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323 Holiday Party Entertainers serving Fort Myers, FL

Featured

Ulloa Magic Productions

4.85 (19)
Top Performer
41 Verified bookings

  • Cape Coral, FL
  • Magician / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • Starts at $200

Tim S. said “He was awesome and wowed us!”
Featured

Santa Larry and Mrs. C

5.0 (21)
Top Performer
34 Verified bookings

  • Punta Gorda, FL
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Fort Myers
  • Contact for pricing

Tracy P. said “Santa Larry, was delightful and even helpful. A must have Santa for any Christmas event!”
Featured

"Take Two"

1 Verified booking

  • Bonita Springs, FL
  • Jazz Band / Holiday Party Entertainment
  • 22 miles from Fort Myers
  • Contact for pricing

Take Two is a new SW Florida jazz, latin jazz, and standards music group. Female vocal-Kathy, Keys-Sheila, Bass-Dylan (member of our Naples Phil), and...
Featured

Alex Geiser

5.0 (11)
14 Verified bookings

  • Naples, FL
  • Magician / Holiday Party Entertainment
  • 35 miles from Fort Myers
  • Contact for pricing

Linda C. said “Alex Geiser performed at our company holiday party and did an awesome job! He was prompt, polite, and extremely professional (not to mention an outstanding talent). Our team is still asking the...”
Featured

Naples Santa Claus

4.98 (41)
78 Verified bookings

  • Naples, FL
  • Santa Claus / Holiday Party Entertainment
  • 35 miles from Fort Myers
  • Contact for pricing

Breanna F. said “Santa came to one of our member events.... "ladies night" and he was the perfect Santa! He took pictures with everyone, danced with them on the dance floor, and mingled/passed out little gifts we had....”

Santa Jim

5.0 (1)
Top Performer
4 Verified bookings

  • Bonita Springs, FL
  • Santa Claus / Holiday Party Entertainment
  • 22 miles from Fort Myers
  • Starts at $135

Camilla L. said “Santa jim is an awesome Santa! He is so kind, friendly and really looks the part. Booked him for Santa photos and he truly looks like the real deal! I’ve already booked him for multiple of my...”

Topshelf Celebrations

1 Verified booking

  • Estero, FL
  • Bartender / Holiday Party Entertainment
  • 15 miles from Fort Myers
  • Contact for pricing

Topshelf celebrations offers concierge, bartending services, catering to you and your guests in the convenience of your home, or a chosen venue. We are...

Jason Michaels

5.0 (10)
7 Verified bookings

  • Bonita Springs, FL
  • Magician / Holiday Party Entertainment
  • 22 miles from Fort Myers
  • $800 – $7,500 per event

Jennifer R. said “Jason is great. His magic was fun. He was easy to get along with. Fit in perfectly and was great at vibing in an intimate party setting. There were 7 of us and although he does larger groups often...”

Santa Claus Naples

5.0 (3)
8 Verified bookings

  • Naples, FL
  • Santa Claus / Holiday Party Entertainment
  • 35 miles from Fort Myers
  • $24.99 – $500 per event

Ellen P. said “Santa Jerry you were great. My Harry and Lizzy thought you were real. They are still talking about you and wondering when you will be back. Thanks for sending me the link to your new website so we can...”

Carrie's Bartending

5.0 (1)
Top Performer
1 Verified booking

  • Cape Coral, FL
  • Bartender / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • Contact for pricing

Tiara J. said “I recently hired Carrie to bartend my birthday party, and she was fantastic. From the setup process to the end of the night, she was completely professional, organized, and attentive. She arrived...”

Santa Dave

5.0 (5)
Top Performer
7 Verified bookings

  • Cape Coral, FL
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • Starts at $150

Alexandra M. said “Santa Dave was amazing. Singing songs with the kids, showing them the “magic” of their belief in Christmas, and answering their barrage of questions. It created core memories for many of the...”

