A Calendar of Florida Events
for May and June 2026

Whatever your passion, Florida has something for you. Here are just some of the major events, selected by our editors, scheduled in the Sunshine State.  Please check individual websites for more details.
 

South Florida

Central Florida

North Florida

Featured Partner Events

SOUTH FLORIDA

MICHELANGELO’S SISTINE CHAPEL: THE EXHIBITION – Want to see the Sistine Chapel up close without spending all that money to go to Rome and having to deal with the crowds? This exhibit has you covered. And you won’t even have to look up at the ceiling! There are life-sized 34 frescos (all at eye level) including the ceiling and altar masterpieces, from the Creation of Adam to The Last Judgement. Cutting-edge
technology was used, enabling visitors to see every brushstroke and detail in vibrant colors. No photos are allowed in the Sistine Chapel, but here you're allowed to take as many pictures as you want. Each fresco has informative signage, but a VIP package comes with an audio tour.
When: March 12-June 14
Where: Galleria Mall, Fort Lauderdale (The exhibit is in a closed hall, so you will not be disturbed by other people in the mall.)
Web: sistinechapelexhibit.com/FLL

GREAT AMERICAN BEACH PARTY – Celebrate with family and friends as a part of Fort Lauderdale Beach is transformed into an entertainment mecca. There are highlights galore: live music, water slides, a classic car show, SOCOM Para-Commando parachute jumpers, vendors, exhibitors, an art show, a sand-sculpting contest, a kids zone, a military tribute and the Walk of Fame ceremony
When: May 23
Where: Las Olas Oceanside Park, Fort Lauderdale
Web: fortlauderdale.gov/ and search for Great American Beach Party

HYUNDAI AIR & SEA SHOW – Also known as A National Salute to America’s Heroes, it honors and showcases the men, women, technology and equipment from all branches of the United States Military and police, firefighters and their first responder agencies. The in-the-air events are spectacular, with the Air Force providing most of the action (The Thunderbirds, the F-35 Lightning II, a B-52 Bomber, the F-16 Fighting Falcon and the  A-10 Thunderbolt, to name a few). But wait, there’s more: offshore powerboat racing, extreme water sports, the Monster Energy Freestyle demo steam, a kids fun zone, a drone light show and the FPL Display village, a four-block long interactive experience featuring military and training equipment. The music features military bands and a national act yet to be named. The show will end with a night-pyro demonstration by the U.S. Army Golden Knights Parachute Team kicking off a fireworks extravaganza. There are several VIP packages to consider.
When: May 23-24
Where: Miami Beach
Web: usasalute.com

AMERICAN BLACK FILM FESTIVAL – It is dedicated to empowering Black talent by providing a platform for up-and-coming artists and entertainment content by and about people of African descent. There will be five days of screenings, master classes, talent showcases, parties and a variety of networking events. Screenings usually include a Hollywood release along with studio premieres and independent films.
When: May 27-31
Where: Various locations in Miami Beach
Web: abff.com/miami/

A DAY OF CELTIC MUSIC – Okay, St. Patrick’s Day is long in the rear-view mirror, but you can still check out some great Celtic music at this annual event, presented by the host venue, the Cultural Heritage Center of Southwest Florida and the Sarasota chapter of the New World Celts. Performers include The McIntyre Band, The Bad Trinity, Third Man Out, Paddy O’ Furniture (love the name!), West of Galway and Black Thorn Brigade. Plenty of diverse and yummy food options are available, as there are six restaurants on the property.
When: May 16
Where: Fishermen’s Village, Punta Gorda
Web: fishermensvillage.com/

MOSAIC IN THE PALM BEACHES – Enjoy a month-long celebration of shows, art, ideas and culture at some of Palm Beach County’s best attractions and museums at discounted prices. Here are some of past participants: Armory Art Center, Benzaiten Center for Creative Arts, Boca Raton Museum of Art, Cox Science Center & Aquarium, Henry Morrison Flagler Museum, Jupiter Inlet Lighthouse & Museum, Lighthouse Art Center Gallery & School of Art, Loggerhead Marinelife Center, Mounts Botanical Garden, Palm Beach Dramaworks, Resource Depot, Taras Oceanographic Foundation and Yesteryear Village Living History Village. Check closer to the event for additional groups.
When: Most are May 1-31, but some may extend further
Where: Various locations in Palm Beach County
Web: mosaicpbc.com

FAMILY WONDER DAYS – Walk. Observe. Navigate. Draw. Explore. Read. That’s what families are encouraged to do together at this fun-filled event. (In case you missed it, all the capital letters all spell WONDER). All kinds of adventures can be had, including games, activities and scavenger hunts. Pick up an activity guide (in English, Spanish, or Creole) to use as you navigate through a lush landscape to observe birds, pollinators and plants.
When: May 23-24
Where: Naples Botanical Garden
Web: naplesgarden.org/events/family-wonder-days/2026-05-23/

SOUTH BEACH FILM FESTIVAL – This relatively new kid on the film-fest block (this is the second year) focuses on international cinema, short films, comedies and documentaries that explore culturally and socially relevant themes. The festival will commemorate significant milestones in Miami history, including the 30^th anniversary of Bad Boys and the 40^th anniversary of Miami Vice, with themed events and cast appearances. There will be seminars, conferences, networking events, and (of course) cocktail parties throughout the four-day event. In addition to movie theaters, there will be showings on the beach (organizers say bring a bathing suit!) and in drive-ins.
When: May 13-17
Where: Various locations in Miami Beach
Web: sobefilmfest.com

