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! 🕯️🍂

Get ready for the most spectacular event of the year!
Vinos on Duval invites you to a special viewing party for the legendary Fantasy Fest Parade.

Located directly on Duval Street, Vinos offers a perfect vantage point to take in all the elaborate floats, wild costumes, and electrifying energy of the parade. Join us on Saturday, October 24th, as Key West transforms into a vibrant playground. Enjoy your favorite wine, a local beer, or a delicious mimosa as you watch the parade go by. With its intimate setting and prime location, Vinos on Duval is the ideal spot to soak up the atmosphere and celebrate Fantasy Fest in style.

Space is limited, so arrive early to secure your spot.

Ticket includes a welcome Prosecco or sangria and light snacks.

Join us a step above Duval Street for one of the most epic parties of the year! Mangoes Private Parade Party puts you right in the heart of the action with an elevated patio for prime parade viewing, incredible drink specials, air-conditioned indoor space, and a special parade-night dinner menu available for purchase.

For one night, 319 Duval goes full rockstar!

Dress as your favorite music icon, enter through our private gate, pass the velvet ropes, and step into Studio 319. Grab a cocktail, take your reserved seat in our courtyard, and watch the Fantasy Fest Parade in first-class style from the heart of historic Duval Street.

Your ticket includes reserved courtyard seating, a chef-prepared gourmet buffet, handcrafted signature cocktails, sparkling clean private restrooms, and an exclusive VIP celebration behind the gates of one of Key West’s most iconic historic homes.

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.

Bring all you favorite guys and ghouls for a one-of-a-kind TRIVIA experience. This spooky Fantasy Fest trivia features all the fun decorations of a proper Halloween Party, 6 great rounds of Trivia, Creepy drink specials, and the BEST part of all... all players in costume receive 5 bonus points! Reservations are a must; tables will fill fast! 6pm Sharp! $25, including your first spooky drink!

Step into an evening of mystery and elegance at our High-Society, Great Gatsby Roaring Twenties Era.

 Masquerade Ball + Wine Tasting Dinner featuring Bogle Wines. Dress the part in your favorite mask and costumes and enjoy a night where fine wine, exquisite food and live music and entertainment comes together. Savor a multi-course dinner paired with wine, while the music sets the mood for a magical night of intrigue and celebration.

 $185 includes dinner, wine, and gratuity. Cocktails will be charged on consumption.

 A&B Lobster House - 700 Front St | Doors @ 6PM | Welcome drink @ 6:30PM | Dinner @ 7PM
Masks are REQUIRED, seats are limited

Join the Florida Keys SPCA at the 2026 What I Did Fur Love Royal Coronation where we will celebrate all 4 candidates at the culmination of their 6 week fundraising campaign.

Kick off Fantasy Fest to see who becomes the King & Queen of Fantasy Fest 2026! This fabulous 2-hour stage show includes entertainment by local celebrities and the candidates themselves!

Tickets include reserved seatingand a 3-course plated dinner by Catered Affairs (vegan meal available upon request - please email Jennifer@fkspca.org to order in advance). Cash bar for all.

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. 

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

Paired with brews from FL Keys Brewing, enjoy 4 different gourmet grilled cheese sandwiches, sure to please the palate - all while testing your team's knowledge with Pub Style Trivia!

 Limited Space, Reservations Required!

Wrap up an unforgettable Womenfest at our fabulous all-welcome Closing Drag Brunch, hosted by Hugh Janus! Enjoy spectacular drag performances, a special performance by our Queen Mother, Claire Brummell, delicious food, and nonstop laughter as some of Key West's most talented entertainers take the stage throughout the afternoon. Indulge in an abundant brunch buffet including flan and Key lime pie.

