- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
Christina S. said
“Mr Castle was super entertaining, with constant tricks up his sleeve. He was excellent ”
The 149 Best Family Entertainers for hire in Kissimmee, FL
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305 Family Entertainers serving Kissimmee, FL
- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
Linsey B. said
“Great for all ages, everyone enjoys magic! ”
- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- $300 and up
Charlotte said
“We truly can’t recommend Jerry more! We host free events for the over 55 community and he helped make our expo a tremendous success! Not only is he super talented with his close up magic (how does... ”
- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
Rose O. said
“We hired Kardenni for a corporate event and he was fantastic. His performance was engaging, seamless, and perfectly suited for a professional audience. He impressed our guests, kept the energy high,... ”
- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
Angela C. said
“Laurence was incredible. He was the highlight of my husband's birthday party. Highly recommend. ”
- Orlando, FL
- Caricaturist / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
Amanda G. said
“Mike was awesome. Book him now! ”
- Orlando, FL
- Game Show / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
Shannon S. said
“What a great time. These guys really try to make the event lots of fun. Would recommend! ”
- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
McKayla said
“Our experience with Jimmy was absolutely amazing. My best friend was turning 28 and wanted to hire a magician for the party (less than 20 guests) and I am so glad we found this site! We were able to... ”
- Lakeland, FL
- Magician / Family Entertainment
- 37 miles from Kissimmee
- $150-$50,000
Anne M. B. said
“Dan was so full of energy and our five grandchildren thought he was fabulous! We did too! Thanks, Dan!! ”
- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- Contact for rates
Leann L. said
“The team had a GREAT time! They loved you and the event. They were so excited and speechless after we hung up with you. They’re still trying to figure out how you pulled off what you did! We all... ”
- Orlando, FL
- Game Show / Family Entertainment
- 17 miles from Kissimmee
- Full experience pricing, not per person
Jack O. said
“Game Show Trivolution managed to hit all the right notes at Colony Cove this past Saturday night as seniors sang, danced, and grooved to the tunes at the “Jukebox Bingo” game show. Host Jim Casey... ”
- Apopka, FL
- Petting Zoo / Family Entertainment
- 29 miles from Kissimmee
- Contact for rates
Charisse B. said
“My son had an unforgettable 6th birthday party with cowboy theme, thanks to Woodstock Stables! Theresa was easy to reach, informative and very accommodating. She had an assistant that day which made... ”
- Oviedo, FL
- Magician / Family Entertainment
- 29 miles from Kissimmee
- $350-10000
Valerie C. said
“I booked B Happie for my daughter's first birthday party 1/9/16 and couldn't be happier! Daniel was fantastic, answering all my questions and helping me choose the right package. Our magician Peter... ”
- Orlando, FL
- Photo Booths / Family Entertainment
- 17 miles from Kissimmee
- $299 and up
This is what pure joy looks like! Laughter you can hear through the screen, spins full of excitement, spontaneous poses, and hugs frozen in times. Every spin...
The Game Show Team
- Orlando, FL
- Game Show / Family Entertainment
- 17 miles from Kissimmee
- $1500 and up
John P. said
“I went to an event recently and just had to give a shoutout to the host. I think his name was James and let me tell you, this guy was on fire. He wasn’t just a host, he was like a full-on game show... ”
- Orlando, FL
- Caricaturist / Family Entertainment
- 17 miles from Kissimmee
- $130-250
Stephen M. said
“The artist was very friendly and interacted with our party with the utmost of professionalism. Because the host of the party was so busy and didn't get a chance to get a character drawn, he stayed a... ”
- Lake Mary, FL
- Caricaturist / Family Entertainment
- 33 miles from Kissimmee
- Contact for rates
Makhala said
“My wedding guests absolutely LOVED getting their portraits done! No one expected it, and I am still getting compliments for having such a unique experience at our wedding. B was timely, flexible,... ”
- St Cloud, FL
- Balloon Twister / Family Entertainment
- 8 miles from Kissimmee
- $150.00 (varies up to 20 people)
Lisa D. said
“Alex was on time and for the two hours we hired him for, he did not stop making balloons! There weren’t a ton of kids at the party but he remained busy the entire time and I don’t think he stopped... ”
- Davenport, FL
- Caricaturist / Family Entertainment
- 15 miles from Kissimmee
- Between $100-$400
Akiva S. said
“A very nice experience. Would highly recommend. ”
- Orlando, FL
- Balloon Twister / Family Entertainment
- 17 miles from Kissimmee
- $150 per hour
A. B. said
“Mr. Rafidi was my daughter’s reading teacher. He would make balloons for events at school and all the kids loved him. I had the idea to book him for her birthday party, and all the kids had a... ”
- Orlando, FL
- Photo Booths / Family Entertainment
- 17 miles from Kissimmee
- $250 and up
Stacey M. said
