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Dear Jack, Dear Louise show poster

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

About the Theatre

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100 Goodlette-Frank Road South
Naples, FL 34102

Phone: 2392617529

📍
Gulfshore Playhouse
100 Goodlette-Frank Road South, Naples, FL

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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)
See more shows at Gulfshore Playhouse

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