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415 Holiday Party Entertainers serving Westchase, FL

Featured

Santa Skip

5.0 (61)
Top Performer
146 Verified bookings

  • Tampa, FL
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Westchase
  • Contact for pricing

Jennifer M. said “Skip is just the nicest guy, was super prompt, great with the kids and parents and we couldn't have been happier on our end. Would totally hire again.”
Featured

Mr. Castle's Magic

5.0 (24)
Top Performer
25 Verified bookings

  • Tampa, FL
  • Magician / Holiday Party Entertainment
  • 12 miles from Westchase
  • Contact for pricing

Ryan O. said “Performed for bachelorette party and fun was had by all”
Featured

Santa Ken K

5.0 (9)
Top Performer
14 Verified bookings

  • Tampa, FL
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Westchase
  • Starts at $150

Dustin L. said “We hired Santa Ken for a Cookies with Santa event at our restaurant and he was great! We had a very large crowd and he was able to maintain good connection with everyone and really keep the mood up....”
Featured

D'Amico Entertaintainment

5.0 (88)
Top Performer
45 Verified bookings

  • Tampa, FL
  • Jazz Band / Holiday Party Entertainment
  • 12 miles from Westchase
  • Contact for pricing

John B. said “Excellent communication throughout the process. Violinist was excellent and performed all the requested songs perfectly. This was absolutely worth every penny.”
Featured

Music Studio Carl

5.0 (1)
Top Performer
2 Verified bookings

  • Tampa, FL
  • Pianist / Holiday Party Entertainment
  • 12 miles from Westchase
  • $100 – $300 per event

Jane G. said “Carl's show was great-Lights, full PA system,full band sound. Crowd enjoyed sing along. Easy booking process and easy to work with. Showed up on time.”
Featured

Laurence Francis - The Mind Magician

4.98 (69)
Top Performer
90 Verified bookings

  • Tampa, FL
  • Magician / Holiday Party Entertainment
  • 12 miles from Westchase
  • Contact for pricing

Eric G. said “Joined a small college friend get together and blew everyone away with the magic and entertainment. Highly recommend! Was also able to book (luckily) on short notice. Very accommodating! ”
Featured

Al Nye the Magic Guy

4.92 (109)
Top Performer
227 Verified bookings

  • Seminole, FL
  • Magician / Holiday Party Entertainment
  • 18 miles from Westchase
  • $100 – $500 per event

Octavia S. said “Al did an amazing job! He was so personable and my guests loved how funny he was. All of his tricks tied nicely with interesting anecdotes and stories. I really got to know him and I was thoroughly...”
Featured

Harrison Jazz Ensemble

4.72 (32)
62 Verified bookings

  • Tampa, FL
  • Jazz Band / Holiday Party Entertainment
  • 12 miles from Westchase
  • $1,000 – $2,500 per event

Aimee L. said “We loved the entire experience with the band - good communication, showed up on time and delivered on the music! We needed a Jazz Band who could play Hava Nagila, play Jazz of course and some higher...”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Tampa, FL
  • Christmas Carolers / Holiday Party Entertainment
  • 12 miles from Westchase
  • Contact for pricing

Richard V. said “The group was fantastic! We thoroughly enjoyed their caroling and would highly use and recommend them again!”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Tampa, FL
  • Magician / Holiday Party Entertainment
  • 12 miles from Westchase
  • Contact for pricing

Graham W. said “Mike was a great entertainer and showman who greatly elevated our event!”
Featured

Louis Pettinelli Entertainment

4.92 (70)
249 Verified bookings

  • Tampa, FL
  • Jazz Band / Holiday Party Entertainment
  • 12 miles from Westchase
  • Starts at $300

Alayna B. said “We hired Louis Pettinelli Entertainment for a trio including a violin, piano, and cello for our wedding reception and they did such an amazing job! They really made the evening so special. They played...”
Featured