Santa Mark

5.0 (29)
Top Performer
47 Verified bookings

  • Punta Gorda, FL
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Fort Myers
  • $200 – $250 per hour

D. B. said “Santa Mark was great! From the moment he entered the room he interacted with our guests and they loved it! He was so personable and walked around to tables to talk to little ones and the adults too!...”

Santa Bob

5.0 (19)
Top Performer
40 Verified bookings

  • Punta Gorda, FL
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Fort Myers
  • Contact for pricing

Renee K. said “Santa Bob was incredible!”

Randy's Santaland

5.0 (21)
Top Performer
18 Verified bookings

  • Punta Gorda, FL
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Fort Myers
  • Starts at $225 per hour

Maegan C. said “Our children were delighted when Santa Randy did a surprise visit at our holiday get together. Kids and parents alike were all impressed with the magic Santa Randy brought to the experience....”

Santa Claus Ed

5.0 (45)
Top Performer
84 Verified bookings

  • Port Charlotte, FL
  • Santa Claus / Holiday Party Entertainment
  • 27 miles from Fort Myers
  • $200 – $2,000 per event

Ioana V. said “Santa Ed is amazing! Highly recommend! ”

Colby Hollins

2 Verified bookings

  • Fort Myers, FL
  • Bartender / Holiday Party Entertainment
  • Contact for pricing

Hello future client, I have been a server and bartender for over 12 years. I have worked in everything from whiskey bars to high end restaurants. I have been a...

Melody Morrison Solo Piano

5.0 (5)
10 Verified bookings

  • Fort Myers, FL
  • Pianist / Holiday Party Entertainment
  • $150 – $500 per hour

John B. J. said “We had our office holiday party in our home. Approx 20 people. Melody played holiday music as well as jazz standards. She is amazing and our staff is still talking about how wonderful it was having...”

Tee W/ A Twist

1 Verified booking

  • Fort Myers, FL
  • Bartender / Holiday Party Entertainment
  • $200 – $500 per event

With over 20 years of waitstaff experience and 18 years as a bartender, I bring professionalism, efficiency, and reliability to every event. I’ve worked...

Mix & Shake Mixologist

5.0 (4)
6 Verified bookings

  • Cape Coral, FL
  • Bartender / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • Contact for pricing

Robert M. said “She was wonderful. All our guests were praising her. She was very easy to work with. I highly recommend her.”

Santa Claus Vince

1 Verified booking

  • Cape Coral, FL
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • Starts at $200

Authentic North Pole Magic with Santa Vince! Bring Christmas warmth and wonder to your family gathering, employee celebration, or community event. Based in Cape...

Lee County Santa

5.0 (2)
3 Verified bookings

  • Cape Coral, FL
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • $100 – $2,000 per event

Renee K. said “One of the best Santas we have had! ”

A Real Santa

5.0 (1)
2 Verified bookings

  • Cape Coral, FL
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • Starts at $275 per hour

Adrienne S. said “I would highly recommend A Real Santa for your party or event. He looked great and the kids loved him.”

Dale Arvay --- Professional Piano Entertainer

4.75 (4)
4 Verified bookings

  • Cape Coral, FL
  • Pianist / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • Starts at $250

Johnathan P. said “Hired Dale for a private proposal and he was outstanding! Prepared, timely, and courteous are the best qualities to describe Dale. The performance itself was one that my now fiancé will remember for...”

Steph

5.0 (7)
4 Verified bookings

  • Cape Coral, FL
  • Bartender / Holiday Party Entertainment
  • 7 miles from Fort Myers
  • $125 – $250 per event

Kathleen B. said “We hired Steph for our small corporate Holiday party as a bartender, and we're very happy we did! She didn't only take care of the bar, she came around and kept drinks full for us and helped us...”

