50+ Free & Cheap Things to Do in Orlando this Month - May 2026
- Emma Walton
- 1 hour ago
- 30 min read
Welcome to May in Orlando and a brand new month of events and things to do that won't break the bank!
Free & Cheap Events In Orlando May 2026
Welcome to a new month and a new year in Orlando, with May offering an exciting choice of events and celebrations for everyone to enjoy this month.
From free events for the little ones, to cheap nights out for the grown ups, we've go you covered with the best free and cheap events and things to do, including community events, car shows, concerts, farmers markets, free museum days, outdoor movie nights, festivals, and more.
Whatever events you plan to enjoy this month, have an awesome time, and remember to check back often as we add a ton more Orlando events to this list throughout the month.
We list our events as either ongoing events that take place on multiple days throughout the month, and individual events which are usually listed weekly, Monday - Sunday.
(Friday - Sunday)
(Monday - Sunday)
(Monday - Sunday)
(Monday - Sunday)
(Monday - Sunday)
Before attending events, please contact the event organizer to confirm that the event is taking place as changes, and cancellations can occur.
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Ongoing Events
May 30 - August 23
The Florida Prize in Contemporary Art is organized by the Orlando Museum of Art (OMA) to bring new recognition to the most progressive artists in the State. Each year OMA’s curatorial team surveys artists working throughout the State before inviting ten to participate. One artist is selected by an invited juror to receive a $20,000 award. Artists range from emerging to mid-career, often with a distinguished record of exhibitions and awards that reflect recognition at national and international levels. In all cases they are artists who are engaged in exploring significant ideas of art and culture in original and visually exciting ways.
March 19 - June 14
A Day of Four Sunsets presents a new body of work by Miami-based artist Dennis Scholl, exploring the poetics of space exploration through assemblages of NASA memorabilia. The exhibition takes its title from astronaut John Glenn’s experience of witnessing four sunsets as he orbited Earth in 1962, evoking themes of time, memory, and the sublime vastness of the cosmos.
March 7 - May 31
In 2026, Harry P. Leu Gardens proudly marks its 65th anniversary with a celebration titled Legacy in Bloom—a vibrant tribute to the enduring beauty, growth, and impact of this beloved public garden. Over the course of the year, visitors will experience a dynamic calendar of events, programs, exhibits, and installations that honor the Gardens’ rich past, thriving present, and bold future.
May 1 - 31, Various Dates
At Theater On The Edge (TOTE Orlando), their acclaimed Cinematic Theater Experience is celebrated for its elaborate, immersive sets coupled with cinematic elements, allowing you to immerse youself into the raw energy of live performance. John and his daughter Caitlyn are birders. As they scan the skies over their backyard in suburban Maryland looking for elusive birds, years go by. Relationships begin and end. Children grow up and parents age. The climate and the world change in small and vast ways. BIRDS OF NORTH AMERICA takes a close look at the relationship of a father and daughter over the course of a decade as they struggle to understand the parts of one another that defy understanding.
May 9 - 23
Thornton Park’s favorite feline, Lulu—affectionately known as the neighborhood’s “Mayor”—is celebrating another year of power with a multi-day Birthday Celebration & Fundraiser from May 9 through May 23. Blending art, community, and a shared love of cats, this two-week event invites residents, businesses, and visitors to take part in a series of experiences designed to bring people together while raising funds for local cat rescues.
May 1 - 17, Select Dates
POTUS: Or, Behind Every Great Dumbass Are Seven Women Trying to Keep Him Alive is a sharp, filthy, and wildly funny Broadway farce by playwright Selina Fillinger — and it might be the most honest thing ever written about who's actually running the country. Behind the doors of the White House, seven women are sprinting in every direction to contain the latest disaster their boss has created. It's a comedy. It's a commentary. And it moves like a freight train. Originally directed by Susan Stroman, POTUS earned three Tony nominations on Broadway, including recognition for its powerhouse ensemble. Now it's coming to Sanford — and it's not pulling any punches.
April 3 - May 16, Select Dates
Doors are at 10 pm. Escape for a little while. The show begins around 10:30 pm. After the show, be ready to boogie thenight away on the dance floor. Dress to the nines, babes. All performances are at HOME at Renaissance Theatre Company (415 E. Princeton Street in Orlando). Disco is a state of mind... See. Be Seen!
April 11 - May 10, Select Dates
The beloved Pixar story comes to life on stage in this splashy, song-filled adaptation of Finding Nemo. With stunning visuals and brand-new music by award-winning duo Kristen Anderson-Lopez and Robert Lopez (Frozen, Coco), this musical adventure dives deep into family, friendship, and finding the courage to swim beyond your comfort zone. Perfect for kids and grown-ups alike, Disney’s Finding Nemo is a colorful, heartfelt story about growing up, letting go, and the unbreakable bond between parent and child. Whether you know every line from the movie or you are diving in for the first time, this undersea journey is a splash for the whole family.