DOWNTOWN DELRAY BEACH MEMORIAL DAY WEEKEND CRAFT FESTIVAL – If you haven’t been to this bustling but pretty city in a while, this would be a good time to go. Paintings, jewelry, glass work and pottery are just few of the kinds of things you will be able to explore and purchase. It also includes a Green Market with gourmet sauces, handmade soaps and orchids.
When: May 23-24 
Where: Delray Beach Tennis Center and other locations in downtown Delray Beach
Web: artfestival.com/festivals/28th-annual-downtown-delray-beach-memorial-day-weekend-craft-festival

THE HOME & DESIGN REMODELING SHOW – This show features the latest trends and brands in the home improvement industry. Here are just some of the areas that will be covered: kitchen and bathroom remodeling, custom closets, flooring and other surfaces, artificial turf, landscaping, patio design, outdoor kitchens and pergolas, impact windows and doors, smart homes technology and security, furniture, mattresses, solar energy solutions and roofing and gutters. There will be hundreds of exhibitors and thousands of projects to check out.
When: May 22-25
Where: Palm Beach County Convention Center, West Palm Beach
Web: homeshows.net

PARAISO MIAMI BEACH MIAMI SWIM WEEK – You will be able to preview the newest summer swimwear and resort wear trends at this four-day festival over the Memorial Day holiday weekend. There will be daily runway shows, featuring style titans and promising newcomers to watch. Special events and parties will abound. Three VIP packages will get you varying degrees of luxury treatment.
When: May 28-31
Where: Various locations in Miami Beach
Web: Paraiso Miami Beach - Miami Swim Week

THE PINK RETREAT – Ladies of all ages, this one’s for you. It was created for folks of the fairer sex who love a colorful closet and want to enjoy an inspiring and welcoming weekend together and make new friends or continue bonding with old ones. Many of the activities are included with registration fee. Here’s what’s on tap: the opening day party, Poisoned in Pink: a murder mystery dinner, a one-hour eBike ride that tours Palm Beach’s coastal views, mixed-media art classes, cocktail classes, perfume classes, cooking classes, an evening of wine and culinary delights, the always-popular Pajamas Lounge, afternoon teas, luncheons with croquet lessons, trolley tours and the final-day farewell gathering.
When: June 11-14
Where: Various locations in Palm Beach County
Web: thepinkretreat.com/

FIFA WORLD CUP MIAMI MANIA – By now, the only way to see any of the seven matches in person in June or July at Hard Rock Stadium (including the one that will decide the Bronze Medal winner on July 18) is getting a ticket from somebody you know or using secondary markets. But, that doesn’t mean you can’t get in on the action. There are beachside large-screen watch parties and fan experiences galore that will put you right in the middle of all the fun. Some one million visitors are expected to descend on the Miami area as it is transformed into a celebration of sports and culture.
When: June 15 to July 18
Where: Various locations throughout Miami-Dade County
Web: miamiandbeaches.com/things-to-do/sports/watch-fifa-club-world-cup
and docs.google.com/document/d/1M5puRBSi9yPRsYPC912UZR8EVb7BIfk_hGv2FrwyqSc/edit?tab=t.0

MANGO FESTIVAL – The mango is known as “The King of Fruits” and this fest pays tribute to His Majesty with fun for the whole family. Included are: cooking demos and mango tastings, specialty mango smoothies and cocktails, the signature mango brunch, a wide variety of mangos for purchase, food vendors with mango-inspired menus, mango lectures, mango tree sales, lawn games and live music.
When: June 13-14 
Where: Fairchild Tropical Botanic Garden, Coral Gables
Web: fairchildgarden.org

CORALPALOOZA – Looking for an eco-vacation? This one fills the bill. You’ll have a great time and do a lot of good at the same time. The Coral Restoration Foundation is hosting a day dedicated to promoting awareness and preserving the third largest coral reef on earth. Activities will range from helping shore up coral tree nurseries, monitoring existing colonies and out-planting threatened species of corals.  Note: You must be dive-certified to participate.  Reservations are already underway and spots fill up quickly, so don’t hesitate if you want to participate.
When: June 4-6 
Where: Throughout the Florida Keys
Web: coralrestoration.org

JELLYFISH MUSEUM – Do you like those eerie but mesmerizing creatures? Here’s your chance to see them without diving into the ocean and/or or worrying about some of the venomous ones, thanks to the newest entry into the South Florida museum scene. It was recently opened by a Ukrainian couple, who also have one in their home country that so far has managed to survive the war. There are 21 aquariums in front of immersive ocean-blue walls, each containing the floating creatures with their bell-shaped bodies. There are some 2,000 species of jellyfish, but only 20 of them will be featured at any one time. The owners plan to change out the aquariums with new species about every six to eight months.
When: Now! (It’s open seven days a week)
Where: Pompano Beach
Web: jellyfish-museum.com

CAPTIVAVILLE SONGWRITERS WEEKEND – It will be two days fun, live music and one of the biggest pool parties of the year on Captiva Island. This year’s performers are Claire Liparulo, Carling Witt, Lockwood Barr & Sheena Brock and Steve Farst. Shows will be both poolside and indoors. They are free to hotel guests and day passes are also available for non-guests.
When: June 13-14
Where: Tween Waters Island Resort & Spa, Captiva Island
Web:  tween-waters.com/event/captivaville-songwriters-weekend-2/