Buzzed and beyond

5.0 (5)
4 Verified bookings

  • Gibsonton, FL
  • Bartender / Holiday Party Entertainment
  • 19 miles from Westchase
  • $280 per event

Eagle S. said “We hired her to bartend an event for Eagle Stones and had a great experience. She was very attentive, professional, and friendly throughout the entire event. Our guests loved her service and...”
Featured

Festive Florida Singers

5.0 (14)
32 Verified bookings

  • St Petersburg, FL
  • Christmas Carolers / Holiday Party Entertainment
  • 19 miles from Westchase
  • Starts at $250

Fred G. said “We really enjoyed the performance. Excellent singing, costumes and engagement with our group. We would hire this trio again with no hesitation!!!”
Featured

Book Santa Claus Deane

5.0 (2)
15 Verified bookings

  • Zephyrhills, FL
  • Santa Claus / Holiday Party Entertainment
  • 29 miles from Westchase
  • Contact for pricing

Drew M. said “Santa Claus Deane Was Fantastic! He was engaged and entertain the group throughout the entire experience. We highly recommend him to anyone and look forward to having him here in the future! ”
Featured

The Sunshine Santa

5.0 (16)
10 Verified bookings

  • Palmetto, FL
  • Holiday Entertainment / Holiday Party Entertainment
  • 36 miles from Westchase
  • Starts at $150

Adrian G. said “you guys did such a wonderful job with all the children and interacting with all the guest, can't thank you enough and cannot wait till next year!”
Featured

The House Cats

5.0 (1)

  • Hudson, FL
  • Jazz Band / Holiday Party Entertainment
  • 22 miles from Westchase
  • Starts at $750

Ashley B. said “We asked the house cats to provide entertainment for our wedding- what they provided was so much more!!! They are incredibly talented, a delight to work with, professional, and oh so kind. To this day...”

New Orleans Renaissance

4.99 (59)
130 Verified bookings

  • Tampa, FL
  • Jazz Band / Holiday Party Entertainment
  • 12 miles from Westchase
  • $300 – $1,600 per event

Jerry D. said “They were dedicated and great”

Rod Keiser

4.92 (16)
35 Verified bookings

  • Largo, FL
  • Pianist / Holiday Party Entertainment
  • 14 miles from Westchase
  • Starts at $150

Amy L. said “Rod provided us with exactly what we wanted, beautiful piano playing. Thanks, Rod!”

Queen Bar

5.0 (3)
1 Verified booking

  • Wesley Chapel, FL
  • Bartender / Holiday Party Entertainment
  • 20 miles from Westchase
  • $150 – $1,000 per event

Annie W. said “Sandra was incredibly friendly and knew her stuff inside and out. The espresso martinis were solid, and the old-fashion I usually isn’t my thing came out better than I expected the best I’ve ever...”

Santa Tom West Florida

2 Verified bookings

  • Bradenton, FL
  • Santa Claus / Holiday Party Entertainment
  • 38 miles from Westchase
  • Contact for pricing

Santa Tom brings authentic Christmas magic to home visits, community celebrations, corporate events, restaurants, retail locations, and professional photo...

  • Dunedin, FL
  • Pianist / Holiday Party Entertainment
  • 10 miles from Westchase
  • $150 per hour

I'm a pianist in Dunedin, FL, playing events across Tampa Bay. Weddings: elegant classical and romantic favorites for the ceremony and cocktail hour....

Santa Shack

New member

  • Wesley Chapel, FL
  • Santa Claus / Holiday Party Entertainment
  • 20 miles from Westchase
  • $110 – $3,500 per event

I get to wear the red suit, but my real joy is pointing hearts to hope. I’m a husband, dad, elder, and encourager who believes joy is contagious, grace is...

Pamela Dio Music

5.0 (5)
Top Performer
7 Verified bookings

  • Odessa, FL
  • Pianist / Holiday Party Entertainment
  • 10 miles from Westchase
  • Starts at $300

Hannah D. said “We hired Pamela to do the ceremony music for our wedding and she did an amazing job. She showed up early and played absolutely beautifully and incorporated songs that we had requested. Her timing...”

