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Events in Key West

Event calendar provided with the courtesy of the Monroe County Tourist Development Council.

Events in Key West for 2021

  • January 05 - Mar 30, 2021 Key West
  • Figure Drawing: Virtual Classes with Lothar Speer
  • Website
  • The Key West Art Center is happy to have Lothar Speer return as a figure drawing instructor on Zoom as a virtual art instructor. Lothar studied at The National Academy of The Fine Arts, Vienna, where he received The Johannes Fueger Medal, a European distinction in the field of figure drawing. This workshop is an introduction to this powerful tradition for artists of all levels. Lothar has been teaching the figure for over three decades and delights in adjusting his feedback to each student's level and needs. The principles learned here are universal and can be applied to any subject matter and develop skill which is the prerequisite for powerful personal artistic expression. Classes are held Tuesdays, from 10 a.m. to 12:30 p.m. Visit KWAC website for more information.
  • January 06 Key West
  • A Virtual Happy Hour with the Historian
  • Website
  • In 2022, the island of Key West will be celebrating its bicentennial. In observing this milestone, this talk will be an abbreviated history of Key West from its founding in 1822 through to the present day. A swift canter through the island’s history – approached decade by decade – demonstrates how it has taken on many different identities and functions. Presented by Key West Art & Historical Society. Event from 4-5 p.m.
  • January 13 Key West
  • The Studios of Key West presents: Livingston Taylor
  • Website
  • Part of TSKW's Old Town, New Folk music series. Described as “equal parts Mark Twain, college professor, and musical icon,” Livingston delights audiences with his charm, upbeat storytelling and vast repertoire musical genres – including folk, pop, gospel and jazz. Tickets for this virtual concert are $25, $22 for TSKW members. Starts 8 p.m.
  • January 14 - 17, 2021 Key West
  • Key West Kingfish Mayhem
  • Jimmy Wickett 954-605-8284 Email Website
  • Headquartered at Stock Island Marina Village, this four-species event enhances what was formerly a king mackerel tournament by adding tuna, mahi and wahoo. Anglers are to vie for cash prizes.
  • January 15 - 16, 2021 Key West
  • 61st Annual Key West Home Tours
  • 305-294-9501 Email Website
  • Tour elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and the interior design that complements each. January tours are offered 1 to 5 p.m. each day. Proceeds benefit the foundation's Oldest House Museum, grant and scholarship programs. For each tour, the number of visitors allowed inside each home will be limited, masks will be required and hand sanitizers will be provided. Reservations for tour time slots are required and tickets must be purchased in advance.
  • January 16 Key West
  • Native Plants for Sale at the Key West Tropical Forest
  • Website
  • The plant nursery at the Key West Tropical Forest & Botanical Garden will be offering native trees, shrubs, vegetables and vines for sale from 9 a.m. to noon. More than 150 species of plants are available with plants that attract birds and butterflies, in one- to 10-gallon pots.  Key West Tropical Forest members receive a 15 percent discount.  The Garden is a 501 (c) 3 non-profit corporation and all proceeds directly benefit the Garden’s conservation program. Face masks are required and social distancing protocol will be strictly followed.  The Garden is located at 5210 College Road on Stock Island. 
  • January 17 Key West
  • 23rd Annual Key West Half Marathon & 5k Run
  • Barbara Wright 305-240-0727 Email Website
  • Recognized by Runners World magazine as one of the 10 great half-marathons of the winter season, the race follows a 13.1-mile course that includes Old Town Key West and the scenic waterfront. The race typically attracts American and international runners to compete in Key West's balmy January climate. Named as one of the United States' leading winter half marathons, Best Destination Half Marathons and Bucket List Best Half Marathons, is ranked among 13 must-do U.S. half-marathons by Competitor.com. COVID-19 safety protocols are to be in place.
  • January 20 - Apr 30, 2021 Key West
  • Fringe Theater 2021 Season
  • Website
  • Fringe Theater’s 2020-21 season was designed with three things in mind: safety, creativity and flexibility. One-person shows are to be presented online and in-person, and readings are free and online. Visit website for current productions and readings.
