Ring in the new year by showing your loved ones around your city! Monroe County residents can take advantage of some of our tours and attractions for FREE when accompanied by a full fare adult paid guest with Hometown Pass!
The first Sunday of the month offers Monroe County locals FREE admission to all Historic Tours of America attractions: Old Town Trolley Tours, Conch Tour Train, Ghosts & Gravestones, Sails to Rails, Key West Aquarium, Key West Shipwreck Treasure Museum, and Harry S. Truman Little White House.
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6:00 PM - 8:30 PM
Catch the Mania Trivia
Key West Cooking Show, 291 Front St.
Dates: January 5, 12, 19, 26. Various themed trivia.
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Key West Literary Seminar
Key West Literary Seminar welcomes readers and writers to this subtropical island city. Our flagship program is the annual Seminar, a four-day event that explores a unique literary theme each January, where readers from around the world enjoy presentations by some of the best writers of our time.
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6:00 PM - 8:00 PM
Truman Music Series: The Heart Starters
Truman Little White House, 111 Front St.
Step back in time with the swingin’ five-piece band as they revitalize the American Songbook with jukebox favorites, big band dance hits, and Academy Award-winning songs from Truman’s Presidential years (1945-1952). Gates open at 5:15 pm.
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Kelly McGillis Classic
The Kelly McGillis Classic International Women’s & Girls Flag Football Championship is a special event and exclusive for female athletes, highlighting female athleticism and recognizing team and personal achievements from teams around the world and across the USA.
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5:00 PM
America 250: Remembering the First Ladies
Truman Little White House, 111 Front St.
Join us on the lawn at the Harry S. Truman Little White House to discuss the book, Remember the First Ladies: The Legacies of America’s History-Making Women, with the authors, Anita McBride, Diana B. Carlin, & Nancy Kegan Smith, and moderator Dr. Kurt Graham.
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5:00 PM
America 250: Remembering the Boss–Bess Truman
Truman Little White House, 111 Front St.
Join us on the lawn at the Harry S. Truman Little White House to discuss the life of Bess Truman, wife of President Harry S. Truman, with leading authority on U.S. First Ladies, Anita McBride, and Bess’s grandson, Clifton Truman Daniel, with moderator Dr. Kurt Graham.
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Mile 0 Fest
Escape to the laid-back island vibes of Mile 0 Fest Key West — a premier boutique music festival unlike any other. Each year, we bring together a standout lineup of Red Dirt and Americana artists, both legendary and emerging, performing in stunning outdoor venues across paradise. Soak up everything Key West has to offer while enjoying incredible music and making memories (and friends) that last a lifetime.
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Key West Food and Wine Festival
The Key West Food and Wine Festival is a series of wine and food-themed events showcasing a diverse range of wines and inventive cuisine, hosted by its passionate creators at iconic Island locations.
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11:00 AM - 12:00 PM
Key West Food & Wine Festival: Where Food & Heritage Meet
Key West Cooking Show, 291 Front St.
If you’re ready to experience the bold and fresh flavors of Key West, join us at the Key West Cooking Show! Whether you’re looking for an entertaining food experience, a hands-on cooking adventure, or a unique group event, we have the perfect class for you.
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5:00 PM
Truman Literary Series: Whistle-Stop Politics
Williams Hall, 729 Fleming St.
Memories of the pivotal role campaign trains played in American elections fade with the passing of each generation. Also forgotten are the stories documented by the reporters who traveled with hundreds of whistle-stopping politicians, including Franklin Roosevelt, Harry S. Truman, Dwight Eisenhower, and Ronald Reagan.
