There is never a shortage of activity on Key West. A new year is here and the events keep on coming. Culinary delights start off the year here in the Keys; with events like the Seafood Festival and the Food and Wine Festival foodies are in heaven! There are also many marathons and other physical events like flag football and SUP for those athletic types. And let’s not forget about the art scene; concerts, art openings, seminars and plays are abundant throughout the year, starting off with the Annual Literary Seminar in January. So no matter when you visit our island Paradise, you will find as much action and entertainment or relaxation as you are looking for.
2024
January
January 1, 2024
- 8am: Ft Zachary Taylor State Park First Day Hike
- 8am – 5pm: Tibetan Monks – Sacred Arts Tour at St. Paul’s Episcopal Church
- 11am – 2pm: New Year’s Eve Recovery Party at Ocean’s Edge
January 2, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 5:30pm – 7:30pm: The Artist Workshop at The Studios of Key West
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
January 3, 2024
- 5:30pm – 7:30pm: Libby York at The Studios of Key West
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
January 4, 2024
- 2pm – 7pm: Truman Waterfront Farmers Market
- 6pm – 8pm: First Thursday at The Studios of Key West
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
- 8pm – 10pm: Joe Posa as Joan Rivers at The Waterfront Playhouse
January 5, 2024
- 8:30am – 12:00am: Wounded Warrior Ride
- 4pm – 6pm: First Friday Wine Tasting at The Green Pineapple
- 5pm – 7pm: Gallery Talk at The Studios of Key West
- 5pm – 8pm: Free Outdoor Movie at Fort East Martello Museum – “Hook”
- 7pm: Chuck Cannon at The Key West Theater
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
- 8pm – 10pm: Joe Posa as Joan Rivers at The Waterfront Playhouse
- 8pm – 10pm: One Noble Journey by Mike Wiley at The Studios of Key West
- 8pm – 10pm: Stars of the New York Ballet at the Tennessee Williams Theater
January 6, 2024
- 12am – 2:00pm: Wounded Warrior Ride
- 9am: Pole Vault in Paradise Competition
- 7pm – 9pm: A Night in Old Key West at the Key West Theater
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
- 8pm – 10pm: Joe Posa as Joan Rivers at The Waterfront Playhouse
- 8pm – 10pm: The Story of Emmett Till by Mike Wiley at The Studios of Key West
January 7, 2024
- 10am – 2pm: Caustics with Cricket Desmarais at The Studios of Key West
- Noon – 3pm: FKSPCA Drunken Drag Brunch at Mangoes Restaurant
- 4pm – 6pm: Impromptu Classical Concert: Amernet String Quartet at St. Paul’s Episcopal Church
January 8, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6pm – 8:30pm: Painting Boot Camp with Jack MacDonald at The Studios of Key West
January 9, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 5:30pm – 7:30pm: Shell Decoupage Class at Sacred Space
- 5:30pm – 7:30pm: The Artist Way Workshop at The Studios of Key West
- 6pm – 8:30pm: Sashimi & Kantha Style Mending with Indigo Textiles at The Studios of Key West
- 6:30 – 8:30pm: Bingo at American Legion Post 28
- 7pm – 9pm: David Wilcox in Concert at the Helmerich Theater at The Studios of Key West
- 7pm – 9pm: Paint and Sip featuring Lance Berry at 24 North Hotel
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
January 10, 2024
- 1pm – 3pm: Speaker Series “Discovering Photography to Connect with Art in Nature” at the Key West Botanical Garden
- 5pm – 6pm: Distinguished Speaker Series “Oh Florida! How America’s Weirdest State Influences the Rest of the Country” at The Tropic Cinema