“I hired FunBox for a corporate dinner party and it was a big hit! Good quality photos and was able to personalize with sponsor's logo. Highly recommend. ”
- Winter Park, FL
- Balloon Twister / Family Entertainment
- 22 miles from Kissimmee
- $75.00 an hour + mileage (.70 per mile)
Ashley V. said
“Balloons Galore was such a fantastic addition to our Spring Fair! From start to finish, she was professional, friendly, and incredibly talented. Rebekah did an amazing job engaging with the kids—every... ”
- Winter Haven, FL
- Magician / Family Entertainment
- 27 miles from Kissimmee
- $225.00- 1,500.00
Megan G. said
“Bruce was quick to respond to my post about looking for a Magician and arrived on time. He made communicating easy via text and call and was very professional. I booked a 300 minute time slot and he... ”
- Apopka, FL
- Petting Zoo / Family Entertainment
- 29 miles from Kissimmee
- $300-$700+
Samantha P. said
“Having Fearless Exotics at my son’s birthday party was an absolute hit with both the kids and the adults! The experience was interactive, educational, and truly one of a kind. Joshua was professional,... ”
- Kissimmee, FL
- Face Painter / Family Entertainment
- $125/hr-$150/hr
Elizabeth B. said
“The faces for kids and grown-ups looked excellent! She was very friendly and everybody was very pleased with her. We are already counting on her for next year. ”
- Kissimmee, FL
- Caricaturist / Family Entertainment
- Contact for rates
Chelsea B. said
“Mila was the caricature artist I chose to have at my 31st birthday party, and I'm so glad I did!!! She was amazing!!! So professional, kind, and everyone enjoyed her work!!!! Communication with her... ”
Calvin's Toons
1 Verified booking- Kissimmee, FL
- Caricaturist / Family Entertainment
- Contact for rates
Hello I'm Calvin the cartoon wizard! Caricature artist and cartoonist extraordinaire! I'm available for private events and more! I’ve been working and drawing...
- Kissimmee, FL
- Balloon Twister / Family Entertainment
- Contact for rates
Ruth N. said
“What an enjoyable experience. Fly with Dragons was prompt and enjoyable to have at our community. ”
- Davenport, FL
- Face Painter / Family Entertainment
- 15 miles from Kissimmee
- $125-150 per artist, per hour.
Kimberly H. said
“Tattitudes was great from beginning to end. The communication before the event was great and she did an amazing job!! Everyone commented on how it was the best face painting they had seen. Thank you... ”
- Windermere, FL
- Magician / Family Entertainment
- 16 miles from Kissimmee
- Starting at $700 per event
Martin C. said
“We were expecting a Magic show, and we ended up laughing like in a comedy show but with magic included, a very well done show, with the perfect balance of emotions ”
- Orlando, FL
- Magician / Family Entertainment
- 17 miles from Kissimmee
- $450 - $1200
Morris S. said
“One word.....Amazing....Paul's jaw dropping tricks were amazing. We has over 100 guests and in 2 hours Paul amazed all of them. I highly recommended him for any event. Your guest will be impressed. ”
- Orlando, FL
- Caricaturist / Family Entertainment
- 17 miles from Kissimmee
- $100 - $450
Karina R. said
“The children, volunteers, and families LOVE Jackie! She's so kind, talented, and patient. She comes prepared and honestly, she is a sweetheart. Her work is amazing! We are so grateful for Jackie's... ”
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About booking Family Entertainment in Kissimmee, FL
Family events come to life with entertainment that delivers fun, laughter, and unforgettable memories for every generation. The right performers set the tone, whether it’s a lively musician or DJ getting everyone dancing, or a magician who amazes kids and adults alike. From face painters and balloon twisters to jugglers, clowns, and interactive games, professional entertainers transform birthdays, picnics, reunions, and community gatherings into joyful celebrations.
The cost of hiring family entertainers in Kissimmee, Florida will vary depending on the type of entertainment, their experience, and the length of the performance. Services like balloon twisting may be cheaper than more involved performances like magic shows. Contact the local acts above to discuss your event and receive a customized quote.
As you explore Kissimmee family entertainers, check out profiles to learn about their party packages, browse photos, and watch promotional videos. Then, read reviews from past clients to see how they’ve brought the fun to similar events. When requesting a quote, communicate things like your event location, audience size, performance space, and desired atmosphere to get the most accurate pricing.
Once you find the performer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book family-friendly entertainment. You can message the acts, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just sit back and let the family fun begin!
Family Entertainment serving the Kissimmee, FL area
These Family Entertainment serve the wider Kissimmee and Osceola county area and travel to Hunter's Creek, Intercession City, St Cloud, Celebration, Mid Florida, Lake Buena Vista, Poinciana, Loughman, Philips, Belle Isle, Four Corners, Davenport, Windermere, Orlando, Haines City, Gotha, Pine Hills, Ocoee, Lake Hamilton, Winter Garden, Union Park, Oakland, Dundee, Killarney, Lake Alfred, and Winter Haven.