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.

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.

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

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

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

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

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

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

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

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

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

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

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

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

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.

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

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

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. From shelters to showbiz, these pooches perform spectacular stunts and breathtaking feats. This is not only a show but a family fun experience. In every performance, we invite the audience to take part in the show and maybe even step up on the stage.

FREE for kids!

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.

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.

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.

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!

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.

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.

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!  

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.

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!