OTAKUFEST – Otaku is a Japanese word that describes people with consuming interests, such as anime, video games, computers or other highly enthusiastic hobbies. It’s the perfect word to describe this three-day nerd-a-thon that celebrates the best in geek culture, including anime, animation, cosplay, gaming, manga (comics and graphic novels with a distinct style) and pop culture. On tap: hundreds of exhibitors, venders, craftspeople, celebrities, publishers, artists, writers, panels, costume competitions, concerts, video game tournaments, role-playing games and karaoke.
When: June 19-21
Where: Palm Beach County Convention Center, West Palm Beach
Web: otakufest.com

ALAN JACKSON’S FIVE O’CLOCK SOMEWHERE FEST – Country music fans know that Alan Jackson is winding down his touring career, but that doesn’t mean he is disappearing.  Just the opposite.  He is launching this venture because, and we quote the man himself, “I like the idea of still being able to give people an opportunity to have a good time and enjoy some great country music while they do.” Jackson’s goal is to capture the vibe of his award-winning song “It’s Five O’Clock Somewhere,” which spent more than two months at the top of the charts in the summer of 2003. Here is the lineup for the star-studded lineup for the inaugural event: Ella Langley, Old Dominion, Jimmy Buffet’s Coral Reefer Band, Dylan Scott, Clint Black, Shenandoah, John Anderson, Rodney Atkins, Jammy Buffet (a Buffet tribute band) and Allen Stone. To enhance your experience, a range of VIP options are available. Will Jackson himself perform at the event? That question was posed multiple times to the organizers, but no response occurred.
When: June 12-13
Where: Palm Beach Waterfront Commons, West Palm Beach
Web: 5oclocksomewherefest.com/

ART IN THE GARDEN – A beautiful botanical garden features local art and sculptures that convey a sense of nature using only natural, recycled and/or repurposed materials. They can range from the very small to the very large and are built to withstand high winds and heavy rains. If you haven’t yet visited this beautiful botanical garden, now would be a good time to go.
When: Now through July 31
Where: Key West Tropical Forest & Botanical Garden on Stock Island
Web: keywest.garden

I LOVE STOCK ISLAND FESTIVAL – Right before you get to Key West, you have to go through Stock Island, a community that tends to be residential in character with a year-round population. It is home to a thriving artist community and lots of friendly folks. You might want to put this week-long festival on your to-see list. Here are some of the events that have taken place over the years: a food truck tour, “dive-in” movie (watch while soaking or floating in a pool), an art stroll open house, a taste of Stock Island food tour, a farmers market, lots of live music, a Stock Island history tour, an authentic Cuban pig roast and beach party, a family day (with archery, horse shoes face painting, animal feeding and a picnic lunch), a Father’s Day fish fry and beach party and a Father’s Day fishing derby.
When: June 14-21
Where: Various locations in Stock Island and Key West
Web: keywesttourist.com/festivals-events/i-love-stock-island-festival/

FOUNDER’S DAY AT WHITEHALL – Once a year, you can gain access to one of Florida’s great museums for free. Founder’s Day is in honor of the Flagler Museum’s founder, Jean Flagler Matthews, who rescued the estate from demolition and established the museum on June 5, 1959.  Whitehall’s first and second floors will be open, as will Henry Flagler’s personal Railcar 91on the Flagler Kenan Pavilion. 
When: June 5
Where: Flagler Museum at Whitehall, Palm Beach
Web: flaglermuseum.us

COLLEGE OF THE FLORIDA KEYS SWIM AROUND KEY WEST – If you are up for an in-the-water-athletic-type vacation, you might want to try the 12.5-mile swim around Key West. The Atlantic Ocean water is pristine and you can see fish, coral and maybe even some turtles if you look close enough. Dolphins may even try to join in, too. If you don’t want to swim that many miles, there are smaller races – 6.1 miles, 2 miles, 1 mile and 800 yards.
When: June 12-14
Where: Starting and ending at Smathers Beach, Key West
Web: www.swimaroundkeywest.org

DOWNTOWN VENICE CRAFT FESTIVAL – Crafters from across the nation will showcase their creations in a variety of media, including stained glass, photography and personal products, including some for children and pets. While you are there, take a walk through the Green Market, which features plants, handmade soaps, BBQ sauces and live orchids.
When: June 20-21
Where: Along Miami Avenue, Venice
Web: 33rd Annual Downtown Venice Craft Festival | ArtFestival.com

TASTING THE TROPICS – If you haven’t yet visited this beautiful botanical garden, this would be a good time to go. Take a yummy trip to the tropics to learn about some of the less well-known fruiting plants that are grown there. There will be demonstrations, guided tours and tropical fruit tastings.
When: June 27-28
Where: Naples Botanical Garden
Web: naplesgarden.org/events/tasting-the-tropics/2025-06-28/

FLORIDA MANGO FESTIVAL – Mango fests are usually outdoors, but this one will be held indoors in an air conditioned environment free from the summer heat. The fare from dozens of small farms and nurseries will be featured, including mangoes and other tropical fruits. Vendors will showcase mango products and agricultural tools for gardeners and commercial growers. There will be educational programs, lectures and discussions on all things mango, an ID-your-mango booth and guided mango tastings.
When: June 27
Where: Palm Beach County Convention Center, West Palm Beach
Web: floridamangofestival.com