April 15 - May 9, Select Dates
Whatever you do, don’t let the Pigeon star in his own musical production! With a script written by Mo Willems, the creator of the #1 New York Times best-selling, Caldecott Honor award-winning “Pigeon” picture books, and featuring music by Deborah Wicks La Puma (Elephant & Piggie’s We Are in a Play!), Don’t Let the Pigeon Drive the Bus! The Musical! is even more fun than staying up late and having a hot dog party! It’s not easy being the Pigeon-you never get to do ANYTHING! But when the Bus Driver has a crisis that threatens to make her passengers (gasp!) late, maybe that wily bird CAN do something. Featuring an innovative mix of songs, and feathers, Don’t Let the Pigeon Drive the Bus! The Musical! is sure to get everyone’s wings flapping.
December 12 - May 3
This exhibition features gifts and acquisitions from the Orlando Museum of Art’s permanent collection. Each work on display incorporates playthings such as toys, games, or objects initially intended for amusement.
January 17 - May 3
Step into a world where imagination takes center stage at the History Center’s new special exhibition, Animationland. Meet Tracey the pencil dog and her quirky crew – Rooth, Drop, Inky, Uno, and Kari – as they invite visitors on a fantastically immersive journey into the art and science of storytelling.
January 31 - May 3
The Orlando Museum of Art is proud to announce David LaChapelle: As the World Turns, the largest U.S. museum retrospective of the visionary photographer and director. As the World Turns brings together more than 100 works – from early career milestones to premiere creations – tracing LaChapelle’s ever-evolving exploration of fame, faith, beauty and the human condition.
January 24 - May 3
In Mission: Astronaut, presented by Florida Tech, visitors of all ages will experience what it takes to live, work, and explore beyond Earth. Through hands-on challenges and real NASA footage, you’ll train like an astronaut, experiment like a scientist, and imagine the future of space exploration.
May 1 - 3, 2026
April 30 - May 3
Run for the Roses at Boxi Park. Join us for Derby Weekend, April 30 - May 3. Kick things off Thursday with Boxi Park Run Club and Teacher Appreciation Day, then don’t miss the main event on Saturday at 4 pm. Enjoy live music, food specials, and all the Derby Day excitement. Watch the races on the big screen with sound, compete for best dressed, and enjoy a petting zoo. Bring your friends and show off your Derby style!
April 30 - May 2
This intriguing and beautiful folk opera delivers a deeply resonant and defiantly hopeful theatrical experience at Dr. Phillips Center for the Performing Arts. Following two intertwining love stories—that of young dreamers Orpheus and Eurydice, and that of immortal King Hades and lady Persephone—Hadestown invites audiences on a hell-raising journey to the underworld and back. Inspired by traditions of classic American folk music and vintage New Orleans jazz, Anaïs Mitchell’s beguiling musical pits industry against nature, doubt against faith and fear against love.
May 1 - 3
Emma, a senior at Highbury Prep, is certain she knows what’s best for her classmates’ love lives, and is determined to find the perfect boyfriend for shy sophomore Harriet by the end of the school year. But will Emma’s relentless matchmaking get in the way of finding her own happiness? Based on Jane Austen’s classic novel, this sparkling new musical features the hit songs of legendary girl groups and iconic female singers from The Supremes to Katy Perry. Girl power has never sounded so good!
May 1 - 2
East Meets West is a free community celebration of Asian American Heritage Month in Orlando!
This vibrant festival at Pioneers in Lake Nona offers a delicious journey through Asian and fusion cuisine, alongside a unique marketplace overflowing with handcrafted goods, souvenirs, and artwork. Here, you can explore the rich tapestry of Asian cultures, connect with your community, and celebrate the beauty of diversity – all for free!
May 1
Attention history lovers! Did you know that every first Friday of the month from October - May, there is a free, guided tour of the Downtown Historic District? You heard right, FREE! Tours feature architectural and historic information about some of downtown Orlando’s oldest and most historic buildings. Tours begin at 9:30 am at Discover Downtown - the Downtown Orlando Info Center (201 S. Orange Avenue) and last 1.5 hours.
May 1
Join Leu Gardens for a magical evening under the stars with a special outdoor screening of the beloved classic Breakfast at Tiffany's. Enjoy this timeless favorite in a beautiful open-air setting.
May 1
The City of Casselberry invites you and others who serve our senior community to attend this year’s All for Seniors Expo event to connect seniors, caregivers and their families with the resources available in the Central Florida area. This informative event will include about 25 local businesses who serve seniors, which include 6 business presentations.
May 1
In this Lunch & Learn at Orange County Regional History Center, Lue Gim Gong expert Prof. Wenxian Zhang of Rollins College will explore the fascinating story of the man known as the “Wizard of Citrus” and the “Chinese Burbank of Florida.” Although his fame did not bring him fortune, Lue Gim Gong lived a remarkable life, sometimes in the face of hardship, ignorance, and injustice. His legacy continues to inspire new generations in our multicultural society of the 21st century.