  • January 21 - 22, 2021 Key West
  • Key West Art Center and Gallery presents: Online Art Class with Priscilla Coote
  • Website
  • Key West artist Priscilla Coote "takes" students to Bahia Honda State Park via video, where she paints from the water using her Amphibious Easel. She explains how she chooses the subject matter and all the considerations that go into painting on the scene in an active environment. Then students join her in the studio to paint along as she interprets her plein air painting into a finished studio work. Students will be sharing what they create for a positive, personalized experience. Medium can be oils or acrylics. This is an ideal opportunity to learn from a wonderful instructor whose work is collected worldwide. Classes are from 9:30 a.m. to 12:30 a.m. each day. Visit KWAC website for class fees and information.
  • January 27 - 31, 2021 Key West
  • Key West Food and Wine Festival
  • Email Website
  • Adventurous aficionados of fine food and vintages can explore creative cuisine, premium wines and unique events in a subtropical island setting during the annual celebration. Whet your appetite for island-style excellence, showcasing local chefs’ culinary flair and favorite indigenous ingredients, intriguing libations and distinctive Florida Keys atmosphere. Ticket sales available online.
  • January 28 - Feb 03, 2021 Key West
  • Sundance Film Festival 2021 Satellite Screens: Tropic Cinema
  • Website
  • This year, Sundance Film Festival is doing things differently by bringing the Fest to Key West audiences with a Sundance Satellite screen in the local community, at the Tropic Cinema, 416 Eaton St. Offered digitally via a custom-designed online platform alongside drive-ins, independent art-houses and a network of local community partnerships in select cities, the Utah festival's characteristics remain the same: celebrating independent film, visionary artists, unique perspectives, and adventurous audiences.
  • February 05 Key West
  • The Studios of Key West presents: Susan Werner
  • Website
  • Part of TSKW's Old Town, New Folk music series. Called “one of the most innovative songwriters working today,” (Chicago Tribune), Susan Werner crafts lyrics that are as sharp as thistles, and every bit as funny as they are on point. A giant on the acoustic scene, Werner is by turns wry and passionate on stage, and famous for her live shows. Tickets for this virtual concert are $25, $22 for TSKW members. Starts 8 p.m., and streams live on Mandolin.
  • February 12 - 13, 2021 Key West
  • 61st Annual Key West Home Tours
  • 305-294-9501 Email Website
  • Tour a series of elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and interior design that complements each. Tours are offered 1 p.m. to 5 p.m. each day. Transportation between homes is not provided. Proceeds benefit the foundation's Oldest House Museum, grant and scholarship programs. For each tour, the number of visitors allowed inside each home will be limited, masks will be required and hand sanitizers will be provided. Reservations for tour time slots are required and tickets must be purchased in advance.
  • February 14 Key West
  • The Studios of Key West presents: Ben Harrison
  • Website
  • Part of TSKW's Old Town, New Folk music series. The music Ben writes is original, humorous and indigenous to the the Florida Keys. Performance features original music from his most recent album, ‘Side Effects’ and his musicals. Tickets for this virtual concert are $20, $18 for TSKW members. Starts 8 p.m., and streams live on Mandolin.
  • February 20 Key West
  • The Studios of Key West presents: Zoe Lewis
  • Website
  • Part of TSKW's Old Town, New Folk music series. Affectionately known as “a band in a body” Zoë plays vintage jazz and world beat  grooves on anything from the piano to the spoons. Tickets for this virtual concert are $20, $18 for TSKW members. Starts 8 p.m., and streams live on Mandolin.
  • February 20 Key West
  • Gardenfest & Green Market 2021 at Key West Tropical Forest & Botanical Garden
  • Website
  • From 10 a.m. to 4 p.m., enjoy food & beverages; music; arts & crafts and plant vendors. Also featured are to be a Kids Creative Corner, a speaker about a "Cuban Chug Exhibit,” Docent-guided tours, a 50/50 Raffle and Silent Auction as well as a special raffle of a silver Atocha coin, limited to 50 tickets, $10 per ticket. Free entry; event is to be held outside, with social distancing and masks required. The Garden is located at 5210 College Road on Stock Island.
  • February 27 - 28, 2021 Key West
  • Old Island Days Art Festival
  • Website
  • Fine art aficionados can discover the work of several artists in a balmy open-air setting, at Truman Waterfront Park. Presented by the Key West Art Center, a co-op organization for local artists, the juried show typically draws artists from across the United States and Canada. Offerings range from watercolor and oil paintings to sculptures, graphics, collages and photography. KWAC is blending their Key West Craft Show into the Old Island Days Art Festival to produce a high quality Art & Fine Craft event.