Samone's Garden

5.0 (2)
1 Verified booking

  • Bonita Springs, FL
  • Bartender / Holiday Party Entertainment
  • 22 miles from Fort Myers
  • $250 – $1,000 per event

Logan B. said “Amazing bartender with great service - definitely would recommend, 10/10! ”

Logan Light Magic

5.0 (4)
7 Verified bookings

  • Punta Gorda, FL
  • Magician / Holiday Party Entertainment
  • 23 miles from Fort Myers
  • Starts at $300

Mariana R. said “This is the third time we have used Logan Light for an event (first at a bridal shower, second to entertain kids at wedding reception, third at daughter’s birthday party) - everyone always enjoys...”

Carrie’s 🍹 Cocktails

5.0 (2)
6 Verified bookings

  • Punta Gorda, FL
  • Bartender / Holiday Party Entertainment
  • 23 miles from Fort Myers
  • $15 – $50 per hour

Tristam G. said “Carrie was great. Super easy to work with. Guests loved her!”

All That Jazz

5.0 (2)
5 Verified bookings

  • Port Charlotte, FL
  • Jazz Band / Holiday Party Entertainment
  • 27 miles from Fort Myers
  • $350 – $1,200 per event

Michael Z. said “Punctual. Great music. Easy. Fun.”

Josh Isenberg

5.0 (32)
40 Verified bookings

  • Naples, FL
  • Pianist / Holiday Party Entertainment
  • 35 miles from Fort Myers
  • Contact for pricing

Scott W. said “Josh showed up early and made sure everything was perfect before the event. He took care in the right music for the crowed, talked to patrons and gave a very personal touch. Highly recommended for...”

Gulf Coast North Pole

5.0 (7)
15 Verified bookings

  • Naples, FL
  • Santa Claus / Holiday Party Entertainment
  • 35 miles from Fort Myers
  • Starts at $400

Brielle F. said “An amazing experience. We had a winter dance recital and Santa was the star of the show. He was amazing with all the little ones and we received nothing but positive feedback. ”

The HI-FIve

2 Verified bookings

  • Naples, FL
  • Jazz Band / Holiday Party Entertainment
  • 35 miles from Fort Myers
  • Contact for pricing

Mainstream jazz quintet performing classic jazz standards from Ellington to Coltrane. We can format our sets to suit your tastes. Listener friendly.

Showtime For Kids

5.0 (8)
12 Verified bookings

  • Englewood, FL
  • Magician / Holiday Party Entertainment
  • 37 miles from Fort Myers
  • $350 – $2,500 per event

Haleigh S. said “Our summer camp loved this performance, they laughed the whole hour! ”

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About booking Holiday Party Entertainment in Fort Myers, FL

The holidays offer special opportunities to create joy and connection with people you care about the most, and the right entertainment can make your celebration truly shine. From Christmas carolers setting a festive mood to Santas delighting children or DJs keeping the dance floor busy, professional entertainers bring the magic that makes a party memorable. Whether you’re planning a large corporate holiday party or a cozy family Christmas party, you can find the right performer to help you create unforgettable moments.

The cost of hiring holiday party entertainers in Fort Myers, Florida will vary depending on the type of holiday entertainment, their experience, and the length of the performance. A short Santa visit at your family Christmas party will cost less than a live band performing at a holiday corporate event. Contact the local entertainers above to discuss your event details and receive a customized quote.

As you search for Fort Myers holiday party entertainers, view their profiles to read about their services, browse photos, and watch promotional videos. Then, check out reviews from past clients to see what it would be like to work with them. When requesting a quote, include key details like the venue, audience size, expected performance time, and event goals to ensure you receive the most accurate pricing.

Once you find the holiday act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book holiday party entertainers. 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 let the holiday magic unfold!

Holiday Party Entertainment serving the Fort Myers, FL area

These Holiday Party Entertainment serve the wider Fort Myers and Lee county area and travel to North Fort Myers, Cape Coral, Buckingham, Matlacha, Fort Myers Beach, Burnt Store Marina, Estero, Pine Island, Pine Island Center, Lehigh Acres, St James City, Sanibel, Alva, Pineland, Bokeelia, and Captiva.