May 1
Orlando Museum of Art wants you to be inspired by Nick Cave’s colorful Soundsuit sculpture to not only create a wearable work of art, but to express your inner self! Build upward and outward using pipe cleaners, pom-poms, feathers, tissue paper, yarn, and other whimsical materials to create a wacky, wearable hat!
May 1
Get ready to experience the coolest night of the month at Baldwin Park! Bringing a fun and safe event to the community! It happens on the first Friday of every month
May 1
Join the fun at the Eustis First Friday Street Party from 6 - 9 pm.! The family-friendly monthly street parties in historic downtown Eustis host a wide variety of food, vendors and live music.
May 2 - 3
During the first full weekend of every month, Bank of America and Merrill Bank offer cardholders free general admission on both Saturday and Sunday to more than 225 cultural institutions in dozens of cities across the US. .
Valid cardholders can access free admission to the following area museums:
Orlando Science Center: 777 E. Princeton St. Orlando, FL 32803
History Center: 65 E. Central Blvd. Orlando, FL 32801
Orlando Museum of Art: 2416 North Mills Ave. Orlando, FL 32803
Mennello Museum of Art: 900 E. Princeton St. Orlando, FL 32803
Museum of Arts & Sciences: 352 S. Nova Rd. Daytona Beach, FL 32114
Tampa Museum of Art: Cornelia Corbett Center, 120 W. Gasparilla Plaza, Tampa, FL 33602
Florida Museum of Photographic Arts: 1630 E 7th Avenue Ybor., Tampa, FL 33605
Museum of Fine Arts, St. Petersburg: 255 Beach Dr. NE, St. Petersburg, FL 33701
May 2 - 3
Grimoire’s Gothic Market – Inspired by pop culture and classics like Sabrina the Teenage Witch, Classic Horror, and American Horror Story coes to Central Florida Fairgrounds.
May 2
Aloha! Join Us for the City of Longwood, FL's BIGGEST Free Family Luau at Reiter Park, located at: 311 W Warren Ave, Longwood, Experience a magical evening of Hawaiian culture.
May 2
Join us for the 26th Annual Mount Dora Taste & Craft Beer Festival, at the beautiful Sunset Park located in downtown Mount Dora. This year's festivities will feature a variety of local restaurants, showcasing samples from their fabulous cuisines and of course Central Florida Breweries and Sprits.
May 2
Celebrate 250 years of American history with the History Center and enjoy free admission. The day will include theatrical and musical performances, guided museum tours, hands-on activities led by our Teen Council, mock trials in our historic courtroom, and more.
May 2
Through interactive tours of the Museum’s exhibitions, Art’s the Spark gives those living with memory impairment or any other neurological impairment (such as early stage Alzheimer’s disease or Parkinson’s disease) and their healthy caregivers a fun experience, an expressive outlet and an opportunity for adult discussions.
May 2
The Overview Effect is a concept, an experience, and a philosophy. It reveals the truth of our situation as the crew of an organic spaceship moving through a vast cosmos. It also shows us that the Earth is a whole system, without borders or boundaries. The astronauts often sum it up by saying, “We’re all in this together.”
May 2
Connect with our Studio Resident Artists and see what pieces they're currently working on!
On the first Saturday of every month from 11am–4pm, all of our Studio Artists will open their doors and welcome you into their creative spaces. This is your chance to connect directly with the artists, explore their works-in-progress, and ask questions about their practice. Bonus: Enjoy FREE admission to our museums on these days!
May 2
Get ready, fandoms — the ultimate celebration of pop culture, creativity, and community is coming to Oviedo Mall! The Great Geek Gathering is where heroes, dreamers, gamers, cosplayers, collectors, and fans of every kindunite for one epic day of fun. Whether you’re into comics, anime, fantasy, gaming, art, or just good vibes, this is your day to geek out, dress up, and dive into the fandom universe — right here in Oviedo! Expect awesome vendors, amazing cosplay, cool photo ops, and plenty of surprises along the way.
May 2
Get ready to enjoy an evening of music and culture at the Pantastic Steelpan Jamboree, the official kickoff to Orlando Carnival Downtown! This electrifying showcase will feature 6–8 steel bands from across the United States, bringing the sweet sounds of the Caribbean to the heart of Orlando. Enjoy energy, a family-friendly atmosphere, food vendors, and the sounds of steelpan as we celebrate Caribbean heritage and get into the Carnival spirit. General Admission is FREE!
May 2
It's that time of year to celebrate the fastest 2 minutes in sports at The Courtesy in Winter Park's annual Derby Party! Come celebrate in style and enjoy a lineup of whiskeys and Juleps along with other specialty cocktails, and snacks available by Swine and Sons. Watch the Derby LIVE from the TVs - race begins around 6:45 pm.