  • March 01 Key West
  • The Studios of Key West presents: Darrell Scott
  • Website
  • Part of TSKW's Old Town, New Folk music series. Multi-instrumentalist and singer-songwriter Darrell Scott mines and cultivates the everyday moment, taking the rote, menial, mundane, and allowing it to be surreal, ever poignant, and candidly honest, lilting, blooming, and resonating. Scott recently toured with Robert Plant and the Zac Brown Band (2 years with each), produced albums for Malcolm Holcomb and Guy Clark and was named “songwriter of the year” for both ASCAP and NSAI. Tickets for this virtual concert are $25, $22 for TSKW members. Starts 8 p.m., and streams live on Mandolin.
  • March 08 - 11, 2021 Key West
  • March Merkin Invitational Permit Tournament
  • Email Website
  • This charity flats-and-fly-only tournament challenges anglers to catch, tag and release silvery permit to vie for elite titles. The event is held at the Key West Harbour Yacht Club on Stock Island, and features a silent online auction.
  • March 12 - 13, 2021 Key West
  • 61st Annual Key West Home Tours
  • 305-294-9501 Email Website
  • Tour a series of elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and interior design that complements each. Tours are offered 1 p.m. to 5 p.m. each day. Proceeds benefit the foundation's Oldest House Museum, grant and scholarship programs. For each tour, the number of visitors allowed inside each home will be limited, masks will be required and hand sanitizers will be provided. Reservations for tour time slots are required and tickets must be purchased in advance.
  • April 27 - May 01, 2021 Key West
  • Fourth Annual Mile 0 Fest Key West
  • Website
  • This annual fest brings the best of Americana and Red Dirt Music to the island paradise for five full days of bands, acoustic jams and songwriter swaps. Event organizers are to have safety protocols in place per COVID-19 guidelines.
  • May 05 - 09, 2021 Key West
  • Key West Songwriters Festival
  • Website
  • Since 1997, BMI has been a presenting sponsor of the festival, the largest festival of its kind in the world, and has helped it grow into both a tourist attraction and favorite of island locals. The festival revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs.
  • June 18 - 20, 2021 Key West
  • VFW Fishing Tournament
  • Website
  • A family fun tournament, this event awards up to $3,000 for the heaviest dolphin. All proceeds benefit disabled and needy veterans in Monroe County.
  • June 23 - 27, 2021 Key West
  • Mango Fest Key West
  • Website
  • Experience all things Mango through shopping, education and demonstrations. Stroll through Truman Waterfront Park to visit vendors, shop local shops, visit galleries, and order great food.
  • July 01 - 05, 2021 Key West
  • Key Lime Festival
  • Website
  • Enjoy a full 4 days of culinary events for every taste, including favorites from past years such as the Key Lime Cocktail Sip & Stroll and Key Lime Pie Hop and new favorites for Key Lime lovers like a Key Lime Scavenger Hunt and Key Lime University! Organizers have also added a few intimate culinary events for VIP Key Lime lovers!
  • July 18 - 21, 2021 Key West
  • Del Brown Permit Tournament
  • Loren Rea Email Website
  • Anglers fly-fish on the flats in a challenge that honors the late angling pioneer Del Brown, who caught and released more than 500 permit off the Keys. Professionals and guides are allowed to compete as well.
  • July 21 - 24, 2021 Key West
  • Stock Island Marina Village Key West Marlin Tournament
  • Website
  • Anglers ply the waters once fished by novelist Ernest Hemingway, vying for $50,000 in guaranteed cash prizes. Held in conjunction with Key West’s annual Hemingway Days festival, the event awards $25,000 to the first-place team. Teams can enter one fun fish (dolphin, tuna, wahoo or released sailfish) per day to add to their point total.
  • August 12 - 15, 2021 Key West
  • 25th Annual Key West Lobsterfest
  • Website
  • Seafood lovers can chow down on Florida’s clawless lobster during a tasty “feast-ival” that features a savory schedule of events ranging from a traditional lobster boil to a lively street fair starring the sensational crustacean prepared in a variety of ways. The flavorful festivities celebrate the bounty of the Florida Keys lobster season that opens Aug. 6. Famous for its sweet and tender meat, the Keys’ spiny lobster often is served steamed with drawn butter, paired with a seasoned stuffing or cold in savory salads.

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