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485 Wedding Entertainers serving Winter Park, FL

Featured

Mr. Castle's Magic

5.0 (24)
Top Performer
25 Verified bookings

  • Orlando, FL
  • Magician / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Hayley L. said “Mr. Castles Magic was the best choice for a Bachelorette Party surprise anyone could make! Mr. Castles performance was amazing and blew even the most perceptive of minds. He was kind, clever, and so... ”
Featured

Kevin King

4.97 (131)
Top Performer
270 Verified bookings

  • Orlando, FL
  • Magician / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Charlene Z. said “Kevin was amazing! Hired him for a very small gathering for our friends and young children. The kids were in awe, parents were laughing, was a great time! Kids haven't stop talking about him! ”
Featured

Mike Valentine Caricature Artist

4.97 (113)
Top Performer
242 Verified bookings

  • Orlando, FL
  • Caricaturist / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Allisn K. said “I hired Mike for my baby shower and he did a great job! His portraits were great and all of my guest loved him. He came early and stayed a little late. Would definitely use him again! ”
Featured

Justin Stanley Violin

5.0 (72)
Top Performer
158 Verified bookings

  • Orlando, FL
  • Violinist / Wedding Entertainment
  • 5 miles from Winter Park
  • $300 – $2,000 per event

Brandon F. said “Justin was absolutely wonderful and added such a special touch to our wedding day. The music was beautiful and created the perfect atmosphere for the ceremony. He played incredibly well and helped... ”
Featured

Laurence Francis - The Mind Magician

4.98 (67)
Top Performer
84 Verified bookings

  • Orlando, FL
  • Magician / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Lindsey T. said “Laurence is amazing- mic drop. Honestly, we had such a fun and entertaining night. The magic and illusions are unparalleled and Laurence is an even better person. He made us laugh and shocker our... ”
Featured

Classern Quartet

5.0 (43)
Top Performer
86 Verified bookings

  • Orlando, FL
  • String Quartet / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Kalah B. said “Thanks to the duo we had the most romantic garden wedding. They delivered perfectly on the songs I had chosen. Highly recommend! ”
Featured

Soriano Entertaiment

5.0 (3)
Top Performer
1 Verified booking

  • Orlando, FL
  • Wedding Singer / Wedding Entertainment
  • 5 miles from Winter Park
  • $400 – $4,000 per event

Danny R. said “Tremendo Cantante lo puedo recomendar ,super afinado y es Todo un showmen Siempre lo veo en las presentaciones ,increible 👌👍 ”
Featured

Josh Rotman

5.0 (14)
Top Performer
27 Verified bookings

  • Windermere, FL
  • Violinist / Wedding Entertainment
  • 14 miles from Winter Park
  • Starts at $400

David S. M. said “Josh arrived on time and met with our stage manager. He was promy in setting up and he was AMAZING in his two (2) sets. Our guests Loved his Carmina Burana's O Fortuna and his Pink's Raise Your... ”
Featured

Nache on Piano

5.0 (7)
15 Verified bookings

  • Maitland, FL
  • Pianist / Wedding Entertainment
  • 2 miles from Winter Park
  • Starts at $200

Jane H. said “Nache was the perfect choice - very talented, organized, and creative! ”
Featured

Eola Strings

5.0 (2)
7 Verified bookings

  • Altamonte Springs, FL
  • String Quartet / Wedding Entertainment
  • 5 miles from Winter Park
  • Starts at $300

Nayely V. said “Eola Strings was absolutely incredible at our wedding. The music was beautiful, elegant, and set the perfect tone for the entire day. Eunice and the group were not only extremely talented, but also... ”
Featured

Jim Gabelbauer | Destination Event Guitarist

5.0 (3)
4 Verified bookings

  • Orlando, FL
  • Guitarist / Wedding Entertainment
  • 5 miles from Winter Park
  • Starts at $750

Callie P. said “Jim was a wonderful addition to our event. His music added the perfect accompaniment to our corporate reception. Jim was easy to communicate with and made me feel confident I made the right choice... ”
Featured

