Calendar of Events
Current Florida Keys Arts & Culture Events




- Sponsored Event
- Feb 25, 2023 - Feb 25, 2023 Marathon
- 16th Annual Sombrero Beach Run
- Website Sombrero Beach
- Sombrero Beach Rd Marathon FL 33050
- 305-743-4582 E-mail
- #1 Running Event of its kind in the Florida Keys! 10/15K Run & 5K Run/Walk. Events happening all weekend – kickoff party Friday, Race Day entertainment, runners breakfast/lunch, drinks, ice-cold beer, custom t-shirts, raffles & fun planned all weekend!
- Buy tickets!




- Sponsored Event
- Feb 24, 2023 - Feb 25, 2023 Key West
- Garden Club Midtown West Meander
- Website Key West Garden Club
- Key West Garden Club 305-294-3210 E-mail
- Facebook Instagram
- 5 flourishing private gardens are on display for nature enthusiasts to explore Friday & Saturday, Feb. 24-25. Tours by the Key West Garden Club from 10AM-3PM. The exclusive tours give examples of distinctive landscapes &plant-filled outdoor living areas.




- Sponsored Event
- Dec 28, 2022 - Mar 18, 2023 Key West
- 63rd Annual Key West Home Tours
- Website
- 305-294-9501 E-mail
- Facebook Instagram
- The 63rd Annual Home Tours hosted by the Old Island Restoration Foundation offers a chance to peek into into some of the most beautiful 19th and 20th century residences on the island, learn fascinating history, and enjoy fine art collections and antiques.




- Sponsored Event
- Apr 15, 2023 - Apr 16, 2023 Key West
- NAS Key West Southernmost Air Spectacular
- Website Boca Chica Field, Key West
- Naval Air Station Key West FL 33040
- NAS Key West 305-293-2503 E-mail
- View video Facebook Twitter Instagram
- The Blue Angels & other military & civilian acts will fill the skies of the Florida Keys on April 15&16, at the NAS Key West Southernmost Air Spectacular air show at Boca Chica Field. This year’s show is celebrating 200 Years of the Navy in Key West.
- Buy tickets!
- Nov 8, 2022 - Mar 7, 2023 Key West Arts & Culture
- Monday and Tuesday Evening GLOW Hours at Hugh's View Rooftop
- Website
- Just in time for sunset, The Studios of Key West's Hugh's Rooftop remains open on Monday and Tuesday evenings from 5 to 7 p.m., offering panoramic vistas with a full cash bar. Doors open at 5 p.m., admission is free, and everyone looks great in the golden twilight. 533 Eaton St., Key West.
- Jan 12, 2023 - Mar 16, 2023 Islamorada Arts & Culture
- Art Guild of the Purple Isles Annual Members' Judged Art Show
- Website
- The 57th annual members' judged art show for the guild continues through March 16 at Florida Keys History & Discovery Center. The show features 74 pieces of original art by 46 artists in nine different medium categories.
- Jan 31, 2023 - Feb 25, 2023 Key West Arts & Culture
- Red Barn Theatre: Flaming Guns of the Purple Sage
- Website
- Be ready to take a wild and crazy ride into the classic mash-up spoof of a Western-Horror “B” movie with Jane Martin’s hilarious “Flaming Guns of the Purple Sage." Big 8, a rodeo competitor, is facing foreclosure on the Wyoming ranch where she rehabilitates injured rodeo cowboys. The arrival of a shocking woman named Shedevil and a one-eyed Ukrainian biker named Black Dog leads to violence and horror in this satire of pulp western writers like Zane Grey. Order tickets online or at the box office. Showtime 8 p.m. 319 Duval Street.
- Feb 7, 2023 Key West Arts & Culture
- The Studios of Key West: Miss Tess in Concert
- Website
- Miss Tess -- according to Rolling Stone Magazine -- "Swings and swaggers, rooted in a retro groove that's equal parts blues, mid-century rock & roll and Booker T-worthy R&B." Performing at The Studios of Key West Helmerich Theater. Tickets $40 to $50. Show starts at 7 p.m. 533 Eaton St., Key West.