May 2
On Saturday, May 2, Free Comic Book Day will run throughout the day at all Florida Coliseum of Comics locations. Besides free comics, different locations will be presenting additional events, including cosplayers, signings, food trucks, art events and more. For up-to-date information, please contact your local store.
May 2
At Gods & Monsters on I-Drive, they are going all in on Free Comic Book Day with free comics, all-day cosplay raffle, and 20% OFF all back issues. Just mention the Back Issue Sale at checkout to get your discount.) Anyone in Cosplay will get a raffle ticket for they cosplay prize raffle!! Prizes include a full set of the FCBD books, comic mystery boxes and gift certificates!! 21+ cosplayers can also get 1 free shot, soda or mocktail in the post-apocalyptic speakeasy, VAULT 5421 with your first bar purchase on FCBD! Just mention your cosplay to bar staff to claim your perk!
May 2
Come join us for a special event at Kendra Scott in Mall at Millenia, Orlando where we will be hosting a 'sip & shop' mixer to support Yoga 4 Change, a non-profit organization that offers trauma-infrmed yoga and mindfuless programs to underserved communities. It's a great opportunity to give back just in time for Mother's Day.
May 2
Have you Herd… The Milk Run is Back. Gather your friends and family and run, jog or “moooove” through the Milk District at the second annual, “The Milk Run 5K” fueled by TG Lee Dairy, Saturday, May 2, 2026. Participants will run through historic streets of downtown Orlando while enjoying the sights and sounds of the Milk District.
May 2
Come join us on Saturday, May 2, 2026, from 5 PM to 7 PM at the Apopka Amphitheater for our free family-friendly concert series, Saturday Sounds, with the Fire Rhythms Band!
May 2
Girl The Party wants to see you STRUT at GTP: Radio Disney Nite! Enjoy Disney Channel classics all night and themed shows featuring all your Girl The Party favorites! Hosted by Ivy Les Vixens at Southern Nights.
May 3
Shake off the Saturday hangover and rejuvenate yourself with Yoga at The Brewery. Join Ivanhoe Park Brewing Company at 1300 Alden Road, every first Sunday of the month for Yoga taught by Emily. Cost is $15 and includes your first Ivanhoe Park Beer or Mimosa. You will receive happy hour pricing for the duration of your stay.
May 3
The United Football League's Orlando Storm take on the Birmingham Stallions at Inter&Co Stadium. Get your tickets now!
May 3
Old Town Kissimmee transforms into the heartbeat of the import world for one electrifying night! Old Town Import Nights is where the passion for imports comes alive, bringing together the most jaw-dropping builds, die-hard enthusiasts, and an atmosphere unlike anything else in the area. This is the night the import community has been waiting for. From legendary JDM icons and precision-tuned machines to head-turning European masterpieces, every car that rolls through represents the dedication, craftsmanship, and love that defines true import culture.
May 3
On Sunday, May 3rd from 1-6PM, the Sanford Food Truck Fiesta is turning the streets of Historic Downtown Sanford into a full-on Cinco de Mayo celebration! Think bold flavors, awesome live music, and the can’t-replicate-it-anywhere kind of energy this event brings every month!
May 4 - 10, 2026
May 4
Join us for Free Admission Day presented by Orlando Health on the first Monday of each month to explore the Gardens. Plus, enjoy free Story Time for families with infants to preschool age offered by Orange County Library System (OCLS) on first Monday of each month excluding holidays.
May 5
Get ready for the Promenade at Sunset Walk’s 6th annual Cinco De Mayo Street Party and Celebration. This is a nonstop party, featuring music, performers and more.
May 5
Rocco's Tacos & Tequila Bar in Orlando is celebrating Cinco de Mayo with the return of its annual Rocco's de Mayo festivities. The highly anticipated block party on May 5 will feature a special celebrity appearance from Grammy-nominated rapper Fat Joe.
May 5
Get ready for a Cinco de Mayo block party! Food truck, DJs, dancers, mechanical bull, live lucha libre, contests and giveaways. Celebrate Orlando’s hottest Cinco de Mangos block party on International Drive from 12 pm -11 pm with an unforgettable day-to-night fiesta packed with indoor and outdoor bars, a mechanical bull, DJs, dancers, Taco truck, LED robot shows, contests, and amazing giveaways. Don’t miss the ultimate celebration of flavor, fun, and fiesta vibes!
May 6
Join us for Kaleidoscope 360° and Luminary Market, a free, family-friendly outdoor movie night and market at Luminary Green Park in Creative Village for the film Inside Out! Bring a blanket or chair and settle in under the stars for this movie night, seating is first come, first served. Enjoy bites from rotating food trucks that will be providing the tastiest movie bites all night, or until they sell out!
May 7 - 10
Celebrate Mom all weekend long, May 7 - 10. Start Saturday with Barre & Bloom, a special Mother’s Day experience designed to enjoy together (ages 13+), featuring a Pure Barre class, floral arranging, mimosas, and exclusive shopping perks. On Sunday, enjoy Family Fun Day along with plenty of ways to relax, dine, and spend quality time together. Plan your visit and celebrate the moms in your life.
