Calendar of Events
Current Florida Keys Arts & Culture Events




- Sponsored Event
- May 01, 2023 - Dec 31, 2023 Islamorada
- History of Diving Museum
- Website History of Diving Museum
- 82990 Overseas Highway (MM83), Islamorada FL 33036
- 305-664-9737 E-mail
- Open daily. Be amazed by over 4,000 years of “the quest to explore under the sea” and celebrate the special role South Florida and the Florida Keys had in this untold story. Dive in to see “Aquanauts to Astronauts” a limited-time featured exhibit.




- Sponsored Event
- May 30, 2023 - Aug 04, 2023 Key Largo
- Florida Keys Youth Summer Sailing & Windsurfing Camp
- Website Mark Sorenson Youth Sailing Program / Upper Keys Sailing Club
- 100 Ocean Bay Dr Key Largo FL 33037
- Rosa Lamela 305-747-2600 E-mail
- Our summer programs range for ages 8-18. Learn to Sail, Intro to Windsurfing, Adventure & Club 420 Sailing. Day visits to Everglades National Park and Nest Key. Kayaking and paddle boarding to Pelican Island. Marine focused Florida Keys experience!
- Buy tickets!




- Sponsored Event
- Jun 30, 2023 - Jul 04, 2023 Key West Arts & Culture
- Key Lime Festival 2023
- Website
- Key West Key West FL 33040
- Key Lime Festival 305-295-9112 E-mail
- America’s Favorite Citrus Celebration! We like to celebrate the things that make our islands unique. Our celebrations are fun, odd & unforgettable. Come on down to the birthplace of Key Lime Pie for a little taste and you’ll see what we mean Love & Limes!
- Buy tickets!




- Sponsored Event
- Jul 22, 2023 - Jul 25, 2023 Key West
- Hemingway 5k Sunset Run & Paddleboard Race
- Website Southernmost Point
- United & Duval Street Key West FL 33040
- Key West Half Marathon E-mail
- Runners, walkers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 23, 2022 during the Hemingway 5k Sunset Run and Paddleboard Race. The athletic challenges are part of Hemingway Days!
- Buy tickets!




- Sponsored Event
- Jun 02, 2023 - Jun 04, 2023 The Lower Keys
- 30th Annual Dolphin Tournament Lower Keys Chamber of Commerce
- Website Kiki’s Sandbar
- 183 Barry Ave Little Torch Key FL 33042
- Lower Keys Chamber of Commerce 305-872-2411 E-mail
- View video
- The 30th Annual Lower Keys Chamber of Commerce Dolphin Tournament is coming up June 2nd! Enter to win over $35,000 in cash & prizes. Friday the 2nd is registration & appetizers at 5pm and Sunday the 4th is dinner & awards at 6pm. Largest Dolphin Wins!!!
- Buy tickets!




- Sponsored Event
- Jun 07, 2023 - Jun 11, 2023 The Florida Keys LGBTQ
- Key West Pride
- Website Key West Business Guild
- 808 Duval Street Key West FL 33040
- 305-294-4603 E-mail
- Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Show us your pride, we will show you our Key West Pride!
- Buy tickets!




