Dear Jack, Dear Louise at Gulfshore Playhouse
Dates: 3/24/2026 - 4/26/2026
📍 Theatre: Gulfshore Playhouse
100 Goodlette-Frank Road South
Naples, FL 34102
Phone: 2392617529
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Ken Ludwig's Dear Jack, Dear Louise
By Ken Ludwig | Directed by Risa Brainin
Previews: March 24 & 25, 2026
Opening Night: Thursday, March 26, 2026
Final Performance: Sunday, April 26, 2026
A heartwarming romance between two perfect strangers.
Two strangers, a military doctor and an aspiring actress, meet by letter during World War II. They hope to be together someday, but the war rages on and keeps them apart for years. Can a relationship built on letters alone survive the forces trying to wrench them apart? Tony Award-winning playwright Ken Ludwig’s play about his parents’ courtship is a joyous, comedic, and heartwarming love story for the ages.
Cast and Creative Team for Dear Jack, Dear Louise at Gulfshore Playhouse
Cast
Oriana Lada
Louise
Pete Winfrey
Jack
News About Dear Jack, Dear Louise at Gulfshore Playhouse
Cast and Creative Team Set For Ken Ludwig’s DEAR JACK, DEAR LOUISE at Gulfshore Playhouse
March 16, 2026 The cast and creative team have ben announced for Ken Ludwig's Dear Jack, Dear Louise, a heartwarming World War II love story written by Tony Award-winning playwright Ken Ludwig.
CIRCLE FORWARD World Premiere and More Set for Gulfshore Playhouse 25-26 Season
February 24, 2025 Gulfshore Playhouse has revealed the complete 2025-2026 season. Performances begin October 21, 2025. See full programming and learn how to purchase tickets.
Cast Set for NOISES OFF at Gulfshore Playhouse- Now Extended
January 27, 2025 The cast and creative team of Noises Off, written by Tony Award winner Michael Frayn, at Gulfshore Playhouse has been revealed. See who is starring and learn more about the production.About the Theatre
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Gulfshore Playhouse Frequently Asked QuestionsFAQ
What shows are coming up next at Gulfshore Playhouse?
Guys & Dolls (03/03/27-04/11/27)
Where is Gulfshore Playhouse located?
Gulfshore Playhouse is at 100 Goodlette-Frank Road South, Naples, FL.
What is the history of Gulfshore Playhouse ?
Gulfshore Playhouse is creating transformative theatrical experiences through its professional mainstage season and educational programming for over 30,000 residents and visitors every year. Since its founding in 2004, Gulfshore Playhouse has established itself as a preeminent, nationally-recognized regional theatre in Southwest Florida. In the coming years, Gulfshore Playhouse will enter its exciting next stage as it moves into the Baker Theatre and Education Center, a state-of-the-art facility currently in construction on the corner of 1st Avenue S and Goodlette-Frank Rd.
What shows have played recently at Gulfshore Playhouse?
Beautiful: The Carole King Musical (04/26/26-05/31/26)
The Importance of Being Earnest (03/01/26-04/04/26)
Fundraiser (02/01/26-02/01/26)
Circle Forward (01/31/26-02/01/26)
The Frozen Ones (01/31/26-01/31/26)
Every Anne Frank (01/31/26-01/31/26)
Circle Forward - World Premiere (01/27/26-03/01/26)
The Mousetrap (01/11/26-02/15/26)
White Christmas (11/11/25-12/21/25)
The Importance of Being Earnest (03/01/26-04/04/26)
Fundraiser (02/01/26-02/01/26)
Circle Forward (01/31/26-02/01/26)
The Frozen Ones (01/31/26-01/31/26)
Every Anne Frank (01/31/26-01/31/26)
Circle Forward - World Premiere (01/27/26-03/01/26)
The Mousetrap (01/11/26-02/15/26)
White Christmas (11/11/25-12/21/25)
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