Calendar of Events
Current Key West Events
- Sponsored Event
- Jan 09, 2025 - Jan 12, 2025 Key West
- KEY WEST LITERARY SEMINAR
- Website Coffee Butler Amphitheater
- 21 Quay Rd Key West FL 33040
- 305-293-9291 E-mail
- View video
- Calling all readers! The 42nd annual Key West Literary Seminar explores “Family” with renowned authors like John Irving, Ayana Mathis, and S.A. Cosby. Four days of engaging talks, book signings, music, and parties celebrating this vibrant literary city!
- Buy tickets! Call now!
- Sponsored Event
- Jan 18, 2025 - Jan 19, 2025 Key West
- Key West Half Marathon & Runfest
- Website Key West Historical Seaport
- 231 Margaret Street Key West FL 33040
- 305-240-0727 E-mail
- View video
- The 27th Anniversary of the Key West Half Marathon & 5k will take place during the week-end of January 18-19, 2025. On top of previous years race day events, this years race will include the Papa’s Pilar Rum Stroll and Key West Beach N’ Beer Mile!
- Buy tickets! Call now!
- Sponsored Event
- Nov 30, 2024 - Nov 30, 2024 The Lower Keys
- The Island Art Festival 2024
- Website Lower Keys Chamber Grounds MM31
- 31020 Overseas Hwy | Mile Marker 31 Big Pine Key FL 33042
- Lower Keys Chamber of Commerce E-mail
- 'Tis the season for unique finds! Discover hand-crafted treasures, stunning art, and specialty gifts perfect for every holiday wish list. With something for everyone and prices that sparkle, your holiday shopping just got a lot more fun!
- Buy tickets!
- Sponsored Event
- Nov 22, 2024 - Nov 23, 2024 Key West Fishing
- ANNUAL FALL PLANT SALE & ART MARKET - KEY WEST GARDEN CLUB
- Website West Martello Tower
- 1100 Atlantic Boulevard Key West FL 33040
- 305-294-3210 E-mail
- The Key West Garden Club holds its annual Fall Plant Sale at the West Martello Tower, located at 1100 Atlantic Blvd., in Key West on Friday & Saturday November 22-23 from 10 AM until 3 P.M. Admission and parking are FREE!
- Buy tickets! Call now!
- Sponsored Event
- Nov 18, 2024 - Dec 30, 2024 Key West
- Waterfront Winter Wonderland
- Website
- 21 Quay Rd Key West FL 33040
- Liz Love E-mail
- Enjoy Visits with Santa, live music performances, and festive celebrations throughout the season! Home to Key Wests only ice rink, we will also have thrilling carnival rides and fun for the whole family at Waterfront Winter Wonderland!
- Buy tickets!
- Sep 1, 2024 - Nov 30, 2024 Key West Arts & Culture
- Key West Tropical Forest & Botanical Garden: Scarecrows in the Garden
- Website
- Get your spooky on at the 6th annual Scarecrows in the Forest Art exhibition and Contest. Around the corner, in a meadow or right in front of you, made from natural, recycled and repurposed material, scarecrows are found throughout the Tropical Forest & Botanical Garden. The exhibit runs Sept. 1-Nov. 30.
- Nov 7, 2024 - Nov 28, 2024 Key West Arts & Culture
- Studios of Key West: Memory Lane with works by Catherine Solmo
- Website
- This exhibition features works by Catherine Solo. Inspired by old photographs and her grandfather’s vivid stories, Solmo creates nostalgic paintings that pay tribute to past generations of Conchs and their traditions. She crafts unique stories through her art, presenting the island as it once was. The work keeps the spirit of old Key West alive, weaving narratives with humor and compassion. 533 Eaton St.
- Nov 14, 2024 - Nov 23, 2024 Key West Arts & Culture
- Key West International Dance Co.: Lambada is Dead
- Website
- Lambada is Dead — Long Live Lambada! is a sultry murder mystery tracing the rise, fall, and rebirth of cultural craze. Filled with passion, betrayal, and infectious beats, the story features Key West resident and Brazilian dance sensation Braz dos Santos. Shows at 8 p.m. at San Carlos Institute, 516 Duval St.
