celebrate your colleagues and their accomplishments, or raise money for a good cause. Either way, let us do the work for you.
Award banquets, charity galas, fundraisers or a holiday party - Winking Derby provides clean and memorable entertainment for any occasion. We even offer fundraising packages for events!
"Thank you indeed for providing such delightful entertainment for our Pediatric Oncology/Hematology patients and their families. Children and parents alike were amazed and captivated by your talent." Cameron K. Tebbi, M.D., Director HIRE US
Stunning Balloon
Balloon Decorations
Make an Impression. Balloon arches and columns are great for grand openings and corporate events.
Picnics, award banquets, trade shows, conventions - balloon arches are an affordable way to brighten the atmosphere.

Winking Derby offers tons of balloon decorations, from balloon arches, to columns to center pieces, we have it all.

Party Entertainment and Corporate Event Performers | St Petersburg FL

Party Entertainment and Corporate Event Performers

Professional Entertainers, Balloon Artists and Magicians in Tampa

Winking Derby is your one stop shop when it comes to corporate event entertainment and professional magicians in St Petersburg, Tampa and Clearwater. Winking Derby has provided quality magic shows, balloon art and corporate entertainment to Clearwater and the greater Tampa Bay area for well over twenty years.  Winking Derby combines unique balloon sculpting, balloon magic and engaging family entertainment with uplifting balloon artistry to craft party entertainment events that are unlike any other.

Interactive Workshops

Liven up that stuffy annual conference with our amazing corporate entertainers. Our Blew Out The Box creativity workshop  will engage your audiences with this interactive and inspirational event.


Balloon Displays and Decor

Set the stage with our impressive balloon displays and decor. Company events or parties all benefit from balloon arches and columns. Our balloon artists provide balloon decorations for parties or events of any size. Don’t forget about weddings!

Strolling Magic

Party entertainment and magic for any event, holiday parties, cocktail parties, weddings or corporate events. Our magicians are charismatic and talented. Winking Derby offers up close and personal balloon magic that will blow your guests away!

Creative Balloon Hats

Winking Derby offers skilled balloon artists for hire – boasting some of the most impressive balloon hats you’ve ever seen! If you guests can dream it, our balloon artists can twist it!

Corporate Events

Winking Derby offers professional event entertainment for corporate events, we hire balloon artists, magicians, guest motivational speakers and comedians complete with photographers for any event.

Trade Shows, Parties and More

What don’t we do?! Truly we are able to provide corporate entertainment ideas and shows that will entertain and inspire any audience. Not sure if your event is right? Contact us anyway – we’ll be happy to speak with you!

Info-Tainment Marketing

Winking Derby specializes in corporate event entertainment, including product launches, fund raisers, employee parties and trade shows. Winking Derby’s unique blend of professionalism and off the wall artistic flair will leave your audience speechless. We strive to engage and entertain our client’s audiences and leave adults and children alike, wanting more.

Why Choose Winking Derby?

Over the past 20 years Winking Derby has developed and presented hundreds of customized entertainment shows for business and traditional corporate settings. Based out of St Petersburg Florida, our performers have been hosted around the world including Shanghai, Los Angeles, Tampa, Orlando, Las Vegas, Nashville, Phoenix, Seattle and more.

Don’t believe the hype? Check out our case studies for yourself.

View Case Studies

Book an Entertainer

To book a balloon artist, magician or performer call us at 727-742-6713 or

Book Online

Blowing away the competition

Increase brand recognition at trade shows with innovative entertainment

Don’t wait for potential clients or customers to approach your booth at trade shows. Our corporate entertainers earn your market’s interest with our innovative balloon and magic based entertainment. Balloon arches and decorations, balloon sculpting, balloon dresses and professional magicians all increase your brand’s visibility and make yourself known at your next trade conference.

Find out More!
    • Twitter said: "Could not authenticate you."