Mike Feeney
Mike Feeney is a New York City-based comedian. His high energy and sharp wit captivate young and old audiences alike. He has been featured on The Tonight Show with Jimmy Fallon, NBC's Last Call with Carson Daly, Barstool Sports, Fox’s Laughs, Funny or Die, Sirius XM, The Chive, ABC's Right This Minute, Inside Edition, Reader's Digest and Food Network's Restaurant Stakeout.
The Love Party: a new play by Chantal Pavageaux
This Valentine’s day, you are invited to THE LOVE PARTY.
Step inside of a weird wonderful world full of storytelling, surprises, games and good times. Your hostess Meme “spills the tea” and shares a UNIQLY* Key West Love Story: a journey through personal hell in paradise, only to find love and self-acceptance at the end of the road — Mile Zero! Local audiences will recognize familiar locations and characters in this witty experimental play by local writer/director Chantal Pavageaux.
*UNIQLY stands for:
Untitled Neurodivergent Illustrated Queer Love storY
Bad Monkey Comedy Night
Standup comedy showcase featuring cast members Brent Morin, Joey Avery, and Zavier Phillips from season 2 of the Apple TV hit series Bad Monkey. "Bad Monkey stars Vince Vaughn as a detective turned restaurant inspector in Key West who is pulled into a world of greed and corruption after a tourist finds a severed arm while fishing. And yes, there's a monkey."
SOMO Roots
Southernmost Beach Resort and Reggae Lou invite you to SoMo Roots, an afternoon of live music and island vibes taking place on Sunday, February 15, 2026. The festivities kick off at 1:00 PM.
The event features a dynamic lineup of live performances by Reggae Lou & The Kind Budz and Channel 3. While guests enjoy the beach party atmosphere, the event also serves as a fundraiser for the S.O.S. Foundation.
Horszowski Trio
Giving performances that are “lithe, persuasive” (The New York Times), “eloquent and enthralling” (The Boston Globe), and described as “the most compelling American group to come on the scene” (The New Yorker), the Horszowski Trio has quickly become a vital force in the international chamber music world since their formation in 2011.
Brothers From Another Mother Comedy Tour
Jackie Flynn is a seasoned Boston-bred comedian and actor who has transitioned from legendary stand-up stages like The Comedy Store to a prolific screen career. Beyond his "Man Law" commercial fame, Jackie has appeared in The King of Queens and Veep. He currently stars as "Tony" in the Peter Farrelly-directed series Loudermilk.
Kevin Flynn has thrilled audiences for years with his stand-up comedy performances having headlined at clubs and colleges across the country. Flynn’s career as a comedian took off after winning the Boston Comedy Riot in 1988, where he then began appearing on numerous comedy specials. He has since added several film and television credits to his name appearing in The Heartbreak Kid with Ben Stiller; Me, Myself and Irene with Jim Carrey; Osmosis Jones with Billy Murray, and Sex and the City.
Speaker Series: Mirta Ojito
Mirta Ojito has worked at the Miami Herald, El Nuevo Herald, and The New York Times. She received an Emmy for the documentary Harvest of Misery and a shared Pulitzer in 2001 for a series about race in America. She author of two award-winning nonfiction books. Deeper than the Ocean is her debut novel.
Yin Yoga
Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness.
FREE!
Letters from Max
This poignant and deeply intimate play premiered off-broadway in 2023 at Signature Theater in NYC. Witty and deeply human. It explores the emerging friendship of a professor and her student Max. Their love of words bind them in a wide and voracious conversation that eventually tests poetry's capacity to put to words the ineffable. Based on a true story. An Outer Critics Circle Nominee. Featuring Wende Shoer and Thomas Masat.
Tickets: $45-$65 (does not include fees)
Caitlin Peluffo
Caitlin Peluffo has been featured on the Late Show with Stephen Colbert, The Late Late Show with James Corden, After Midnight, 2022’s Just For Laughs Festival, and has hosted her weekly podcast, Good Time Gal with Caitlin Peluffo for over three years. She has also been featured on Comedy Central’s “Featuring” series, and has a Don’t Tell Comedy Set with over 150k views on YouTube. With Caitlin, no subject is off limits, however, she did make a promise to her mother that she would never, ever discuss that one time she took those ‘whorish, yet tastefully executed’ photos for a guy she used to bang in the military. She may be a patriot, but a promise is a promise.
Burgers & Buffett Tunes: A Tribute Show
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.
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.
The Best Diet and Other Myths About Nutrition
Licensed dietician, nutritionist, and health educator, Leigh Pujado will discuss how the internet and social media bombard us with confusing and conflicting nutrition and dietary advice, many of us are left wondering what’s fact and what’s fiction! Gain science-based insights that will empower you to make choices right for you. You’ll learn about the evolution of nutrition advice, where dietary guidance took some wrong turns, and how that launched decades of fad diets. Leigh will include a little biochemistry so that you can understand how the body responds to certain foods to better equip you to choose foods that sustain health.
