Filtering by: “Party”
Raiders of the Lost Ark
Jun
30

Raiders of the Lost Ark

Mike’s favorite movie.
Adventure. Mystery. Nazis getting their faces melted. Few films have ever matched the pure movie magic of Raiders of the Lost Ark . Join us as Indiana Jones races around the globe in one of the greatest action films ever made.

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Vibrator Races for Charity!
Jul
9

Vibrator Races for Charity!

The vibrator races at Mary Ellen's Bar in Key West are a unique and raucous charity event held every Thursday night. Far from a quiet affair, these races involve a lively atmosphere with loud music, confetti, and a "dong gong" to mark the excitement.

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Sideways & Special Wine Tasting
Jul
14

Sideways & Special Wine Tasting

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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Stop Making Sense at HiNote
Jul
21

Stop Making Sense at HiNote

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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JAWS
Jul
28

JAWS

You’re gonna need a bigger boat.

Steven Spielberg’s summer blockbuster classic returns to the big screen. Equal parts suspense, adventure, and pure movie craftsmanship, JAWS remains the gold standard for summer movie nights.

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Lobsterfest Trivia
Aug
5

Lobsterfest Trivia

Get ready to test your knowledge at the Key West Lobsterfest, featuring an evening of Pub Style Trivia with a Lobster Twist. For $50 per person, attendees can enjoy the competitive atmosphere along with a fresh lobster roll and a drink included with their entry.

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Cocktail at HiNote
Aug
11

Cocktail at HiNote

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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Tropical Heat
Aug
12
to Aug 16

Tropical Heat

TROPICAL HEAT is Key West’s HOTTEST event for all gay, bi, queer, and trans brothers!

 The temperature is not the only thing that will rise during Tropical Heat. The theme parties, pool parties, and adult-oriented entertainment promises to be HOT! August on the Island is always HOT, but during Tropical Heat it promises to be STEAMY! Five hot guys and fun days are the best way to experience Key West. Tropical Heat 2026 August 12th - 16th! Don't miss it!

With the V.I.P. band, you will receive entry or discounted entry to all parties & 5-day pass to Island House.

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Wizard of Oz with Pink Floyd
Aug
18

Wizard of Oz with Pink Floyd

Hosted by Brandon Beach.

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

Whether you’re a true believer or convinced the whole thing is nonsense, it’s one of the weirdest and most entertaining movie experiences you’ll ever have.

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The Big Lebowski
Aug
27

The Big Lebowski

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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Roger Bartlett & Emily Randle
Sep
6

Roger Bartlett & Emily Randle

Often referred to as "Coral Reefer #1," Roger Bartlett was Jimmy Buffett's first guitar player and was the foundation of the Coral Reefer Band. Roger joined Jimmy on the hit "Come Monday," and returned to help in the production of the album Volcano. 

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Key West oktoBREWfest
Oct
3

Key West oktoBREWfest

The main tasting event takes place on Saturday, October 3rd from 3-8pm. Expect over 60 beer vendors, more than 225 types of beers, live entertainment, and a guaranteed great time! Plus the Southernmost Beach Café will be open with beer hall food specials and cocktails for those who want to change it up!

VIP tickets: early 3pmadmission to beat the crowd, comes with a commemorative poster, special stainless steel VIP mug, and a Bavarian themed buffet - $125

GA tickets:  $50 (5-8pm)

Designated Driver: includes admission, soft drinks and a coupon good for 1 food item - $20

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43rd Anniversary of the Headdress Ball 2026
Oct
22

43rd Anniversary of the Headdress Ball 2026

This unforgettable evening of creativity, glamour, and entertainment will once again be hosted by legendary Key West entertainer Randy Roberts, with music by WEOW’s RudeGirl. Guests will experience an extraordinary showcase as twelve to fifteen contestants unveil their stunning Headdress creations, judged from the shoulders up, all competing for the coveted $5,000 grand prize. The evening will also feature performances by some of Key West’s most celebrated local talent, making this a true highlight of Fantasy Fest. Guests can enjoy full bar service, specialty wines, and the convenience of preordered food delivered directly to their tables.

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Purple Rain at HiNote
Jun
7

Purple Rain at HiNote

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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Paint the Town Proud Pub Roll
Jun
6

Paint the Town Proud Pub Roll

Join us on the Old Town Trolley Tour for the "Paint the Town Proud Pub Roll", an exciting adventure outside Key West's historic and vibrant Gayborhood. This unique event celebrates the island's LGBTQ+ cultural heritage while you enjoy specially curated Pride-themed drinks at each stop. Be sure to dress in your favorite color of the rainbow to win best dressed! We'll kick off the tour at Bobby's Monkey Bar, where you can enjoy delicious breakfast bites and a welcome drink. A cash bar is also available for mimosas, Bloody Marys, or any other drinks you might want to have before the tour begins!

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A Mojito Masterclass
Jun
5

A Mojito Masterclass

Join us at Tropicado Mojito Bar at La Concha Hotel for an immersive, hands-on mojito experience in the heart of Key West!