- 5:30pm – 8:30pm: David Hihill Self Help Tour at the Key West Theater
- 6pm – 8:30pm: Sashimi & Kantha Style Mending with Indigo Textiles at The Studios of Key West
- 6pm – 85pm: David Wilcox in Concert at Hugh’s View at The Studios of Key West
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
January 11, 2024
- Key West Kingfish Mayhem Tournament
- Key West Literary Seminar
- 1pm – 4pm: LOL Improv at The Studios of Key West
- 2pm – 7pm: Trumans Waterfront Farmers Market
- 5pm – 7pm: Drop in Figure Drawing at The Studios of Key West
- 6pm – 9pm: Scott Kirby with Lew London at the Key West Theater
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 7pm – 9pm: Eric Lindell at the Key West Theater
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
January 12, 2024
- Key West Kingfish Mayhem Tournament
- Key West Literary Seminar
- 1pm – 4pm: 64th Annual Old Island Restoration Foundation Home Tour
- 5pm – 8pm: Charmed Life at The Key West Art and Historical Society
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 7pm – 9pm: Good Trees River Band and The Raw Dawggs at the Key West Theater
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
January 13, 2024
- Key West Kingfish Mayhem Tournament
- Key West Literary Seminar
- 11am – 7pm: Florida Keys Seafood Festival
- 1pm – 4pm: 64th Annual Old Island Restoration Foundation Home Tour
- 5pm – 7pm: Drawing Basics at The Studios of Key West
- 6pm – 8pm: One MusicFamily at The Studios of Key West
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 8pm – 10pm: A Tuna Christmas at the Red Barn Theater
January 14, 2024
- Key West Kingfish Mayhem Tournament
- Key West Literary Seminar
- 11am – 5pm: Florida Keys Seafood Festival
- 7am – 8pm: Key West Half Marathon and 5K Rum Stroll and Beer Mile
- 10am – 2pm: Key West Artisians Market at Sonny McCoy Indigenous Park
- 5pm – 7pm: Good Trees River Band at the Key West Theater
- 7pm – 9pm: Mason Jennings at the Key West Theater
January 15, 2024
- The Southernmost Regatta
- 9:30am – 3:30pm: Painting the Rooftops of Key West at The Studios of Key West
- 10am – 11:30am: Getting Started on your Novel at The Studios of Key West
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6pm – 8:30pm: Painting Boot Camp at The Studios of Key West
- 7pm – 9pm: M3M Movies – A Starry Sky Above the Roman Ghetto at Congregation Bnai Zion
January 16, 2024
- The Southernmost Regatta
- RokIsland Fest
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 5pm – 7:45pm: Truman Music Series
- 5:30pm – 7:30pm: The Artist Way Workshop at The Studios of Key West
- 6pm – 9pm: Ben Harrison at the Key West Theater
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 7pm – 9pm: Vance Gilbert and Susan Werner at The Studios of Key West
January 17, 2024
- The Southernmost Regatta
- RokIsland Fest
- 10am – 11:30am: The Photographer’s Playbook at The Studios of Key West
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 7pm – 9pm: Vance Gilbert and Susan Werner at The Studios of Key West
- 7:30pm – 9:30pm: Farm to Table Wine Paired Dinner at The Green Pineapple
- 8pm: “This One’s for the Girls” at the Red Barn Theater
January 18, 2024
- The Southernmost Regatta
- RokIsland Fest
- 2pm – 7pm: Truman Waterfront Farmers Market
- 3:30pm – 5pm: Essential Oils at The Studios of Key West
- 5pm – 6pm: Happy Hour with the Historian at Comedy Key West
- 5pm – 8pm: Walk on White – Begins at the Historic Armory at 600 White Street and makes its way down to United Street. Along this half-mile stretch you will find galleries, specialty stores and eateries to enjoy.
