Holiday Historic Inn Tour
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 welcome to bike, walk or use their own transportation.
Tickets can ONLY be picked up the night of the tour at the first property on the tour after 5:30pm ONLY (*Gardens Hotel on the 12th)
December 12th: The properties on this night's tour are:
Gardens Hotel* (526 Angela St.)
Island City House Hotel
Key West Cooking Show
Lighthouse Hotel
1st Annual Christmas Tiki Olympics
Get ready to "Get Freaky at the Tiki" as Looe Key Tiki presents its 1st Annual Christmas Tiki Olympics on Saturday, December 13th, starting at Noon. This festive and quirky competition requires teams of 4 to 6 players to compete in 5 rounds of funny Christmas games, plus one player from each team will participate in a separate chicken wing eating contest.
Beyond the Beehive: A Christmas Revue
Step back in time to a sparkling 1960s Christmas Revue filled with laughter, harmony, and holiday heart.
Join Wanda, Gina, and Johnny as they host a nostalgic Christmas pageant bursting with classic retro charm, modern holiday hits re-imagined in vintage style, and heartfelt memories that feel like coming home. With shimmering harmonies, festive comedy, and a whole lot of tinsel, this merry trio leads the audience through stories of friendship, family, and the magic of believing —
reminding us that the greatest gift of all is the people we share the season with.
Holiday Lights Train Ride
Get your HO HO HO on with the Fringe, Tuesday Dec 16th, and enjoy live holiday music and a festive tour of the island’s holiday lights! Check-in begins at 7pm at the beautiful Gardens Hotel (526 Angela Street) where award-winning vocalist Claire Caplan and pianist Larry Smith will be the perfect prelude to the evening’s ride. (You might find inspiration to ‘jingle your bells’ on the dance floor at the Garden’s cash bar!) Then at 8:30pm it’s All Aboard the Holiday Train! Support Fringe Theater’s education and outreach programs by celebrating the holidays with friends! Tickets are $65.
Die Hard
Part of the “Saints, Sinners & Scream Queens” Film Series
Sponsored by the Key West Film Festival
December 18 | 7:00 PM | $15 | Williams Hall
The most chaotic “Christmas movie” ever made. Terrorists, duct vents, Hans Gruber, and one barefoot cop who refuses to quit. A holiday classic by accident. Come celebrate the holidays the loud way.
Holiday Historic Inn Tour
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 welcome to bike, walk or use their own transportation.
Tickets can ONLY be picked up the night of the tour at the first property on the tour after 5:30pm ONLY (*Key West Butterfly & Nature Conservatory on the 19th)
December 19th: The properties on this night's tour are:
Key West Butterfly & Nature Conservatory* (1316 Duval St.)
The Southernmost House
Wicker Guest House
The Mermaid & The Alligator
Holiday Lights Trolley Tour
Join the Key West Parrot Head Club on a Holiday Lights Trolley Tour!
We will meet at Salute restaurant at 4:30pm to check in and get your wrist band. One drink (beer or wine) is included. Additional beverages can be purchased at happy hour prices. At 6:00 will walk over to the White St pier parking lot to board the trolley/train.
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!
The trolley leaves at 6:30pm sharp!
Thanksgiving at Key West Cooking Show
Celebrate Thanksgiving at The Key West Cooking Show!
Gather your crew and let us handle the cooking this year! Join us for a full Thanksgiving feast (buffet style) on the most delicious holiday of the year—because let’s be honest, Thanksgiving is all about the food (and so are we!).
📅 Two Seatings: 11:00 AM & 3:00 PM
Thanksgiving at Key West Cooking Show
Celebrate Thanksgiving at The Key West Cooking Show!
Gather your crew and let us handle the cooking this year! Join us for a full Thanksgiving feast (buffet style) on the most delicious holiday of the year—because let’s be honest, Thanksgiving is all about the food (and so are we!).
📅 Two Seatings: 11:00 AM & 3:00 PM
Time to Talk Turkey!
Join us at The Key West Cooking Show for two special Thanksgiving-themed classes that bring holiday traditions to life—island style!
✨ Learn hands-on recipes and techniques to elevate your holiday table.
🍽️ From the perfect turkey to creative sides and desserts, we’ll show you how to add both classic and modern twists to your feast.
Thanksgiving Trivia
Do you have what it takes to be the smartest trivia team on stock island? Looking for a fun new holiday tradition? Bring your team to this one-of-a-kind holiday trivia & storytelling event! Family friendly! Everyone is welcome.
Details:
Teams of 6 or less. (2-6 players) Cost per team/table is $120. (100% of all money raised is used for the CFK HIGH SCHOOL students!)
$120 includes:
5 Rounds of Trivia plus a bonus round. Approx time should be about 1.5 hours.
A prize valuing at least $50 will be awarded after each round.
The 1st place winning team will receive a prize valued at over $300.
All tables will have light bites and non-alcoholic beverages served by our students.
Any other questions about our trivia fundraiser please contact Amy Andrade @ aandrade2010@live.com.
The Exorcist - One Night Only!
What better place to watch The Exorcist than inside a church? Join us for a devilishly fun night of horror, history, and head spins as Williams Hall hosts a special Halloween Eve screening of the classic that shocked the world. Drinks, snacks, and exorcisms available at the bar.
South Florida Symphony Orchestra: Don Juan | Strauss & Berlioz
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.
Holiday Lights Trolley Tour
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!
A Jazz Christmas with John Simon & Friends
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.
Holiday Train Ride
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.
Christmas Re-imagined
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.
Nutcracker Key West
A sumptuous, artful theatrical experience wrapped as a perfect holiday gift for the Southernmost City – Key West's very own NUTCRACKER!
Tony Konrath’s Christmas Carol
‘Tis the season! It’s a fresh take on the Charles Dickens ghost story of holiday transformation and redemption.
Holiday Historic Inn Tour
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.
Fiesta de Navidad Tropical!
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.
Holiday Historic Inn Tour
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.
Dark Night of the Soul
Mysticism, spirituality, sensuality, and raw emotion … Dark Night of the Soul invites you into these embodied depths. Inspired by Spanish mystic poetry and the quest for union with the divine, this show carries us from darkness into light, exploring the soul and its profound intimacies.
Creepy Campus Ghost Tour
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. 28th 6:30pm or 8:30pm
Creepy Campus Ghost Tour
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. 13th 6:30pm or 8:30pm