Series

Another unique entertainment option at The Winter Park Playhouse is our Spotlight Cabaret Series in the beautiful lobby piano bar. Different professional singers are featured in this monthly series and the New York-style cabaret performances are approximately 55 minutes in length with no intermission. Tickets for this very popular offering are $20. Students must be 15 years of age or older to be admitted to our cabaret series.

Tickets for this very popular offering are $20 with a one drink minimum. Advance reservations and early arrival are strongly recommended as seating is limited. Tickets can be purchased online or by visiting or calling the box office at (407) 645-0145.

Kick off the new year with a brand new solo cabaret in The Winter Park Playhouse Spotlight Cabaret Series featuring the exceptional vocals of Ms. Tay Anderson in Tales From A Hopeful Romantic on January 25 and 26, 2023. Playhouse Music Director Mr. Christopher Leavy will accompany on piano.

Tales From A Hopeful Romantic will showcase Ms. Anderson's wide ranging vocal ability and style, mixing great Broadway numbers with '60s pop tunes to weave a story of life's romantic journey. The cabaret will feature songs from Broadway's Guys and Dolls, Kiss Me Kate, Funny Girl and Liza With a Z, along with popular songs from The Supremes, Dusty Springfield, and more!

Tay is a multi-talented performer that has graced The Playhouse stage numerous times, performing in Steppin' Out With Irving Berlin (2022), Crazy For Gershwin (2021), The Andrews Brothers (2020), What A Glorious Feeling (2019) and Life Could Be A Dream (2017) as well as several cabarets and The Florida Festival of New Musicals. She has also worked in a variety of professional theaters all across the region and some of her credits include Bonnie in Bonnie and Clyde the Musical, Missy in The Marvelous Wonderettes, Enid in Legally Blonde the Musical and Ethel in 42nd Street.

General admission tickets for live cabarets are $20 plus a one drink minimum.

The live cabaret will take place in the theatre's lobby bar area. General admission seating is first come first served. Seating is limited and performances sell out quickly, so advance reservations are strongly recommended.

The live cabaret will be filmed and available to enjoy virtually February 10–13. Virtual tickets are $20 and can be purchased by clicking below. The private link and password to view the performance will be sent via email on Friday, February 10th at 5pm.

If you have any questions regarding this purchase, please call our Box Office at 407-645-0145 and we will be happy to assist you.

In Broadway Showstoppers, Larry Alexander, a long-standing Actors' Equity professional, performs many of the most famous "11 o'clock numbers" from well-loved Broadway shows including songs by Kander and Ebb, Stephen Sondheim, Jerry Herman, Comden and Green, Stephen Schwartz, the Gershwins and more!

The live cabaret was filmed and will be available to enjoy virtually January 6–9. Virtual tickets are $20 and can be purchased by clicking below. The private link and password to view the performance will be sent via email on Friday, January 6th at 5pm.

If you have any questions regarding this purchase, please call our Box Office at 407-645-0145 and we will be happy to assist you.