100+ Things To Do in Orlando this Month - May 2026
- Alastair Mac
- 1 hour ago
- 55 min read
Welcome to a new month in Orlando, and May is jam-packed with an exciting choice of events and things to do throughout Central Florida.
Events & Things To Do in Orlando May 2026
Welcome to a new month and a never-ending choice of things to do in Orlando! May offers a huge choice of events to keep everyone entertained throughout the month, so buckle up and get ready for a jam-packed month of events, including concerts, stand-up comedy, live theater, theme park events, festivals, community events, car shows, live sports and so much more.
With so many things to do this month, we have selected the best events to help you decide what to do. Whatever events you decide to attend this month, have a fun time!
We list our events as 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
March 28 - September 26, Select Dates
Adults ages 21+ can enjoy Orlando’s ONLY Adult Water Park Party complete with DJ, Foam Party, Drink Specials, and exclusive access to Island H2O’s thrilling slides, lazy river, and wave pool at night!
May 15 - September 26, Select Nights
Your favorite nighttime splash party returns to Aquatica Orlando on select nights from May through September, bringing back everything you love: high-energy dance parties, dazzling laser light shows, and unlimited complimentary soft drinks to keep you refreshed all night long.
May 28 - September 8
Enjoy more new ways to play this summer—along with limited-time experiences, classic attractions, beloved shows and special offers.
May 22 - September 7, Select Dates
When the sun goes down, the night fires up at SeaWorld Orlando's Electric Ocean. From May 22, 2026 to September 07, 2026, stay late all summer to immerse yourself in exotic worlds of light and music and experience your favorite SeaWorld attractions in a whole new way. Join playful, glowing sea creatures and world-class DJs for a family-friendly dance party beneath the waves. Then end the night with the all-new Ignite, a firework, drone and fountains spectacular that brings the brilliance of the sea to the sky above. Put a charge in your summer at SeaWorld’s vibrant Electric Ocean.
April 18 - September 6, Select Dates
Step inside The Magic Show: Unboxed, an extraordinary, highly rated experience and established residency appearing exclusively at Grande Lakes Orlando. Created and performed by America’s Got Talent finalist Drew Thomas, this intimate production goes far beyond traditional magic—inviting you into the story behind the illusion with energy, humor, and nonstop audience engagement.
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.
May 3 - August 21
Universal Volcano Bay is a whole different water theme park at night! At this family-friendly event, all your favorite rides and slides will be available along with a live DJ, games and DreamWorks character meet and greets on select nights.
May 22 - August 9
Stay Longer. Play Later! Celebrate all summer long with the ultimate evening thrills that light up the park with extended hours, non-stop dazzling entertainment and special summer eats & treats!
May 22 - August 8
Get ready to light up your summer nights at AquaGlow, a family friendly nighttime event that transforms Adventure Island into a dazzling neon paradise! Experience an electric atmosphere filled with vibrant lights, pulsing music, and immersive surprises around every corner. From glowing entertainment to high-energy vibes, it's the ultimate way to celebrate summer after dark.
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 4 - June 1
Find magic in bloom at a festival full of flowers, flavor and fun—from March 4 to June 1, 2026. Behold gorgeous gardens, unique exhibits and living sculptures of Disney characters. Move your feet to some of the hottest beats from world-renowned musical acts on select dates at America Gardens Theatre at a Garden Rocks Concert. Plus, savor a tasty meal at an EPCOT eatery and secure a guaranteed concert seat on the same day with a Garden Rocks Dining Package.
March 1 - May 31
Celebrate Butterbeer! Discover the new limited-time treats and themed merch in all three lands of The Wizarding World of Harry Potter at Universal Orlando Resort. A special way to mark the 25th anniversary of the first Harry Potter film.
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 - 25, Saturday & Sunday, plus Memorial Day
SEA LIFE Orlando Aquarium is making a splash this spring with the return of its popular Meet a Mermaid experience, bringing live dive shows, interactive meet-and-greets, and hands-on learning to families looking for things to do in Orlando with kids this May. Guests can catch “real-life” mermaids diving in the ocean habitat surrounding the aquarium’s 360-degree ocean tunnel. The experience features mermaids swimming alongside sharks, stingrays, sea turtles, and other extraordinary sea creatures in captivating underwater performances.
