THEMED RECEPTIONS • COMPANY CELEBRATIONS • SPECIAL EVENTS
Roaring Twenties Entertainment Packages In Southwest Florida
Old-School Glamour. Close-Up Wonder. A Party With Personality.
Give your Gatsby-inspired celebration a welcome worth photographing and entertainment guests discover together. Elegant stilt greetings, a strolling magician, and personal caricatures bring the reception to life, with gentleman juggling and a second greeter in the larger packages.
Up To 3 Hours • Three Tiers • Packages From $2,995
Custom entertainment plans for Naples, Fort Myers, Cape Coral, Bonita Springs, Estero, Marco Island, and Southwest Florida.

A gentleman performer adds theatrical charm to a Roaring Twenties celebration.

Make An Entrance
A stilt-walker greeter sets the mood for your Roaring Twenties celebration. We choose from available elegant wardrobe and plan a photo-friendly arrival area.
Let The Magic Mingle
A close-up magician moves between small groups with interactive magic that fits cocktail hour. The larger tiers add a gentleman-style juggler for more visual variety.
Take Home A Little Personality
A seated caricature artist turns a short guest interaction into a souvenir. We plan a well-lit station and discuss drawing capacity before you book.
Every tier covers the same event window. Upgrade for more performers and more places for guests to discover the entertainment.
The Speakeasy Welcome
An elegant entrance, an easy conversation starter, and a keepsake.
The Jazz Age Social
A fourth performer adds visual entertainment between conversations.
The Grand Gatsby Reception
Two greeters create a fuller arrival experience, with three attractions inside.
Your Package Includes These prices cover the listed entertainment, standard available wardrobe, planning, setup, breakdown, and travel within Southwest Florida. Final availability and the agreed scope are confirmed before booking. Bespoke costumes, extra time, and additional production are quoted separately.
Up to three hours means a coordinated event window. Performers appear in scheduled sets with breaks; no artist is promised to perform continuously for three hours.
Sample Entertainment Schedule: each stilt walker has three 25–30-minute appearances, including the arrival welcome. The strolling magician has three 45-minute sets, timed around your main program. Where included, the strolling juggler has three 25-minute sets. The caricature station is available within the three-hour window with a planned artist break; drawing style and attendance determine capacity. Your booking proposal confirms the appearance schedule and breaks.
Your band or DJ can carry the soundtrack while our performers bring the interaction. We coordinate around dinner, awards, and announcements. These packages cover entertainment and available themed wardrobe; a jazz band, casino tables, decor, flapper dancers, and bespoke costumes are not included.
Need more time or a different combination? We can tailor the lineup and appearance schedule to your event. Share your attendance and floor plan so we can plan guest flow and realistic coverage.
1. Set The Scene
During the first 30 minutes, stilt greetings welcome arrivals while the magician starts mingling. We place the other attractions around your room.
2. Let Guests Discover
Across the reception, performers rotate through planned sets and breaks. We avoid speeches and dinner service, and coordinate different zones in the larger tiers.
3. Finish Around Your Program
Final appearances and photo opportunities follow your running order. Setup happens before the booked window; breakdown follows venue access arrangements.
Have a different holiday, a unique theme, or an idea that combines several experiences? Tell us what you envision. We will explore a performer plan and available styling around your event, audience, and budget.
Call (239) 985-5540 or email info@swflcircus.com.
Share your date, venue, guest count, and favorite ideas. We will confirm availability and recommend the next steps.