Hemingway in a Funny Way
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite wine (Valpolicella) with your ticket.
Movies Under the Stars: Uncle Buck
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.
South Florida Symphony Orchestra: Rimsky-Korsakov’s Capriccio espagnol, with Mozart, Simon & Joachim
The familiar meets the new in this South Florida Symphony Orchestra standout program, featuring the anticipated Florida premiere of GRAMMY nominee Nathalie Joachim’s Had to Be, an intimate exploration of memory and identity, performed by rising cellist Seth Parker Woods. Also making its SFSO premiere is Carlos Simon’s Four Black American Dances, a vibrant work filled with cultural reverence. Completing the program led by Key West native, Maestra Sebrina Alfonso, Mozart’s “Haffner” symphony bursts with celebratory energy and elegant precision, while the crowd-pleasing Capriccio espagnol by Rimsky-Korsakov sparkles with irresistible Spanish rhythms.
Master Debaters
Master Debaters is a live comedy debate show where stand-up comics argue ridiculous, relatable, and sometimes controversial topics—armed only with jokes, hot takes, and zero preparation. It’s fast, unpredictable, and fueled by crowd energy, with no topic off-limits and no debate ever taken seriously. Comics go head-to-head debating absurd topics in this high-energy live comedy show. Part stand-up, part roast, part chaos—Master Debaters delivers big laughs, bold opinions, and audience-driven moments every round.
A FEAST OF WORDS AND FLAVORS WITH RUTH REICHL
Celebrate the magic of books, food, and community at the Friends of the Key West Library Gala—an unforgettable evening with a culinary legend.
Join us Monday, February 23, 2026, for the Friends of the Key West Library Fundraising Gala, featuring legendary food writer Ruth Reichl—author, critic, and culinary icon. Enjoy her exclusive interview, then mingle in the Palm Garden with delicious bites, tropical cocktails, and twinkling lights. Proceeds benefit the Key West Library—so come celebrate great books, great food, and our beloved little pink library!
USMC Birthday Dinner Fundraiser
Join the community for a special evening celebrating the United States Marine Corps while supporting a worthy cause. This fundraiser, hosted in partnership with Neeley Family Distillery, promises an evening of camaraderie, fine spirits, and celebration.
Yang Yoga
Yang yoga is the active, dynamic style of yoga that builds strength and stamina through flowing movements, unlike the passive, static poses of Yin yoga. It is characterized by rhythmic sequences that generate heat, such as those found in Vinyasa, Ashtanga, and Power Yoga, focusing on muscles and circulation to strengthen and lengthen them.
FREE!
Burgers & Buffett Tunes: A Tribute Show
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.
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.
James Yon
This Florida native is one of America's hottest up and coming comedians. He can be seen each and every Sunday at 11pm hosting his own show, "Viral Breakdown" on the Afrotainment Channel on Dish Network. He has graced the stage with some of America’s top talent including, Joe Torry, Jimmy J.J Walker, Tom Rhodes and Michael Winslow. He was a finalist for NBC’s stand up for Diversity and appeared on the FOX comedy club. He was the 2011 and 2012 winner of the Orlando Improv’s “Clash of the Comics.” Now James spends his time touring clubs and casinos all over the country from Orlando to Las Vegas bringing the funny.
Hemingway in a Funny Way
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite wine (Valpolicella) with your ticket.
Neil Berg's 50 Years of Rock n' Roll, Part 6
With a cast consisting of both stars from Broadway's greatest rock musicals, as well as incredible Rock & Roll singers, Neil Berg shares the often unknown stories from the fifty-year history of the music that changed the world forever!
CW Colt in Concert
C W Colt is a Key West–based singer/songwriter, storyteller, and local legend. He is the author of “We Are One Human Family,” the Official Song of Key West — a musical reflection of the island’s soul and its deep sense of community.
This special night at Williams Hall weaves together original songs and unforgettable stories from a life shaped by worldly travels and years living in the Florida Keys among its one-of-a-kind characters. Colt’s performances move effortlessly from laughter to tears of joy, offering moments that inspire connection, compassion, and a reminder of what it means to be human.
George Li
Pianist George Li, is Impromptu’s 2026 “Rising Star”. Praised by the Washington Post for combining “staggering technical prowess, a sense of command and depth of expression,” he possesses an effortless grace, poised authority, and brilliant virtuosity far beyond his years.
Speaker Series: Bob Rich
Noted American businessman Bob Rich is an avid outdoorsman and the author of five books, including Fish Fights, The Fishing Club, and The Right Angle. His novel, Looking Through Water, was awarded a gold medal by Readers’ Favorite in the category of Southern Fiction and has been made into a film now streaming on multiple platforms, including Amazon, Apple TV, Fandango at Home, and Google Play.
Yin Yoga
Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness.
FREE!