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 7pm – 9pm: Duo Kinetica at The Studios of Key West
- 8pm: “This One’s for the Girls” at the Red Barn Theater
January 19, 2024
- The Southernmost Regatta
- RokIsland Fest
- 9:30am – NOON: Small Island Small Prints at The Studios of Key West
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 7:30pm: South Florida Symphony Brahms, Bach Montgomery… at the Tennessee Williams Theater
- 8pm: “This One’s for the Girls” at the Red Barn Theater
January 20, 2024
- RokIsland Fest
- 9am – NOON: Native Plant Sale at the Key West Tropical Forest and Botanical Gardens
- 10am – 1pm: Understanding and Writing Haiku at The Studios of Key West
- 10am – 6pm: One Year on Southard, Sip, Shop and Celebrate at Sacred Space
- 7pm – 9pm: 5 Lesbians Eating Quiche at the Armory
- 7pm – 9pm: The Reverend Payton’s Big Damn Band at Key West Theater
- 8pm: “This One’s for the Girls” at the Red Barn Theater
January 21, 2024
- 9am – 4pm: Watercolor Workshop at The Studios of Key West
- NOON – 2pm: Comedy Scene Acting at The Studios of Key West
- 4pm – 6pm: Impromptu Classical Concerts at St. Paul’s Episcopal Church
- 7pm – 9pm: Andrew McMahon at Key West Theater
- 8pm: Paradise Big Band at the Tennessee Williams Theater
January 22, 2024
- Kelly McGillis Classic
- 9am – 4pm: Watercolor Workshop at The Studios of Key West
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6pm – 8:30pm: Painting Boot Camp with Jack MacDonald at The Studios of Key West
January 23, 2024
- Kelly McGillis Classic
- Key West Food and Wine Festival
- Mile 0 Fest
- 9am – 4pm: Watercolor Workshop at The Studios of Key West
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 5:30pm – 7:30pm: The Artist Way Workshop at The Studios of Key West
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
- 7pm – 8:30pm: John Kiser Live Concert
January 24, 2024
- Kelly McGillis Classic
- Key West Food and Wine Festival
- Mile 0 Fest
- 4pm – 6pm: Organic Wine Tasting at The Green Pineapple
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
- 8pm: The Midtown Men at the Tennessee Williams Theater
January 25, 2024
- Kelly McGillis Classic
- Key West Food and Wine Festival
- Mile 0 Fest
- 6pm – 9pm: Scott Kirby with John Lowell at Key West Theater
- 8pm – 10pm: Bombshells at Williams Hall
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
January 26, 2024
- Kelly McGillis Classic
- Key West Food and Wine Festival
- Mile 0 Fest
- 6pm – 8pm: Between Two Palms at The Studios of Key West
- 7pm: Puppy Pals, Live! at the Tennessee Williams Theater
- 8pm – 10pm: Bombshells at Williams Hall
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
January 27, 2024
- Kelly McGillis Classic
- Key West Food and Wine Festival
- Mile 0 Fest
- 10am – 4pm: Stamp and Stenciling in Collage at The Studios of Key West
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
- 8pm – 10pm: Bombshells at Williams Hall
January 28, 2024
- Kelly McGillis Classic
- Key West Food and Wine Festival
- 10am – 2pm: Key West Artisan Market
- NOON – 2pm: Comedy Scene Acting at The Studios of Key West
- 1pm: Wreck’s Cup Race at the Schooner Wharf Bar
January 29, 2024
- Kelly McGillis Classic
- 9:30am – 3:30pm: Painting Key West Conch Houses at The Studios of Key West
- 1pm – 4pm: How to Write and Sell a Memoir at The Studios of Key West
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 8pm: Ann Frank, Words from the Shadows at the Tennessee Williams Theater
January 30, 2024
- 9:30am – 3:30pm: Painting Key West Conch Houses at The Studios of Key West
- 4pm: Key Western Fest
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
January 31, 2024
- 1pm – 4pm: Creating Collage Books at The Studios of Key West
- 4pm: Key Western Fest
- 7:30pm – 9pm: Bobby Nesbitt and Carmen Rodriguez at Truman Little White House
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
- 8pm – 10pm: The Phil Collins Experience at the Key West Theater
February
February 1, 2024
- 2pm – 7pm: Truman Waterfront Farmers Market