ISLAND SPACE MANGO FESTIVAL – Organizers say it is more than a mango festival, it’s a mango extravaganza. Yes, there are the usual mango workshops and mango tastings, but so much more. It’s on Father’s Day, so there is Daddy’s Kingdom (no moms and girls allowed) where men will receive special pampering, tasty treats and gifts, mango eating competitions, a vendors marketplace and artisan row, a live DJ and multi-cultural entertainment, live Caribbean chef demos and lots of activities for kids.
When; June 21
Where: Charles F. Dodge Center, Pembroke Pines
Web: islandspacefl.org/mangofest26/

CENTRAL FLORIDA

COREY AVENUE SUNDAY MARKET – Nestled in the heart of the quintessential beach town of St. Pete Beach, Corey Avenue becomes a bustling marketplace of unique finds, fresh flavors and good vibes every Sunday, rain or shine. Sip freshly made shakes and smoothies while shopping for handmade jewelry, beachwear, artwork, home décor, pet products and more. Guests can also pick up some fresh fruits and veggies, gourmet cheeses, bread, olive oils and seasonings, plus learn more about local businesses and nonprofits in the neighborhood.
When: Every Sunday
Where: Corey Avenue Historic District, St. Pete Beach
Web: https://www.facebook.com/coreyavemarketonstpetebeach

RED, WHITE & BLOOM MARKET – Get ready to shop, eat and browse at this day-long, outdoor market filled with artwork, handmade goods, delicious treats and other unique items for sale by small businesses. Several food trucks will be parked on the grounds, serving up gourmet dishes and snacks, and live bands will entertain guests as they peruse the fairgrounds. The event is kid-friendly and parking is free.
When: May 23
Where: Hillsborough County Fairgrounds, Dover
Web: https://constellationeventsllc.com/

BONSAI & BREWS – Several breweries throughout Central Florida will play host to this interactive and engaging event mixing the ancient art of bonsai cultivation and another longtime favorite: beer. Guests can sip craft brews while learning how to care, style, prune and re-pot their own take-home, tropical pre-bonsai trees. Learn some new skills while making friends and enjoying local breweries, many of which have kitchens or food trucks if all the gardening works up your appetite. No green thumb is required to participate, and in fact, beginners are welcome. 
When: Several dates
Where: Various brewery locations in Sarasota, Tampa, Plant City, Dunedin, Brooksville, St. Petersburg and other Central Florida areas
Web: https://thunderstruckbonsai.com/upcoming-events/

ST. PETE ITALIAN FEST – St. Pete’s beautiful Vinoy Park transforms into a wonderland of pasta, pizza, art, cars, music and more at this one-day, Italian-themed festival. Sample authentic Italian dishes, taste various wines and Italian spirits, enter a cannoli-eating contest, challenge your friends to a game of bocce ball and learn how to make pasta from scratch. The fest will also feature a showcase of Italian cars while musicians play fun Italian tunes to set the mood. Tickets online are $10 and kids 12 and under are free.
When: May 16
Where: Vinor Park, St. Petersburg
Web: https://www.stpeteitalianfest.com/

THUNDER ON COCOA BEACH – This exciting, four-day offshore boat racing event brings some of the world’s fastest speedboats and lots of adrenaline to the shores of the Space Coast, creating some serious buzz in the Atlantic Ocean. Enjoy live entertainment, parties and some of the top race teams in the world competing in various classes, with Class 1 reaching speeds over 175 miles per hour. After each day’s races, meet the racers at the downtown Cocoa Beach block party or dance the night away at the after-parties.
When: May 14-17
Where: Cocoa Beach
Web: https://www.thunderoncocoabeach.com/

ORLANDO CARNIVAL DOWNTOWN – Continuing its run of more than three decades, the multicultural Orlando Carnival Downtown returns, celebrating Caribbean life and customs with an entire weekend of brilliantly colored, feather- and sequin-adorned costumes, dancing, rhythmic music, spicy dishes and cocktails. This year’s celebration begins with a special Carnival on the Runway fashion show, followed by various dance and music parties, then the main event: A Sunday parade and concert that includes vendors selling delicious foods from Trinidad & Tobago, Jamaica, Guyana, Barbados and other Caribbean nations.
When: May 22-24
Where: Downtown Orlando
Web: www.orlandocarnivaldowntown.com

SWEETFIELDS FARM’S SUNFLOWER SEASON EVENT – This family-owned organic flower and vegetable farm in Hernando County invites the public each May to pick, photograph and frolic among its gorgeous fields of fully grown sunflowers. Guests can walk through a sunflower maze, visit and pet farm animals, take a relaxing hayride, make arts and crafts, and take home some freshly picked fruits and vegetables. Vendors will also be on hand to offer coffee and locally made wine, fresh-popped kettle corn, wood-fired pizza, doughnuts, popsicles and other treats.
When: Several dates in May
Where: Sweetfields Farm, Masaryktown
Web: https://www.sweetfieldsfarm.com/spring-season-sunflower-event