March 13 - May 24, Select Nights
This spring the Zoo will transform into a night-time wonderland of glimmering lights from more than 1,000 illuminated whimsical displays of animals, flowers, mythical creatures and more. Guests will be immersed in the glow as they stroll through parts of the Zoo including a glowing garden experience on a behind-the-scenes path located off our Wild Florida boardwalk. With sparkling foliage and larger-than-life scenes guiding your path, there’s no telling what surprises are waiting around each corner!
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.
January 30 - May 17
Embark on a culinary adventure like no other at SeaWorld Orlando’s Seven Seas Food Festival! From January 30 to May 17, indulge in a world of flavor with over 200 mouthwatering dishes inspired by global cuisines. Whether you’re a foodie or bringing the whole family, you’ll savor delectable bites paired perfectly with refreshing wines, vibrant cocktails, and craft brews. Plus, dont miss the live entertainment. From local bands and artists around the park to live concerts at Bayside Stadium, this is a music line-up you won’t want to miss.
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!
March 6 - May 10
A world of taste awaits at the annual Busch Gardens Tampa Bay Food, Wine & Garden Festival with a delicious menu and drinks as dynamic and unique as the park's thrilling roller coaster collection. Guests can sip & savor their way through flavorful eats and mouthwatering treats each weekend of the event. Park guests can also experience live concert performances every weekend FREE with park admission.
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.
March 7 to May 3
Say goodbye to the chill of winter and hello to endless sunshine! After a long, cold season, it’s time to soak up the warm Florida rays and make a splash at Aquatica Orlando’s Aloha to Summer celebration! Every Saturday and Sunday, from March 7 to May 3, the park transforms into a vibrant island escape, filled with high-energy dance parties, exciting games, and tropical fun for the whole family.
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 3
Step into the roaring 1920s, where champagne flows, secrets simmer, and the drama unfolds in real time—accompanied by a vibrant live orchestra that brings every moment to life. The Great Gatsby comes to Steinmetz Hall. Presented by Orlando Ballet, accompanied by the Orlando Philharmonic Orchestra. Bold movement. Cinematic storytelling. This is The Great Gatsby—raw, radiant, and unforgettable.
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
The Pro Volleyball Federation's Orlando Valkyries take on Atlanta Vibe at Addition Financial Arena. Get your tickets now!
May 1
Alejandro Sanz is a Spanish singer-songwriter and musician known for his passionate voice, poetic lyrics, and masterful fusion of flamenco, pop, and Latin music. See him live at Orlando's Kia Center.
May 1
Comedian Jessica Kirson is coming to Hard Rock Live Orlando! Get your tickets now!
May 1
The Boss Project: The Premier Bruce Springsteen Tribute Band comes to House of Blues Orlando. Get your tickets now!
May 1
Savor the sweet sounds of acclaimed jazz vocalist Nicole Henry when she returns to Judson’s Live for a performance featuring American Songbook standards, classic and contemporary jazz, pop tunes, blues, originals and more.
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 1
Purity Ring comes to The Plaza Live in Orlando. Get your tickets now!
May 1
Palm Tree Club, Orlando’s newest hub for nightlife, hosts Sigala. Enjoy a night out with laid-back luxury and vibrant nightlife.
May 2 - 5
Kings Dining & Entertainment Orlando is hosting a four-day Cinco de Derby celebration combining specialty items for Cinco de Mayo and Derby Day. Enjoy $8 Pink Pony Margaritas, $8 Mexican Candy Shots, and $25 Modelo Especial Beer Towers.
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
Hot Wheels Monster Trucks Live: Glow-N-Fire 2026 Tour brings fans favorite Hot Wheels Monster Trucks to life at Silver Spurs Arena at Osceola Heritage Park, including Mega Wrex, Tiger Shark, HW 5-Alarm, Bone Shaker, Bigfoot, and Skelesaurus, alongside FMX riders performing jaw-dropping stunts and a fire-breathing, car-crushing robot dinosaur. PLUS, see the ALL-NEW truck to the tour Rhinomite, the dynamite Rhino-themed truck charging horn-first into the competition. Don't miss this high-energy show filled with thrilling action for the whole family!