Illusionist Rick Thomas
Step into the Extraordinary as Rick Thomas takes you on a journey never to be forgotten…a journey within his Mansion of Dreams! Prepare to be captivated by the mesmerizing world of one of the greatest illusionists on the planet. People of all ages will experience amazing and magical things as they witness the beauty and mysteries behind the Mansion’s magnificent walls. Contained within the production are the most intriguing, innovative and mind-blowing grand illusions in the world.
Dave Williamson
Named “Best Comedian in Miami” by the Miami New Times, Dave Williamson tours heavily, both headlining his own shows and as the supporting act for Bert Kreischer. His second album, “Trying My Hardest” was just released by Stand Up! Records and reached #1 in the iTunes Charts for Comedy. Dave's material is in heavy rotation on many SiriusXM stations. Dave often talks about family, highlighting stories from his youth to navigating the role of Father & husband himself. He is obsessed with BBQ, and hosts his own podcast called “Meat Dave”.
Burgers & Buffett Tunes: A Tribute Show
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.
Hemingway in a Funny Way
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite wine (Valpolicella) with your ticket.
Book Sale in the Palm Garden
Held monthly in the Library Palm Garden from December to March, the Friends of the Key West Library Book Sale is a place that brings the community together. It is amazing what gems can be found among the 3,000 donated books: a book or two, a friend or two, a good conversation, or even a book for a gift. There is always a line of customers waiting for the gates to open.
Diamonds are a Girls Best Friend
On Saturday, March 7, the Key West Woman’s Club will host its annual fundraiser Diamonds are a Girls Best Friend!
Enjoy an open bar, fully catered dinner, lively music by Skipper Kripitz & friends, and dancing while you shine in your diamonds!
Conch Fest: Red Eye Gravy Brunch
Step into Old Key West with a special brunch by Chef Martha Hubbard celebrating iconic conch comfort food, paired with the soulful sounds of local favorite Wilhelmina Lopez-Martin.
Bobby in the Lobby
No songwriter ever composed more hits for the Broadway musical than Richard Rodgers. Starting in the mid 1920s his collaboration with the brilliant Lorenz Hart and continuing with his record-breaking partnership with Oscar Hammerstein, Richard Rodgers was the defining voice of 20th Century Broadway. Join Bobby Nesbitt along with Susan Powell and Richard White as they celebrate this timeless music. Act One comprises the songs of Rodgers and Hart including “Manhattan”, “Bewitched”, “Where or When”, “My Funny Valentine” and many more.
Speaker Series: Jenn McKinlay
A former librarian, Jenn McKinlay is a The New York Times bestselling author, who writes in multiple genres—mystery, romance, and fantasy. Her latest book is Booking for Trouble. A TEDx speaker, she is always happy to talk books, writing, reading, and the creative process.
Yang Yoga
Yang yoga is the active, dynamic style of yoga that builds strength and stamina through flowing movements, unlike the passive, static poses of Yin yoga. It is characterized by rhythmic sequences that generate heat, such as those found in Vinyasa, Ashtanga, and Power Yoga, focusing on muscles and circulation to strengthen and lengthen them.
FREE!
Crimes of the Heart
Beth Henley’s beloved Pulitzer Prize winning script. Three eccentric sisters. A forgotten birthday, a failed career, an attempted murder. Funny. Messy. Filled with southern comfort. Featuring Martha Hooten-Hattingh, Sarah-Hunter Wald, Abigail Emerson, Samantha Laskey, Dan Dempsey, and Dominic Paolillo.
Tickets: $45-$65 (does not include fees)
The Doo Wop Project
Featuring stars from the Broadway shows Jersey Boys, Motown, Beautiful and Hairspray, Doo Wop Project is inspired by inner city African American vocal groups like The Flamingos, The Five Satins, The Miracles and later The Four Seasons, along with all the original groups that created the sound of Doo Wop.
Cory Michaelis
Cory has a Dry Bar Comedy Special -"Bad Teacher" - that snagged over 80 million views. His debut album, "The Collage Dropout," was released by 800 Lb. Gorilla Records and charted at #2 on iTunes & Billboard (because it was the only album released that week). Cory was a finalist in the Seattle Comedy Competition which means he didn't win and was in Season 2 of Netflix's "Huge in France" with Gad Almelah.
Burgers & Buffett Tunes: A Tribute Show
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.
Hemingway in a Funny Way
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite wine (Valpolicella) with your ticket.
FKSPCA 18th Annual Spring Social 2026
Tickets are on sale NOW for our 18th Annual Spring Social presented by Hank's Hair of the Dog Saloon! Join us for our biggest celebration of the year at the Truman Little White House on Friday March 13th. VIP tickets include a Champagne Reception starting at 5:30pm before the main event, passed appetizers, a sneak peek at the silent auctions, and reserved seating.
Tennessee Rising
Tennessee Rising explores the formative period from 1939 – 1945 during which an unknown writer named Tom blooms into the acclaimed playwright known as Tennessee, wherein his most iconic character emerges: himself. The audience becomes friend and confidant to young Williams as he experiences the unexpected highs and devastating lows of his early career.
