- Orlando, FL
- Stilt Walker / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Alma H. said
“He was great, we had a Great time!
Very professionell and on time! ”
The 135 Best Outdoor Party Entertainers for hire in Winter Park, FL
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430 Outdoor Party Entertainers serving Winter Park, FL
- Apopka, FL
- Petting Zoo / Outdoor Party Entertainment
- 13 miles from Winter Park
- 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... ”
- Orlando, FL
- Fire Performer / Outdoor Party Entertainment
- 5 miles from Winter Park
- $550 and up
G-Man 1. said
“On behalf of the Mongols MC, I would like to thank you, (Mary), for the great show you put on for us. Everyone enjoyed it very much!! Also, the extra part you through in with our Mongols MC images,... ”
D Squared Productions, Inc.
1 Verified booking- Orlando, FL
- Stilt Walker / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
D Squared Productions is a special event entertainment production company for both corporate and private gatherings. We provide high-energy shows,...
- Orlando, FL
- Stilt Walker / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Allison K. said
“They came out to our Halloween skate event. Amazing suit, good energy. Super good time. Thanks again! ”
- Orlando, FL
- Stilt Walker / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Theresa S. said
“She was fantastic! Very engaging with the guests and just GORGEOUS! The flamingo costume was beautiful! We would definitely recommend her. She is top-notch. ”
DJ Pelli
New member- Orlando, FL
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Winter Park
- $700 +
Creating a fun, interactive, and energetic atmosphere that will leave your attendees or guests wanting more! Whether you need a DJ & Emcee for your Corporate...
- Winter Park, FL
- Balloon Twister / Outdoor Party Entertainment
- $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... ”
- Orlando, FL
- Balloon Twister / Outdoor Party Entertainment
- 5 miles from Winter Park
- $150 per hour
Katherine R. said
“Andrawes was so incredible to have at my son's birthday party. He was so amazing with children and created so many fun balloons for everyone. You can tell he LOVES what he does and wore a smile the... ”
- Orlando, FL
- Fire Performer / Outdoor Party Entertainment
- 5 miles from Winter Park
- $500- $25,000
Megan W. said
“We hired the girls for a company party and they were super fun! They did several performances and the finale was definitely a great way to close out the party! Everyone loved having them around for... ”
- Apopka, FL
- Petting Zoo / Outdoor Party Entertainment
- 13 miles from Winter Park
- $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,... ”
- Altamonte Springs, FL
- Balloon Twister / Outdoor Party Entertainment
- 5 miles from Winter Park
- $150 and up
Khrystine R. said
“Amazing experience from the start to the last second of our babies 1st birthday. He handled the immediate line from when he was spotted with a smile, ease, love, grace, and happiness! What a breath of... ”
- Altamonte Springs, FL
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Winter Park
- $300-1500
Rachel C. said
“We hired Party Springs Productions for our annual church Fall Festival. Curtis was prompt and professional, spending a few minutes going over different races/contests he would need to announce. When... ”
- Orlando, FL
- Face Painter / Outdoor Party Entertainment
- 5 miles from Winter Park
- $195 - $295
Jessica G. said
“Amberlyn was incredible for our preschool dance! The parents were raving about her services and she did such a wonderful job. She was great with the kids! ”
- Orlando, FL
- Balloon Twister / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Pedro F. said
“Arrived on time, was very professional and had great interaction skills with the kids. ”
- Orlando, FL
- Fire Performer / Outdoor Party Entertainment
- 5 miles from Winter Park
- $200$ and up
Mike G. said
“Boy we were sooooo happy with ninja tronics and the experience. Would very highly recommended them. They made the evening memorable.
Thank you again!!! ”
- Orlando, FL
- Fire Performer / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Juliann R. said
“They were very good with maintaining communication all the way up to the event date. Very professional and friendly. Provided their own music that was perfect for the theme, performed 4 sets safely,... ”
- Orlando, FL
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Winter Park
- $80.00 for 2 hours min.
Scott F. said
“I wanted something special for my wifes 40th birthday party. I had interviewed other DJ/Karaoke companies in the area but after meeting with James from AceKaraoke I knew he was the right man for me.He... ”
DJ Parys
1 Verified booking- Orlando, FL
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
I am starting out on Gigsalad with a promotion for the first 4 customers. I will offer a discounted rate of $200 for 4 hrs !!!! I am primarily a Top 40 &...
