Key West Florida Entertainment & Events
Special Events
Southernmost Scavenger Hunt
305-292-9994
The Southernmost Scavenger Hunt offers a wide variety of custom designed scavenger hunts. more...Sunset Celebration
P.O. Box 4837 • Key West, FL 33040
305-292-7700
A nightly arts festival at Mallory Square Dock in Key West, Florida, Sunset Celebration features arts and crafts exhibitors, street performers, food carts, psychics and much more. more...
Cinema
Regal Cinema Key West 6
3338 North Roosevelt Boulevard • Key West, FL 33040
305-294-0000
This comfortable cinema features first-run Hollywood movies and critically-acclaimed films plus offers a large concession stand. more...The Internet Movie Database
Features plot summaries, reviews, cast lists, and theatre schedules.Fandango
Find theaters in your area, view showtimes of current releases and see upcoming trailer at Fandango.
Night Life
Sloppy Joe's
201 Duval Street • Key West, FL 33040
305-294-5717
Your visit to Key West would not be complete if you did not stop at this internationally known bar that has been offering satisfying large drinks and continuous live entertainment since 1933. Their world famous retail shop is also on site that offers over 300 souvenirs. more...Hog's Breath Saloon
400 Front Street • Key West, FL 33040
305-296-4222
Renowned for food and fun, this place invites all to stop in and enjoy outdoor dining, a raw bar, their famous T-shirts, and exciting live entertainment. more...Bull & Whistle Complex
427 Caroline Street • Key West, FL 33040
Located in Historic Old Town
305-296-4565
One of the last open air bars in the area, this complex has been offering local excitement and entertainment since 1912 and features some of the finest entertainment in town. more...Green Parrot Bar
601 Whitehead Street • Key West, FL 33040
305-294-6133
Since 1890, this open-air tropical bar has been a Key West landmark and has become renowned as the home of great drinks. Enjoy outstanding live entertainment on the weekends and have fun playing pool, darts, or pinball every day of the week. more...Jimmy Buffett's Margaritaville Cafe
500 Duval Street • Key West, FL 33040
305-292-1435
This well known bar is dedicated to the career and entertainment of Jimmy Buffett. They feature excellent food, live entertainment, and a wide variety of Jimmy Buffett memorabilia. more...Schooner Wharf Bar
202 William Street • Key West, FL 33040
Located on the Historic Harbor Walk
305-292-9520
Consistently voted as being the "Best Locals Bar" in Key West, this not-to-be-missed watering hole has been written up in many national publications and has been visited by numerous celebrities. Local seafood delicacies are served here and music and live entertainment are featured throughout the week. more...Rick's-Durty Harry's Entertainment Complex
202 Duval Street • Key West, FL 33040
The hottest bar in Key West, this exciting nightspot features ten bars on site including Rick's Upstairs, the hottest dance club, and Durty Harry's for the best live rock and roll in the Keys. more...
Concerts & Performances
Tennessee Williams Theatre, The
5901 College Road • Key West, FL 33040
305-296-1520
The largest professional performing arts venue in the Florida Keys, this complex features a spacious Grand Foyer, a 20 foot movie screen, a 480 seat theater house, and a 40 foot proscenium stage. A wide range of music, dance, and theatrical performances are held here. more...
Plays & Productions
Waterfront Playhouse
310 Wall Street • Key West, FL 33040
Located in Mallory Square
305-294-5015
"The oldest continually running theatre group in Florida," this theatre is located in a mid-1850s wrecker's warehouse and presents entertainment dramas and comedy performances from December to June. more...Red Barn Theatre, The
319 Duval Street • Key West, FL 33040
305-296-9911
This small professional theater group has been performing highly entertaining dramas, musicals, and comedies, including works by new playwrights, for over 20 years. more...
Festivals & Fairs
DiscoverOurFestival
The ultimate U.S. festivals, tourism & annual events guide.
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