Tennessee Rising: The Dawn of Tennessee Williams is written and performed by Jacob Storms and originally directed for the stage by Alan Cumming. In partnership with Key West Art & Historical Society
Jammy Buffet Live!
Join us for Jammy Buffet Live, featuring Jimmy Buffett's lead guitarist and accomplished songwriter, Peter Mayer.
Jimmy Buffett often spoke of “traveling the songlines,” a phrase borrowed from the Aboriginal tradition of mapping the land through music and story—paths that connect people, places, and moments across time. Jammy Buffet picks up that journey, where Buffett’s coastal storytelling meets the improvisational spirit of the jam band world.
South Florida Symphony Orchestra: Dvořák’s Eighth & Sibelius’ Violin Concerto
Sibelius’s soul-searching Violin Concerto, featuring the expressive brilliance of guest artist Siwoo Kim, and Dvořák’s Bohemian-folk inspired Symphony No. 8 highlights music’s ability to connect to worlds unknown. One looks inward, tracing shadows and emotion; the other bursts outward in celebration of nature, life, and song. Opening the South Florida Symphony Orchestra program – led by Key West native Maestra Sebrina Alfonso -- is Schubert’s Overture in D major, a playful wink to Rossini’s Viennese operas.
Carr-Petrova Duo
Described as "ravishing" (Strad), "enlightened" (BBC), "explosive" (Virginia Gazette), and "irresistibly elegant" (Diario de Leon), violist Molly Carr and pianist Anna Petrova are rapidly compiling a remarkable list of accolades in recognition of their fiery musical expression, refined artistry, and relentless entrepreneurial dedication to social initiatives.
Bad Teachers w/ Cory Michaelis and friends
Teachers (and former students) of Key West! Celebrate your long weekend with the comedy of a teacher who couldn't cut it - Cory Michaelis. After 12 years of teaching high school, Mr. Michaelis decided drunken hecklers were easier to deal with than students. Come see two class periods worth of mostly teacher/student material relatable to anyone who has ever been in a classroom. Non-teachers and teachers alike will love this show and some admin. will be on the show to keep us all in line. Irreverent (but PG-13-ish) comedy, shot specials, prizes, and a Kahoot!
Speaker Series: Christopher Castellani
Christopher Castellani is the author of six books, most recently the novel Last Seen. His previous book is Leading Men, a novel about Tennessee Williams and Frank Merlo, for which he received Fellowships from the Guggenheim Foundation, and MacDowell. Leading Men is currently being adapted for film.
Yin Yoga
Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness.
FREE!
Sean Finnerty
From Longford, Ireland, Sean Finnerty decided to move stateside where a series of mature decisions that he failed to make led him to stand-up comedy. Recently he was rewarded for his efforts as he became the first ever Irish comedian to perform on the Tonight Show with Jimmy Fallon. Spending his first number of years in comedy based out of Orlando, Sean was selected for Comedy Central’s Up Next competition, made his television debut as co-host of Season 9 of Fireball Run on Amazon Prime. He has also performed at several festivals including Laugh Your Asheville Off, Edinburgh Fringe, and Electric Picnic, along with making it to the semi finals of the nationwide talent search Stand Up NBC. A keen eye for detail Sean has also developed a reputation as a Roaster and is currently the number 1 ranked roast comic in New York City.
Burgers & Buffett Tunes: A Tribute Show
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.
The Italian American Dream with Analisa and John
Experience a truly authentic and unforgettable performance by Nashville’s own Analisa and John Gallo. This evening supports the local charities of the Sons and Daughters of Italy Key West Lodge.
Schedule: Dinner at 5:30 PM | Show starts at 6:45 PM
Admission: $50 (Includes dinner & one glass of wine)
"The Italian American Dream" show honors the story of the Italian immigrants of the early 1900s. It is a show for everyone, and highlights the themes of culture, family, sacrifice, and faith!
Mocktails & Manuscripts
The doors of the Hemingway Home will swing open for an unforgettable event Thursday, March 19th, 2026. Top mocktail creators will gather to mix, mingle, and compete for the coveted title of “Master Mixologist 2026”. The food pairing highlights the key skills of pairing food to enhance the mocktail experience.
Hemingway in a Funny Way
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite wine (Valpolicella) with your ticket.
Vintners Dinner
The iconic Vintners Dinner returns in 2026! “The ART of Tasting” is a chef-curated food and wine experience—an elegant evening of fine wines, delicious cuisine, and heartfelt community connection in beautiful, historic Williams Hall. Guests will enjoy a thoughtfully crafted multi-course tasting menu by Chefs John Corea and David Fuhrman, perfectly paired with exceptional wines presented by Pacific Southern Wine Company and Republic National Distributing Company. Erin McKenna hosts the evening of live music, Fine Wine & Cuisine, as we raise a glass to AH Monroe's four decades of compassion, innovation, and impact in the Keys.
Join us for an artful evening of wine, cuisine, and community connection!
Movies Under the Stars: 10 Things I hate About You
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.