- 4pm: Key Western Fest
- 5pm – 7pm: Gallery Talk at The Studios of Key West
- 7pm – 9pm: The Massacoustics at the Key West Theater
- 8pm – 10pm: Bombshells at Williams Hall
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 2, 2024
- 4pm: Key Western Fest
- 6pm – 10pm: Back in Time Fundraiser at the Key West Museum of Art and History
- 6pm – 9pm: The Massacoustics at the Key West Theater
- 6:30pm – 8:30pm: Bombshells at Williams Hall
- 7pm – 9pm: Kings of Queen at Key West Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
- 8pm – 10pm: “Update” at The Studios of Key West
February 3, 2024
- 4pm: Key Western Fest
- 6pm – 9pm: Steampunk Pirate’s Ball
- 6pm – 9pm: The Massacoustics at the Key West Theater
- 8pm – 10pm: Bombshells at Williams Hall
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
- 8pm – 10pm: Tom Papa at Key West Theater
February 4, 2024
- 10am – 2pm: Artisan Market at Sonny McCoy Indigenous Park
- NOON – 2pm: Comedy Scene Acting at The Studios of Key West
- 4pm – 6pm: Impromptu Classical Concert at St. Paul’s Episcopal Church
- 8pm – 10pm: Tom Papa at Key West Theater
February 5, 2024
- 5pm – 6pm: Happy Hour with the Historian at Comedy Club Key West
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6:30pm – 7:30pm: Bobby Nesbitt and Carmen Rodriguez at the Truman White House
February 6, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
- 6pm – 8pm: Dar Williams Old Town Folk at The Studios of Key West
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 7, 2024
- 6pm – 8pm: Dar Williams Old Town Folk at The Studios of Key West
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 8, 2024
- 2pm – 7pm: Truman Waterfront Farmers Market
- 5pm – 7pm: Drop in Figure Drawing at The Studios of Key West
- 5pm – 7pm: Paint the Music and Dance the Paint Exhibit at the Gato Building
- Scott Kirby with Ashley Bathgate at the Key West Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 9, 2024
- 4pm: Anne McKee Fine Art Auction at The Studios of Key West
- 6pm – 9pm: Ben Harrison at the Key West Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 10, 2024
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 11, 2024
- 10am – 2pm: Key West Artisan Market
- NOON – 2pm: Comedy Scene Acting at The Studios of Key West
- 1pm – 3pm: MONROE COUNTY Sheriff’s Office Animal Farm Open House
- 7pm – 9pm: A Tribute to Johnny Cash at the Key West Theater
February 12, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 7pm – 9pm: The Ultimate Eagles Experience at the Key West Theater
- 7pm – 9pm: Willie Nelson at the Coffee Butler Amphitheater
February 13, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
- 7pm: Rodney Crowell in Concert at The Studios of Key West
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 14, 2024
- 6pm – 8pm: Rodney Crowell in Concert at The Studios of Key West
- 6pm – 9pm: Wesley House Family Services Valentine’s Day Gala
- 8pm: A String Quartet Plays Love Songs at the Tennessee Williams Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 15, 2024
- Presidential Families Weekend – A series of special events takes place over Presidents’ Day Weekend at the Harry S. Truman Little White House.
- 2pm – 7pm: Truman Waterfront Farmers Market
- 5pm – 8pm: Walk on White
- 5:30pm – 7:30pm: Libby York at The Studios of Key West
- 6pm – 10pm: Donovan Frankenreiter with Goodnight Texas at Fort East Martello
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 16, 2024
- Presidential Families Weekend – A series of special events takes place over Presidents’ Day Weekend at the Harry S. Truman Little White House.
- 1pm – 4pm: 64th Annual Old Island Restoration Foundation Home Tour
- 5pm – 7pm: Gallery Talk at The Studios of Key West
- 7pm – 9pm: Foreigners Journey at the Key West Theater
- 8pm: Drum Tao at the Tennessee Williams Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 17, 2024
- Presidential Families Weekend – A series of special events takes place over Presidents’ Day Weekend at the Harry S. Truman Little White House.
