Celebrate love in all its dramatic, poetic, erotic, scandalous and insatiable forms! Experience the thrilling return of R. Strauss’s swashbuckling escapade Don Juan alongside the South Florida Symphony Orchestra premiere of his touching Four Last Songs. Also featuring the world’s most famous waltz, J. Strauss II’s iconic Blue Danube, and Berlioz’s tumultuous King Lear Overture.

Join the Key West Parrot Head Club on a Holiday Lights Trolley Tour!

See all the best decorations on our holiday tour as the locals decorate their historic Key West homes in a splendid cascade of lights and other decorative touches to see who can outdo the other in a friendly, holiday-inspired competition!

Grammy-nominated record producer, John Simon, a titan behind the careers of The Band, Janis Joplin, and Leonard Cohen, comes to the Tennessee Williams Theatre for a unique and unforgettable evening – A Jazz Christmas.

 It's our first fundraiser of the season and a crowd favorite! Check-in at 7pm at the beautiful Gardens Hotel and enjoy a tasty beverage at the Garden's cash bar while you catch up with your Fringe friends and enjoy the live holiday music. Then at 8pm it's All Aboard our Holiday Train for a festive ride about town to see the holiday lights of Key West. Pickup and Return at the Gardens Hotel, 526 Angela Street. Tickets: $60.

Join the Keys Choral Arts on Tuesday, December 17, 2024 at 7pm for their annual Winter Concert. “Christmas Re-imagined” will feature many of the carols that you have known for a life-time, traditional as well as newly-arranged settings, sure to please everyone.

A sumptuous, artful theatrical experience wrapped as a perfect holiday gift for the Southernmost City – Key West's very own NUTCRACKER!

‘Tis the season! It’s a fresh take on the Charles Dickens ghost story of holiday transformation and redemption.

Join us for an enchanted evening of decorated historic inns while enjoying light sweet or savory holiday treats and holiday cheer at each property. Visit each property, explore the unique architecture and history, and delight in holiday ambiance in a tropical setting. The tours are self-guided. Free trolley transportation will be provided between properties - but participants are encouraged to bike, walk or use their own transportation.

Get ready for a holiday extravaganza like no other! Fiesta de Navidad is here to light up your season with beloved holiday characters and incredible Latin dance from salsa to cha-cha-cha. Highlighting the rich cultural influences that make Key West so unique, this show is a high-energy spectacle that will have everyone from kids to grandparents dancing.

Join us for an enchanted evening of decorated historic inns while enjoying light sweet or savory holiday treats and holiday cheer at each property. Visit each property, explore the unique architecture and history, and delight in holiday ambiance in a tropical setting. The tours are self-guided. Free trolley transportation will be provided between properties - but participants are encouraged to bike, walk or use their own transportation.

Just in time for Halloween, join Island Tales on the campus of the College of the Florida Keys for a creepy campus ghost tour.

This will be an enthralling evening filled with ghost tales and spooky legends led by 5-star rated tour guide Amy Andrade.

Learn about haunted lighthouses, murder, betrayal, diseases, natural disasters, and ghosts that haunt the Florida Keys. 

Light refreshments will be served.  All proceeds will benefit the CFK Academy students. 

Sunday Oct. 28^th  6:30pm or 8:30pm

Just in time for Halloween, join Island Tales on the campus of the College of the Florida Keys for a creepy campus ghost tour.

This will be an enthralling evening filled with ghost tales and spooky legends led by 5-star rated tour guide Amy Andrade.

Learn about haunted lighthouses, murder, betrayal, diseases, natural disasters, and ghosts that haunt the Florida Keys. 

Light refreshments will be served.  All proceeds will benefit the CFK Academy students. 

Sunday Oct. 13^th  6:30pm or 8:30pm