Paradise Big Band
Under the baton of Joe Dallas Jr, the band remains a truly "local" organization consisting of professional and semi-professional musicians from the Lower Keys and primarily Key West. In the interest of enhancing both solo and ensemble performances, the band regularly features outstanding guest artists from New England, New York City and Pittsburgh.
Taste of Key West
Join us for one of Key West’s most anticipated foodie traditions! 🌴🍷
Taste of Key West returns for its 31st Annual Celebration, bringing together the island’s top restaurants, vintners, and beverage partners for an unforgettable open-air evening at Truman Waterfront.
Yang Yoga
Yang yoga is the active, dynamic style of yoga that builds strength and stamina through flowing movements, unlike the passive, static poses of Yin yoga. It is characterized by rhythmic sequences that generate heat, such as those found in Vinyasa, Ashtanga, and Power Yoga, focusing on muscles and circulation to strengthen and lengthen them.
FREE!
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.
Jazz at Lincoln Center presents Great American Crooners
Soak in the sounds of the velvety melodies and smoky rhythms of quintessential crooners such as Frank Sinatra, Tony Bennett, and Bobby Darin when the golden age of jazz returns with Great American Crooners!
Jimmy Dunn
Jimmy Dunn is a stand-up comedian and actor from Boston, who currently plays “Moose” on the Paramount+ reboot of the iconic sitcom FRASIER. He can be heard most Tuesdays on The Greg And The Morning Buzz radio network. He got his start in "show business" telling jokes in a bar in Gloucester, Massachusetts, where he was paid in beer and fried clams. Since then, he’s gone on to perform at some of the world’s most prestigious comedy events, including the Late Show with David Letterman, CONAN, Montreal’s International Just For Laughs Comedy Festival, and Denis Leary’s Comic’s Come Home in Boston. Jimmy’s first major television role was as Sean McCarthy on the CBS sitcom, THE MCCARTHYS. He’s also written on several television projects, including two episodes of LOUDERMILK that he co-wrote with Academy Award winner Peter Farrelly.
Dealing with Tough Customers and Colleagues: Practical Skills for the Workplace and Beyond
Learn tools you can apply to your life immediately to:
Calm people down when they are angry
Resolve conflict quickly and effectively
Turn unhappy customers around
Deal with negativity without it getting you down
Say no effectively…and much more!
Elisa Levy is a speaker and author, who has travelled the world teaching conflict resolution, leadership and customer service. Her clients run the gamut from major hotel chains, fortune 500 companies, the United Nations and nonprofit organizations.
Burgers & Buffett Tunes: A Tribute Show
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.
The College of the Florida Keys 60th Anniversary Celebration
Toast to six decades of educational excellence at The College of the Florida Keys’ milestone 60th Anniversary Celebration, featuring fine dining, cocktails, historical exhibit, live music by Bay Kings Band, and dancing in honor of the College's rich legacy and continued commitment to student success.
And Tell Sad Stories of the Death of Queens
Little-known short plays by Tennessee Williams that boldly explore sexuality, identity, and longing. Presented in partnership with the Tennessee Williams Festival at Williams Hall. Directed by Dominic Paolillo. Cast: Kitty Clements, Cassidy Timms, Aramis Ikatu, Phillip Cole, Todd Glenn, Jim Speake, Trey Forsyth, Diane May, Chris Massicotte, Kathy Russ, Mariah Woessner, Davis Stack, Barbara Mundy.
Venue: Williams Hall, 729 Fleming St.
Houston Ballet II
Houston Ballet II (HBII) is the second company of Houston Ballet, America’s fifth largest ballet company. Comprised of a stellar array of ballet students from around the world, HBII members perform a diverse range of dance works such as excerpts from the great classics including The Sleeping Beauty, Swan Lake, and The Nutcracker to contemporary works by Houston Ballet Artistic Director, Stanton Welch AM.
Jessimae Peluso
Jessimae Peluso is a stand-up comedian, writer, performer, TV and podcast host whose work blends raw comedy with emotional depth. Known for her breakout role on MTV’s Girl Code and hosting Netflix’s Tattoo Redo and Surviving Paradise, Jessimae has spent nearly two decades turning personal pain into punchlines.
Burgers & Buffett Tunes: A Tribute Show
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.
Habitat for Humanity's Tropical Gala
Habitat for Humanity of Key West and Lower Florida Keys provides affordable homeownership opportunities to low-income working families and critical home repairs to our community’s vulnerable elderly population. We are dedicated to empowerment, not entitlement, and bringing people together to build homes, communities, and hope. As a locally supported nonprofit the work we do is only made possible through support from the community. Proceeds from Habitat’s 2025 sold-out gala helped provide 9 families with affordable, safe homes to call their own, 5 senior household with critical home repairs allowing them to age in place, and 27 families with affordable rentals.
Our 2026 event will feature a delicious dinner, creative libations, and inspiring program, games, auctions, dancing and an all-around memorable evening. We invite you to attend, sponsor, and be recognized as we come together again in 2026 for a fun evening to change lives and build a better community.