- 9am – NOON: Native Plant Sale at the Key West Tropical Forest and Botanical Gardens
- 1pm – 4pm: 64th Annual Old Island Restoration Foundation Home Tour
- 7pm – 9pm: A Tribute tot eh Songs of Pat Dailey at the Key West Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
- 8pm – 10pm: Singing in the Rain at The Waterfront Playhouse
February 18, 2024
- Presidential Families Weekend – A series of special events takes place over Presidents’ Day Weekend at the Harry S. Truman Little White House.
- 10am – 2pm: Key West Artisan Market
- NOON – 2pm: Comedy Scene Acting at The Studios of Key West
- 1pm – 3pm: MONROE COUNTY Sheriff’s Office Animal Farm Open House
- 4pm – 6pm: Impromptu Classics at St. Paul’s Episcopal Church
- 7pm – 9pm: The Del McCoury Band at the Key West Theater
February 19, 2024
- Presidential Families Weekend – A series of special events takes place over Presidents’ Day Weekend at the Harry S. Truman Little White House.
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 7pm – 9pm: M3M Movies – Farewell Mr Haffman at Congregation Bnai Zion
- 7:30pm – 9:30pm: Enjoyable Astronomy at The Studios of Key West
February 20, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
- 7:30pm – 9:30pm: Enjoyable Astronomy at The Studios of Key West
- 8pm – 10pm: POTUS at the Red Barn Theater
February 21, 2024
- 4pm – 6pm: Organic Wine Tasting at The Green Pineapple
- 8pm – 10pm: POTUS at the Red Barn Theater
February 22, 2024
- 2pm – 7pm: Truman Waterfront Farmer’s Market
- Scott Kirby with David James at the Key West Theater
- 6:30pm: Key West Characters – True Stories at Fringe Theater’s Williams Hall
February 23, 2024
- 6:30pm: Key West Characters – True Stories at Fringe Theater’s Williams Hall
- 7pm – 9pm: Epic Eagles at the Coffee Butler Amphitheater
- 7pm – 9pm: Telling My Story Dance Key West at The Studios of Key West
- 7pm – 9pm: Wendell Mobley and Lee Thomas Miller at the Key West Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
February 24, 2024
- 10am – 5pm: Key West Art and Craft Festival at the Truman Waterfront
- 8pm: Mike Super, Illusionist at the Tennessee Williams Theater
- 8pm – 10pm: POTUS at the Red Barn Theater
January 25, 2024
- 10am – 2pm: Key West Artisan Market
- 10am – 5pm: Key West Art and Craft Festival at the Truman Waterfront
- NOON – 2pm: Comedy Scene Acting at The Studios of Key West
- 8pm: Bobby in the Lobby at the Tennessee Williams Theater
February 26, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 7pm – 9pm: Kathy Gilmour and Friends at the Key West Theater
- 8pm: Bobby in the Lobby at the Tennessee Williams Theater
February 27, 2024
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 6:30pm – 8:30pm: Bingo at American Legion Post 28
February 28, 2024
- Ben Harrison at the Key West Theater
February 29, 2024
- 2pm – 7pm: Truman Waterfront Farmer’s Market
- 8pm – 10pm: Lady Macbeth Sings the Blues at The Studios of Key West
March 2024
March 1, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 10am – 2pm: Orchid Fair at West Martello Tower
- 4pm – 6pm: First Friday Wine Tasting at The Green Pineapple
- 7:30pm: South Florida Symphony at the Tennessee Williams Theater
- 8pm – 10pm: Lady MacBeth Sings the Blues at The Studios of Key West
March 2, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 10am – 2pm: Orchid Fair at West Martello Tower
- 10am – 4pm: Gardenfest at the Key West Tropical Forest and Botanical Garden
- 6pm – 9pm: Denim to Diamonds Key West Woman’s Club Gala
- 7pm – 10pm: ZZ Top at Coffee Butler Amphitheater
March 3, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 10am – 2pm: Key West Artisan Market
- 10am – 2pm: Orchid Fair at West Martello Tower
- NOON – 2pm: Comedy Scene Acting at The Studios of Key West
- 4pm – 6pm: Impromptu Classical Concert at St. Paul’s Episcopal Church
March 4, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
March 5, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 5pm – 7pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- 8pm: Little Women Broadway Tour at the Tennessee Williams Theater
March 6, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 7, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 8, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 9, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 10am: Annual Conch Shell Blowing Contest