May 8
Join us for a delicious celebration of Kissimmee’s vibrant culinary scene. Enjoy a variety of dishes and drinks from local restaurants and vendors, along with live music and performances that reflect the diversity of our community. With great food, entertainment, and a scenic lakeside setting, Taste of Kissimmee is the perfect place to experience the best flavors our city has to offer.
May 8
Join the fun in Towne Square in Downtown Leesburg for an unforgettable experience with Live Music, Evening Market, Delicious Eats, and Community Fun.
May 9 - 10
Celebrate Mom in the most delicious way at Dezerland Park’s Mother’s Day Food Truck Festival! Enjoy a vibrant outdoor atmosphere filled with a variety of food trucks serving up sweet treats, savory bites, and family favorites. Relax, explore, and make lasting memories with great food and fun for all age
May 9 - 10
The Ashley Gibson Barnett Museum of Art (AGB) welcomes Mayfaire by-the-Lake back to the shores of Lake Morton on May 9 and 10, 2026. This annual event in downtown Lakeland will celebrate its 54th year in 2026. This fine art festival features more than 150 artists will showcase their work across a variety of different media.
May 9 - 10
The Cocoa Village Art & Craft Fairs are one of Florida’s largest and well-established makers markets, with over 200 artists and crafters lining the streets of the historic downtown along the Indian River Lagoon. Enjoy live music and food trucks at every street corner. Also explore the 80+ brick-and-mortar businesses of the Village and relax at one of our charming restaurants or bars.
May 9
Join us on May 9, 2026 from 9 AM to 11 AM for a FREE Personal Safety Day in the Park at Kit Land Nelson Park. This is a 90-minute self defense class for those 16 years and older.
May 9
Treat mom to a fun day filled with unique finds, tasty treats, and all the love she deserves at this awesome market at Lake Nona High School! Over 40 local women owned businesses, vendors, crafters and more! Music, food trucks, free raffles, giveaways, community networking, art & crafts activities, community vase making and card making, bounce house, sensory kids zone and so so so much MORE
May 9
Join us for Howey-in-the-Hills Founder’s Day! Enjoy water slides (kids wear swimsuits), inflatable axe throwing with safe Velcro axes, a live DJ, food trucks, and vendors with homemade goods. Fun for all ages! We can't wait to celebrate with you!
May 9
Kickoff summer along the Sanford Riverwalk with mouthwatering competition BBQ and refreshing brews in Historic Downtown Sanford. Embrace culture and community during National BBQ Month. Enjoy southern hospitality and live music that moves your soul.
May 9
Did you know we share our world with living dinosaurs? They live in our swamps and lakes and are incredibly private until it’s time to CHOMP! At Bill Fredrick Park, 3401 South Hiawassee Road, Orlando, come learn about the secret lives of the American alligator and discover that there is more to these prehistoric creatures than what meets the eye.
May 9
Join Lord Of The Rings Burlesque and Bingo at Hourglass Brewing at Hourglass District . Get ready for a night filled with laughter, excitement, and a touch of magic. Grab your friends, grab a drink, and get ready to be transported to Middle Earth like never before!
May 9
Florida native, National recording artist, and former cowboy. Sean Holcomb, brings soulful songwriting, heart-tingling vocals, foot-stomping guitar, irresistible personality and head-turning stage presence together in one delightfully authentic, package to Tuffy's in Sanford.
May 10
On the second Sunday of every month, the Promenade at Sunset Walk hosts hundreds of classic to modern cars and trucks from all eras, makes, and models. Hosted by DJ Jen from WJBJ Cruisin’ with the Classics, playing the perfect complement of everything from classic rock & roll to today’s current hits.
May 10
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
May 10
WonderWorks is excited to host Sensory Days! WonderWorks’ exhibits are altered to provide limited stimulation for children with special needs. The music in the facility is lowered, any loud exhibit is not operational and we stop our inversion tunnel, creating a safe environment for kids to enjoy the facility without feeling overwhelmed.
May 10
Celebrate this special day with your mom in Orlando’s most stunning garden. Explore 50-acres of gardens and take a step back with a tour at the Historic Leu House Museum. Pack a picnic with your mom’s favorite treats and relax in the garden. Moms enjoy complimentary admission on this special day. It's our way of thanking our mothers for their role in shaping our community here in Orlando.
May 11 - 17, 2026
May 11 - 12
Fans in Orlando have an opportunity to see the original FIFA World Cup Trophy — in the lead-up to the highly anticipated FIFA World Cup 2026 at Universal CityWalk.
May 12 - 25
The longest-running Fringe Theatre Festival in the United States features every genre imaginable, including drama, dance, musicals, comedy, burlesque, puppetry and more. Orlando’s 14-day immersive cultural experience, the Annual Orlando International Fringe Theatre Festival includes over 2,000 ticketed performances, and includes an outdoor music festival called Visual Fringe, which features displays of art, while Kids Fringe provides weekend play and entertainment for younger audience members.
