Ken Ludwig's Dear Jack, Dear Louise By Ken Ludwig | Directed by Risa Brainin Previews: March 24 & 25, 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.
Opening Night: Thursday, March 26, 2026
Final Performance: Sunday, April 26, 2026
SUBMIT UPDATES
Gulfshore Playhouse Frequently Asked Questions FAQ
The Mousetrap (1/11/26-2/15/26)
Circle Forward - World Premiere (1/27/26-3/1/26)
The Importance of Being Earnest (3/1/26-4/4/26)
Beautiful: The Carole King Musical (4/26/26-5/31/26)
Gulfshore Playhouse is at 100 Goodlette-Frank Road South, Naples, FL.
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.
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Barefoot in the Park (3/23/23-4/16/23)
Lerner & Loewe's Camelot (2/9/23-3/12/23)
Mud Row (1/5/23-1/29/23)
Steel Magnolias (11/10/22-12/4/22)
26 Miles (10/13/22-10/30/22)
The Invisible Hand (3/26/22-4/16/22)
The 39 Steps (2/12/22-3/13/22)
Videos
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Denise Fennell’s The Bride: Or Does This Dress Make Me Look Married?
Florida Repertory Theatre (4/7 - 5/10) | |
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Comedian Anthony Rodia Live In Naples, Florida!
Off The Hook Comedy Club (12/26 - 12/30) | |
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Beautiful: The Carole King Musical
Gulfshore Playhouse (4/26 - 5/31) | |
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Les Miserables
Philharmonic Center for the Arts [Hayes Hall] (12/30 - 1/4) | |
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White Christmas
Gulfshore Playhouse (11/11 - 12/21) | |
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The Trial of Ebenezer Scrooge
Florida Repertory Theatre (12/2 - 12/21) | |
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The Importance of Being Earnest
Gulfshore Playhouse (3/1 - 4/4) | |
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