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339 Holiday Party Entertainers serving Naples, FL

Featured

Ulloa Magic Productions

4.85 (19)
Top Performer
41 Verified bookings

  • Cape Coral, FL
  • Magician / Holiday Party Entertainment
  • 31 miles from Naples
  • Starts at $200

Jackeline S. said “ULLOA Magic was amazing worked my very distracted guests and made for a fun, novel and memorable time! ”
Featured

Alex Geiser

5.0 (11)
14 Verified bookings

  • Naples, FL
  • Magician / Holiday Party Entertainment
  • Contact for pricing

Jill O. said “If you want the very best available, call Alex. He is charming, professional, and will blow your mind with his up close magic and mentalism. So glad we found him and cannot stress how magical he...”
Featured

Naples Santa Claus

4.98 (41)
78 Verified bookings

  • Naples, FL
  • Santa Claus / Holiday Party Entertainment
  • Contact for pricing

Alis said “It was amazing”
Featured

"Take Two"

1 Verified booking

  • Bonita Springs, FL
  • Jazz Band / Holiday Party Entertainment
  • 14 miles from Naples
  • 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...

Santa Jim

5.0 (1)
Top Performer
4 Verified bookings

  • Bonita Springs, FL
  • Santa Claus / Holiday Party Entertainment
  • 14 miles from Naples
  • 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...”

Santa Claus Naples

5.0 (3)
8 Verified bookings

  • Naples, FL
  • Santa Claus / Holiday Party Entertainment
  • $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...”

Jason Michaels

5.0 (10)
7 Verified bookings

  • Bonita Springs, FL
  • Magician / Holiday Party Entertainment
  • 14 miles from Naples
  • $800 – $7,500 per event

Erin R. said “Jason was a delight to work with in getting ready for our team event. He responded quickly, collaborates to ensure his performance will exceed expectations, showed up on time and fully prepared. He...”

Topshelf Celebrations

1 Verified booking

  • Estero, FL
  • Bartender / Holiday Party Entertainment
  • 20 miles from Naples
  • 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...

To Serve, with Love

5.0 (4)
Top Performer
7 Verified bookings

  • Naples, FL
  • Waitstaff / Holiday Party Entertainment
  • Contact for pricing

Sallie C. said “I knew the party was in good hands when Jennifer and Bobbie arrived. They were professional and handled the guests and the kitchen with ease.”

Santa Dave

5.0 (5)
Top Performer
7 Verified bookings

  • Cape Coral, FL
  • Santa Claus / Holiday Party Entertainment
  • 31 miles from Naples
  • Starts at $150

Amy T. said “Santa Dave was the real deal, he looked and acted the part perfectly! All of the kids and adults loved him, he even brought a bag of special things for the children to show their Christmas spirit....”

Carrie's Bartending

5.0 (1)
Top Performer
1 Verified booking

  • Cape Coral, FL
  • Bartender / Holiday Party Entertainment
  • 31 miles from Naples
  • 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...”

The HI-FIve

2 Verified bookings

  • Naples, FL
  • Jazz Band / Holiday Party Entertainment
  • 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.

Lady Fingers

5.0 (6)
10 Verified bookings

  • Naples, FL
  • Pianist / Holiday Party Entertainment
  • Contact for pricing

Beata S. said “I had a formal dinner party for 8 and hired Lady Fingers as a surprise for my guests. We all loved her, her music selections were impeccable and I will definitely book her again for my next dinner...”

Josh Isenberg

5.0 (32)
40 Verified bookings

  • Naples, FL
  • Pianist / Holiday Party Entertainment
  • Contact for pricing

Jo O. said “Josh did such a wonderful job”

Gulf Coast North Pole

5.0 (7)
15 Verified bookings

  • Naples, FL
  • Santa Claus / Holiday Party Entertainment
  • Starts at $400

Sarah M. said “Santa was on time, friendly and easy to work with. The chair rental looked great in photos and was an easy add on. Would book again. ”

Samone's Garden

5.0 (2)
1 Verified booking

  • Bonita Springs, FL
  • Bartender / Holiday Party Entertainment
  • 14 miles from Naples
  • $250 – $1,000 per event

Emily P. said “We used Mary Jade for pour service for a 150 person wedding reception. She was so simple to book with, priced fair and so sweet. Our guests loved her and so did we! Would definitely recommend with 5...”

Santa Claus Vince

1 Verified booking

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

Cara M. said “Santa Ryan is the absolute best. He came dressed beautifully and the moment I laid my eyes on him I even felt like I was seeing the real Santa!! He was very patient and accommodating to my...”

Steph

5.0 (7)
4 Verified bookings

  • Cape Coral, FL
  • Bartender / Holiday Party Entertainment
  • 31 miles from Naples
  • $125 – $250 per event

Audri B. said “Steph was the best choice! She was kind, interactive and on top of all of the random drink requests that we threw at her. I highly recommend Stephanie to anyone looking for a bartender. Great job!!”

Melody Morrison Solo Piano

5.0 (5)
10 Verified bookings

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

Andres M. said “Melody filled the house with tunes that really set off the Holiday spirit. She made us love our piano even more. Hope to find another occasion to host and invite her again.”

Tee W/ A Twist

1 Verified booking

  • Fort Myers, FL
  • Bartender / Holiday Party Entertainment
  • 35 miles from Naples
  • $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...

Colby Hollins

2 Verified bookings

  • Fort Myers, FL
  • Bartender / Holiday Party Entertainment
  • 35 miles from Naples
  • 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...

Waldo Malan

New member

  • Naples, FL
  • Pianist / Holiday Party Entertainment
  • Contact for pricing

Usually I can be found providing discreet and tasteful background piano music at events and restaurants. My playing and style is suited to adding a touch of...

  • Naples, FL
  • Bartender / Holiday Party Entertainment
  • $800 per event

A Mi Ni Fu Ni Fa Mobile Bar brings a premium, professional cocktail experience directly to your event. We offer an LED mobile bar, custom cocktails, a certified...

Mary K Music

New member

  • Naples, FL
  • Pianist / Holiday Party Entertainment
  • Contact for pricing

I am priamirily a pianist who has been playing for over 40 years, mostly I churches but I love to improvise and have a repertoire of light instrumental music as...

  • Naples, FL
  • Pianist / Holiday Party Entertainment
  • $130 – $200 per hour

Piano performer and also music composer for instrumental classical, cinematic, or modern rock and pop. Piano: I play be ear and memory as well as lead...

  • Naples, FL
  • Jazz Band / Holiday Party Entertainment
  • $375 – $500 per hour

We are a jazz quintet consisting of bass, piano, drum set, guitar, and saxophone. We are all experienced players and have performed at multiple gigs. We play...

Darbi Lamrani

5.0 (4)

  • Cape Coral, FL
  • Classical Ensemble / Holiday Party Entertainment
  • 31 miles from Naples
  • Contact for pricing

Britton A. said “Darbi was truly one of the most special parts of my bridal shower, and I cannot recommend her enough 🤍 From the very beginning, she went above and beyond. I shared a bit of inspiration for my...”

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About booking Holiday Party Entertainment in Naples, 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 Naples, 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 Naples 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 Naples, FL area

These Holiday Party Entertainment serve the wider Naples and Collier county area and travel to Naples Manor, Pelican Bay, Vineyards, Lely Resort, Naples Park, Vanderbilt Beach, Island Walk, Bonita Springs, Marco Island, and Goodland.