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Waterfront Playhouse

Certificate of Excellence
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Address: 312 Wall St., Mallory Square, Key West, FL 33040
Phone Number: 305 294-5015
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Named "The Best Professional Theater in Florida" (Florida Monthly...

Named "The Best Professional Theater in Florida" (Florida Monthly Magazine), The Waterfront Playhouse is a not-for-profit, professional theater located on historic Mallory Square in Old Town Key West that attracts locals and tourists alike with a wide range of comedies, dramas, musicals, concerts, and world premieres. Recent hit productions at the Playhouse include "The Drowsy Chaperone," "The 39 Steps," "August: Osage County," Dirty Rotten Scoundrels," "Glengarry Glen Ross," "Lend Me a Tenor," "Doubt," "Twelve Angry Men," "The Full Monty," "Reefer Madness," "Urinetown," "Equus" and the world premiere of Hy Conrad's "Home Exchange." Join us for an exciting evening of theater in Paradise. When the sun sets, the curtain rises at The Waterfront Playhouse.

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TripAdvisor Reviewer Highlights

Read all 194 reviews
Visitor rating
  • 162
  • 23
    Very good
  • 5
  • 2
  • 2
Saw the performance of Casa Valentina

What a wonderful, small theater in Key West. This was my first time and loved it. Small theater where any seat in the house is a good one. The actors were excellent and the... read more

5 of 5 starsReviewed 3 weeks ago
Nancy O
Kalamazoo, Michigan
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194 Reviews from our TripAdvisor Community

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Kalamazoo, Michigan
Level Contributor
408 reviews
121 attraction reviews
common_n_attraction_reviews_1bd8 89 helpful votes
5 of 5 stars Reviewed 3 weeks ago

What a wonderful, small theater in Key West. This was my first time and loved it. Small theater where any seat in the house is a good one. The actors were excellent and the play was well done and very thought provoking. I will go back to two other performances while I am here as I was very impressed with... More 

Thank Nancy O
1 review
5 of 5 stars Reviewed 4 weeks ago via mobile

Went to see casa Valentina tonight and it was fabulous. Not only was the story line very powerful but the acting was also. If you have time this show is a must see.

Thank Tina L
Breckenridge, Colorado
Level Contributor
55 reviews
19 attraction reviews
common_n_attraction_reviews_1bd8 18 helpful votes
5 of 5 stars Reviewed December 30, 2015 via mobile

After seven visits to Key West we finally attended a play at this playhouse. I'm so sorry we waited so long. The play made the evening very special. The acting was wonderful and very professional.

Thank LauraB09
Key West, FL
Level Contributor
111 reviews
22 attraction reviews
common_n_attraction_reviews_1bd8 27 helpful votes
4 of 5 stars Reviewed October 15, 2015

A small and intimate theater. It shows an eclectic range of programming and often gives an opportunity to local and radical shows. Well worth a visit, but it's not for the faint of heart some of the time.

Thank atayqed
Scranton PA
Level Contributor
89 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 30 helpful votes
5 of 5 stars Reviewed June 30, 2015

Looking for something to do besides drink in Key West? Playhouse was entertaining and gave our body a break.

Thank LoBoexp
Northern Virginia
Level Contributor
67 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 44 helpful votes
5 of 5 stars Reviewed June 23, 2015

For a lark, we bought tickets to see Spamalot at this local theater. We were dubious (especially since two of the four of us were not musical lovers). But we all had a great time and left with big smiles. It was a well-done, professional performance and it was fun to see the audience cheering for many of their friends... More 

Thank vatravelingbug
Lexington, Massachusetts
Level Contributor
33 reviews
17 attraction reviews
common_n_attraction_reviews_1bd8 15 helpful votes
5 of 5 stars Reviewed May 11, 2015

Saw " Me and Jezebel" on opening night. Very entertaining. This playhouse is a gem, and the support for it is apparent. The actors were every bit as good as one might expect on Broadway.

1 Thank tripdjd
Level Contributor
27 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 23 helpful votes
5 of 5 stars Reviewed April 3, 2015

Spamelot - went with another couple not so well versed in Monty Python and that was just icing on the cake. Great performances most noteable, while all of the cast were excellent in their various roles (David Black - the divergence to Oz was hysterical) I howled at Brain Hall as Herbert and Laurie Breakwell as the Lady of the... More 

Thank TravelerVA2008
Long Island, New York
Level Contributor
28 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 22 helpful votes
5 of 5 stars Reviewed March 29, 2015

Take a plane, a train, a boat, a bus, just get to the Waterfront Playhouse any way you can to see the amazing production of Spamalot. It was fantastic and hysterically funny. It is a must see. We spent a two week vacation in Florida and no other attraction even came close to the fun we had seeing Spamalot.

Thank joan p
Level Contributor
22 reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed March 29, 2015

"Spamalot" , the hysterical musical comedy from Monty Python, was a world class production by the Waterfront Theatre in Key West. The theatre is relatively small - only 150 seats - but every single one was taken , and the audience had a great time. The actors performed with verve and enthusiasm, managing multiple costume changes and demanding dance routines... More 

Thank rosemary5

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