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Address: 312 Wall St., Mallory Square, Key West, FL 33040
Phone Number: +1 305-294-5015

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 199 reviews
Visitor rating
  • 165
  • 22
    Very good
  • 5
  • 1
  • 2

Went to Enchanted April. Outstanding performance. Very intimate theatre with only around 150 seats. Only about 300 t from Malory Square .... So you can see all the craziness... read more

5 of 5 bubblesReviewed 20 April 2016
Rick M
via mobile
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199 Reviews from our TripAdvisor Community

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Showing 195: English reviews
Level Contributor
48 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 12 helpful votes
5 of 5 bubbles Reviewed 20 April 2016 via mobile

Went to Enchanted April. Outstanding performance. Very intimate theatre with only around 150 seats. Only about 300 t from Malory Square .... So you can see all the craziness and then enjoy a great play. Well go again

Thank Rick M
Level Contributor
27 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 13 helpful votes
5 of 5 bubbles Reviewed 29 March 2016 via mobile

"The Producers", was one of the best Waterfront shows yet! It was an ambitious and lengthy musical, with multiple, lightning costume changes and a dizzying array of characters. The sets were inventive and very effective, the orchestra was outstanding and the actors superb. They maintained a fast pace throughout, singing, dancing and entertaining with unflagging energy, giving us a laugh... More 

Thank rosemary5
Level Contributor
25 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 27 March 2016 via mobile

Saw The Producers last night - fabulous production! Enough to make Nathan Lane and Matthew Broderick jealous! Love this theater - intimate enough but still doing Broadway scale productions. We make it a point to enjoy an evening here whenever we we in Key West! You won't be disappointed!

Thank 521987
Level Contributor
16 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 19 March 2016

This is the biggest musical production the Waterfront has ever done and it is exceptional & hilarious. Get your tickets ASAP - They are selling out. The talented cast is truly remarkable: Tom Luna, David Perlman, Dave Bootle, Marjorie Paul-Shook to give a shout out to a few of my faves. Great entertainment for the whole family. NOTE:1) It is... More 

Thank TripleLeo
Nashville, Tennessee
Level Contributor
5 reviews
5 attraction reviews
5 of 5 bubbles Reviewed 9 March 2016

What an achievement! "The Producers" at the Waterfront Playhouse is nothing short of amazing. To think that a production of such magnitude can be so deftly mounted within the confines of the Henry Woods Stage is astounding. Add to that the superb acting, direction, choreography, set design, props, and musical direction makes for a night of hilarity which will leave... More 

Thank Harrell O
Kalamazoo, Michigan
Level Contributor
556 reviews
160 attraction reviews
common_n_attraction_reviews_1bd8 121 helpful votes
5 of 5 bubbles Reviewed 13 January 2016

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 bubbles Reviewed 7 January 2016 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
61 reviews
19 attraction reviews
common_n_attraction_reviews_1bd8 20 helpful votes
5 of 5 bubbles Reviewed 30 December 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
154 reviews
29 attraction reviews
common_n_attraction_reviews_1bd8 42 helpful votes
4 of 5 bubbles Reviewed 16 October 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
104 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 36 helpful votes
5 of 5 bubbles Reviewed 1 July 2015

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

Thank LoBoexp

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