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All Events
The College of the Florida Keys
Comedy Key West
Fringe Theater Key West
Fury Catamaran
General Horseplay
HiNote, upstairs at General Horseplay
Hush Hush Theatre
Island Groove Dance Studio
Kaya Island Eats
Key West International Dance Company
Key West Parrot Head Club
Key West Tropical Forest & Botanical Garden
Key West Woman's Club
Mac's Place
Marathon Community Cinema
Marathon High School
Mary Ellen's Bar
Misfit Key West
Nutcracker Key West
The Portside Bar & Grill at the Perry Hotel & Marina
Queer Keys Community Center
Tennessee Williams Theatre
The Social Club
Tropic Cinema
Truman Waterfront Park
William Weech American Legion Post #168
Williams Hall
Coast is Clear Music & Arts Festival
Comedy
Concerts & Music
Drag & Burlesque
Educational
Family Friendly
Festival
Film & Movies
Florida Keys Seafood Festival
Food & Drinks
Free Events
Fundraiser
Holiday
Holiday Historic Inn Tours
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Lectures & Classes
Parties
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Theater & Dance
Tour
Client Access
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The College of the Florida Keys
Comedy Key West
Fringe Theater Key West
Fury Catamaran
General Horseplay
HiNote, upstairs at General Horseplay
Hush Hush Theatre
Island Groove Dance Studio
Kaya Island Eats
Key West International Dance Company
Key West Parrot Head Club
Key West Tropical Forest & Botanical Garden
Key West Woman's Club
Mac's Place
Marathon Community Cinema
Marathon High School
Mary Ellen's Bar
Misfit Key West
Nutcracker Key West
The Portside Bar & Grill at the Perry Hotel & Marina
Queer Keys Community Center
Tennessee Williams Theatre
The Social Club
Tropic Cinema
Truman Waterfront Park
William Weech American Legion Post #168
Williams Hall
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Coast is Clear Music & Arts Festival
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Drag & Burlesque
Educational
Family Friendly
Festival
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Food & Drinks
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Holiday Historic Inn Tours
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Filtering by: “Film”
Film Screening of Mile Zeros: UnAnchored
Nov
16
Film, Party, Parody, Social Experience

Film Screening of Mile Zeros: UnAnchored

  • Monday, November 16, 2026
  • 7:30 PM 8:30 PM
  • Marathon Community Cinema (map)
  • Google Calendar ICS

Get Ready for Local Laughs!
Comedy Screening & Filmmaker Q&A!
Mile Zeros: UnAnchored
is a local comedy series filmed entirely in the Florida Keys! Full of fun, inside jokes for locals, Episode 1 takes aim at lobster mini season! In this pilot episode, two eccentric FWC officers (played by Chad Newman and Samantha Jindra) are trying to rack up some lobster season arrests for their scoreboard, when two unsuspecting honeymooners (Darby Sheehan and Luke Wright) go on a snorkeling trip and find themselves in the crosshairs of the two officers. Add in a shady bail bondsman (portrayed by Pedro Lara), and you have the zany world of the Florida Keys captured on film by the people who live it.

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72 Hour Film Challenge!
Nov
17
Film, Social Experience, Party, Performing Arts, Art

72 Hour Film Challenge!

  • Tuesday, November 17, 2026
  • 7:30 PM 9:30 PM
  • Williams Hall (map)
  • Google Calendar ICS

Join us for the premiere screening of The 72 Hour Film Challenge— where creativity, caffeine, and chaos collide. Local filmmakers had just three days to write, shoot, and edit an original short film. Now it's time to see their finished work on the big screen. Expect big laughs, wild twists, and plenty of Key West flair as we celebrate local talent and storytelling at its most daring.

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A Burgundy Dinner & Screening with the Key West Film Festival
Nov
19
Film, Social Experience, Party, Performing Arts, Art, Culinary

A Burgundy Dinner & Screening with the Key West Film Festival

  • Thursday, November 19, 2026
  • 6:00 PM 8:30 PM
  • Williams Hall (map)
  • Google Calendar ICS

The evening starts at Williams Hall with a short blind tasting led by our sommelier, Daniel McCurdy. It's a sampling of the wines being poured tonight, tasted before you know what's in the glass. Then sit down to a three-course dinner served with paired wines. After dinner, take a short walk to the Tropic Cinema for an 8:15 PM screening of Burgundy. The film is a new documentary from Michael Dweck and Gregory Kershaw, who also made The Truffle Hunters. It's set on a 160-year-old family vineyard in Burgundy, France. An aging patriarch is handing the estate to a grandson who has very different plans for it. It's a close look at a way of life and at what one generation passes on to the next.