- Orlando, FL
- Face Painter / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Rebecca L. said
“Trixie's Fun Time entertainment is amazing. Trixie was the clown at my nephews birthday party and she went above and beyond. She did a magic show, face painting, and kept the kids entertained. She was... ”
- Orlando, FL
- Face Painter / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Todd K. said
“There’s many employees who work for me and Gemma stands out above the rest! She is very professional and friendly, and her artistic skills for face painting and balloon art is loved by our... ”
- Orlando, FL
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Mandy W. said
“We cannot say enough good things about DJ Jada B. She took our event to the next level and it wouldn't have been the same without her. We will definitely have her again. Her professionalism and... ”
DJ Breezy Yums
1 Verified booking- Orlando, FL
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Winter Park
- $250 and up
Im a professional mobile dj bring recorded entertainment excellence with a wide variety of music suitable for a all occasions. Sound equipment is professional...
BeFunky Face Art
1 Verified booking- Orlando, FL
- Face Painter / Outdoor Party Entertainment
- 5 miles from Winter Park
- $100 and up
Hey there! Are you looking for some fun and creative ways to make your next event stand out? Look no further! My name is Julia and I am a face and body artist...
- Orlando, FL
- Stilt Walker / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Tiffany D. said
“JulesKBee is so easy to work with and just elevates your event to the next level! We have been in Orlando for 4 years now and has been there with us every year! We are sad that we are moving to... ”
- Orlando, FL
- Fire Performer / Outdoor Party Entertainment
- 5 miles from Winter Park
- $250 and up
Ashley K. said
“The performer was perfect! Excellent communication, on time, and professional. Would highly recommend ”
- Orlando, FL
- Stilt Walker / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Matilda B. said
“We had 2 stilt walkers for our sons 14th bday they was amazing interacted with everyone they made the party so much more amusing the kids absolutely loved them great for photo ops they helped with... ”
- Orlando, FL
- Stilt Walker / Outdoor Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Kristi M. said
“She was so easy to work with, quick to respond and did a great job interacting with our guests. She even created an outfit to perfectly suit our rock n roll theme! We will definitely be reaching out... ”
- Orlando, FL
- Fire Performer / Outdoor Party Entertainment
- 5 miles from Winter Park
- $250 and up
Wael G. said
“They did an excellent job. Will hire again. ”
- Orlando, FL
- Fire Performer / Outdoor Party Entertainment
- 5 miles from Winter Park
- $100 and up
Chett H. said
“DK was professional, punctual, polite, prepared, and exactly what we needed for this event. He is skilled and adapted easily to the unusual COVID-19 requirements. He communicated in advance and was... ”
- Orlando, FL
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Winter Park
- $300 and up
Lema L. said
“My event was beyond words. I could of only hoped for what was delivered. My guest can not stop talking about his performance Absolutely amazing. I will be definitely using him at any and all my future... ”
- Longwood, FL
- Balloon Twister / Outdoor Party Entertainment
- 7 miles from Winter Park
- $150 - $1000+
Eden G. said
“Bobby the Balloon Man was an absolute hit at our birthday party! He had the kids (and adults!) completely entertained with his amazing balloon creations, nonstop energy, and fun personality. He was... ”
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About booking Outdoor Party Entertainment in Winter Park, FL
Outdoor parties are all about enjoying fun in the sun and creating an atmosphere guests won’t forget. The right entertainment sets the stage, whether that means a live band filling the air with music, a DJ keeping the energy high, or a magician amazing guests with close-up tricks. From stilt walkers and petting zoos to face painters and balloon twisters, professional entertainment brings the spark that transforms any backyard celebration, kids party, or festival into an unforgettable experience.
The cost of hiring outdoor party entertainers in Winter Park, Florida will vary depending on the type of act, their experience, and the length of the performance. For example, a strolling juggler for a few hours will cost less than a full band or stage show. Contact the local entertainers above to discuss your event details and receive a customized quote.
As you browse Winter Park outdoor party entertainers, check out their profiles to learn about their services, browse photos, and watch promotional videos. Then, read over reviews from past clients to see how they’ve entertained at similar events. When requesting a quote, include key details such as your event location, audience size, performance space, and overall vibe to get the most accurate pricing.
Once you find the entertainer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book outdoor party entertainment. You can message the performers, 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 enjoy your party!
Outdoor Party Entertainment serving the Winter Park, FL area
These Outdoor Party Entertainment serve the wider Winter Park and Orange county area and travel to Maitland, Eatonville, Goldenrod, Fern Park, Altamonte Springs, Orlando, Casselberry, Lockhart, Union Park, Winter Springs, Longwood, Pine Hills, Belle Isle, Oviedo, Clarcona, Lake Mary, Heathrow, Gotha, Ocoee, Mid Florida, Apopka, Chuluota, Windermere, Philips, Plymouth, Sanford, Winter Garden, Geneva, Hunter's Creek, and Lake Monroe.