- Feb 7, 2023 Key Largo Arts & Culture
- The Connections Project: Grand Opening Reception
- Website
- Join the Florida Keys Council of the Arts for the grand opening reception and unveiling of this year's traveling mural of vibrant and unique canvases. This year's Connections Project mural is themed celebrates the Keys bicentennial with the theme "Pirates to Pineapples in Paradise - 200 Years in Monroe County." Tuesday, Feb. 7 from 5 to 7 p.m. in the 1st floor lobby at Baker's Cay Resort, mile marker 97 bayside in Key Largo.
- Feb 8, 2023 Islamorada Arts & Culture
- Florida Keys History & Discovery Center Lecture: Growing Up in the Keys
- Website
- Enjoy first-hand accounts from residents who grew up in the Keys. Len Rhodus, who grew up on Plantation Key, Ron Watson from Key Largo and Eddie Whiteman, raised on Islamorada’s Matecumbe islands are to reminisce. Doors open at 5, lecture from 6 to 7:30 p.m. at the center, located at the Islander Resort, mile marker 82. Tickets $10, advance registration required. Doors open at 5 p.m. with the lecture from 6 to 7:30 p.m. at the center, located at the Islander Resort, mile marker 82.
- Feb 9, 2023 Key West Arts & Culture
- Party in the Park: "Just a Few Friends" Before the Jimmy Buffett Feb. 9 Concert
- Website
- The Thursday, Feb. 9 market at Truman Waterfront Park expands into a Jimmy Buffett-themed gathering from 2 to 7 p.m. on the afternoon before his concert at the adjacent Coffee Butler Amphitheater. Come out with your picnic best and enjoy the afternoon. The Famers Market will be in full swing with food stalls and trucks, a full bar from Great Events catering, arts and crafts and more. TropRock acoustic jam session from 4 to 6 p.m. hosted by singer-songwriter Dani Hoy. Note: You will not be able to clearly hear the concert from the park, and the market space will close at 7 p.m.
- Feb 9, 2023 Key West Arts & Culture
- Coffee Butler Amphitheater: Jimmy Buffett & The Coral Reefer Band
- Website
- Jimmy Buffett launches his 2023 Second Wind tour with this first of two sold out shows in Key West. Gates open for ticket holders at 5:30; show starts at 7 p.m.
- Feb 9, 2023 Key West Arts & Culture
- Florida Keys Council of the Arts:
- Website
- Join the free opening reception for "Seeing," the new exhibition of contemporary and abstract works by Ruth Gilmore Langs and Scott Jeffries on Thursday, Feb. 9th from 5 to 7 p.m. at the historic Gato Building, 1100 Simonton St, Key West. Enjoy an artist’s meet-and-greet and refreshments. The show will be on display through April 30.
- Feb 11, 2023 Key West Arts & Culture
- Coffee Butler Amphitheater: Jimmy Buffett & The Coral Reefer Band
- Website
- Jimmy Buffett launches his 2023 Second Wind tour with this second of two sold out shows in Key West. Gates open for ticket holders at 5:30; show starts at 7 p.m.
- Feb 13, 2023 Key West Arts & Culture
- Friends of the Key West Library Presents Carl Hiaasen
- Website
- The Friends of the Key West Library's speaker series presents Carl Hiaasen, the author of 24 bestselling novels for adults, six books for young readers, and several works of non-fiction on Monday, Feb. 13 at 6 p.m. Hiaasen's talk will be outdoors in the Palm Garden at the Library at 700 Fleming Street. The lecture is free, but you must register for a ticket, which are close to being sold out. If you don't receive a ticket, you can join the standby line at the Fleming Street gate. A gala fundraising reception after the talk is sold out, but you can join a waitlist.
- Feb 14, 2023 Key West Arts & Culture
- The Studios of Key West: Chicago Farmer in Concert
- Website
- Chicago Farmer - otherwise known as Cody Diekhoff - is a working-class folk musician with small town, farming community roots and a city streets mentality who is profoundly inspired by fellow midwesterner John Prime. Tickets $40 to $50 for his Helmerich Theater show, 7 p.m. 533 Eaton St., Key West.