- 7pm – 10pm: One Music Family at The Studios of Key West
March 10, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 10am – 2pm: Key West Artisan Market at Sonny McCoy Indigenous Park (1801 White Street)
- 7pm: Foreigner at Coffee Butler Amphitheater
March 11, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- March Merkin Invitational Permit Tournament
- 8pm: JilIian Todd A Celebration of the Music of Joni Mitchell at the Tennessee Williams Theater
March 12, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- March Merkin Invitational Permit Tournament
- 8pm: Dave Mason at the Key West Theater
March 13, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 7pm: The Last 5 Years at the Fringe Theater’s Armory
- 8pm: Murder on the Orient Express at The Waterfront Playhouse
- 8pm: Wishbone Ash will perform at the Key West Theater
March 14, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 15, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- Florida Keys SPCA Spring Social at the Harry Truman Little White House. A lavish buffet by Catered Affairs is to be accompanied by free beer and wine and a cash liquor bar, live music and the presentation of the inaugural Champion of Animals Award to honoree Sue Turner. General admission $60; VIP tickets$125, which include early access to the silent auction and a champagne reception.
- 1pm – 4pm: 64th Annual Old Island Restoration Foundation Home Tour
- 7pm: Temptation and The Four Tops perform at the Coffee Butler Amphitheater
March 16, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- Irish Kevin’s 5K / 10K Shamrock Shuffle
- 11am – 3pm: Artist Studio Tour at The Studios of Key West
- 1pm – 4pm: 64th Annual Old Island Restoration Foundation Home Tour
- 7pm: The Marshall Tucker Band performs at the Coffee Butler Amphitheater
March 17, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 10am – 2pm: Key West Artisan Market at Sonny McCoy Indigenous Park, 1801 White Street
- 7pm: Far from the Shamrock Shores at Key West Theater
- 8pm: Tennessee Williams’ “Ten Blocks on the Camino Real” at the Waterfront Playhouse
March 18, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 19, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 20, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 8pm: Neil Berg’s 50 Years of Rock N’ Roll Part IV at the Tennessee Williams Theatre.
March 21, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 22, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 7:30pm: Old Dominion at Coffee Butler Amphitheater
March 23, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 7:30pm: Old Dominion at Coffee Butler Amphitheater
March 24, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- 7:30pm: Old Dominion at Coffee Butler Amphitheater
March 25, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
- Taste of Key West – This free admission, open-air event features an assortment of beverages and palate-pleasing plates. Restaurants and food vendors from across the Lower Keys and Key West donate their culinary talents to create delectable small plates. Food ranges from seafood, tropical and Caribbean flavors, to European dishes, vegetarian offerings, and desserts.
- 6pm – 8pm: Glow Hours at Hugh’s View – At Studios of Key West, this is an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
March 26, 2024
- Tennessee Williams Festival – In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. Click Here for Details.
March 27, 2024
March 28, 2024
March 29, 2024
- 7:30pm: South Florida Symphony at the Tennessee Williams Theatre
March 30, 2024
- Easter Egg Roll at the Harry Truman Little WHitehouse
March 31, 2024
- Wrecker’s Cup Race
- 10am – 2pm: Key West Artisan Market at Sonny McCoy Indigenous Park, 1801 White Street
- 8pm: Trunk Material at the Waterfront Playhouse
December 2024
December 31, 2024
- New Year’s Eve Celebrations! – Pirate Wench Drop at the Schooner Wharf, Shoe Drop Celebration, Conch Shell Drop at Sloppy Joe’s
More About Key West
For more information about the fun side of Key West, things to do and see in our island city, go to our Key West Web Site. And, remember to check out our restaurant reviews as you surely must eat while down here!
Island Genn – Key West Concierge