- Nov 19, 2024 - Nov 23, 2024 Key West Arts & Culture
- Fringe Theater: Hitler's Tasters
- Website
- Power, patriotism, and the dynamics of friendship are challenged when young German women are conscripted as food tasters. Winner of the 2017 Susan Glaspell award and named Best of the (Edinburgh) Fringe in 2019. "An unlikely subject for a comedy, and yet it succeeds brilliantly." Showtimes 7 p.m. at the Armory, 600 White St.
- Nov 20, 2024 - Dec 14, 2024 Key West Arts & Culture
- Waterfront Playhouse: Into the Woods
- Website
- Into the Woods is one of the late Stephen Sondheim's most well-known musicals. It explores the intertwining of well-known fairytales, but more importantly, the consequences of the actions in those stories. Showtimes nightly at 8 p.m. plus three 2 p.m. Saturday matinees on Nov. 30 and Dec. 7 and 14.
- Nov 20, 2024 - Nov 23, 2024 Key West
- Comedy Key West: Bobcat Goldthwait
- Website
- Comedian Bobcat Goldthwait first appeared on the David Letterman Show at the age of 20 and has an ongoing career as a writer, director, actor, voice actor, and stand-up. As a comedian, Bobcat has starred in numerous HBO/Showtime specials and performed in venues worldwide. Well-known for his roles in “Scrooged” with Bill Murray and as Zed in the “Police Academy” franchise, Goldthwait has become a well-respected award-winning director, too. Shows nightly at 8:30 p.m. Comedy Key West, 218 Whitehead St.
- Nov 22, 2024 Key West Arts & Culture
- Studios of Key West: A Thanksgiving Concert with Libby York, Tom Vaitsas and Jeff Dalton
- Website
- Celebrate the season of gratitude and generosity with a jazz concert featuring celebrated vocalist Libby York, with Tom Vaitsas on piano and Jeff Dalton on bass. Welcome the holiday season with a show that entertains while giving back. Attendees are encouraged to bring a canned good for SOS Food Bank. A portion of the ticket proceeds will also be donated. 8 p.m. in the Studios' Helmerich Theater. 533 Eaton Street.
- Nov 22, 2024 - Nov 23, 2024 Key West Arts & Culture
- Key West Garden Club: Annual Fall Plant Sale & Art Market
- Website
- The club holds its annual fall plants sale and art market both days from 10 a.m. to 3 p.m. at West Martello tower, 1100 Atlantic Blvd. Find a large selection of ornamental and native Florida plants for sale. Knowledgable volunteers will be on hand to answer questions and help with selection. Local artists and vendors are to offer paintings, jewelry, and many other items perfect for holiday gift giving. No pets allowed.
- Nov 23, 2024 Key West Environmental
- Eco-Discovery Center Hosts Sheriff's Animal Farm
- Website
- The Monroe County Sheriff's Animal Farm's officer Jeanne Selander brings some of the farm's critters to the Eco-Discovery Center for Discovery Saturday starting at 10:30 a.m. She'll talk about responsible pet ownership. The free event is great for families of all ages. 35 Quay Rd.
- Nov 24, 2024 Key West
- Sheriff’s Animal Farm Open House
- Website
- Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. Stock Island Detention Center, 5501 College Rd.
- Nov 26, 2024 Key West Arts & Culture
- Key West Art & Historical Society Distinguished Speaker Series: The Rise of the Sunshine State Mafia
- Website
- While Meyer Lansky, Lucky Luciano and Al Capone are often associated with organized crime in Florida, the state’s homegrown mafia played an equally significant role in shaping its underworld. Journalist and author L.L. Kirchner's research on on Florida's larger-than-life crime figures reveals a complex tapestry of characters who molded the Sunshine State’s identity and the state's uniquely Floridian brand of organized crime. 6 to 7 p.m., Tropic Cinema, 416 Eaton St.
