Spotlight Cabaret Series
featuring Desiree Montes - LIVE

LIVE DATES:

May 28 & 29, 2025 @ 7:30pm

Superb vocalist Desiree Montes debuts her latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Desiree for an entertaining evening of story and song!

Playhouse Patrons will remember Ms. Montes from her performances in the Florida Festival of New Musicals.  Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!

This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission. Doors open at 6:30pm for seating.

This production is suitable for all audiences. Age Requirements: Ages 15 & older.


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Route 66

May 9 - 18 & May 29 - June 8, 2025

Previews: May 8 at 7:30pm & May 9 at 2:00pm

Written & Created by Roger Bean / Musical Arrangements by Brian Baker

Jump in the car and enjoy a high-octane musical celebration along the iconic ROUTE 66!  Beginning with the sounds of 1950s Chicago and traveling along the "Main Street of America" to the California coast with surf music of the 1960's, this exciting musical revue features four men singing 34 of the greatest "Rock 'n' Road" hits of the 20th century.  Songs include "Dead Man's Curve," "King of the Road," " Little Old Lady from Pasadena," "Beep Beep," "Little GTO," "Fun, Fun, Fun," and many more.  Get your kicks with this smash coast-to-coast hit musical!

This production is suitable for all audiences. Age Requirements: Ages 15 & older.

NO LATE SEATING.


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Sounds of the World Series: Spirituals, Jazz & Opera 

Honoring Black Music Appreciation History Month

LIVE DATE:

Thursday, June 12, 2025 @ 7:30pm

In honor of Black Music Appreciation Month, The Winter Park Playhouse has teamed up with Barbara Chandler Productions to present Spirituals, Jazz & Opera, an evening celebrating black music featuring Mark Wright-Ahern.  This unique one night event will take place in our beautiful lobby bar/cabaret space.

Mark Wright-Ahern will delight audiences with an evening of Spirituals, Pop, Broadway & Opera as he pays tribute to the legendary black music and musicians.  These popular events sell out quickly so get your tickets today!

The performance is approximately 55 minutes in length with no intermission. Doors open at 6:30pm for general seating.

This production is suitable for all audiences. Age Requirements: Ages 15 & older.


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Spotlight Cabaret Series
featuring Desiree Montes - VIRTUAL

VIRTUAL DATES: June 13-16, 2025

Superb vocalist Desiree Montes debuts her latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Desiree for an entertaining evening of story and song!

Playhouse Patrons will remember Ms. Montes from her performances in the Florida Festival of New Musicals. Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!

This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission.

This production is suitable for all audiences. Age Requirements: Ages 15 & older.


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Florida Festival of New Musicals

Place to Stay

Book & Lyrics by Rinat Tsodyks & Oren Lok / Music by Oren Lok

Thursday, June 19, 2025 at 11:00am

Friday, June 20, 2025 at 3:00pm

Saturday, June 21, 2025 at 7:00pm

This fast-paced musical comedy follows a harmonious couple seeking to rent a residence in the suburbs.  When their quest to find a home entagles them with another couple, everyone gets much more than they bargained for!  As everyone's fears and difficulties with life are exposed, each person gives another insight into what is needed for their life to flourish and move forward.

This production is suitable for Adult Audiences - Strong language.  Audiences must be 15 years and older to attend the Festival.


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Florida Festival of New Musicals

Taking Off!

Book & Lyrics by Sonya Hayden / Music by Matthew Lowy

Thursday, June 19, 2025 at 1:00pm

Friday, June 20, 2025 at 11:00am

Saturday, June 21, 2025 at 5:00pm

A rollicking musical comedy set in the world of airline travel in 1967, when plane travel was glamorous and leg room was infinite.  Follow the journey of Amelia Darehart, who aspires to be a top-notch stewardess, as she stumbles into thwarting a diamond stealing plot, all while serving drinks at 35,000 feet in the air!  Torn between her career ambitions and an attraction to a jewel thief, Amelia finally discovers her true calling.  Highflying fun for all!

This production is suitable for General Audiences.  Audiences must be 15 years and older to attend the Festival.


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Florida Festival of New Musicals

Finding Our Way Back

Book & Lyrics by Koryn Orcutt / Music by Michael Nutting & Koryn Orcutt

Thursday, June 19, 2025 at 3:00pm

Friday, June 20, 2025 at 7:00pm

Sunday, June 22, 2025 at 11:00am

Small town life becomes stifling and next to impossible for sisters Zoey and Paige.  Summer break from school finally arrives and puts the sisters on a journey to Seattle to see their mother.  What begins as a summer of broken relationships, identity crisis and close-kept secrets turns into a life changing time of self-discovery, forgiveness and healing.

This production is suitable for General Audiences.  Audiences must be 15 years and older to attend the Festival.


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Florida Festival of New Musicals

Spirit of the Game: The Ultimate Musical

Music, Book, & Lyrics by Philip Vlahakis

Thursday, June 19, 2025 at 5:00pm

Friday, June 20, 2025 at 1:00pm

Saturday, June 21, 2025 at 3:00pm

Redemption is the name of the game as Johnny Diskakis, a disgraced former football star, gets a second shot at glory.  Forced to move back to his native village on the Island of Crete, Johnny plots a return to U.S. football when fate jumps in and he joins the Greek national mixed-gender ultimate frisbee team.  This musical features a pop-rock score infused with traditional Greek music and a Greek Chorus.

This production is suitable for General Audiences - Light innuendo.  Audiences must be 15 years and older to attend the Festival.


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Florida Festival of New Musicals

Ink & Paint

Book, Lyrics & Music by Danielle E. Moore

Thursday, June 19, 2025 at 7:00pm

Saturday, June 21, 2025 at 11:00am

Sunday, June 22, 2025 at 1:00pm

This captivating musical tells the story of the first all-women Disney animation unit for the film Fantasia.  When accepting the Disney Legend Award, the women are sparked to speak the truth about their history.  This vivid retelling highlights all of the struggles, amid the backdrop of WW II, that test the women's skills, loyalties and friendships.

This production is suitable for Adult Audiences - Mature themes.  Audiences must be 15 years and older to attend the Festival.


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Florida Festival of New Musicals

Speakerheart

Music & Lyrics by Adam Elk / Book & Additional Lyrics by Charlie Hitchcock & Sierra Hitchcock / Additional Music by Michael Holt / Arrangements by Eli Schildkraut

Friday, June 20, 2025 at 5:00pm

Saturday, June 21, 2025 at 1:00pm

Sunday, June 22, 2025 at 3:00pm

This electrifying musical explores what it means to be human in an increasingly technological world.  Set against a backdrop of pulsating rock anthems and heartfelt ballads, Speakerheart explores themes of love, self-discovery and the price of ambition.

This production is suitable for General Audiences - Mild language.  Audiences must be 15 years and older to attend the Festival.


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Information

Ticket Pricing

Mainstage Productions
$20 - $46

Spotlight Cabarets
$20 (plus a one-drink minimum)

Florida Festival of New Musicals
$10 per show
$50 Festival Fun Pass (6 shows for the price of 5)
(Select 1 performance for each new musical and automatically received the Festival Fun Pass price)

Special Events

Prices vary.

Please see individual performances for specific pricing information. 

ALL SALES ARE FINAL.

NO REFUNDS OR EXCHANGES.

NO LATE SEATING.


PLEASE NOTE: There will be a $2 per ticket convenience fee to purchase online.

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