157TH SILVER SPURS RODEO – Rodeo cowboys from all over the country compete in traditional rodeo action, including bull riding, bareback riding, saddle bronc riding, tie-down roping, team roping, steer wrestling, and women's barrel racing. In between the competitive segments, expect some fun surprises, such as a traditional rodeo clown antics and the Silver Spurs Quadrille team performing a square dance on horseback. This time-honored extreme sport has been drawing crowds and delighting fans in Central Florida since the 1940s, providing air-conditioned entertainment, snacks, beer and other concessions to its annual events.
When: June 5-6
Where: Osceola Heritage Park/Silver Spurs Arena, Kissimmee
Web: https://www.silverspursrodeo.com/

BROOKSVILLE’S WATERMELON FESTIVAL – What better way to ring in the summer than with this Central Florida fest featuring local-grown, cool, crisp watermelon? Batten Family Farms will roll out its prized fresh melons alongside vendors and food trucks selling lemonade, fair foods and other refreshments for sale. Enter a watermelon-eating contest or the kids’ pageant, meet some crowned members of “watermelon royalty,” and check out the local craft vendors to take home some handmade goods. Entry into the event is free, parking is ample and pets are welcome.
When: June 13
Where: Florida Classic Park, Brooksville
Web: https://www.facebook.com/events/s/brooksvilles-watermelon-festiv/966757305935078/

WATERLILY FESTIVAL – For more than two decades, McKee Botanical Garden has drawn horticultural enthusiasts, photographers, artists, and visitors from across the state to gaze upon dozens of varieties of the beautiful waterlily and take part in a full day of immersive activities. Learn from waterlily re-potting demonstrations, shop for unique plants, wire art and handmade African baskets, and watch plein air artists capture the beauty of the gardens in real time. Get there at opening time for the chance to see a rare and breathtaking display of night-blooming waterlilies alongside their day-blooming counterparts.
When: June 13
Where: McKee Botanical Garden, Vero Beach
Web: https://mckeegarden.org/events/21st-annual-waterlily-festival/

BURGERS & BREWS FESTIVAL – Taking place this year’s spacious fairgrounds location, Burgers & Brews brings the seasonal aroma of grilled burgers and a day of live music and fun to Vero Beach. Vote for your favorite among at least 10 contestants in the “Best Burger in Indian River County Competition” and enjoy beverages from various regional breweries, as well as other food truck delicacies, a kids’ zone, an apple pie eating contest, a car show and other shenanigans. The fest also offers VIP tickets to access an air-conditioned lounge near the stage and a cocktail bar.
When: June 27
Where: Indian River County Fairgrounds, Vero Beach
Web: https://burgersandbrews.org/

ANIME FESTIVAL ORLANDO – Celebrating an appreciation of Japanese culture within the anime and video game fan communities of Orlando, this three-day festival has grown over the past 25 years with its popular cosplay contests, video and tabletop game rooms, art and collectible galleries, and other activities geared toward this niche crowd. Play the interactive and exciting “Tales of Orlandia” game, exclusive to the event, and meet a variety of anime voice actors, famous cosplay artists and other special guests. There will also be several panel discussions, an origami workshop, a dance contest, crafting classes and other fun activities around the clock.
When: June 19-21
Where: Rosen Plaza, Orlando
Web: https://animefestivalorlando.com/

TAMPA BAY AREA JUNETEENTH FESTIVAL – Honoring Juneteenth Independence Day, this R.O.C. the Block fest now spans several days of symposiums, networking activities, a cultural couture ball and discussions leading up to “Tampa Bay’s Best Family Reunion” at Raymond James Stadium on Saturday, June 20. There, guests of all ages can enjoy live DJs, artistic dance performances, musical guests and a special KidZone. The fest also features a marketplace with retail vendors, community resource booths and a variety of food vendors and other treats. Admission to the festival is free.
When: June 15-20
Where: Locations throughout Tampa; Raymond James Stadium
Web: https://www.roctheblockinc.com/

ORLANDO SEAFOOD FESTIVAL – What better way to start the summer than with sunshine, boats and fresh seafood? This two-day, family-friendly fest will feature a variety of vendors serving up shrimp dishes, sandwiches, fried delights and other forms of sea-caught goodies, along with live bands and entertainment, a pirate show, a marine exhibit, a boat show and a children’s zone. Check out the seafood market to bring home some dinner, or shop for handmade arts, crafts and gifts while enjoying the outdoors in spacious Festival Park.
When: June 6-7
Where: Festival Park, Orlando
Web: https://orlandoseafoodfestival.com/

SARASOTA MUSIC FESTIVAL – Celebrating more than six decades of bringing top talent to central Florida, the Sarasota Music Festival is once again hosting several days of internationally recognized musicians in what’s considered one of the finest classical-music events in the nation. Enjoy a rare glimpse of both treasured top artists and young rising stars rehearsing and playing together, as well as hearing lectures and learning more about orchestra life and the role of each musician and instrument. In recent years, this event has infused some fresh sounds, breaking boundaries with jazz and bluegrass influences, and now offers a “flex pass” for those who want to enjoy more than one performance.
When: Several dates between June 1-June 13
Where: Sarasota Opera House and Beatrice Friedman Symphony Center, Sarasota
Web: https://www.sarasotaorchestra.org/festival

