GigSalad – Entertainment Marketplace Menu
Search
Favorites Sign Up Log In

Your list is empty.

Save musicians, entertainers, speakers, and services, and they’ll appear here.

Free Quick Quote
GigSalad – Entertainment Marketplace Menu
Search Favorites
  • Sign UpSign up
  • Log InLog In
  • Musical Acts
  • Speakers
  • Entertainers
  • Other Services
  • Home
  • How It Works
  • About Us
  • Blog
  • Party Ideas
  • Help Center
Quick Quote
1920s Era Entertainment Portrait Image

The 10 Best 1920s Era Entertainers for Hire in Leesburg, FL

Tell us more about your event.

Receive FREE no-obligation quotes.

0%

Just a couple more things…

We need some additional information to ensure we find the perfect vendor for your event!

  • Book Musicians
  • Bands & Groups
  • 1920s Era Entertainment
73 1920s Era Entertainers serving Leesburg, FL
filter date
Vendors available on
Any date

How it works (it’s simple!)

Browse vendors

1. Browse 1920s Era Entertainers in Leesburg and contact your favorites

Communicate

2. Communicate with the 1920s Era Entertainment you select to work out the details of your event

Book!

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

1920s Era Entertainment Pricing

Pricing

Using data from quotes sent through GigSalad, we’ve gathered average pricing for hiring 1920s Era Entertainment in your region.

Our Worry-Free Guarantee

Worry-Free Guarantee

Booking a Leesburg 1920s Era 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

What Leesburg Users Say

5-star review

“All I can say is WOW! I would give them 6 stars if I could.” – Kari W., reviewing LEESBURG 1920s Era Entertainer Z Street Speakeasy Band, Gatsby Band, 1920s, 1940s, to Current Hits. More reviews

The Vocalitas - 1950s Era Entertainment / 1920s Era Entertainment in Orlando, Florida Featured vendor banner

This vendor provides virtual services Offers Virtual Services

The Vocalitas - 1950s Era Entertainment / 1920s Era Entertainment in Orlando, Florida

The Vocalitas

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (11)
Top Performer badge
  • Map pin icon Orlando, FL
  • Vendor category icon 1950s Era Entertainment / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 11 Verified Bookings

Shauna F. said “These ladies are truly talented and a joy to have! They made my mom's evening so incredibly special by shining their light! I highly recommend them for…”

Fast Free Quote
Elite Tarot - Tarot Reader / 1920s Era Entertainment in Orlando, Florida Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Elite Tarot - Tarot Reader / 1920s Era Entertainment in Orlando, Florida

Elite Tarot

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
4.99 (13)
Top Performer badge
  • Map pin icon Orlando, FL
  • Vendor category icon Tarot Reader / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 42 Verified Bookings

Jennifer M. said “The hit of our party. She was amazing! Kind, encouraging and very professional. The line was out the door to see her. My guests were so happy! I would…”

Fast Free Quote
Brown Bag Brass Band - Brass Band / 1920s Era Entertainment in Orlando, Florida Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Brown Bag Brass Band - Brass Band / 1920s Era Entertainment in Orlando, Florida

Brown Bag Brass Band

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (4)
  • Map pin icon Orlando, FL
  • Vendor category icon Brass Band / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 7 Verified Bookings

Rosie C. said “This band was recently hired for my wedding and was amazing! My guests could not stop raving about them. They were very professional and showed up before…”

Fast Free Quote
Z Street Speakeasy Band, Gatsby Band, 1920s, 1940s, to Current Hits - Jazz Band / 1920s Era Entertainment in Orlando, Florida Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Z Street Speakeasy Band, Gatsby Band, 1920s, 1940s, to Current Hits - Jazz Band / 1920s Era Entertainment in Orlando, Florida

Z Street Speakeasy Band, Gatsby Band, 1920s, 1940s, to Current Hits

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (5)
  • Map pin icon Orlando, FL
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 7 Verified Bookings

Kari W. said “I hired the Z Street Speakeasy Band for a last-minute Gatsby themed cocktail party. All I can say is WOW! I would give them 6 stars if I could. They were…”

Fast Free Quote
The Gatsby Gang Jazz Band - Jazz Band / 1920s Era Entertainment in Orlando, Florida Featured vendor banner
The Gatsby Gang Jazz Band - Jazz Band / 1920s Era Entertainment in Orlando, Florida

The Gatsby Gang Jazz Band

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (3)
  • Map pin icon Orlando, FL
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 8 Verified Bookings

Ayodeji B. said “Great evening”

Fast Free Quote
Background Jazz Band - Jazz Band / 1920s Era Entertainment in Orlando, Florida Featured vendor banner
Background Jazz Band - Jazz Band / 1920s Era Entertainment in Orlando, Florida

Background Jazz Band

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (6)
  • Map pin icon Orlando, FL
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 19 Verified Bookings

Court K. said “Great band, highly recommend”