Gary Lovini

5.0 (19)
11 Verified bookings

  • Orlando, FL
  • Violinist / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Nisha M. said “We hired Gary Lovini for my sister's High Tea Bridal Party. Might I have had grandiose expectations? Maybe. Did he deliver? Over and beyond + cartwheels + a back flip! Lively, energetic, catering to... ”
Featured

Magic by Jerry

4.96 (10)
5 Verified bookings

  • Orlando, FL
  • Magician / Wedding Entertainment
  • 5 miles from Winter Park
  • Starts at $300

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... ”
Featured

Jaron Clark | Electrify Your Event!

5.0 (12)
16 Verified bookings

  • Orlando, FL
  • Violinist / Wedding Entertainment
  • 5 miles from Winter Park
  • $500 – $5,000 per event

Linda H. said “Jaron played for my 75th birthday dinner and everyone loved him and his music. He’s a very personable young man and I highly recommend him. You won’t be disappointed! ”
Featured

Kardenni

4.88 (20)
31 Verified bookings

  • Orlando, FL
  • Magician / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

James C. said “Kardenni was awesome. First I made a critical error on the date and he was able to adjust without issue. The communication before the conference was fantastic which allowed him to understand the... ”
Featured

Serenade Events

4.27 (155)
388 Verified bookings

  • Orlando, FL
  • String Quartet / Wedding Entertainment
  • 5 miles from Winter Park
  • $150 – $1,500 per event

Srinidhi S. said “The musician was spot on, truly amazing. She played the saxophone exceptionally well, all the guests were totally entertained. Would highly recommend her. ”
Featured

Cordone and Kilgore Productions

5.0 (5)
2 Verified bookings

  • Orlando, FL
  • Wedding Band / Wedding Entertainment
  • 5 miles from Winter Park
  • Starts at $750

Russ G. said “Natalie and Shawn performed for our 2025 New Years event. Their professionalism made it easy to work with them. The communication between myself and Natalie and Shawn was excellent from the time of... ”
Featured

Jared Violin

5.0 (107)
3 Verified bookings

  • Orlando, FL
  • Violinist / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Ren A. said “Jared was an AMAZING performer for our rooftop happy hour. Super easy to book and work with, our residents loved him. It would be wonderful to have him back again in the future. ”
Featured

  • Orlando, FL
  • Guitarist / Wedding Entertainment
  • 5 miles from Winter Park
  • $800 – $2,500 per event

Joe P. said “Jon was everything we wanted and needed for my wife's 40th birthday party. From the booking process forward, Jon was very good at communicating with me. The day of the event he was on time for setup... ”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Orlando, FL
  • Magician / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

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... ”
Featured

Tom Sartori

4.80 (36)
48 Verified bookings

  • Orlando, FL
  • Wedding Band / Wedding Entertainment
  • 5 miles from Winter Park
  • $2,500 – $20,000 per event

Harris S. said “Keith was great. Song selections were perfect. ”
Featured

Jason Hobert - Professional Guitarist

4.97 (26)
48 Verified bookings

  • Orlando, FL
  • Guitarist / Wedding Entertainment
  • 5 miles from Winter Park
  • Starts at $300

Flannery N. said “Jason was phenomenal. He played beautiful music as the backdrop for the wedding and was extremely easy to work with. Would highly recommend for anyone looking for live music at their wedding. ”
Featured

Groove Slayers

2 Verified bookings

  • Longwood, FL
  • Wedding Band / Wedding Entertainment
  • 7 miles from Winter Park
  • Starts at $1,500

Get ready to groove with Groove Slayers, Orlando's premier wedding band! Whether you're planning a wedding, corporate event, or special occasion, we bring the...
Featured

Dream Day Digital - DJs & Photo Booths

5.0 (5)
6 Verified bookings

  • Oviedo, FL
  • Wedding DJ / Wedding Entertainment
  • 9 miles from Winter Park
  • Contact for pricing