Shake, “slap”, and sip your way through the art of crafting the perfect mojito as you explore Papa’s rum, fresh ingredients, and the vibrant spirit of Havana. This interactive class is a must-do for cocktail enthusiasts, curious beginners, and anyone looking to elevate their island experience.

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Official Key West Pride Kick-off
Jun
3

Official Key West Pride Kick-off

Presented by the Key West Business Guild and Gay Key West, this year's Pride event carries the overarching theme of “Color the island: A Celebration of Identity Through Color & Creativity.” Join us for a vibrant kick-off to Pride 2026 as we transform the island into a living canvas of self-expression, artistry, and community. Color the Island is more than an event; it’s an immersive celebration of identity, where every hue tells a story, and every voice adds to the theme. The celebration features local DJ Mr. Enjoy, local vendors, delicious food, and unlimited drinks! All included with your entry! Come ready to color the island with pride!

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Rum Around the World
May
30

Rum Around the World

  • Heminway Rum Company, Papa's Pilar Distillery (map)
  • Google Calendar ICS

Experience worldly flavors and vibrant island vibes at the "Rum Around the World" event, hosted at Papa's Pilar Distillery in the heart of Key West. Taking place on May 30th, 2026, doors for this exclusive evening open at 6:00 PM. Guests will have the unique opportunity to sample a diverse selection of rums from various countries, proudly offered by the Foreign Liaison Officers' Association. Located at 201 Simonton Street, Key West, Florida, this gathering promises good company and a rich tasting experience at the home of the Hemingway Rum Company.

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Sons and Daughters of Italy Key West Lodge 47th Birthday Party & Wine Tasting
May
20

Sons and Daughters of Italy Key West Lodge 47th Birthday Party & Wine Tasting

Join the Sons and Daughters of Italy, Key West Lodge, for an evening of wine, music, and celebration as we mark our 47th anniversary on Wednesday, May 20, 2026. We invite you to Grand Vin Wine Bar at 1107 Duval Street from 5:30 PM to 7:30 PM for an Italian wine tasting paired with delicious antipasto and, of course, birthday cake.

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Swing Dance Night with the Paradise Swing Band
May
19

Swing Dance Night with the Paradise Swing Band

Step back in time for an unforgettable evening of music and dance! Williams Hall proudly presents Swing Dance Night featuring the high-energy sounds of The Paradise Swing Band, directed by Joe Dallas.

 Joining him on stage will be Donna DeForrest, Mark Rose, Skipper Kripitz, and Tony Elitcher—keeping the dance floor alive with classic swing rhythms.

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Casino Night MMXXVI
May
16

Casino Night MMXXVI

Join the Rotary Club of Key West on May 16, 2026, for Casino Night: Roaring ’20s Speakeasy! 🥂

Step back in time at the Beachside Resort for a night of blackjack, jazz, and specialty cocktails. All proceeds benefit local scholarships. 🎓 Dress your best for a chance to win prizes! Transport yourself back to the 1920s for a night of high-stakes fun and prohibition-style elegance! The Rotary Club of Key West invites you to our annual Casino Night gala. This year, we’re transforming the Beachside Resort into a secret Speakeasy where the jazz is hot, the drinks are cold, and the gaming is for a great cause.

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MicroPARTY Live Show
May
9

MicroPARTY Live Show

Big news! Electric Blue Yonder’s MicroPARTY LIVE is coming back to Key West at Tropic Cinema‘s Carper Theater for two very special shows Saturday, May 9th at 3:00pm & 5:30pm

 This is an all ages, family friendly show of music, dancing, puppetry, and immersive multimedia based on the music of Electric Blue Yonder’s 2025 National Parenting Product Award winning Children’s album, MicroPARTY

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MicroPARTY Live Show
May
9

MicroPARTY Live Show

Big news! Electric Blue Yonder’s MicroPARTY LIVE is coming back to Key West at Tropic Cinema‘s Carper Theater for two very special shows Saturday, May 9th at 3:00pm & 5:30pm

 This is an all ages, family friendly show of music, dancing, puppetry, and immersive multimedia based on the music of Electric Blue Yonder’s 2025 National Parenting Product Award winning Children’s album, MicroPARTY

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One Night of Queen
May
3

One Night of Queen

One Night of Queen is a spectacular live concert that perfectly recreates the look, sound, pomp and showmanship of the greatest rock band of all time: Queen.
Gary Mullen & The Works bring the spirit and passion of rock icon Freddie Mercury to life on stage. As Brian May, original member of Queen, states, "(Gary Mullen has) more than a likeness." Hailed as the world's premiere Queen tribute band, they have received rave reviews from audiences worldwide. Fans of Queen will revel in this note-for-note experience of mega-hits like "Bohemian Rhapsody," "We Are the Champions," "Killer Queen" and many more. They will rock you and are guaranteed to blow your mind—the show does go on!

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Long Live Lambada!
Apr
28
to Apr 30

Long Live Lambada!