Anne McKee Artists Fund Performance featuring Belle Jampol
Influenced by soul, jazz, and folk, Belle brings a unique blend of musical flavors to her performances.
Puppy Pals, Live!
The Puppy Pals Comedic Stunt Dog Show is a hilarious presentation for the whole family and the dog lover in all of us, the spectacle stars mostly rescued dogs.
Steve Rannazzisi
For over 13 years, from the stage to the silver screen, Steve Rannazzisi has made audiences laugh. Currently, Rannazzisi stars and writes alongside Katie Aselton, Mark Duplass, Nick Kroll, Jonathan Lajoie, and Paul Scheer on the critically acclaimed FX Network comedy series, The League, which is produced by Jeff and Jackie Schaffer.
Burgers & Buffett Tunes: A Tribute Show
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.
"Endless Summer" Fundraiser with Howard Livingston & friends
Get ready to escape to the islands for a great cause at the "Endless Summer" Fundraiser with Howard Livingston & friends! This special event is more than just a concert; it's an unforgettable evening of high-energy "Trop Rock" music featuring Key West's own Howard Livingston & The Mile Marker 24 Band.
Gastor Almonte
Gastor Almonte is a Dominican-American stand-up comedian, writer, and podcaster based in New York City. Raised in Brooklyn, he’s known for his warm, thoughtful delivery and deeply personal storytelling—blending culture and identity into comedy that’s both smart and emotionally grounded. Gastor has been featured on Comedy Central and NBC, and he performs regularly at top clubs and theaters across the country. His work has also appeared at major comedy festivals and across digital platforms, where he’s earned a reputation as a comedian’s comedian—respected for his writing, honesty, and point of view.
The Shark is Broken
Written by Ian Shaw and Joseph Nixon
The Hit of the Edinburgh Fringe 2019
Three actors. One small boat. Alcohol flows. Egos clash. A cinematic shoot that will make history -- assuming someone can figure out how to fix that blasted shark. This 'bitingly funny' play is the true story of behind the scenes of the movie JAWS. Starring: Trey Forsyth, Mathias Maloff, and Ray West.
Tickets: $45-$65 (does not include fees)
Amos Gill
Amos Gill is one of Australia’s hottest comedians, now making waves internationally as a touring headliner across the USA, UK, and Australia. Known for his sharp humor and quick wit, Amos first gained attention as a beloved Adelaide radio host on Amos, Cat & Angus. After leaving radio in 2018, he quickly became a comic to watch, earning accolades such as runner-up in triple j’s RAW Comedy competition and hosting the Melbourne International Comedy Festival’s prestigious Comedy Zone.
Burgers & Buffett Tunes: A Tribute Show
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.
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.
Movies Under the Stars: Shrek
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.
Tony V
In 1986 Tony V was named “Funniest Person in Massachusetts” by Showtime television. He followed this achievement with several performances on HBO, the Arts and Entertainment Network, Comedy Central and MTV. From 1987 through 1992 Tony V became the “spokesperson” for American Tourister Luggage. Remember the suit case smashing gorilla? It was Tony that gave the ape it’s distinct voice and temperament. Touring extensively in and out of his high tech forty-five thousand dollar yak hair gorilla suit, both Tony and his alter ego had many interesting adventures. If you get a chance ask Tony about a meeting between The Gorilla, Spuds MacKenzie and Ronald McDonald. You won’t believe your mind.
Burgers & Buffett Tunes: A Tribute Show
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.
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.
Burgers & Buffett Tunes: A Tribute Show
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.
One Night of Queen
One Night of Queen is a touring 2-hour stage show, paying tribute to the stage theatrics and music of Queen.
Eddie Gossling
From festivals to late-night television appearances, Eddie Gossling has been holding it down in the comedy industry for over 20 years. Known for his sharp wit and engaging stage presence, he has built a reputation and crafted a style that's equal parts edgy and endearing. Arguably his most notable accomplishment outside of stand up is his involvement with Comedy Central's "Tosh.0," where he served as a writer and co-executive producer for 12 seasons. Gossling's contributions to the show helped shape its comedic style and earned him recognition within the industry. In addition to his work behind the camera, Gossling has also made appearances on popular late-night shows like "Jimmy Kimmel Live" and starred in his own Comedy Central special.
Burgers & Buffett Tunes: A Tribute Show
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.
Sean Patton
Sean Patton is a comedian based in New York, by way of New Orleans. He began doing stand-up in the Crescent City and has since performed in comedy clubs and festivals across the world, including The Melbourne International Comedy Festival (2011, 2018), The Glasgow Comedy fest (2016), the Dublin Comedy fest (2017), and The Edinburgh Fringe (2017, 2019). Other festivals appearances include SXSW (2016, 2017, 2018, 2022), The Moontower comedy festival (2012, 2013, 2014, 2019), Just for Laughs Chicago (2013), Just for Laughs Toronto (2013) and Just for Laughs Montreal (2008, 2010, 2012, 2016, 2018).