May 13
Take a stroll through the galleries with infants and toddlers in tow! Join a Museum educator for a one-hour tour of OMA with lively discussion and engaging experiences. Crying and chatty babies are welcome! Both babies and adults can gaze at colorful and intriguing works of art without the fear of being disruptive. This tour offers something for everyone!
May 13
Enjoy the music of The Buster Cousins Band on Wednesday, May 13 inside the taproom of Ten 10 Brewing! Come early and grab a bite to eat along with a beer or cider - then sit back and enjoy the mus
May 14 -17
Thunder on Cocoa Beach offshore powerboat races will be returning for its 16th year on Florida’s Space Coast, scheduled for May 14-17, 2026. Join us for 4 days and nights of parties and lots of racing action. The Space Coast Super Boat Grand Prix is one of the most popular attractions for the whole family in Central Florida. The event, one of the largest in Central Florida, draws the top race teams in the World to compete in various classes with Class 1 reaching speeds over 175 mph.
May 14
This film is a part of Enzian's Popcorn Flicks in the Park series in partnership with the City of Winter Park. These screenings occur in Central Park, Winter Park once a month and are FREE and open to the public!
May 14
Join us for another fun-filled evening in Thornton Park District! Pick up a wristband, map and a tasting cup with more than 20 local businesses to stop for a tasty adult libation or treat! Along the way we have art vendors, live music, DJ’s and a night market at Thornton Park District Circle (near the SE corner of Lake Eola). This event is always dog friendly so bring them with you!
May 15 - 17
Mark your calendars! The 2026 St. Cloud Garage Sale dates are May 15-17 and November 13-15. On those dates, residents in the city limits can hold garage sales without obtaining the city permit that is normally required.
May 15
Rain or shine, come to Downtown Clermont and enjoy sampling a variety of red, white, and rose wines at over 20 participating local businesses.
May 15
Drop your kids off at Camp Wewa and enjoy a few hours to have a Parent's Night Out!
May 16 - 17 and May 23 - 24
Kids Fringe, a family-focused extension of the Orlando Fringe Festival is a kid-friendly fringe experience of shows, crafts, activities, and games. All for FREE! Perfect for kids of all ages at Orlando Garden Club — 710 E Rollins St, Orlando.
May 16 -17
Discover something new in bloom at the Central Florida Zoo & Botanical Gardens. Join us for a special two-day Weekend Plant Sale featuring a curated selection of native and exotic plants from local nurseries, garden partners, and our very own botanical collection. Whether you’re a seasoned gardener or just getting started, you’ll find something to take home and grow
May 16
Saddle up for the Hamlin Hoedown, a family morning of western fun at Hamlin Town Center. Ride a pony, meet the animals at the petting zoo, get crafty with the kids, and dance it out with DJ Renee. Grab a bite from a local food vendor and settle in for games, music, and neighborhood spirit.
May 16
Get ready for a full day of fitness, health, wellness, live music, markets, and fun. Participate in a variety of fitness classes, browse vendor displays, connect with class instructors, and get moving! Each class is 20 minutes in length. Join us for a class, or join us for the day!
May 16
Let the fun begin at Cranes Roost Park! The season of sunshine kicks off with the Summer Block Party, an action-packed celebration you won’t want to miss. Enjoy live music, splash-worthy water fun, exciting interactive games and nonstop entertainment for all ages. Browse a variety of vendors offering themed activities, indulge in delicious food and refreshing drinks, and take in the vibrant atmosphere with family and friends.
May 16
Brevard County’s only Burger Fest featuring event special a la carte tasting menus from burger competitors and dessert vendors priced at $5 or less per item offering you the opportunity to sample a vast variety of all the best from the space coast and beyond all-in-one place!
Large variety of alcohol, including cocktails, hard seltzers, local draft craft brews, domestic and import beers, and non-alcoholic beverages! Live music from the area’s hottest bands to keep the good vibes going all day & into the night
May 16
Members of the original Cypress Gardens Water Ski Team continue to WOW central Florida audiences, and work to pass on their water skiing skills to the next generation. Be sure to check out the FREE Cypress Gardens Water Ski show at the newly remodeled Martin Luther King Jr Park, on Lake Silver, Winter Haven.
May 16
Offered in partnership with Orange County, this event provides free trees to residents to plant on their property.
May 16
Join us for Zumba in the Park on Saturday, May 16 at the Performance Art Pavilion (1402 Lakeshore Blvd), St. Cloud. Enjoy a high-energy, full-body workout with easy-to-follow moves, great music, and a fun atmosphere for all fitness levels. Food trucks and vendors will also be on site. Bring a friend and come move with us.
May 16
Join the City of St. Cloud for Sami’s Star-Spangled Celebration at Veterans Memorial St. Cloud Library, 810 13th St. Enjoy patriotic crafts, a live DJ, inflatables, face painting, and much more!