PANCAKES & BOOZE ART SHOW – Aiming to be the antithesis of the “snoozefest, highfalutin” art events of the elite, this world-touring, innovative pop-up show features paintings, sculptures, digital creations, photography and other unusual and beautiful works of art designed to stimulate the senses and have some fun. Along with the creative displays, guests will be able to buy jewelry, stickers, patches and other keepsakes, enjoy upbeat DJ music and participate in body painting and other interactive events. And yes, there will be booze and pancakes, so come hungry.
When: June 27
Where: The Abbey, Orlando
Web: https://www.pancakesandbooze.com/orlando

BODY MIND SPIRIT CELEBRATION – This traveling festival brings the latest and greatest in alternative health practices, products and ideologies, as well as psychics, mediums and spiritual teachers to help guide those seeking a holistic approach to wellness and life goals. For an $11 admission, attend a whole weekend of seminars on topics such as card reading, auras, communicating with the afterlife, healing meditation, tarot readings, diet, herbal medicine, financial health and religion. Guests can also shop for crystals, essential oils, aromatherapy, books, clothing and other good-for-the-soul gifts.
When: June 13-14
Where: Florida State Fairgrounds, Tampa
Web: https://bmse.net/event/eventhome.php?eid=593

ZEPHYRHILLS SUMMERFEST & FIREWORKS SHOW – Roll up to the beautiful Zephyr Lake early and stake out a spot to enjoy a day of fun followed by a dazzling fireworks show after dark. The festivities begin at 2 p.m. with local food trucks, contests, raffles, frozen treats, lemonade, carnival food, and alive DJ that’ll have you dancing well into the evening. There will also be a kids’ zone, bounce houses, a petting zoo, pony rides, waterslides, cooling activities and family games for all ages.
When: June 27
Where: Zephyr Park, Zephyrhills
Web: https://www.facebook.com/events/861804876910131/

NORTH FLORIDA

LONGLEAF WRITERS CONFERENCE — Join award-winning writers in fiction, poetry and screenwriting for a week of intensive writing workshops, seminars, school outreach and social events. Attendees can attend seminars hosted by editors and literary agents to receive one-on-one feedback. Visiting writers include Jennifer Haigh (Mrs. Kimble, winner of the PEN/Hemingway Award for debut fiction) and Beth Ann Fennelly (Mississippi poet laureate from 2016 through 2021). Guests also looking to enjoy the beauty of the Emerald Coast can choose to start each day with a morning yoga class led by poet Leona Sevick or a 5K run with Snowden Wright.
When: May 9-16
Where: Grayton Beach
Web: https://longleafwritersconference.com

BILLY BOWLEGS PIRATE FESTIVAL — Avast landlubbers! Get ready for a weekend of frollickin’, skirmishes and treasure hunting during the Emerald’s Coast annual pirate fete. For 70 years, the community has “celebrated” the notorious pirate William August Bowlegs (aka Billy Bowlegs) with four days of fun. Kids are VIPs at the Thursday’s Pre-Invasion which features Bowlegs and his “Krewe” arriving on a parade float to pose for photos and hand out treasure. The skirmish and fireworks occurs on Friday, with the invasion on Saturday. Both events include live entertainment, arts and crafts vendors and food. The event always concludes with Monday’s Torchlight Parade featuring floats, boats, vessels and marching bands.
When: May 14-18
Where: Fort Walton Beach
Web: https://www.billybowlegsfestival.com

DIGITAL GRAFFITI — Imagine a pristine coastal town transformed into a living, breathing gallery, where gleaming white walls, paths and architecture details serve as the ultimate midnight canvas for the visionary digital artists. Each year features new original art chosen through a juried selection process with more than 70 works vying for the $10,000 in cash prizes. There are two options to see the show that National Geographic calls one of “Top Unconventional Art Destinations Around the World”.  Tickets on Friday night are for the 21 and up crowd and include an all-inclusive gourmet food and beverage experience along the mile-long festival route. Saturday tickets are geared for families with food trucks and beverage stands along the path.
When: May 15-16
Where: Alys Beach
Web: https://www.digitalgraffiti.com

TUPELO HONEY FESTIVAL — Escape today’s crush for a day in Wewahitchka, a hidden gem, where beekeepers invite guests to taste the sun-drenched sweetness that can only be found in the Florida panhandle. For generations, local beekeepers have sold Tupelo Honey, aka “liquid gold”, harvested exclusively from the White Tupelo Gum trees in the Apalachicola River basin. Guests can purchase honey (of course!) in different sizes as well as locally-made products like honey comb, beeswax goods and more in the aptly named Honey Court. This family-friendly fest also includes kids activities, food trucks, craft vendors and live entertainment.
When: May 16
Where: Wewahitchka
Web: https://www.tupelohoneyfestival.com

NEWBERRY WATERMELON FESTIVAL — Enjoy a slice of real Florida as the rural community of Newberry celebrates its agricultural past at the 81st annual Watermelon Fest. Through decades of evolution, the heart of the festival remains unchanged: a vibrant celebration of family, fun, and its deep-rooted farming heritage. Also includes a decorated golf cart competition, local sport teams, schools and more. Guests of all ages can compete in Hog Calling, Seed Spitting, Watermelon Eating and Watermelon Rolling contests. Also includes food and drink vendors.
When: May 16
Where: Newberry
Web: https://newberrywatermelonfestival.com