Fast Free Quote
Show Band on Wheels, Theme band with antique car - Jazz Band / 1920s Era Entertainment in Orlando, Florida Featured vendor banner
Show Band on Wheels, Theme band with antique car - Jazz Band / 1920s Era Entertainment in Orlando, Florida

Show Band on Wheels, Theme band with antique car

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (4)
  • Map pin icon Orlando, FL
  • Vendor category icon Jazz Band / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 3 Verified Bookings

Nicole K. said “We contracted to do a 88th birthday for my dad. This group was amazing - they worked very hard with me to coordinate and be flexible around the weather.…”

Fast Free Quote
The American Sirens - Singing Group / 1920s Era Entertainment in Orlando, Florida Featured vendor banner
The American Sirens - Singing Group / 1920s Era Entertainment in Orlando, Florida

The American Sirens

Rating star emptyRating star emptyRating star emptyRating star emptyRating star empty
0 (0)
  • Map pin icon Orlando, FL
  • Vendor category icon Singing Group / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg

The American Sirens Vocal Trio delivers a luxury boutique concert experience; a dazzling female fronted vintage cabaret that transports you to the golden age of…

Fast Free Quote
Lyn Sky Entertainment - Stilt Walker / 1920s Era Entertainment in Orlando, Florida
Lyn Sky Entertainment - Stilt Walker / 1920s Era Entertainment in Orlando, Florida

Lyn Sky Entertainment

Rating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with goldRating star filled in with gold
5.0 (4)
Top Performer badge
  • Map pin icon Orlando, FL
  • Vendor category icon Stilt Walker / 1920s Era Entertainment
  • Travel distance icon 36 miles from Leesburg
  • Check mark icon 9 Verified Bookings

Shannon S. said “The stilt walkers were amazing! They interacted with the crowd and were so pleasant to work with!”

Fast Free Quote
Show More 1920s Era Entertainers Near You

You might also like:

Big Bands Brass Bands Charlie Chaplin Impersonators Dixieland Bands Jazz Bands Party Bands Ragtime Bands Swing Bands 1930s Era Entertainment 1940s Era Entertainment

Quick facts
1920s Era Entertainment in Leesburg, FL

Blue line drawing icon of a paper airplane
1,247 quotes sent

In the past year, 1920s Era Entertainers have sent 1,247 quotes to event planners

Blue line drawing icon of a magnifying glass
117th most popular

1920s Era Entertainers rank #117 in popularity out of 545 categories on GigSalad

Blue line drawing icon of star
5 out of 5 stars

541 1920s Era Entertainer reviews on GigSalad with an average rating of 5 stars

Blue line drawing icon of a clock
2.6 days on average to book

From request to booking, it takes 2.6 days (on average) to hire 1920s Era Entertainer

Blue line drawing icon of a trophy
Florida ranks #2

for 1920s Era Entertainer requests in the United States

You are viewing
1920s Era Entertainment in Leesburg, FL


For black-tie affairs, large corporate events, high-class dinner parties, holiday parties, birthday parties, anniversary parties, supper clubs, or other occasions, bands playing 1920s Musical Entertainment and period music from the roaring twenties can be an excellent entertainment choice. Popular entertainers from this fun-filled decade include Josephine Baker, Al Jolson, George Gershwin, Vaudeville Performers and Harlem Jazz musicians (to name a few). Related searches include Big Bands, Swing Bands, Jazz Bands, Jazz Singers. Start your search by selecting your city above.

Some things to consider when hiring 1920s entertainment is to make sure you listen to audio and watch video clips of the performer/group. This will ensure that you truly do book the best for your next event! Next, you want to get references. Talk to people in the area about the performer and get feedback. Finally, get a contract. Many professional performers require a deposit to secure them at your next event. Make sure to read through the contract carefully before contracting their services for your party. Search for 1920s Era Entertainment in Leesburg, Florida above.

Please note that these 1920s Era Entertainment may also travel to Fruitland Park, Okahumpka, Yalaha, Lady Lake, Howey In The Hills, Tavares, Grand Island, Wildwood, The Villages, Astatula, Coleman, Sumterville, Weirsdale, Oxford, Center Hill, Mount Dora, Eastlake Weir, Umatilla, Tangerine, Lake Panasoffkee, Mascotte, Summerfield, Ocklawaha, Ferndale, Bushnell, Altoona, Groveland, Webster, Zellwood, and Minneola.

Find 1920s Era Entertainment in nearby cities

Eustis Apopka Ocoee Ocala Pine Hills Altamonte Springs
GigSalad – Entertainment Marketplace
  • Company
  • About Us
  • Blog
  • Partners
  • Event Planners
  • How It Works
  • Party Ideas
  • Quick Quote
  • Vendors
  • Sign Up
  • Pricing
  • Testimonials
  • Support
  • Help Center
  • Contact Us
  • Privacy Policy
  • Terms
  • Log In

© GigSalad 2022 ❤ Peace, Love & Gigs ®

Privacy Terms