May 16
Last Show of the 2025/2026 Season! Come join us on Saturday, May 16, 2026, from 5 PM to 7 PM at the Apopka Amphitheater for our free family-friendly concert series, Saturday Sounds, with The Dave Matthews Tribute Band.
May 17
Join us at Trotters Park for an unforgettable night full of food vendors, tasteful bar selections, and some of Orlando's finest DJs.
May 17
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
May 17
The Florida Bridal & Wedding Expo showcases an amazing selection of wedding professionals ready to help couples find the perfect gown, reception venue, invitations, photographer, music, menu, honeymoon destination, and much more.
May 18 - 24, 2026
May 12 - 25
The longest-running Fringe Theatre Festival in the United States features every genre imaginable, including drama, dance, musicals, comedy, burlesque, puppetry and more. Orlando’s 14-day immersive cultural experience, the Annual Orlando International Fringe Theatre Festival includes over 2,000 ticketed performances, and includes an outdoor music festival called Visual Fringe, which features displays of art, while Kids Fringe provides weekend play and entertainment for younger audience members.
May 19
Celebrate 250 Years of the United States is a landmark concert presented by Orlando Sings, bringing together more than 300 singers from across Central Florida for a powerful musical tribute to our nation’s founding ideals.
May 20
Join us at Luminary Green Park for an evening of community, shopping, and cinema!
May 21
Your invited to Taste, Sip, & Savor unlimited food, drinks with live music at the Taste of Altamonte at Cranes Roost Park, Altamonte Springs, benefiting the Altamonte Springs Rotary Foundation non-profit. This premier food and beverage event in Central Florida showcases over 40 restaurants and beverage providers. It's an unforgettable evening you won't want to miss lakeside in beautiful Cranes Roost Park!
May 21
Enjoy free admission to the Orlando Museum of Art during Access for All, a monthly free day dedicated to the community featuring extended hours, special programs, and opportunities to connect with art.
May 22 - 25
Join the Promenade at Sunset Walk for our Memorial 4 Day Weekend as we honor the men and women of our military who sacrificed their lives for our country. Please join us for one or all four days! Enjoy nonstop live music, street performers, over 30 restaurants, shops, and experiences.
May 22 - 24
Celebrate the pageantry, parties, music and flavors of Trinidad & Tobago, Jamaica, Guyana, Barbados, and other Caribbean nations during Orlando Carnival Downtown. The three-day party will include an extravagant runway show, a Caribbean music festival with Calypso singers, moko jumbies, steelpan and more, plus a downtown Orlando parade, a Caribbean food festival and a show-stopping concert at Tinker Field.
May 23 - 24
Kids Fringe, a family-focused extension of the Orlando Fringe Festival is a kid-friendly fringe experience of shows, crafts, activities, and games. All for FREE! Perfect for kids of all ages at Orlando Garden Club — 710 E Rollins St, Orlando.
May 23
Join us for a solemn and meaningful morning of remembrance at our Memorial Day Program, held in honor of the brave men and women who made the ultimate sacrifice in service to our nation. As we mark the 250th year of America, this gathering serves as a time for reflection, gratitude, and unity within our community.
May 23
ALL-IN is Old Town Entertainment District's newest Signature Event, a one-night-only showcase created for builders who don't cut corners, and cars that were built to be seen. Exotic, import, classic, muscle, any year, any era, no year restrictions, if it's show quality, you are welcome here. Roll through our famous Old Town car parade, cruising through the Entertainment District in Kissimmee, surrounded by some of the most stunning machines you'll ever see in one place. It's not just a show, it's an experience, the kind that reminds you exactly why you fell in love with car culture in the first place.
May 23
et ready for an evening packed with flavor, music, and fun as Town Park comes alive with food trucks, live music, and family-friendly activities — all in one place.
May 23
A high-energy system is approaching with sustained riffs and skanking conditions! West End Trading Co. and Kona Big Wave are bringing the storm back to Sanford with the 19th Annual Hurricane Party Music Festival on Saturday, May 23. This is an all day, high-energy celebration of ska, punk, and reggae.
May 23
The fourth Saturday of most months, about 150 Classic Cars cruise into beautiful Ferran Park in Downtown Eustis. Enjoy our downtown shops and restaurants, great music and cool cars.
May 23
Get ready for a high-energy night of music, comedy, and crowd participation as Tuffy’s Dueling Pianos takes over the stage at Tuffy's in Sanford.
May 23
Welcome to Jojos Bizarre Burlesque And Bingo at BookBurn Cafe and Social ! Get ready for a unique blend of burlesque performances and bingo games that will keep you entertained all night long. Don't miss out on this one-of-a-kind event that will have you laughing and cheering.