Sweet Caroline Entertainment: Piano, Flute

5.0 (19)
Top Performer
31 Verified bookings

  • Tampa, FL
  • Pianist / Holiday Party Entertainment
  • 12 miles from Westchase
  • $125 – $800 per event

Paul T. said “Look no further … Caroline is the pianist that you are looking for! From the moment I booked my event for 20 people she was available to guide me and make our event magical. Her communication during...”

Salt N Lime Mobile Bartending

5.0 (6)
Top Performer
10 Verified bookings

  • Tampa, FL
  • Bartender / Holiday Party Entertainment
  • 12 miles from Westchase
  • $275 – $1,000 per event

Diane S. said “The crew did their job so well. Set up and clean up perfect. Many of my guests commented on the fabulous service. ”

Santa Paul

5.0 (28)
Top Performer
50 Verified bookings

  • Lutz, FL
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Westchase
  • Starts at $125

Shannon S. said “Santa Paul was amazing! The kids were all so excited when they saw him come in. Everything was so realistic! His boots, his suit, Santa Gloves. He is very kind and reliable also. Highly recommend you...”

Santa Jay

5.0 (12)
Top Performer
31 Verified bookings

  • New Port Richey, FL
  • Santa Claus / Holiday Party Entertainment
  • 15 miles from Westchase
  • Contact for pricing

Dylan B. said “Santa Jay was exceptional, our holiday party was made perfect by Santa Jays presence.”

Santa Bone

5.0 (21)
Top Performer
32 Verified bookings

  • St Petersburg, FL
  • Santa Claus / Holiday Party Entertainment
  • 19 miles from Westchase
  • $225 – $1,500 per event

Megan M. said “Santa Bone was fantastic. Arrived on time, ready to go. He was great with the kids but also funny and interactive with the adults. He was patient with taking pictures with all of the kids and read a...”

Mixd Haus

5.0 (10)
Top Performer
13 Verified bookings

  • St Petersburg, FL
  • Bartender / Holiday Party Entertainment
  • 19 miles from Westchase
  • Contact for pricing

Tracey J. said “Would definitely have Asha back to bartend at our parties. Very professional, polite, makes great cocktails! Everyone loved her!”

J9 2 Go

5.0 (4)
Top Performer
7 Verified bookings

  • Parrish, FL
  • Bartender / Holiday Party Entertainment
  • 34 miles from Westchase
  • Starts at $150

Peter E. said “Jeanine did an excellent job. She is courteous, personable and can handle a crowd. I can highly recommend her.”

Santa John of Hernando County

5.0 (43)
Top Performer
86 Verified bookings

  • Brooksville, FL
  • Santa Claus / Holiday Party Entertainment
  • 38 miles from Westchase
  • $100 – $150 per hour

Renee S. said “We loved Santa John! He was attentive and adapted to what we needed. We wish we could book him again for our next Santa Brunch!”

A'Cappella Bay Show Chorus

1 Verified booking

  • Safety Harbor, FL
  • Choir / Holiday Party Entertainment
  • 6 miles from Westchase
  • Starts at $400

We are a versatile and energetic acapella women's barbershop chorus, singing holiday, patriotic and barbershop style tunes! Perfect for corporate or private...

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

These Holiday Party Entertainment serve the wider Westchase and Hillsborough county area and travel to Oldsmar, Safety Harbor, Northdale, Carrollwood, Lake Magdalene, Cheval, Palm Harbor, Odessa, Dunedin, Seminole Heights, Ozona, Trinity, Crystal Beach, Tarpon Springs, Tampa, Lutz, South Highpoint, Holiday, Clearwater, Elfers, Temple Terrace, Belleair, Clearwater Beach, Largo, Land O Lakes, New Port Richey, Pinellas Park, New Port Richey East, New Tampa, and River Ridge.