Bernadette C. said “IF YOUR LOOKING TO RENT A PHOTO BOOTH FOR YOUR EVENT, LOOK NO FURTHER... Carl and his team are the BESTl!! These guys are extremely professional, the quality of the photos were prefect, and they're... ”
Featured

B. Happie Entertainment, LLC

4.95 (9)
5 Verified bookings

  • Oviedo, FL
  • Magician / Wedding Entertainment
  • 9 miles from Winter Park
  • Contact for pricing

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... ”
Featured

  • Orlando, FL
  • Magician / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Lisa P. said “Michael Carraway is not just an entertainer—he’s the only choice if you want your event to be unforgettable. His performance at our pharmaceutical summit (over 300 guests!) was so much more than magic... ”
Featured

Danny Rojas

5.0 (3)
New member

  • Orlando, FL
  • Wedding Singer / Wedding Entertainment
  • 5 miles from Winter Park
  • $400 – $3,000 per event

Luis S. said “Danny es un excelente cantante con una energía contagiosa en cada show que realiza muy buena comunicación y puntualidad en cada evento definitivamente lo recomiendo para cualquier evento ”

Leo'z Arts and Photography

4.93 (71)
Top Performer
140 Verified bookings

  • Orlando, FL
  • Caricaturist / Wedding Entertainment
  • 5 miles from Winter Park
  • Contact for pricing

Aleia R. said “Felicia was great and a pleasure to work with. ”

Bearicatures

5.0 (13)
Top Performer
34 Verified bookings

  • Lake Mary, FL
  • Caricaturist / Wedding Entertainment
  • 11 miles from Winter Park
  • Contact for pricing

Erica S. said “This is the second year in a row that we have worked with Bearicatures and we were just as pleased as last year, if not more! She showed uo to our event, on time, even after battling a Florida monsoon... ”

Bows & Ty's

5.0 (6)
1 Verified booking

  • Orlando, FL
  • Wedding DJ / Wedding Entertainment
  • 5 miles from Winter Park
  • Starts at $300

Lucy G. said “Tyler is one of the most charismatic, friendly, and understanding wedding vendors I've worked with (or came across before deciding on which vendors to work with)! Tyler was responsive to all my... ”

Erik Branch

5.0 (14)
22 Verified bookings

  • Lake Mary, FL
  • Pianist / Wedding Entertainment
  • 11 miles from Winter Park
  • Starts at $250

Aryeh H. said “Lots of expirience. Really professional ”

FunBox Photo Booths

5.0 (2)
Top Performer
10 Verified bookings

  • Orlando, FL
  • Photo Booths / Wedding Entertainment
  • 5 miles from Winter Park
  • Starts at $250

Ana B. said “I will definitely be using FunBox Photos for future events! Will (the owner) came early to set up and make sure everything was running smoothly before the party! He provided props and allowed us to... ”

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About booking Wedding Entertainment in Winter Park, FL

Wedding entertainment brings your celebration to life, creating unforgettable moments on your big day. From talented harpists to interactive fire performers to a talented wedding DJ, the right entertainment sets the tone and keeps the energy flowing. The perfect wedding entertainers also add a personal touch, making your wedding day feel unique and tailored to your preferences and vision.

The cost of hiring unique wedding entertainment in Winter Park, Florida will vary depending on the types of performers you want to hire and how long you want them to entertain. Wedding performers require varying spaces to perform, so consider your venue when reviewing wedding entertainment ideas. Contact the wedding entertainers above to discuss your special day and receive a customized quote.

While exploring Winter Park wedding entertainment companies, thoroughly review profile information, look at photos, and watch videos to understand the type of performance or service they offer. Read reviews from past clients to gain valuable insight into their experience level and ability to meet your expectations. Remember to include important details like venue information, wedding themes, and preferences to receive the most accurate quote.

Once you find the entertainer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book wedding 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 relax and enjoy your wedding day!

Wedding Entertainment serving the Winter Park, FL area

These Wedding 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.