- Sponsored Event
- Jul 07, 2023 - Jul 08, 2023 The Lower Keys Fishing
- Underwater Music Festival
- Website Marine Sanctuary at Looe Key
- Looe Key Reef Ramrod Key FL 33042
- Lower Keys Chamber of Commerce 305-872-2411 E-mail
- View video
- Divers & snorkelers can promote reef protection & explore the continental United States’ only living coral barrier reef during the 39th Annual Underwater Music Festival concert on Friday July 7th & Saturday July 8th. Music broadcast by local radio station
- Mar 13, 2023 - Oct 24, 2023 Key West Arts & Culture
- Monday & Tuesday Evening GLOW Hours at Hugh's Rooftop
- Website
- The Studios of Key West's Hugh's Rooftop offers the best views in town and an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings from 6 to 8 p.m. The bar is open, admission is free. Capacity is limited, so come early. 533 Eaton Street.
- Apr 28, 2023 - Oct 22, 2023 Key West Arts & Culture
- Key West Art & Historical Society: Out of the Box - The Art of the Cigar Label
- Website
- The Key West Art & Historical Society presents “Out of the Box: The Art of the Cigar Label." The exhibition offers a compelling sampling and interpretation of 19th and early 20th century inner and outer cigar labels, showcasing more than 40 lithographs related to the Key West and Cuba cigar manufacturers. From the 1880s into the early 20th century, cigar manufacturers desired an avenue to market their particular cigars to consumers. Mass production of cigars in Cuba and Florida contributed to the successes of lithographic arts. Included with museum general admission. Custom House Museum, 281 Front Street, 10 a.m. to 5 p.m. daily.
- May 20, 2023 - Dec 31, 2023 Islamorada Arts & Culture
- History of Diving Museum: Aquanauts to Astronauts Exhibit
- Website
- The Aquanauts to Astronauts exhibit focuses on the fascinating relationship between diving and space travel, how NASA uses diving to train future astronauts, and the incredible people who have both been to space and visited the bottom of the sea. The exhibit includes artifacts from NASA. The museum is located at 82990 Overseas Highway bayside.
- May 31, 2023 - Jun 30, 2023 Key West Arts & Culture
- Key West Art & Historical Society: Sushi in the Shoe
- Website
- After 25 years of ‘dropping’ in a giant red glitter high-heeled shoe on New Year’s Eve, Key West’s legendary drag queen Sushi has hung up the heel. Since its inception, the Red Shoe Drop has become so famous that it’s often featured on national and international New Year’s Eve television programs including CNN. The commemorative exhibit includes the Gary Marion - also known as Sushi - collection of original gowns. Included with general admission. 281 Front Street.
- Jun 1, 2023 - Jun 11, 2023 Key Largo Arts & Culture
- The Key Players: Sandy Shoes & Salty Kisses
- Website
- A group of unlikely characters discover love amidst hilarious circumstances at the enchanting Lovers Landing Hotel. Evening shows June 1-3 and June 8-10 at 7:30 p.m. with the final production a Sunday Matinee on June 11 at 2 p.m. Tickets $18 online or available at several Key Largo ticket outlets in advance for $15. Shows take place at the Murray E. Nelson Government & Cultural Center, 102050 Overseas Highway bayside.
- Jun 1, 2023 - Jul 31, 2023 The Florida Keys Arts & Culture
- Art Guild of the Purple Isles: Summer Show
- Website
- The Art Guild of the Purple Isles presents its first Summer Art Show at the Murray Nelson Government & Cultural Center in Key Largo, featuring work by Upper Keys artists in a variety of media including oil, acrylic, watercolor, ceramic and wood. Some of the artwork will be available for purchase. The center is located at 102050 Overseas Highway bayside.
- Jun 2, 2023 - Jun 3, 2023 Marathon Arts & Culture
- Marathon Community Theatre: TAH-DANCE Community Dance Showcase
- Website
- Experience the Art of Dance through this annual community event showcasing the MCT Dance Department, local community dance studios, dance groups and individual dancers. Program begins at 7 p.m. Tickets $15. 5101 Overseas Highway oceanside.
- Jun 3, 2023 Key West Arts & Culture
- Meet Guy Harvey in Key West
- Website
- Guy Harvey, Ph.D., world-renowned artist, scientist, conservationist and entrepreneur will host two separate events at Papa’s Pilar Rum Distillery's Hemingway Social Club at 201 Simonton Street to celebrate the launch of his new book: “10,000 Chicken Sandwiches – The Story of my Fishing Family, Jamaica 1956-1986.” A portion of proceeds from sales of the new book, and all Guy Harvey merchandise, benefit ocean research, education and conservation initiatives through the Guy Harvey Foundation. The first event is the "Lecture and Libations" fundraising brunch from 10 a.m. to noon. Tickets are $50 in advance and $60 at the door. Then, there is a book signing that is free and open to the public from 2 to 5 p.m. at the same location, where Dr. Harvey will be available for meet-and-greets, photo ops, and book and merchandise signings.
- Jun 3, 2023 Key West Arts & Culture
- Shakedown on the Green -- Key West Island Market
- Website
- All are welcome the first Saturday of every month for Shakedown on the Green: Key West Island Market, located on the Sunset Green Lawn at 24 North Hotel, 3820 N. Roosevelt. This family-friendly, Key West Island Market features local goods, artists, food trucks and more. Free admission and free parking. $5 mimosas available.
- Jun 10, 2023 Islamorada Arts & Culture