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Half Baked at HiNote
Nov
24
Film, Culinary, Social Experience, Party

Half Baked at HiNote

  • Tuesday, November 24, 2026
  • 8:00 PM 10:00 PM
  • HiNote, upstairs at General Horseplay (map)
  • Google Calendar ICS

Get ready for The Feel-Good Evening of the Month with a special screening of Half Baked at HiNote on November 24!

 Doors open at 7:00 PM, and the movie starts around 8:00 PM.

 Attendees can enjoy complimentary munchies, along with THC drinks and shots for purchase. Full alcoholic cocktails and a complete food menu will also be available throughout the night.

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Hocus Pocus at HiNote
Oct
27
Holiday, Film, Social Experience, Party, Culinary

Hocus Pocus at HiNote

  • Tuesday, October 27, 2026
  • 6:30 PM 8:30 PM
  • HiNote Bar, upstairs at General Horseplay (map)
  • Google Calendar ICS

Join us for a girly movie night under the spell of Hocus Pocus.

Pajama party. Cozy. Curated menu.

Snacks included.

Come as you are (in your pajamas, that is) for a night of cozy magic, good company, and a little Halloween nostalgia. See you there, witches! 🕯️🍂

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The Rocky Horror Picture Show
Oct
21
to Oct 23
Fantasy Fest, Festival, Party, Film, Social Experience, Holiday

The Rocky Horror Picture Show

  • Wed, Oct 21, 2026 8:00 PM Fri, Oct 23, 2026 8:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Get ready to do the Time Warp again!

The Tropic Cinema is turning up the decadence for a three-night extravaganza featuring The Rocky Horror Picture Show, running October 21 through 23 at 8:00 PM nightly.

 Hosted by your favorite local cult leader, Landon, this isn't just a movie—it’s a full-blown, interactive fever dream where sitting quietly in your seat is strictly forbidden.

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Italian Night at the Movie: Road to the Lemon Grove
Oct
7
Film, Social Experience, Party, Culinary, Fundraiser

Italian Night at the Movie: Road to the Lemon Grove

  • Wednesday, October 7, 2026
  • 6:15 PM 8:15 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

The “Italian Night at the Movies” series kicks off on Wednesday, Oct. 7, with “Road to the Lemon Grove” starring Burt Young, Rossella Brescia and Nick Mancuso. Released in 2018, the comedy/romance film is in English and takes place in America and Sicily.  A deceased Sicilian father has one last outrageous mission in store for his son, to spread his ashes in the lemon groves of Sicily, reunite two feuding families, while discovering the heart and soul of who he really is. 

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Key of Bones: Curse of the Ghost Pirate
Oct
2
to Oct 3
Film, Social Experience, Party, Performing Arts, Festival

Key of Bones: Curse of the Ghost Pirate

  • Fri, Oct 2, 2026 6:30 PM Sat, Oct 3, 2026 4:00 PM
  • Tennessee Williams Theatre (map)
  • Google Calendar ICS

 Join the cast, filmmakers, and special guests for the official Key West premiere of Key of Bones: Curse of the Ghost Pirate, filmed entirely on location throughout Key West.

Learn more
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The Big Lebowski
Aug
27
Party, Social Experience, Film, Festival

The Big Lebowski

  • Thursday, August 27, 2026
  • 8:00 PM 10:00 PM
  • Mary Ellen's Bar (map)
  • Google Calendar ICS

The Dude abides. And tonight, he abides at Mary Ellen’s.

The Big Lebowski gets better every time you see it, and even better with a cold drink and a room full of people who already know every line. White Russians will be served.

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Wizard of Oz with Pink Floyd
Aug
18
Film, Party, Social Experience, Festival

Wizard of Oz with Pink Floyd

  • Tuesday, August 18, 2026
  • 8:00 PM 10:00 PM
  • Williams Hall (map)
  • Google Calendar ICS

One movie. One legendary album. Decades of people saying, “Okay, but hear me out…”

Experience one of the most talked-about film and music pairings of all time!

For decades, audiences have claimed that The Wizard of Oz and Pink Floyd’s iconic album, The Dark Side of the Moon, sync together in surprising and often uncanny ways. Coincidence? Happy accident? Pure imagination? The debate continues—and now you can experience it for yourself.