Burgers & Buffett Tunes: A Tribute Show
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.
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.
Burgers & Buffett Tunes: A Tribute Show
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.
Burgers & Buffett Tunes: A Tribute Show
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.
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.
The Wearable Art Fashion Show
Looking for an afternoon of breathtaking art and bold fashion?
Don't miss the Key West Woman's Club's Wearable Art Fashion Show 2026.
Experience the thrill of the runway, where high fashion meets high stakes. Witness the debut of one-of-a-kind, handcrafted creations from our city's most innovative local designers. As each unique piece is revealed on the catwalk, it becomes available for live auction. This is your chance to acquire a signature work of wearable art directly from the designer and take home an unforgettable piece of fashion history.
Your attendance also supports "Creativity in Design" scholarships for Key West High School students.
Pilobolus
Pilobolus’s Other Worlds Collection traverses the spaces we inhabit—from the realms within ourselves, society, and the universe—with wit, wisdom, and whimsy. The collection features collaborations with visionaries who see life through the lens of theatre, music, and dance.
Valentine's Day Sweetheart or Not Dance Party
Dress to Impress!
Dancing, DJ, Photo Booth, Desserts, and Refreshments
*For CFK Academy Students, Pre-approved Guests, & Monroe County School Students ONLY in grades 9-12
Hemingway in a Funny Way
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite wine (Valpolicella) with your ticket.
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.
Burgers & Buffett Tunes: A Tribute Show
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.
New York Philharmonic String Quartet
The New York Philharmonic String Quartet comprises four Principal musicians from the Orchestra: Concertmaster Frank Huang (The Charles E. Culpeper Chair); Principal Second Violin Group Qianqian Li; Principal Viola Cynthia Phelps (The Mr. and Mrs. Frederick P. Rose Chair); and Principal Cello Carter Brey (The Fan Fox and Leslie R. Samuels Chair).
Murder Mystery on the Dance Floor
Join us at Williams Hall for a very special fundraiser—an interactive evening of mystery, laughter, and delicious intrigue.
Hosted by Erin McKenna and featuring an exquisite four-course menu by Chef Martha Hubbard complete with wine pairings.
Step into the story with an immersive dinner experience where you become part of a thrilling whodunit. Each pair of guests will be assigned a character complete with secrets, clues, and motives. Guests are encouraged to dress the part—costumes add to the fun and atmosphere, whether you go all out or keep it simple. As the evening unfolds, alliances form, suspicions rise, and the mystery deepens.
Yang Yoga
Yang yoga is the active, dynamic style of yoga that builds strength and stamina through flowing movements, unlike the passive, static poses of Yin yoga. It is characterized by rhythmic sequences that generate heat, such as those found in Vinyasa, Ashtanga, and Power Yoga, focusing on muscles and circulation to strengthen and lengthen them.
FREE!
Sondheim and Sullivan: An evening of the songs of Stephen Sondheim and Gilbert and Sullivan
Contralto Vira Slywotzky and pianist David Sytkowski return to Williams Hall! The acclaimed duo joins forces with special guest Phillip Cole White to bring you the songs of America’s beloved musical theater composer and lyricist Stephen Sondheim and W. S. Gilbert and Arthur Sullivan, the incomparable craftsmen behind Great Britain’s great operetta tradition. From “Dirty Old Man” to “Send in the Clowns,” experience the giggles, grit and glory of the finest musical storytellers in the English language.
Speaker Series: Karen Dukess
Karen Dukess is the author of The Last Book Party and Welcome to Murder Week, a “ … delightfully funny and heartfelt new novel,” (The New York Times). She is also the host of The Castle Hill Author Talks, a series of virtual and in-person interviews with some of today’s most exciting authors.
Mac's Place Big Game Party!
Doors open at 5:00 PM
Game starts at 6:30 PM
Location: Mac's Place, 1605 N. Roosevelt Blvd.
Tickets Include:
Two buffets open for the duration of the game
Open bar for the duration of the game, featuring:
Spirits: Concierge Vodka, Captain Morgan, Bacardi, Jim Beam, Jack Daniel’s, Tanqueray, Santoro Tequila
All draft and craft beers
Seltzers: High Noon, Surfside, Sun Cruiser, Good Boy Vodka Cocktails, & Sip Margs
Wines by the glass
Please note: Shots and shooters are not included.
BIG GAME Watch Party
Celebrate BIG GAME Sunday at The Marker Resort.
Enjoy a Tailgate Buffet and wine, draft beer, and premium well OPEN BAR.
Total ticket price is all inclusive of tax, gratuity, and fees.
Seating is first come, first served.
SOMO's BIG GAME Tailgate & Watch Party
Celebrate Big Game Sunday at The Southernmost Beach Resort.
Enjoy an Unlimited Tailgate Buffet and Premium well/draft/wine OPEN BAR!!
Food only option available, too!
Total ticket price is all inclusive of tax, gratuity, and fees.
