Location: Key West
Top Things to do in Key West
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What to do and see in Key West, Florida (FL): The Best Concerts & Shows
Does time ever pass in the Florida Keys? Everyone and everything in Key West seems to go at its own pace, right down to the ice melting slooooowly in your margarita glass. Of course, it’s not all limes and leisure – Key West is known as the “Winter White House” because of its appeal to visiting U.S. presidents, and the island has been home to literary greats like Ernest Hemingway and Tennessee Williams. The diving here is phenomenal, as is the kid-friendly Florida Keys Eco-Discovery Center.
Restaurants in Key West
1. Fringe Theater
Overall Ratings
5.0 based on 2 reviews
Fringe Theater is Key West's community-focused theater. We strive to enrich, educate, and entertain our community and those who visit us! Fringe is a 501(C)(3).
2. Waterfront Playhouse
Overall Ratings
5.0 based on 259 reviews
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. Celebrating 81 years of presenting the very best in live theater, check our website for season announcements and events.Join us for an exciting evening of theater in Paradise. When the sun sets, the curtain rises at The Waterfront Playhouse.
Reviewed By 988rebab
The secret of Key West is really the home town comfort behind the crowds and sights and sounds of Duval Street and the bar scene. Its the beaches, the bars, the people and yes, the local theater. If you haven't been to a play at the Waterfront Playhouse, you are missing out on the heartbeat of Key West.
3. Comedy Key West
Overall Ratings
5.0 based on 52 reviews
Comedy Key West is the only comedy club in The Florida Keys. The closest club is in Cuba & they are not as funny as we are. Comedy Key West specializes in bringing national headliners every week. Join us in our intimate downtown Key West club as comedians from Comedy Central, Netflix, NBC, CBS & Comedy Festival Award Winners take the stage. Our headliners are used to playing in venues that hold thousands of guest. Our venue maxes out at 75 guests. Check our updated calendar at comedykeywest.com & swing into see our professional stand-up comedy shows every Thursday, Friday & Saturday.
Reviewed By judys49
We went to Comedy Key West the last night of our girls trip. It was a lot of fun, and we had some good laughs. The food was good too! A must see when you are at KW. We will be back! I even got to get a picture on stage.
4. Truman Waterfront Park
Overall Ratings
5.0 based on 17 reviews
Reviewed By Explorers377 - Horsham, United States
This place is a true hidden gem. We traveled to KW with our 17 month old and this park is a true hidden gem. We visited 3 days in a row! Not only does it have several different playground apparatuses, but the splash pad is awesome as well! The bathrooms were super clean. We loved being next to the coast guard ship and watching people playing with their dogs in the fields. This park was not mentioned in any guide I read beforehand. My husband went running one morning and just stumbled upon it. If I were hotel staff and had people visiting with children, this is one of the top places I would suggest.
5. Red Barn Theatre
Overall Ratings
4.5 based on 182 reviews
Hosts live productions, including plays, cabaret and musicals.
Reviewed By bkingjay - Boston, United States
First time at this venue...saw an incredibly delightful two person play: DANCE LESSON! Dave Bootle and his female costar (Caroline) delivered Oscar performances! Hilariously funny, but also very poignant! You will not be disappointed!
6. The Studios of Key West
Overall Ratings
4.5 based on 91 reviews
The Studios of Key West provides a collaborative & supportive environment for creative experience. We offer studio space, lectures, workshops, residencies, partnership projects & nurture the creation of work. Our mission is to build audiences & support the advancement of established & emerging creative people in the Florida Keys. Our purpose is to remind us of our own creativity, empower artists to show us the world in new ways, use the arts to build friendships & establish Key West as a beacon of cultural activity. The Studios was founded with the vision of bringing world class artists to the island, connecting them with local audiences & artists, & offering space to explore their creativity. We’ve hosted Pulitzer prize winners, world renowned artists & musicians, & introduced students to different ways of seeing & working. Our little stage bristles with talent, & every month hundreds of people visit The Studios to take in new experiences & catch up with old friends.
Reviewed By roberttraceyb - Key West, United States
The Studios of Key West has become a true artistic center worthy of high praise. It's something you might find in a large city, and yet it's in the middle of a quaint, small town. Great art, great classes, a fabulous bookstore, and top-quality theater productions. It should definitely be one your list to check in advance for events.
7. The Cabaret At La Te Da
Overall Ratings
4.5 based on 600 reviews
Reviewed By Hateworking - Lawrenceville, United States
What a performer! I didn't want the show to end. Loved the story telling and humor and the acts! Icons like Bette, Cher, Marilyn! I am so glad we went. I hadn't planned well so my husband and I just showed up in hope's there were seats still available! Very reasonably priced, two drink minimum which is the norm for most shows/comedy clubs we have attended near where we live and honestly I wish I had looked into even staying at the hotel! The bars, outside of the hotel and whole package looked wonderful! I wish I could had stayed and caught another show but our time in KW was so short. Next time! Thank you for one of the highlights to our trip!
8. Key West Theater
Overall Ratings
4.5 based on 42 reviews
The Key West Theater is a newly renovated performing arts center that is home to the Key West Theater & Community Stage, Rams Head Promotions, Grateful Guitar, Back Stage Listening Room and the Key West Theater Recording Studio. Originally built in 1848 as the 1st Baptist Church of Key West, the building has a rich history as a church, dance club and concert venue prior to being transformed into a fully working performing arts center. We provide top tier music, concerts, comedy & variety specials and locally produced Key West events.We are committed to making performing arts relevant in the lives of more people by providing space and demonstrating that the arts engages, inspires and unites communities.
Reviewed By Walsh13k - Saratoga Springs, United States
A great entertainment venue to see one of your favorite singers/comedians/artists. Tables are arranged that so every seat is very good. Service is excellent. Great performers (Tom Papa was fantastic). Prices are reasonable. Order a drink and prepare to be entertained!
9. Key West Symphony
Overall Ratings
4.0 based on 5 reviews
Professional symphonic musicians from across the United States are recruited for each concert performed by this orchestra.
10. Key West Burlesque Theater
Overall Ratings
4.0 based on 13 reviews
The Premier Entertainment Theatre Troupe in Key West Florida. An ever-changing hilarious lineup of amazing song, dance, and burlesque performers! Shows are in entertaining mix of Comedic Satire-Goofy Schtick- Comedy and Show Girl Glamour- Original Burlesque Musicals and Variety Shows! Special Guests from all over the USA- Festival Extravaganza in February- Produced by Marky Pierson Directed by Tatah Dujour- Established 2006-