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Cocktail at HiNote
Aug
11
Film, Social Experience, Party

Cocktail at HiNote

  • Tuesday, August 11, 2026
  • 8:00 PM 10:00 PM
  • HiNote (upstairs at General Horseplay) (map)
  • Google Calendar ICS

Tom Cruise. A shaker. The 80s at peak 80s.

Cocktail is back on screen, and there is no more perfect place in Key West to watch it than High Note. Specialty cocktails, obviously. Flair bartending appreciation, mandatory. Your best 80s energy is welcome.

Doors at 7. Film at 8ish. 

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Stop Making Sense at HiNote
Jul
21
Film, Social Experience, Party, Festival

Stop Making Sense at HiNote

  • Tuesday, July 21, 2026
  • 8:00 PM 10:00 PM
  • HiNote (upstairs at General Horseplay) (map)
  • Google Calendar ICS

Possibly the greatest concert film ever made.

David Byrne dances. The band gets bigger. The suit gets larger. The music gets louder. Somehow it all makes perfect sense.

Doors at 7. Film at 8ish. 

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Sideways & Special Wine Tasting
Jul
14
Film, Party, Social Experience, Culinary, Festival

Sideways & Special Wine Tasting

  • Tuesday, July 14, 2026
  • 8:00 PM 10:00 PM
  • Williams Hall (map)
  • Google Calendar ICS

Tuesday, July 14 • Tasting 6:30 PM • Film 8 PM

Join sommelier Daniel McCurdy for a special wine tasting before the film exploring the wines of the central coast. No merlot will be served. Lite bites from Chef Martha.

A movie that launched a thousand wine clubs and nearly destroyed the reputation of merlot forever. Funny, moving, and proof that middle-aged existential crises can occasionally be entertaining.

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Purple Rain at HiNote
Jun
7
Film, Social Experience, Party

Purple Rain at HiNote

  • Sunday, June 7, 2026
  • 8:00 PM 10:00 PM
  • HiNote (upstairs at General Horseplay) (map)
  • Google Calendar ICS

Prince. Specialty cocktails. The best music movie ever made. What else do you need?

 Purple Rain is coming to HiNote and honestly, this is exactly how Prince would have wanted you to watch it.

 Doors at 7. Film at 8ish. Purple attire strongly encouraged.

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Movies Under the Stars: Shrek
Apr
18
Free, Family, Film

Movies Under the Stars: Shrek

  • Saturday, April 18, 2026
  • 8:15 PM 10:45 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Join us for a magical, family-friendly evening under the stars with a screening of the beloved 2001 animated hit Shrek!

Follow a grumpy but lovable ogre on a hilarious quest to rescue a feisty princess with the help of a talking donkey and a whole lot of fairy tale twists.

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Movies Under the Stars: 10 Things I hate About You
Mar
21
Free, Family, Film

Movies Under the Stars: 10 Things I hate About You

  • Saturday, March 21, 2026
  • 8:00 PM 9:45 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Join us for a fun-filled evening under the stars with a screening of 10 Things I Hate About You!

A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.

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Movies Under the Stars: Uncle Buck
Feb
21
Free, Family, Film

Movies Under the Stars: Uncle Buck

  • Saturday, February 21, 2026
  • 6:45 PM 8:45 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Join us for a fun-filled evening under the stars with a screening of the classic 1989 comedy Uncle Buck!

When a family emergency strikes, the only person available to babysit is the wildly inappropriate—but well-meaning—Uncle Buck.

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Best of the 72-Hour Film Challenge
Feb
5
Party, Social Experience, Film

Best of the 72-Hour Film Challenge

  • Thursday, February 5, 2026
  • 7:00 PM 9:00 PM
  • Williams Hall (map)
  • Google Calendar ICS

A decade of bad decisions, no sleep, and accidental brilliance.

We're raiding the vault and pulling the most iconic, chaotic, and absolutely unhinged audience favorites from every year of the 72-Hour Film Challenge. These are the films people still talk about… sometimes proudly, sometimes with mild PTSD.

Expect geniuses running on no sleep, actors who definitely didn’t know what they signed up for, and plots held together with duct tape and desperation. Comedy, horror, heartfelt weirdness. You’ll get it all, whether you want it or not.

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Writers on Bicycles
Jan
29
to Jan 31
Free, Family, Film

Writers on Bicycles

  • Thu, Jan 29, 2026 4:00 PM Sat, Jan 31, 2026 4:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

"Writers on Bicycles" is an enchanting one-hour film that explores Key West through the eyes of its writers, both past and present. It offers a unique glimpse into American literature by showcasing a diverse group of authors shaped by this vibrant island town.

