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.

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.

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.

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.

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.

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!

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.

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.

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.

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.

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.

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.

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.

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

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.

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.

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)

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.

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.

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.