Group Meditation Circle
Group meditation is the practice of meditating collectively with others in a physical space. Participants gather together to meditate simultaneously, cultivating a shared energy that enhances the overall experience. Classes typically consist of 20-30 minutes of active meditation, with space and time allowed for check-in and integration. This communal practice can take various forms including guided meditation, silent meditation, or meditation accompanied by music or chanting. The essence of group meditation lies in the synergy created, as individuals come together to explore mindfulness and elevate their consciousness.
FREE!
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!
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.
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.
Soft Opening: Key West Cultural Center & Veterans Museum
Join us for an exclusive first look at the Key West Cultural Center & Veterans Museum! We are opening our doors for a special Soft Opening event to share our vision with the community and gather your valuable feedback. Located at the historic William Weech American Legion Post 168, this evening is a celebration of local history, service, and the arts.
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!
Acupuncture
Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.
FREE!
Cheers to 10 Years!
It’s a Celebration! The Fringe Board invites you to join us on March 23rd as we celebrate ten years with Rebecca Tomlinson as Fringe’s Managing Artistic Director. We’re celebrating the people, the shows, and the direction that has led Fringe Theater through its unprecedented growth. Join us for music, food, and memories!
Your ticket price includes the Ericson Holt Band, Food stations and hors d'oeuvres, Open Bar. We’ve memories to share and new memories to make!
Sponsored by William & Pattye Monroe, Blake Hunter & Murphy Davis, Dennis Beaver & Bert Whitt, Neal Ruchman & Melissa Jean McDaniel, The Gardens Hotel, Billy Cartledge & Jim Hall, and Janet & Charlie Bengel.
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.
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 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.
Stories & Supper With Lucy Burdette
Join us for a special literary evening featuring Lucy Burdette, USA Today bestselling author of the beloved Key West Food Critic mystery series. Enjoy a live reading of one of Lucy’s short stories by local creative and actress Erin McKenna, followed by dinner prepared by Chef Martha and conversation celebrating storytelling and community.
Transformational Breathwork
Transformational breathwork is a practice that uses conscious breathing to move stagnant energy, integrate emotional and physical experiences, and facilitate healing and personal growth. This guided session helps you release tension, reset your nervous system, and reconnect with yourself.
FREE!
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.
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.
Group Meditation Circle
Group meditation is the practice of meditating collectively with others in a physical space. Participants gather together to meditate simultaneously, cultivating a shared energy that enhances the overall experience. Classes typically consist of 20-30 minutes of active meditation, with space and time allowed for check-in and integration. This communal practice can take various forms including guided meditation, silent meditation, or meditation accompanied by music or chanting. The essence of group meditation lies in the synergy created, as individuals come together to explore mindfulness and elevate their consciousness.
FREE!
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.
Acupuncture
Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.
FREE!
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.
Group Meditation Circle
Group meditation is the practice of meditating collectively with others in a physical space. Participants gather together to meditate simultaneously, cultivating a shared energy that enhances the overall experience. Classes typically consist of 20-30 minutes of active meditation, with space and time allowed for check-in and integration. This communal practice can take various forms including guided meditation, silent meditation, or meditation accompanied by music or chanting. The essence of group meditation lies in the synergy created, as individuals come together to explore mindfulness and elevate their consciousness.
FREE!
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.
Acupuncture
Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.
FREE!
Transformational Breathwork
Transformational breathwork is a practice that uses conscious breathing to move stagnant energy, integrate emotional and physical experiences, and facilitate healing and personal growth. This guided session helps you release tension, reset your nervous system, and reconnect with yourself.
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.
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.
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.
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!
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!
Key West Brewfest Grand Tasting Event 2026
Key West BrewFest is an island wide festival hosted by the Key West Sunrise Rotary of the Conch Republic and the Southernmost Beach Resort. This is a 100% nonprofit, charitable event, to raise money for local student’s scholarships.
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.
Tennessee Rising: The Dawn of Tennessee Williams
Brought to you in partnership with the Key West Art & Historical Society and presented as part of the Tennessee Williams Key West Festival.
Prepare for an intimate theatrical experience with Jacob Storms’ internationally acclaimed solo play, TENNESSEE RISING: The Dawn of Tennessee Williams (originally directed for the stage by Alan Cumming).
This powerful biographical work sheds much-needed light on the unexplored, formative years of Thomas Lanier Williams on his journey to becoming the iconic playwright Tennessee Williams. Written and performed by United Solo Award winner Jacob Storms, TENNESSEE RISING offers a poignant look at the influences and events that shaped America’s greatest dramatist — and created his most iconic character: himself.
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.
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.
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!
Acupuncture
Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.
FREE!
Conch Fest: Red Eye Gravy Brunch
Step into Old Key West with a special brunch by Chef Martha Hubbard celebrating iconic conch comfort food and classic Southern flavors with a thoughtfully prepared three-course menu.
*Please Note: Due to unforeseen circumstances, Wilhelmina Lopez-Martin will no longer be able to perform at the brunch.
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!
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!
BLACK HISTORY MONTH!
Presentations by:
Key West Cultural Center & Veterans Museum
Frederick Douglas Black Educators Museum
Junkanoos & Bahama Village Music Program
Dinner by: Havana Island Cafe
Music by: SOUL CITY DysFUNKshunals (7:00-10:00 pm)
FREE!
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.
Transformational Breathwork
Transformational breathwork is a practice that uses conscious breathing to move stagnant energy, integrate emotional and physical experiences, and facilitate healing and personal growth. This guided session helps you release tension, reset your nervous system, and reconnect with yourself.
FREE!
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!
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.
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!
Acupuncture
Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.
FREE!
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.
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!
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.
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
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.
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
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 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.
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.
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.
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.”