May 2 - 3
See massive LEGO displays, meet LEGO Masters, explore build zones, and shop rare LEGO sets! Join thousands of fans at one of the largest LEGO conventions in Florida, returning to Dezerland Park for an unforgettable weekend.
May 2 - 3
Fabiola Méndez is a Puerto Rican cuatrista, singer, educator and Emmy-nominated composer. Her artistic vision and original music focus on the exploration of her culture, her ancestry and her identities.
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 - 3
Witnessed live by more than 1 million people over 25 years, The Thorn comes to Dr Phillips Center, telling the epic story of God’s love for the world and the spiritual battle for all humanity.
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
On the first Saturday of every month, guests can enjoy seamless access to SeaWorld's popular shows and attractions with live ASL interpreters. Whether it's exciting animal presentations or spectacular performances, professional interpreters ensure every moment is accessible.
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
Join UCP of Central Florida at Stadium Club at the Caribe Royale Orlando for a watch party to witness the most exciting two minutes in sports, the running of the Kentucky Derby! Sponsors Brown Forman, Woodford Reserve, Kendall-Jackson, and The Stadium Club at the Caribe Royale Orlando have an exciting event planned that includes food and beverages, sport simulator contests, a spectacular raffle, and a best dressed contest for those showing off their Derby finest. Dust off your fascinators and fedoras and we'll see you at the party! Your ticket includes admission to the private party at Orlando's most interactive, immersive, and captivating sport’s bar with a appetizer buffet and drink tickets.
May 2
Step into a world of elegance, style, and excitement at the exclusive Kentucky Derby celebration inside the iconic Bösendorfer Lounge on Saturday, May 2 from 2:30 pm to 7 pm. Get ready for an unforgettable afternoon inspired by one of the most prestigious racing events of the year—Kentucky Derby. This is more than a watch party—it’s a full luxury experience.
May 2
The Rotaract Club of DeLand presents The 6th Annual DeLand Derby, a Kentucky Derby Watch Party. .Tickets include a food buffet, drinks and of course live streams of The Kentucky Derby! There will be music, casino games, red carpet photos, and best hat/best dressed contest,s so come in your best Derby attire!
May 2
Celebrate Derby Day in style at the Derby Day Party at Acrisure UCF Football Stadium, benefiting Central Florida charities. Enjoy an unforgettable afternoon featuring great food and drinks, live DJ, dancing, interactive games, contests, a photo booth, and high‑energy music. Get your tickets and join fellow supporters for a fun, festive afternoon that gives back and makes a meaningful impact in our community. Net proceeds from Loyal Source will be distributed among the five charities supported by the 2026 Derby Day Orlando event.
May 2
The Orlando Derby Soirée at Serenity Ranch, 8001 Clarcona Ocoee Road, Orlando is Orlando’s premier luxury social experience, inspired by the timeless tradition and prestige of the iconic Kentucky Derby. Designed for an influential audience of professionals, executives, and tastemakers, the event blends elevated entertainment, fashion-forward moments, and curated brand experiences. Featuring entertainment from Kem, 803 Fresh, Tyesha Williams, Monica May, DJ Kyle Larue, DJ DEMP, and DJ BOWEEZY.
May 2
Join Central Florida Animal Reserve in St Cloud to watch the 152nd Kentucky Derby as we celebrate with bourbon, big cats, and a “cat-themed” hat contest. Bring your best and brightest cat-themed hat. Classy-casual, spring attire is welcomed, however minimalist footwear is not recommended. Please wear comfortable footwear as some areas have gravel and uneven surfaces.
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
Join the fun on Saturday, May 2nd, for the 3rd Annual Derby Daze: A Kentucky Derby Influenced Day Party Experience at Great Southern Box. Experience the excitement of "the greatest 2 minutes in sports" and immerse yourself in one of the most fashion-forward events in the world. Derby Daze is curated to recreate this atmosphere for the movers and shakers of the Central Florida community. The Kentucky Derby race will be televised. Race is scheduled for approximately 6:45 pm. Early arrival is suggested, the viewing of the race will be one of the peak moments of the event.
May 2
Join EVRBAR at JW Marriott Orlando, Grande Lakes for a day at the races featuring Woodford Reserve and Old Forester Bourbon. Be a part of the experience as we transport you to Churchill Downs.