Dust off your dancing shoes and get ready for a theatrical heatwave because the “Forbidden Dance” is making a scorching comeback! From April 28 to April 30, 2026, the Tennessee Williams Theatre transforms into a pulse-pounding portal to Brazil as the Key West International Dance Company presents the high-octane spectacle, Long Live Lambada! This isn’t your typical night at the ballet; it’s a "crazy, sexy," and wildly immersive celebration with world-class choreography.

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Swing Dance Night with the Paradise Swing Band
Apr
28

Swing Dance Night with the Paradise Swing Band

Step back in time for an unforgettable evening of music and dance! Williams Hall proudly presents Swing Dance Night featuring the high-energy sounds of The Paradise Swing Band, directed by Joe Dallas.

 Joining him on stage will be Donna DeForrest, Mark Rose, Skipper Kripitz, and Tony Elitcher—keeping the dance floor alive with classic swing rhythms.

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Sunshine at the Sandbar with a Sunset
Apr
27

Sunshine at the Sandbar with a Sunset

Kick Off Songwriters Week on the Water with Erica "Sunshine" Lee! ☀️🎤

Get ready for the ultimate private concert experience! We’re hitting the waves for 6 hours of sun, music, and good vibes. Catch a live 1-hour performance by Erica "Sunshine" Lee while we cruise.

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Long Live the Conch Republic - Virtual Toast
Apr
21

Long Live the Conch Republic - Virtual Toast

Sign up for our LIVESTREAM the Toast & Rum Salute from wherever you are – at home, your favorite bar, restaurant — or on the beach or on the water.

 Broadcast live from The Sunset Pier at Ocean Key Resort & Spa.

 LIVESTREAM from wherever you are – at home, your favorite hangout, on the beach or in the water.

Join admirals, generals, pirates, and island dignitaries for their annual sunset toast honoring the founding of our tiny island nation.

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Conch-tail Party: Dinner and Sunset Toast
Apr
21

Conch-tail Party: Dinner and Sunset Toast

Get ready to shell-ebrate 44 years of independence at the Conch-Tail Party, Dinner & Sunset Toast!

Join the fun on April 21 from 6:00 PM to 9:00 PM at the legendary Sunset Pier for an evening of harborside dining and island tradition. You’ll be mingling with Admirals, Generals, and local legends while enjoying live tunes from Reggae Lou and Sir CW Colt.

Between the official 21 Conch Shell Salute and the sunset toast, it’s the most festive way to honor the Republic.
Grab your tickets for $50 before the price jumps to $60 after April 10.

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Conch Republic Military Muster
Apr
20

Conch Republic Military Muster

Stand at ease and prepare for a sovereign celebration like no other!

As part of the 44th Annual Conch Republic Independence Celebration, we invite you to the official Military Muster. This is your exclusive opportunity to rub elbows with the "High Command" from all seven prestigious branches of our military forces—all decked out in their finest full regalia. In true Conch Republic fashion, we fight our battles with humor, heart, and a side of conch fritters.
Whether you are a long-time citizen or a newly arrived "alien," come share in the community spirit as we defend our borders from "Key to Shining Key." 

Admission to this community event is $20 plus a potluck donation to share with your fellow patriots.

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Conch Crawl Pub Stroll
Apr
18

Conch Crawl Pub Stroll

Celebrate the spirited independence of the Conch Republic with the ultimate Old Town stroll! As part of the 44th Anniversary celebration, the annual Conch Crawl invites you to experience the best of Key West’s legendary bar scene while supporting a great cause.

The Lineup
Your ticket grants you access to nine of Old Town’s most famous establishments:
801 Bourbon Bar, Mango’s, Hank’s Hair of the Dog, Kaya’s Backyard Bar, Doc’s on Duval, Irish Kevin’s Bar, Rick’s Downstairs Bar, Salty Frog’s Bar & Grill - Plus, stay for the official After Party!

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4th Annual FRLA Monroe R.O.S.E Awards
Apr
16

4th Annual FRLA Monroe R.O.S.E Awards

The ROSE (Recognition of Service Excellence) Awards recognizes Monroe County front line hospitality employees who demonstrate excellent customer service. These industry champions showcase the region’s commitment to creating an extraordinary visitor experience.

Sponsorship opportunities available.

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"Endless Summer" Fundraiser with Howard Livingston & friends
Apr
11

"Endless Summer" Fundraiser with Howard Livingston & friends

In the words of a classic Howard Livingston song, “There’s still a lot of magic in Key West.” That magic will be on full display Saturday, April 11, when Howard and his Mile Marker 24 Band take audiences on a lively musical journey around the island city and the entire Florida Keys. The two-hour concert will showcase the band’s trop-rock melodies that capture the essence of saltwater days and rum-kissed nights — paired with visuals and stories to immerse listeners in a multi-sensory Keys experience.

Very special guests, surprises and Howard’s 1952 Johnson outboard motor “margarita machine” will add to the fun. The evening benefits the nonprofit Care Camps Foundation, funding special summer camps where kids diagnosed with cancer can find hope and happy times.

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