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The 20 Best Family Entertainers for Hire in Winter Haven, FL

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  • Family Entertainment
186 Family Entertainers serving Winter Haven, FL
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1. Browse Family Entertainers in Winter Haven and contact your favorites

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2. Communicate with the Family Entertainment you select to work out the details of your event

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3. Book them through GigSalad and be covered by our 100% awesome guarantee!

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Worry-Free Guarantee

Booking a Winter Haven Family Entertainer through GigSalad offers you extra protection you can’t get anywhere else. You can rest easy knowing that your payment is secure, and that we’ll have your back in the event of any trouble that may occur. Learn more

Custom Caricatures and More! - Caricaturist / Family Entertainment in Riverview, Florida Featured vendor banner
Custom Caricatures and More! - Caricaturist / Family Entertainment in Riverview, Florida

Custom Caricatures and More!

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4.96 (90)
  • Map pin icon Riverview, FL
  • Vendor category icon Caricaturist / Family Entertainment
  • Check mark icon 97 Verified Bookings

Peggy said “Jeff provided caricatures for our group’s pets. He is incredibly talented and able to capture each dog’s personality. He was the hit of the event and…”

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Cartoon Caricatures - Caricaturist / Family Entertainment in Davenport, Florida
Cartoon Caricatures - Caricaturist / Family Entertainment in Davenport, Florida

Cartoon Caricatures

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0 (0)
  • Map pin icon Davenport, FL
  • Vendor category icon Caricaturist / Family Entertainment
  • Check mark icon 2 Verified Bookings

Creating a fun environment creating caricatures for you and your guests that you'll treasure! These caricatures are done from a tablet then printed off for you…

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Fun Factory Inflatables - Party Inflatables / Family Entertainment in Lakeland, Florida
Fun Factory Inflatables - Party Inflatables / Family Entertainment in Lakeland, Florida

Fun Factory Inflatables

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0 (0)
  • Map pin icon Lakeland, FL
  • Vendor category icon Party Inflatables / Family Entertainment
  • Check mark icon 1 Verified Booking

We are a one stop party rental company with everything from inflatables to balloon bouquets,character visits,tables,chairs,tents, water slides and more.We have…

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The Black Tie Event Company - Photo Booths / Family Entertainment in Lakeland, Florida
The Black Tie Event Company - Photo Booths / Family Entertainment in Lakeland, Florida

The Black Tie Event Company

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0 (0)
  • Map pin icon Lakeland, FL
  • Vendor category icon Photo Booths / Family Entertainment
  • Check mark icon 4 Verified Bookings

We started The Black Tie Event Company with one goal in mind: Creating beautiful, memorable yet affordable events for the people of the Tampa Bay area. Our wide…

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Los Soldaditos Puppet Show - Puppet Show / Family Entertainment in Lakeland, Florida

This vendor provides virtual services Offers Virtual Services

Los Soldaditos Puppet Show - Puppet Show / Family Entertainment in Lakeland, Florida

Los Soldaditos Puppet Show

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0 (0)
  • Map pin icon Lakeland, FL
  • Vendor category icon Puppet Show / Family Entertainment
  • Check mark icon 1 Verified Booking

We offer educational puppet shows for children and young hearts that feature a multitude of fun-loving puppet characters, a captivating production with artistic…

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Precious Memories Photo Booth - Groveland - Photo Booths / Family Entertainment in Groveland, Florida
Precious Memories Photo Booth - Groveland - Photo Booths / Family Entertainment in Groveland, Florida

Precious Memories Photo Booth - Groveland

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5.0 (1)
  • Map pin icon Groveland, FL
  • Vendor category icon Photo Booths / Family Entertainment
  • Check mark icon 1 Verified Booking

Shawn K. said “I would recommend this company as well as use them again! It added to our event and is such a great memory for our attendees!!”

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A1 Magic - Magician / Family Entertainment in Lakeland, Florida

This vendor provides virtual services Offers Virtual Services

A1 Magic - Magician / Family Entertainment in Lakeland, Florida

A1 Magic

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5.0 (2)
  • Map pin icon Lakeland, FL
  • Vendor category icon Magician / Family Entertainment

Elizabeth J. said “Magician Luis Campaneria, A1 Magic, offered an excellent professional Christmas show to Learn & Grow Pre-School. Luis's tricks brought amazement,…”

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Egyptian Henna Tattoo - Temporary Tattoo Artist / Family Entertainment in Kissimmee, Florida
Egyptian Henna Tattoo - Temporary Tattoo Artist / Family Entertainment in Kissimmee, Florida

Egyptian Henna Tattoo

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5.0 (5)
  • Map pin icon Kissimmee, FL
  • Vendor category icon Temporary Tattoo Artist / Family Entertainment

Janel said “good desgin best prices safe henna nice people”

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Balloons by Eva - Balloon Twister / Family Entertainment in Kissimmee, Florida
Balloons by Eva - Balloon Twister / Family Entertainment in Kissimmee, Florida

Balloons by Eva

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5.0 (1)
  • Map pin icon Kissimmee, FL
  • Vendor category icon Balloon Twister / Family Entertainment

Ana C. said “Excelente trabajo, puntualidad, profesionalismo describen a Balloons by Eva, la decoracion de globos y balloon-twisting superaron nuestras espectativas.…”

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Family Entertainment in Winter Haven, FL


Finding entertainment that’s full of variety and fun for all ages doesn’t have to be difficult. You just have to know where to start!

First, you’ll want to determine what your event needs. For small celebrations, strolling performers are a popular option for creating a fun atmosphere. For bigger gatherings, carnival games and inflatables are a big hit! Once you’ve determined what type of entertainment to book, search online for professionals in your area. Most entertainers and vendors have online profiles that show their services, and many offer various party packages to fit your budget. Check out performance descriptions and photos, and if possible, read through reviews from their past clients. When you’re ready to contact an entertainer for their rates and availability, make sure to give them as much information about your event as possible. Discuss important details such as performance space, power supply, expected number of guests, and any unique aspect of your event. The more info you give the professional, the easier it is for them to provide a customized quote. Lastly, confirm the agreement and details in writing. With GigSalad, everything you need to find and book family entertainment is in one simple platform. Browse profiles, get free quotes, and book with the added security of our Worry-Free Guarantee! Search for Family Entertainment in Winter Haven, Florida above.

Please note that these Family Entertainment may also travel to Cypress Gardens, Eagle Lake, Auburndale, Lake Alfred, Lake Hamilton, Dundee, Waverly, Haines City, Highland City, Alturas, Eaton Park, Lake Wales, Polk City, Davenport, Lakeland Highlands, Homeland, Mulberry, Kingsford, Loughman, Babson Park, Kathleen, Fort Meade, Nichols, Intercession City, Bradley, Nalcrest, Fedhaven, and Frostproof.

Find Family Entertainment in nearby cities

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