FLORIDA FOLK FESTIVAL—This three-day celebration of the music, dance, stories, crafts and food that make Florida unique. Throughout the Memorial Day weekend, more than 300 performances will give voice and meaning to Florida's heritage. Be sure to visit the Folklife Area to experience the compelling traditions and savor the flavors, sights and sounds of some of Florida's oldest and newest cultural communities. The 2026 festival Folklife Area will celebrate America’s 250th Anniversary.
When: May 22–24
Where: Stephen Foster Folk Culture Center State Park in White Springs
Web: https://www.floridastateparks.org/FloridaFolkFestival

JACKSONVILLE JAZZ FESTIVAL — From the iconic echoes of Parliament Funkadelic featuring George Clinton to the modern soul of Andra Day, the Jacksonville’s annual jazz fest transforms the city into a vibrant, open-air celebration of music — both past and present. This year’s other headliners include Nile Rodgers and Chic, Galactic featuring Jelly Joseph, Moonchild and Ghost-Note. The main stage turns up the heat on Saturday with an all-star, female-led lineup with Esperanza Spalding, Sheila E., and more joining Day. Thursday’s Jazz Piano competition, held at the Florida Theatre, always kicks off the event with five finalists competing for $8,000 in prize money with the winner receiving a chance to perform on the main stages on Sunday. All concerts are free to the public, VIP ticket packages are available.
When: May 21-24
Where: Jacksonville
Web: https://jacksonvillejazzfest.com

GULF COAST JAM — PCB kicks off the summer beach season with Keith Urban, Chris Stapleton, Riley Green and Post Malone lighting up its gulf front stage. The four-day fest which invites guests to “Come for the music, stay for the coast” includes 24 country and southern rock hitmakers.
When: May 28-31
Where: Frank Brown Park, Panama City Beach
Web: https://gulfcoastjam.com

LIGHTHOUSE GHOST TOURS — Test your nerves under the cover of night while exploring the haunted grounds and climbing the tower of the St. Augustine Lighthouse with only a glowstick to light the way. Seriously. Imagine climbing the 219 spiral steps with only a glowstick.  The St. Augustine landmark isn’t just known for its trademark black and white candy-cane stripes — turns out it also has a “dark” side. There’s even an option to delve deeper into the past by participating in a paranormal experience. The three-hour Dark of the Moon investigation (May 16 and 29, June 12) is geared toward serious ghost hunters who want to explore all of the hidden corners of the grounds with minimal interruptions.
When: June 5-7, 10-14, 17-21, 24-28
Where: St. Augustine Lighthouse
Web: https://www.staugustinelighthouse.org

RIVER CITY WRESTLING CON — Experience the “ultimate” collision of sports and pop culture when NBA legend and 2026 WWE (World Wrestling Entertainment) Hall of Fame inductee Dennis Rodman headlines the annual celebration of pro wrestling fandom. Guests will get to mingle or take selfies (for an additional fee) with 100 past and present wrestling icons like Ron Simmons, Torrie Wilson, Lex Luger, Trish Stratus, Bill Goldberg and The Great Khali. In addition to celebrity sightings, there’s also live wrestling matches, family-friendly fun, costume contests, Q&A panels, vendors and more. Guests specifically looking to interact with Rodman, a five-time NBA champ with the Chicago Bulls, can book one of the VIP experiences. 
When: June 6-7
Where: World Golf Village Resort, St. Augustine
Web: https://www.rivercitywrestlingcon.com

CHIEFLAND WATERMELON FESTIVAL — Did you know that North Florida produces 30% of the nation’s watermelon crop? Thanks to this windfall, local agricultural communities celebrate with watermelon festivals in June (see also Chipley’s event below). The 72nd annual fest held in Chiefland (aka “Gem of the Suwannee Valley”) features a parade, watermelon growing contest, 5K Melon Run, pageant, watermelon eating contest, as well as arts, crafts and food vendors.
When: June 6
Where: Chiefland
Web: https://chieflandwomansclub.org/watermelon-festival

WELLBORN BLUEBERRY FESTIVAL — Think of the $6 blueberry pancake breakfast as not only a steal but also as an appetizer for a day of berrylicious indulgences at Florida’s largest blueberry fest. The city of Wellborn in Suwannee County always hosts the event on the first Saturday in June and the 32nd annual fest will feature more than 100 artists and craftsmen, a parade, classic car show, live music, kids games, petting zoo and pony rides. All things blueberry — bushes, jams, jellies, pies, cobblers and ice cream — will be for sale in the Country Store.
When: June 6
Where: Wellborn
Web: https://www.wellborn.cc

21ST ANNUAL TOMATO FEASTIVAL — Whether you’re a local foodie or a fan of summertime fun, enjoy a slice of the good life at Goodwood Museum & Gardens for a day celebrating sun-ripened Florida flavors. This annual event combines music, games and local eats including tomatoes, of course. Guests attending the event should make time to explore the restored 10,000-square-foot plantation home and walk the gardens. Some of the property’s highlights include the reflecting pool, aviary, water tower and guest cottages. The event also includes a farmer’s market, beer garden contests, kids games and more.
When: June 7
Where: Tallahassee
Web: https://tallahasseearts.org/event/21st-annual-tomato-feastival

