This performance is no longer available for sale online. Please call the box office at 407 645-0145 for more information.

The Bikinis

A New Musical Beach Party

January 24 - February 22, 2025

Previews: Jan. 23 at 7:30pm & Jan. 24 at 2:00pm

Created & Written by Ray Roderick & James Hindman / Music Arrangements by Joseph Baker / Additional Music & Lyrics by Joseph Baker & Ray Roderick

Everyone's favorite girl group from the sixties is back together again after 20 years and they're bringing back the sun, fun and all the great songs they sang down on the boardwalk in 1964 at the Jersey Shore Mobile Home Beach Resort!  With a show that promises to get everyone dancing in the aisles, the women relive their heyday and beyond, singing hits like "It's in His Kiss," "Yellow Poka Dot Bikini," "Heat Wave," "Under the Boardwalk," "When Will I Be Loved," "I Will Survive," "It's Raining Men" and more!

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

NO LATE SEATING.


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Spotlight Cabaret Series
featuring Todd Allen Long

LIVE DATES:

January 29 & 30, 2025 @ 7:30pm

Todd Allen Long returns to The Winter Park Playhouse Spotlight Cabaret Series, debuting his lastest original solo cabaret, Onstage & Backstage. Join Todd as he revisits his 20 years at The Playouse in song and story!

Patrons will remember Mr. Long from his many performances at the Playhouse including Dames at Sea, Forever Plaid, The Musical of Musicals, three previous cabarets and many roles in the Florida Festival of New Musical. Todd has also been on staff since 2009. Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly to 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.


This performance is sold out. Please choose another performance.

Spotlight Cabaret Series
featuring Todd Allen Long - VIRTUAL CABARET

VIRTUAL DATES: Feb. 14 - 17, 2025

Todd Allen Long returns to The Winter Park Playhouse Spotlight Cabaret Series, debuting his lastest original solo cabaret, Onstage & Backstage. Join Todd as he revisits his 20 years at The Playouse in song and story!

Patrons will remember Mr. Long from his many performances at the Playhouse including Dames at Sea, Forever Plaid, The Musical of Musicals, three previous cabarets and many roles in the Florida Festival of New Musical. Todd has also been on staff since 2009. Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly to 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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Spotlight Cabaret Series
featuring Rachel Ihasz

LIVE DATES:

February 26 & 27, 2025 @ 7:30pm

Rachel Ihasz debuts at The Winter Park Playhouse Spotlight Cabaret Series with an original solo cabaret. Join Rachel for an exciting evening of story and song.

Patrons will remember Ms. Ihasz from her groovy performance at the Playhouse in 8-Track: The Sounds of the 70's and several performances at the Florida Festival of New Musicals. Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly to 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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Sounds of the World Series: Extraordinary Women & Their Music

Celebrating Women's History Month

LIVE DATE:

Thursday, March 6, 2025 @ 7:30pm

In honor of Women's History Month, The Winter Park Playhouse has teamed up with Barbara Chandler Productions to present Extraordinary Women & Their Music: Celebrating Women's History Month, an evening celebrating women in song featuring songstress Mzuri Aboyo Aimbaye.  This unique one night event will take place in our beautiful lobby bar/cabaret space.

Mzuri Aboyo Aimbaye will delight audiences with an evening of jazz, standards and Broadway as she pays tribute to the women legends of song including Aretha Franklin, Billie Holliday, Ella Fitzgerald, Diana Ross, Whitney Houston and more!  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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Gigolo

The New Cole Porter Revue

March 14 - April 12, 2025

Previews: Mar. 13 at 7:30pm & Mar. 14 at 2:00pm

Music and Lyrics by Cole Porter
Conceived by Paul Gilger

An audience favorite from the Playhouse's 1st Annual Florida Festival of New Musicals!  Inspired by the life of Porfirio Rubirosa, Gigolo uses a collection of iconic Cole Porter songs to tell the tale of a jet-setting, international playboy and his relationships with four beautiful women.  The outstanding score features 25 Cole Porter classics including "You're the Top," "Let's Do It," "Why Can't You Behave," "I've Got You Under My Skin" and more!

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

NO LATE SEATING.


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Spotlight Cabaret Series
featuring Rachel Ihasz - VIRTUAL CABARET

VIRTUAL DATES: March 14 - 17, 2025

Rachel Ihasz debuts at The Winter Park Playhouse Spotlight Cabaret Series with an original solo cabaret. Join Rachel for an exciting evening of story and song.

Patrons will remember Ms. Ihasz from her groovy performance at the Playhouse in 8-Track: The Sounds of the 70's and several performances at the Florida Festival of New Musicals. Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly to 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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Spotlight Cabaret Series
featuring Kevin Kelly - LIVE

LIVE DATES:

March 26 & 27, 2025 @ 7:30pm

Local Treasure Kevin Kelly debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Kevin for a smooth evening of story and song!

Playhouse Patrons will remember Mr. Kelly from his numerous Playhouse cabarets and Mainstage performances including Murder For Two, Ruthless!, The Musical of Musicals and more!  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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Spotlight Cabaret Series
featuring Kevin Kelly - VIRTUAL

VIRTUAL DATES: April 11-14, 2025

Local Treasure Kevin Kelly debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Kevin for a smooth evening of story and song!

Playhouse Patrons will remember Mr. Kelly from hiS numerous Playhouse cabarets and Mainstage performances including Murder For Two, Ruthless!, The Musical of Musicals and more! 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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Spotlight Cabaret Series
featuring Russell Stephens - LIVE

LIVE DATES:

April 23 & 24, 2025 @ 7:30pm

Playhouse veteran Russell Stephens debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Russell for an entertaining evening of story and song!

Playhouse Patrons will remember Mr. Stephens from his Playhouse cabarets and Mainstage performances including Sh-Boom!, Christmas My Way, Crazy for Gershwin and A Swingin' Christmas!  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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Spotlight Cabaret Series
featuring Russell Stephens - VIRTUAL

VIRTUAL DATES: May 9-12, 2025

Playhouse veteran Russell Stephens debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Russell for an entertaining evening of story and song!

Playhouse Patrons will remember Mr. Stephens from his Playhouse cabarets and Mainstage performances including Sh-Boom!, Christmas My Way, Crazy for Gershwin and A Swingin' Christmas! 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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Spotlight Cabaret Series
featuring Desiree Montes - LIVE

LIVE DATES:

April 23 & 24, 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.


Buy tickets

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.


Buy tickets

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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