Seating is first come, first served.
Super Football Party!
Huge 10’ big screen!
Each ticket includes: One dinner (one plate of BBQ Ribs or Chicken, with Roll, Bake Beans, Cole Slaw, and Dessert); Viewing the Game on the BIG Screen; Raffles; Squares; and Prizes! Full bar and drink specials available for purchase.
OPEN TO THE PUBLIC!
Tickets: $25 in advance, $30 at the door
Tropical Luncheon & Garden Party
Step into an afternoon of island elegance as the Key West Woman’s Club revives its charming 1950s Tropical Luncheon tradition. Enjoy conversations with bestselling author Lucy Burdette, a preview of KWAHS’s Smithsonian-affiliated exhibit FOOD: Celebrating Conch Cuisine, and insights from curator Dr. Cori Convertito. Chef Martha Hubbard adds culinary flair to this celebration of the flavors and stories that define the Keys.
A delightful blend of history, culture, and island charm — all in the heart of Old Town.
Dave Smith
Dave Smith is a comedian, political commentator, radio and tv personality. Dave is a regular guest on The Joe Rogan Experience, Tim Pool, Kennedy, and The Greg Gutfeld show. In 2017 Dave’s debut comedy special ‘Libertas’ was released and spent over three weeks at #1 on the ITunes comedy chart. Dave is the host of ‘Part of the Problem’ a libertarian podcast about current events and the evils of government and the corporate media as well as his comedy podcast Legion of Skanks.
A Special Evening with David Lowery
Join us for a special evening with David Lowery, celebrated singer-songwriter and co-founder of the influential alt-rock bands Cracker and Camper Van Beethoven. Known for his sharp wit, distinctive voice, and genre-blending musical style, Lowery has written some of the most memorable rock tracks of the past three decades, including “Teen Angst (What the World Needs Now),” “Low,” “Euro-Trash Girl,” and “What the World Needs Now.”
Fighting for Laughs, Too
Join us for Fighting For Laughs, Too — a night of powerhouse comedy featuring Sam Norton, Preston Gitlin, and headliner “The Reverend” Bob Levy, hosted by local veteran and comedian Petey Rancel. Building on last year’s sold-out success, this event delivers big laughs for an important cause.
All proceeds benefit AHERO, a 501(c)(3) organization dedicated to preventing Veteran and First Responder suicide through fellowship, outdoor adventures, and community support.
Your $50 general admission ticket directly helps fund AHERO trips here in Key West — creating healing connections and life-changing experiences for our nation’s heroes. Come laugh, support, and make a difference!
Burgers & Buffett Tunes: A Tribute Show
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.
Sipping and Shopping
The 2nd Annual fundraiser, Sipping and Shopping at Margaritaville Café, will be Saturday, 7 February, from 9am-11am. Last year was the first year and the breakfast was outstanding! During breakfast the Margaritaville store is open with members getting a minimum 15% discount.
This event is open to KWPHC members and their paid guests and all tickets are PRE-SALE ONLY!
Military Member of the Year Celebration Dinner
We will celebrate the success of the "Best of the Best" representing our Military Members from the local area.
Dress is civilian dress casual.
Please no shorts, flip flops or uniforms!
Get your tickets or sponsor the event:
$35 - E-6 and below
$50 - E-7 and above, Officers
$50 - Civilians
$500 - table sponsorship (includes two seats)
Hemingway in a Funny Way
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite wine (Valpolicella) with your ticket.
Vienna Boys Choir
The Vienna Boys Choir is one of the most famous choirs in the world, and one of the oldest. Boys have been singing at Vienna's Imperial Chapel since at least 1296. In 1498 Holy Roman Emperor Maximilian I. established a Court Chapel in Vienna where he declared that there were to be boys among the singers, thus laying the foundation for the Vienna Boys Choir.
Best of the 72-Hour Film Challenge
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.
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.
Murder Mystery at the Theatre
Join us at Williams Hall for a very special fundraiser—an interactive evening of mystery, laughter, and delicious intrigue.
Hosted by Erin McKenna and Juliet Gray and featuring an exquisite four-course menu by Chef Martha Hubbard complete with wine pairings.
Step into the story with an immersive dinner experience where you become part of a thrilling whodunit. Each pair of guests will be assigned a character complete with secrets, clues, and motives. Guests are encouraged to dress the part—costumes add to the fun and atmosphere, whether you go all out or keep it simple. As the evening unfolds, alliances form, suspicions rise, and the mystery deepens.
Yin Yoga
Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness.
FREE!
Broadway’s Favorite Leading Man…Robert Cuccioli
Robert Cuccioli is known by many for his critically acclaimed TONY nominated performance in Jekyll & Hyde, for which he also received the Drama Desk, Outer Critics Circle, and Jeff Awards for “Outstanding Actor in a Musical”. He debuted on Broadway as Inspector Javert in Les Miserables, and last appeared as Dr. Norman Osborn/The Green Goblin in Spider-Man: Turn Off the Dark.