- Feb 14, 2023 Key West Arts & Culture
- Wesley House Family Services Valentine's Day Gala
- Website
- This Valentine's Day, take your special someone to the beautiful Customs House Museum. Included with your ticket price, from 6 to 9:30 p.m., is the island's largest silent auction, open bar, dancing to the sounds of The Prime Movers, and an elegant dinner designed and prepared by Catered Affairs. VIP and General Admission tickets available.
- Feb 15, 2023 - Feb 25, 2023 The Florida Keys Arts & Culture
- Fringe Theater: El Isleno 1921 - The Untold Key West Story
- Website
- "El Isleno 1921: The Untold Key West Story" is a dynamic tale of love and loss, corruption and determination. It's a Key West story that has largely remained in the shadows until now, presented in conjunction with Black History month. Tickets are $35 and $50. Showtime 7 p.m., 600 White Street.
- Feb 16, 2023 Islamorada Arts & Culture
- Morada Way Third Thursday Art Walk in Islamorada
- Website
- The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. On the Third Thursday of each month, Keys-inspired fine artists, vendors, residents, and visitors congregate on Morada Way in Islamorada to celebrate the arts and culture in the Florida Keys. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82.
- Feb 17, 2023 - Feb 18, 2023 Key West Arts & Culture
- Old Island Restoration Foundation's 63rd Annual Key West Home Tours
- Website
- Enjoy tours of beautiful and historic Key West homes and gardens. Your ticket purchase supports the ongoing mission of preserving and promoting Key West's unique architecture, culture and history. Tickets purchased online in advance are $45 for members, $55 for non-members and $60 at the door. Visit the website or call 305-294-9501.
- Feb 17, 2023 Key West Arts & Culture
- Back in Time Fundraiser at the A1A Speakeasy
- Website
- Step back in time with Key West Art & Historical Society’s Annual Fundraiser Dinner for a Prohibition Party like you’ve never seen. Fort East Martello will transform into the A1A Speakeasy. Swing to jazz music and enjoy free-flowing cocktails, a surf and turf dinner, hand-rolled cigars and sips of delicious rum.
- Feb 18, 2023 - Feb 20, 2023 Key West Arts & Culture
- Presidential Families Weekend Celebrates History and Bipartisanship
- Website
- The Key West Harry S. Truman Foundation, in partnership with The Society of Presidential Descendants, presents a series of special events Presidents' Day Weekend at the Harry S. Truman Little White House. On Sat. Feb. 18, a panel of presidential descendants discusses American Bipartisanship, and on Sun. and Mon., Clifton Truman Daniel, the grandson of Harry S.Truman, performs the acclaimed stage production, "Give 'Em Hell, Harry!" Find more event information and ticket sales online. 111 Front Street, Key West.
- Feb 18, 2023 Islamorada Arts & Culture
- Pops in the Park:
- Website
- “Who Let the Dogs Out?" is the theme for this month's free, outdoor concert from Keys Community Concert Band at Founders Park, mile marker 87, bayside, from 4 to 5 p.m. Saturday afternoon. Bring a blanket or lawn chair and pack a picnic basket for a family-friendly concert of animal-themed music. Bring your pooch to prance in the Puppy Parade. The Humane Animal Care Coalition will be there with adoptable pets.
- Feb 18, 2023 Key West Arts & Culture
- South Florida Symphony at Tennessee Williams Theatre
- Website
- South Florida Symphony Orchestra's 25th Anniversary Season continues with Brahms’ final symphonic work, Double Concerto, featuring Geneva Lewis (violin) and Gabriel Martins (cello); along with the Fifth Symphony by famed Finnish composer Sibelius; and the spirited overture to Berlioz’s Béatrice et Bénédict.
- Feb 25, 2023 - Feb 26, 2023 Key West Arts & Culture
- Old Island Days Art Festival
- Website
- This nationally-recognized, juried art show takes place along Whitehead and Caroline Streets within the Truman Annex residential enclave with as many as 100 fine artists from across the country displaying their wares. Explore the show from 10 a.m. to 5 p.m. both Saturday and Sunday.