- Sea to Table Dinner Commemorating the History of the Florida Keys Fishing Industry & Captains
- As part of the celebration of Monroe County's bicentennial, a magnificent Sea to Table Dinner is to take place at Bud N’ Mary’s Marina at 79851 Overseas Highway in Islamorada. A rooftop sunset reception is set for 6:30 p.m., while the dinner is to begin at 7:30 p.m. in the property’s spacious Boat Barn. As well as fine cuisine, attendees can discover Keys artists’ work, historic photos and the coral nursery at Bud N’ Mary’s. Local fishing captains are to host each table. Seating is limited and reservations are required; call the Islamorada Chamber of Commerce at 305-664-4503.
- Jun 10, 2023 Marathon Arts & Culture
- Marathon Community Theatre: Club MCT White Party
- Website
- Dress in your best all-white outfit and dance the night away to music by DJ Fiji. Pre-book $20 tickets online or pay at the door. Doors and concessions open at 8 p.m. Ages 21 and up only.
- Jun 11, 2023 Marathon Arts & Culture
- Marathon Community Theatre: Underwater Aquatic-Themed Drag Queen Bingo
- Website
- Come in your best Underwater/Aquatic costume and battle it out on the runway with a prize awarded for the best costume. Costumes are welcomed but not required to attend. Play bingo with host JJ Mills. Doors and concessions open at 4 p.m. Admission $10, includes two first-round bingo cards. More bingo cards available, cash only. 5101 Overseas Highway oceanside.
- Jun 17, 2023 Key Largo Arts & Culture
- Monroe County Bicentennial Picnic
- A fun family picnic to celebrate the 200th anniversary of the founding of Monroe County is to begin at 6 p.m. at Rowell’s Waterfront Park, located at 104550 Overseas Highway in Key Largo. Enjoy live music by the Mangrove Swamp Band and others, fireworks reflecting the Keys’ exuberant spirit, traditional picnic fare and mini-cupcakes, and family-friendly activities and entertainment options. Plans also call for face-painting, bounce houses and more for the kids.
- Jun 17, 2023 Key West Arts & Culture
- CFK Swim Around Key West
- E-mail Website
- Embark on an adventurous swim - a 12.5 loop around the island. The pristine waters around Key West give swimmers great views of both the land and underwater life. Compete in different categories including solo swimmer, solo swimmers with fins, solo swimmers using a mermaid tail or a monofin, or gather your friends and compete in the relay category of 2-person, 3-person, 4-person, 5-person or 6-person teams. Not interested in the full island swim? Try some of the smaller races offered, a 6.1-mile swim, a 2-mile swim, a 1-mile swim or an 800-yard swim. Swims begin and end at Higgs Beach, 1000 Atlantic Boulevard.
- Jun 21, 2023 Islamorada Arts & Culture
- History of Diving Museum: A Pirate's Life in the Golden Age of Piracy
- Website
- Florida has a long and rich history of pirates plundering its shores, cities, and shipping lanes. Tales of Florida pirates abound from Key West to Pensacola and from Miami to Jacksonville. This talk examines the truths, myths, and legends about Florida Pirates. Presenter Robert Jacob has done living history interpretation for over 40 years. He authored the award-winning publication, "A Pirate's Life in the Golden Age of Piracy" in 2018, which is available in the museum store. Presentation takes place live at the museum, or you can register to participate virtually via Zoom. Free to attend at 7 p.m. 82990 Overseas Highway bayside.
- Jun 26, 2023 Key West Arts & Culture
- Sunset Green: Live at Sunset Concert
- Website
- The Keys Collection presents the "Live at Sunset" free monthly concert series on the last Tuesday of every month on the Sunset Green! The lawn opens at 6 p.m., with local talent performing from 7-10 p.m. Free entry and parking, food & drinks for purchase. Located at 3820 N. Roosevelt Blvd. between The Gates and 24 North hotels.
- Jun 28, 2023 Islamorada Arts & Culture
- History of Diving Museum: Virtual Presentation -- Last Breath with Chris Lemons
- Website
- In 2012, commercial diver Chris Lemons nearly lost his life when his umbilical providing breathing gas, light, and heat was severed at 300 feet below the surface of the North Sea. He was left in complete darkness and cut from his lifeline for 40 minutes while his rescuers raced to find and retrieve him. Chris' miraculous survival has baffled experts for years. Join the History of Diving Museum and UK-based Chris Lemons virtually as he takes us through the fascinating and dangerous world of saturation diving, as well as recounting his death-defying experience. Free to register for Zoom presentation.
- Jun 30, 2023 - Jul 4, 2023 Key West Arts & Culture
- Key West Key Lime Festival
- Website
- Key West's annual Key Lime Festival is set to celebrate the world’s most sensational citrus with a bountiful array of festivities across the island where Key lime pie was conceived. Over five days, lovers of the lime can indulge in a full menu of activities, from an event kick-off cookbook signing and champagne reception with festival co-founder and “Key West Key Lime Pie Cookbook” author David Sloan; delicious Key lime-centric dinner and brunch events; a wild and world famous Key lime pie eating contest; a gravity-defying Key lime pie drop competition – from the top of the Key West Lighthouse; a Key lime pie hop, and for those with a taste for limey libations, a Key lime rum tasting and a bar Sip & Stroll. There’s much more, including numerous family-friendly activities.