Take control of your financial future—without the complicated jargon. Join financial consultant Teo Masters for How Money Works, an engaging, easy-to-understand conversation about saving, investing, getting out of debt, planning for retirement, protecting your income, and discovering your Financial Independence Number (FIN). Whether you’re just getting started or want to make smarter moves with the money you already have, you’ll leave with practical knowledge you can put to work right away. Come curious, leave empowered—and take the first step toward making your money work for you.

Acclaimed musician, actor, and Buffett historian Caleb Hogan appears in-costume as the man himself in a show blending live music, storytelling, humor, and of course...Cheeseburgers! Enjoy a journey back in time to a place where artists and misfits lived the eclectic Bohemian dream, and our favorite "grandson of a sailor" roamed the land.
Part lunch theater, part tribute concert, and part educational adventure, Burgers & Buffett Tunes is a one-of-a-kind musical celebration of the songs, spirit, and the island where the legend began. This show is a MUST-SEE for all Buffett fans, music enthusiasts, or anyone looking for Key West’s most entertaining lunch experience.

Acclaimed musician, actor, and Buffett historian Caleb Hogan appears in-costume as the man himself in a show blending live music, storytelling, humor, and of course...Cheeseburgers! Enjoy a journey back in time to a place where artists and misfits lived the eclectic Bohemian dream, and our favorite "grandson of a sailor" roamed the land.
Part lunch theater, part tribute concert, and part educational adventure, Burgers & Buffett Tunes is a one-of-a-kind musical celebration of the songs, spirit, and the island where the legend began. This show is a MUST-SEE for all Buffett fans, music enthusiasts, or anyone looking for Key West’s most entertaining lunch experience.

Join us for an exclusive masterclass diving deep into the rich histories, distinct production styles, and complex flavor profiles of world-class rums. Featuring two iconic brands—Diplomático Rum and Worthy Park Estate—this immersive event offers a side-by-side exploration of Venezuelan and Jamaican rum-making traditions.

Join us for our second installment of Drink & Think's local lecture series at Rick's brand new Old Sailor Bar! Yvonne Jefferson, owner of iWitness: True Crime Tours, will take you through some of Key West's most notorious, and lesser known, true crime stories.

Official Lobsterfest Event!

Lobster roll eating contest… $30 to enter. Comes with 1 lobster roll – the fastest to finish it completely, wins!

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. Not Hungry? For $25 per person, attendees can enjoy the competitive atmosphere along with a drink only included with their entry.

Join Salty Chef Catering for an unforgettable evening of flavor, culture, and giving back at The Spain Tables — a Salty Chef Experience benefiting our local Marine Corps unit. Set at The Studios of Key West, this charity event brings together Spanish-inspired cuisine, live music, cocktails, and great people, all in support of the men and women who serve. A portion of proceeds goes directly to a local Marine Corps unit, helping support their mission, families, and community outreach.

This is the inaugural presentation in our newly formed lecture series featuring local experts across different industries. The topic is AI: The Good, The Bad, and The Ugly.

 Presented by Marlene Kolodziej, CTO and IT Director of the Monroe County School District and Computer Science Adjunct Professor at College of the Florida Keys.

Acclaimed musician, actor, and Buffett historian Caleb Hogan appears in-costume as the man himself in a show blending live music, storytelling, humor, and of course...Cheeseburgers! Enjoy a journey back in time to a place where artists and misfits lived the eclectic Bohemian dream, and our favorite "grandson of a sailor" roamed the land.
Part lunch theater, part tribute concert, and part educational adventure, Burgers & Buffett Tunes is a one-of-a-kind musical celebration of the songs, spirit, and the island where the legend began. This show is a MUST-SEE for all Buffett fans, music enthusiasts, or anyone looking for Key West’s most entertaining lunch experience.

Get ready for a little friendly competition! Join us on Sunday, July 26th from 4:00 PM – 9:00 PM as our talented bartenders go head-to-head in the ultimate summer showdown: The Horseplay Punch Classic.

They’re mixing up their best large-format concoctions, and you get to be the judge.