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Movies Under the Stars: School of Rock
Jan
17
Free, Family, Film

Movies Under the Stars: School of Rock

  • Saturday, January 17, 2026
  • 6:15 PM 8:15 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Get ready to rock with a high-energy, family-friendly screening of the 2003 comedy School of Rock!

Follow a down-on-his-luck guitarist who poses as a substitute teacher and turns a class of straight-A students into a mind-blowing rock band.

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Writers on Bicycles
Jan
15
to Jan 16
Free, Family, Film

Writers on Bicycles

  • Thu, Jan 15, 2026 4:00 PM Fri, Jan 16, 2026 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

"Writers on Bicycles" is an enchanting one-hour film that explores Key West through the eyes of its writers, both past and present. It offers a unique glimpse into American literature by showcasing a diverse group of authors shaped by this vibrant island town.

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Writers on Bicycles
Jan
8
to Jan 13
Free, Family, Film

Writers on Bicycles

  • Thu, Jan 8, 2026 4:00 PM Tue, Jan 13, 2026 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

"Writers on Bicycles" is an enchanting one-hour film that explores Key West through the eyes of its writers, both past and present. It offers a unique glimpse into American literature by showcasing a diverse group of authors shaped by this vibrant island town.

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Writers on Bicycles
Jan
6
Free, Family, Film

Writers on Bicycles

  • Tuesday, January 6, 2026
  • 4:00 PM 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

"Writers on Bicycles" is an enchanting one-hour film that explores Key West through the eyes of its writers, both past and present. It offers a unique glimpse into American literature by showcasing a diverse group of authors shaped by this vibrant island town.

FREE!

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Writers on Bicycles
Jan
2
Free, Family, Film

Writers on Bicycles

  • Friday, January 2, 2026
  • 4:00 PM 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

"Writers on Bicycles" is an enchanting one-hour film that explores Key West through the eyes of its writers, both past and present. It offers a unique glimpse into American literature by showcasing a diverse group of authors shaped by this vibrant island town.

FREE!

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Movies Under the Stars: The Nightmare Before Christmas
Dec
13
Free, Family, Film

Movies Under the Stars: The Nightmare Before Christmas

  • Saturday, December 13, 2025
  • 6:00 PM 8:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Kick off the holiday season with a magical night under the stars! In Tim Burton’s beloved stop-motion classic The Nightmare Before Christmas.

Jack Skellington, the Pumpkin King of Halloween Town, stumbles upon Christmas Town and decides to bring the holiday spirit home with some spooky twists.

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The Key West Picture Show
Dec
11
Free, Family, Film

The Key West Picture Show

  • Thursday, December 11, 2025
  • 4:00 PM 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Step into the sunshine soaked, free spirited world of old school Key West with a screening that feels brand new, local, and full of energy, even though the island it captures is 1977. Grab a glass of wine, a big buttery popcorn, settle into the cozy Sussman Lounge, and let this upbeat, tongue in cheek travelogue whisk you into a Key West filled with shrimp boats, island eccentrics, colorful characters, and warm salty paradise. The Key West Picture Show blends humor, local culture, and tropical charm into one lively and nostalgic reel.

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The Key West Picture Show
Dec
9
Free, Family, Film

The Key West Picture Show

  • Tuesday, December 9, 2025
  • 4:00 PM 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Step into the sunshine soaked, free spirited world of old school Key West with a screening that feels brand new, local, and full of energy, even though the island it captures is 1977. Grab a glass of wine, a big buttery popcorn, settle into the cozy Sussman Lounge, and let this upbeat, tongue in cheek travelogue whisk you into a Key West filled with shrimp boats, island eccentrics, colorful characters, and warm salty paradise. The Key West Picture Show blends humor, local culture, and tropical charm into one lively and nostalgic reel.

View Event →
The Key West Picture Show
Dec
8
Free, Family, Film

The Key West Picture Show

  • Monday, December 8, 2025
  • 4:00 PM 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Step into the sunshine soaked, free spirited world of old school Key West with a screening that feels brand new, local, and full of energy, even though the island it captures is 1977. Grab a glass of wine, a big buttery popcorn, settle into the cozy Sussman Lounge, and let this upbeat, tongue in cheek travelogue whisk you into a Key West filled with shrimp boats, island eccentrics, colorful characters, and warm salty paradise. The Key West Picture Show blends humor, local culture, and tropical charm into one lively and nostalgic reel.