May 24
Shop like a Wildcat, shine like a pop star, and show up like it’s your big movie moment.JoinA Dreamers & Creatirs Original Market on May 24 from 12 - 4 pm at Osceola Heritage Park for a DCOM-inspired day full of nostalgia.
May 24
Long days, sandy beaches, and splish-splashing in the water make summer a great time to throw a soiree with your family and friends! Step into a sensory-friendly experience the whole family can enjoy as you celebrate the beginnings of summer and Asian American, Native Hawaiian, Pacific Islander month. Learn about the blending of cultures here in Central Florida and beat the summer heat with a day of indoor family-friendly fun! Admission is free for this event.
May 24
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
May 25 - 31, 2026
May 12 - 25
The longest-running Fringe Theatre Festival in the United States features every genre imaginable, including drama, dance, musicals, comedy, burlesque, puppetry and more. Orlando’s 14-day immersive cultural experience, the Annual Orlando International Fringe Theatre Festival includes over 2,000 ticketed performances, and includes an outdoor music festival called Visual Fringe, which features displays of art, while Kids Fringe provides weekend play and entertainment for younger audience members.
May 25 - 30
Wild Florida will host a one-of-a-kind event centered around one of Florida’s most recognizable, yet misunderstood animals… the American alligator! The week includes live demonstrations and interactive experiences. There will be plenty of fun photo-ops and guest appearances made by some popular inhabitants of the Gator Park. The best part is the’ll be giving everyone who makes a small cash donation to Wild Florida Cares FREE admission to the Gator Park during Gator Week! Bills donated will help graduating Osceola County high school seniors pay for college.
May 25
Join the City of St. Cloud in honoring the brave men and women who made the ultimate sacrifice in service of our nation's freedom at Mount Peace Cemetery, 755 East 10th Street Together, pay tribute to their courage and dedication.
May 25
Members of the original Cypress Gardens Water Ski Team continue to WOW central Florida audiences, and work to pass on their water skiing skills to the next generation. Be sure to check out the FREE Cypress Gardens Water Ski show at the newly remodeled Martin Luther King Jr Park, on Lake Silver, Winter Haven.
May 27
Take a stroll through the galleries with infants and toddlers in tow! Join a Museum educator for a one-hour tour of OMA with lively discussion and engaging experiences. Crying and chatty babies are welcome! Both babies and adults can gaze at colorful and intriguing works of art without the fear of being disruptive. This tour offers something for everyone!
May 29 - 31
The New Smyrna Beach Jazz Festival is one of Central Florida’s premier music events. It is a lively three- day affair with great jazz, good food and lots of fun. Flagler Avenue has proven to be the perfect location, with concert goers going from club to club all day from the Atlantic Ocean to the Indian River. Through the years the festival has expanded to include Third Avenue, Canal Street, South Atlantic Avenue, the North Causeway in New Smyrna Beach, Riverside Drive and Route 44.
May 29 - 31
Get ready for a far-out weekend, Celebration. Can you believe it? We've been making good beer and sharing good vibes for TWO whole years right here in Celebration, Florida. Time flies when you're brewing up a storm, and now it’s time to Keep on Celebratin’! We are pulling out all the stops for our biggest party yet—a massive, three-day retro-groovy anniversary bash. Dust off your bell-bottoms, grab your flower crowns, and join us for a weekend packed with nostalgic fun and great craft beer.
May 29 - 31
In this theatrical drama set in 1988, Anderson Hill lives with his wife, Sandra, and their two kids in a large home in Daytona Beach. Despite his position as college attorney who owns a law firm and nightclub, he struggles to manage bills and, with past-due notices adding up, seeks comfort in alcohol. Caught up in a world of power, greed and reckless behavior, this attorney must lose his life to save his relationship with his family.
May 29
Get ready to kick off summer the sweetest way possible in Downtown DeLand! Perfectly timed to celebrate the last day of school. Stroll through downtown as you sample delicious ice cream from local favorites, one stop at a time.
May 29
Mingle with the artists, explore the galleries, and immerse yourself in the best social and cultural mix Central Florida has to offer!
May 30
PrideFest Kissimmee is a vibrant celebration dedicated to honoring and embracing the rich diversity and impactful contributions of our local LGBTQIA+ community. As we come together in unity, this event serves as a beacon of inclusivity, fostering awareness and understanding while showcasing the talents and achievements of our LGBTQIA+ neighbors. Join us for a day filled with live performances, engaging activities, and diverse vendors, as we celebrate love, acceptance, and pride in the heart of Kissimmee.
May 30
Get ready to hit the trails at Bill Frederick Park for an experience that’s more than just a walk in the woods. Along the way, you’ll soak in stunning scenery, enjoy the crisp outdoor air, and uncover fascinating secrets about the local ecosystem.
May 31
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
May 31
Celebrate 10 years of creativity, community, and culture at Milk Mart’s 10th Anniversary Festival in Orlando! This beloved local event brings together hundreds of artists, makers, food vendors, and musicians for one unforgettable day of shopping, eating, and exploring.
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