- Nov 27, 2024 Key West Arts & Culture
- Lighting of the Key West Harbor Walk of Lights
- Website
- Gather on the Harbor Walk plaza at Greene and Elizabeth St. to best see the official lighting of the 2024 Key West Harbor Walk of Lights with lights and creative displays reflecting the Maritime History of Key West. The Key West Harbor Walk of Lights stays lit nightly through New Year's Eve, stretching along the Key West Historic Seaport and Key West Bight Marina. Festive music starts at 5 p.m., by the Fishing Buoy tree, with the tree lighting at 6 p.m. Music at the Lobster Trap tree begins at 6 p.m. with the tree at 7 p.m. The displays are to remain illuminated nightly through Dec. 31.
- Nov 27, 2024 - Dec 31, 2024 Key West Arts & Culture
- Key West Holiday Fest
- Website
- A merry range of celebrations during Key West's busy holiday season traditionally includes the Harbor Walk of Lights, Holiday Historic Inn Tours and a lighted boat parade with festively lit vessels and good cheer. Other events include the annual hometown holiday parade, festive island lights tours via the Conch Tour Train and Old Town Trolley, seasonal artisan markets and bazaars, and New Year’s Eve “drops” that spoof New York City’s annual Times Square “ball drop.”
- Nov 28, 2024 Key West
- Southernmost Turkey Trot 5k & 1-Mile Rooster Romp
- Website
- Have some fun with family and friends and work up an appetite with the 2nd annual Southernmost Turkey Trot 5k or the 1-mile Rooster Romp walk. Races begin at 8 a.m. at the Southernmost Point Buoy, 1400 Whitehead St. Proceeds benefit Reef Relief.
- Nov 29, 2024 - Dec 7, 2024 Key West Arts & Culture
- Key West International Dance Co.: Fiesta de Navidad Tropical
- Website
- Fiesta de Navidad delivers a festive extravaganza to ignite the holiday spirit. With world-class Latin dance and vibrant costumes, this joyful celebration also offers the opportunity for audience members of all ages to dance on stage with a live band! Performances take place at 8 p.m. at San Carlos Institute, 516 Duval St.
- Nov 29, 2024 Key West
- Black Friday Shopping Extravaganza
- Website
- This Black Friday, get outside instead of online and join the Key West Artisan Market, the Truman Waterfront Farmers Market and shop Mom & Pop Key West along with local Keys artists, crafters, makers and providers for the fourth annual Black Friday Shopping Extravaganza from 10 a.m. to 6 p.m. at Truman Waterfront Park. Score one-of-a-kind gifts, unique handmade items, exquisite art and meet awesome people offering delicious culinary delights, yummy beverages and the views you won't find at any mall for a memorable shopping experience.
- Nov 30, 2024 Key West Arts & Culture
- Hogfish Bar & Grill 22nd Anniversary Party
- Website
- Hogfish Bar & Grill, home to fresh seafood, great drinks, panoramic waterfront views, outdoor dining and plenty of local characters for a truly authentic Keys experience, is celebrating its 22nd anniversary Sat. Nov. 30. Enjoy great food and special musical guests Mac McAnally - 10-time CMA Entertainer of the Year and member of Jimmy Buffett's Coral Reefer Band - along with Scotty Emerick and Eric Darken. 6810 Front Street, Stock Island.
- Nov 30, 2024 Key West
- Hog Trot 5k
- Website
- Sign up for the 30th annual Hog Trot to run or walk to burn off those Turkey Day calories. The race begins and ends in front of Hogs Breath Saloon, 400 Front Street. Proceeds benefit the Florida Keys SPCA, dedicated to protecting animals and providing them with a safe, loving environment. Race starts at 8 a.m.
- Nov 30, 2024 Key West Arts & Culture
- Key West Theater: The Broken Hearts - Tribute to Tom Petty & the Heartbreakers
- Website
- The Broken Hearts were created by former Tom Petty and Mudcrutch band mate, bassist Charlie Souza, along with singer/songwriter Shawn Scheller as a tribute to Petty's passing in October of 2017. Originally intended only as a temporary project, the group of musicians including keyboardist Robin Swenson (Air Supply, Frankie Valli & the Four Seasons, 3 Dog Night), guitarist Joe Sanders, drummer Scott Lockhart, Souza and Scheller became continuously requested to return to events in Tom's honor. In 2018, the decision was made to become an official touring tribute project paying respect and honor to his life and music. Doors open at 7 p.m.; show at 8 p.m. 512 Eaton St.