View Event →
The Key West Picture Show
Dec
6
Free, Family, Film

The Key West Picture Show

  • Saturday, December 6, 2025
  • 4:00 PM 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Step into the sunshine soaked, free spirited world of old school Key West with a screening that feels brand new, local, and full of energy, even though the island it captures is 1977. Grab a glass of wine, a big buttery popcorn, settle into the cozy Sussman Lounge, and let this upbeat, tongue in cheek travelogue whisk you into a Key West filled with shrimp boats, island eccentrics, colorful characters, and warm salty paradise. The Key West Picture Show blends humor, local culture, and tropical charm into one lively and nostalgic reel.

View Event →
The Key West Picture Show
Dec
5
Free, Family, Film

The Key West Picture Show

  • Friday, December 5, 2025
  • 4:00 PM 5:00 PM
  • Tropic Cinema (map)
  • Google Calendar ICS

Step into the sunshine soaked, free spirited world of old school Key West with a screening that feels brand new, local, and full of energy, even though the island it captures is 1977. Grab a glass of wine, a big buttery popcorn, settle into the cozy Sussman Lounge, and let this upbeat, tongue in cheek travelogue whisk you into a Key West filled with shrimp boats, island eccentrics, colorful characters, and warm salty paradise. The Key West Picture Show blends humor, local culture, and tropical charm into one lively and nostalgic reel.

View Event →
Strange Journey: The Story of Rocky Horror
Nov
18
Film, Party, Social Experience

Strange Journey: The Story of Rocky Horror

  • Tuesday, November 18, 2025
  • 7:00 PM 9:00 PM
  • Williams Hall (map)
  • Google Calendar ICS

Join host Landon Bradbary as we celebrate the 50th anniversary of Rocky Horror. Strange Journey: The Story of Rocky Horror is a joyful and wild ride through the tale of the cultural juggernaut that is The Rocky Horror Picture Show. From its humble origins as a London fringe theater play, the documentary tracks its meteoric rise, fall and resurrection to become the biggest cult film of all time. With intimate access to its creator Richard O’Brien and other major players such as Tim Curry, Susan Sarandon and Lou Adler, the documentary explores what makes the play and film so singular: Its groundbreaking and transgressive themes, iconic performances and epic songs that took over popular culture. 

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Shorts & Sips
Nov
14
Film, Culinary, Party

Shorts & Sips

  • Friday, November 14, 2025
  • 3:00 PM 7:00 PM
  • Williams Hall (map)
  • Google Calendar ICS

Presented in partnership with the Key West Film Festival

Join us for a cinematic evening that pairs global storytelling with great wine. The night kicks off with a selection of international documentary short films - including the latest film from from Emmy Winner Ondi Timoner - followed by a curated wine tasting featuring bold reds, crisp whites, and light bites. Stick around as we shift gears for a second block of shorts guaranteed to deliver big laughs—our comedy selections, hosted by Tom Dustin of Key West Comedy.

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PAUL MENTA BUTTERS YOU UP!
Nov
13
Film, Culinary, Party

PAUL MENTA BUTTERS YOU UP!

  • Thursday, November 13, 2025
  • 6:00 PM 8:00 PM
  • Williams Hall (map)
  • Google Calendar ICS

Prior to the Spotlight screening of Billy Corben's CANCELLED: THE PAULA DEEN STORY, let Paula's good friend, legendary chef and rum distiller Paul Menta, butter you up with dishes inspired by the cuisine of Paula Deen. Paul will be joined by Billy as they force you to unbuckle some of the notches on your belt buckle while you wash down the delicacies with a selection of Longoria Wines from the Santa Barbara Wine Country.

 

Your meal includes a ticket to the premiere of the film, playing immediately afterwards at Williams Hall and featuring a Q&A with Miami-based director Billy Corben (Cocaine Cowboys, Screwball, The U)

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72 Hour Film Challenge!
Nov
11
Social Experience, Party, Film

72 Hour Film Challenge!

  • Tuesday, November 11, 2025
  • 7:00 PM 9:00 PM
  • Williams Hall (map)
  • Google Calendar ICS

Join us for the premiere screening of the 72 Hour Film Challenge—where creativity, caffeine, and chaos collide. Local filmmakers had just three days to write, shoot, and edit an original short film. Now it’s time to see their finished work on the big screen. Expect big laughs, wild twists, and plenty of Key West flair as we celebrate local talent and storytelling at its most daring.

View Event →

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