ROCKIN’ REDS TOURNAMENT — Whether you are an avid offshore angler or a casual weekend fisherman, cast your line for a great cause for three days of competition featuring payouts for diverse divisions ranging from heaviest Red Snapper to the most spots on a Redfish. The traditional payout structure is for Red Snapper (2-day aggregate weight), Redfish (heaviest) and Youth (Redfish or Red Snapper). But the real fun is for those who enter the “Bonus” and “Optional Payout” categories. That’s when the angler landing the “Redfish with the Most Spots” takes all.
When: June 12-14
Where: Wakulla
Web: https://www.gagepitmanmemorialrockinreds.com

JAX BEACH COUNTRY FEST — There’s no better way to kick off the summer beach season than with salt air, cold drinks, and the opportunity to catch rising stars in country music performing live at the oceanfront Seawalk Pavilion. Florida native Ashley Cooke (Never Til Now) headlines this year’s event. She’ll be joined by Preston Cooper, a country-rock artist known as the “Singing Mailman”, and Panacea, Florida, native Madden Metcalf, who’s new album, Saltwater Southern, just dropped. Rounding out the lineup is Fuller, Maurice, Steven Quinn and Liz Bechtle. The family-friendly music fest is free.
When: June 13
Where: SeaWalk Pavilion, Jacksonville Beach
Web: https://jaxbeachcountryfest.net

EMERALD COAST BLUE MARLIN CLASSIC — Big fish, big money, and big energy: Experience the thrill of the daily weigh-ins when world-class fishing meets a festival atmosphere at the beautiful Baytowne Marina. The Blue Marlin Classic is considered one of the top off-shore fishing tournaments and usually attracts more than 80 boats. Last year, over $1.85 million in cash awards were shelled out to winning boats. The daily weigh-ins at Baytowne Marina include live music, food and fireworks on Friday night. Awards are presented for top overall catch, release, lady and junior anglers. Last year, the heaviest blue marlin reeled in was 654.6 pounds and netted the winning angler over $522,000.
When: June 17-21
Where: Sandestin Golf and Beach Resort Miramar Beach
Web: https://www.fishecbc.com

ELVIS: THE SUMMER FESTIVAL — Step back in time to the golden age of rock when some of the top Elvis Tribute Artists, including Bill Cherry, Dwight Icenhower, Cote Deonath, and Diogo Light take the stage for an unforgettable weekend celebrating the King. The fest’s jam-packed schedule features five headliner events:

• Now That’s What I Call Elvis (Thursday): a hit parade of his iconic chart-toppers
• Elvis 57 to 72 (Friday): Elvis played two concerts in Jacksonville — one in 1957, the other in 1972 — this show celebrates the music from those years
• E.P.I.C. (Friday): A full sensory experience featuring a massive stage production and light show
• Elvis Tiger Man (Saturday): A deep dive into the grit and soul that defined his touring career from the Vegas ’69 and ’74 shows and his tour in ’77
• Elvis On Tour (Saturday): A cinematic recreation of the King’s legendary 1970s road shows

Fans can purchase single-event tickets, weekend passes or VIP packages.

When: June 25-27
Where: Ocala
Web: https://www.elvisthesummerfestival.com

PANHANDLE WATERMELON FESTIVAL — Country music always takes center stage in Chipley when Tracy Byrd and Grace and Grit headline Chipley’s annual fest — a local staple that’s been rocking the heart of Florida since 1969. From the sunrise pancake breakfast to sunset performances, small-town spirit shines during this free weekend that also includes a car show, watermelon auction, parade and the Hot Trot 5K. Tracy Byrd, Dailey & Vincent and Ashley Monroe also will take the stage.
When: June 26-27
Where: Chipley
Web: https://www.panhandlewatermelon.com

BATTLE OF BLOODY MOSE — Relive a turning point in Florida’s colonial history at the Battle of Bloody Mose Commemoration, where reenactments bring to life the 1740 clash between the free Black Fort Mose militia, Spanish forces and their Native American allies against the British. The decisive battle, which took place at Fort Mose, resulted in 75 dead British troops (out of 170) and 35 captured. Afterwards, the British turned tail, ended the blockade of the coastal city and headed back north, securing St. Augustine’s status as a Spanish stronghold. This annual event commemorates the lives lost and battle won through two reenactments (11 a.m. and 1 p.m.). Also includes opening and closing ceremonies.
When: June 27
Where: Fort Mose, St. Augustine
Web: https://fortmose.org/battle-of-bloody-mose-2022

TOURING THE LANDSCAPE + RAM — From pastoral hills to dramatic peaks, this special exhibit reveals how the turn of the 20th century boom in travel transformed how artists depicted iconic American locales. During your visit to the Cummer, don’t forget to step outside and explore the museum's gorgeous gardens which stretch along the St. Johns River. A Saturday visit means guests also can stop in at RAM (Riverside Arts Market). Jacksonville’s Saturday arts and food market is housed under the Fuller Warren Bridge next door to the Cummer. The market features local artists, crafters and food vendors and includes live entertainment throughout the day. It’s always the perfect stop to pick up souvenirs while enjoying breakfast or lunch. Local tip: dolphins like to congregate around the bridge pillars which makes a riverfront picnic a must.
When: through Aug. 23
Where: Cummer Museum of Art & Gardens, Jacksonville
Web: https://www.cummermuseum.org, https://riversideartsmarket.org

If you have an event you’d like to be considered for inclusion in this monthly calendar above, please forward information of interest to visitors and residents at least six weeks in advance of the event’s date by clicking on and completing the form found here: FLORIDA EVENTS CALENDAR SUBMISSIONS

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