May 2
Celebrate the most exciting two minutes in sports at Lamp & Shade’s Kentucky Derby Watch Party! Join the fun on Saturday, May 2nd from 4:30 pm through the end of the races for an elevated viewing experience with multiple indoor and outdoor screens, a live DJ, and high-energy atmosphere. Dress to impress for our Best Derby Hat and Best Dapper Dan contests, and enjoy specialty cocktails crafted for the occasion. Whether you're here for the fashion, the races, or the party—this is your spot.
May 2
Join Orlando’s Best Derby Party - Winter Park Style! Presented by: Mercedes-Benz of Orlando
If you like to party with Big Hats, Mint Juleps, Delicious Food, and Luxury Sports Cars, then come experience the real "Horsepower" of Derby on Park at Mercedes-Benz of Orlando. Enjoy 4-hours of fun at the Ultimate Kentucky Derby viewing experience, Lite bites via our serving stations, premium open bars, music inside & outside, AND dancing. Derby attire encouraged.
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
The punk rock and craft beer tasting festival will visit Orlando on May 2, with The Adicts headlining the one day festival at Central Florida Fairgrouds.
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 2
Fiesta De Mayo takes over Live! at Pointe Orlando for one unforgettable night of music, culture, and high-energy celebration. Experience a multi-venue Latin-inspired party featuring international DJ and influencer Charly Jordan performing a special set on the Main Stage. Move between five unique venues, each offering its own vibe — from high-energy dance floors to Latin party beats, western party anthems, and tropical lounge experiences.
May 2
Celebrate Cinco de Mayo in style! Round up your friends, dive into the festivities & be part of the ultimate Fiesta & Bar Crawl in Orlando. ONE ticket gets you access to 2 Orlando Districts (Mills 50 & Ivanhoe Village) and 5+ participating bars. Relax from the daily grind, enjoy complimentary welcome shots and fiesta drink specials. Grab your friends or come as you are to meet other fun-loving people.
May 3 - 5
Pointe Orlando, 9101 International Dr #1198, Orlando
Cinco de Mayo is a celebration filled with vibrant culture, music, and a lot of tacos. Kavas Tacos is extending the celebration throughout the entire weekend to give you the most out of this festive event. Join Kavas from Saturday, May 3 through Monday, May 5, for a series of exciting activities, mouth-watering deals on drinks, and much more. Their location at the 1st level of Pointe Orlando on International Drive will transform into the perfect spot to enjoy Tex-Mex flavors during this cultural celebration.
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 3
Canadian emo band Arm's Length comes to House of Blues Orlando.
May 3
A Night With David Lee Roth is coming to Hard Rock Live Orlando! Get your tickets now!
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
SeaWorld Orlando is kicking off Cinco de Mayo! If you’re craving vibrant celebrations, delicious Mexican flavors, and high-energy fun, this is the event for you. From a festive fiesta to mouthwatering Mexican cuisine, Seven Seas Food Festival transforms into a lively celebration of Mexican culture that you won't want to miss!
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 5
Singer, rapper, and songwriter Ashnikko brings the Smoochies Tour to the stage at Hard Rock Live Orlando.
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 6
Calling all Queen fans—be at Orlando's Walt Disney Theater for the show that celebrates the 40th anniversary of Queen’s The Works Tour with the band that “will rock you” and are “guaranteed to blow your mind.”
May 7 - 10
Take it all in, Welcome to Rockville is the biggest rock festival in North America, and you will be a part of history. The're cranking up the volume with a monster roster of over 150+ bands, which is 50 more than last year. Buckle up; this is just the beginning. Get your passes NOW to a beast of a festival with the power to unleash rock like never before.
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 - 10
Country Thunder is set to become a beachfront festival in May with Country Thunder Florida moving to St. Pete Beach, for the brand’s biggest event yet. The star-studded lineup will be led by headliners Zach Top, Gavin Adcock and Kane Brown, with Randy Houser, Max McNown, Shaboozey, Gretchen Wilson, Braxton Keith, Dasha, Cole Goodwin, Elizabeth Nichols, Solon Holt and more set to perform throughout the weekend.
May 8 - 10
Rolling Loud 2026 at Camping World Stadium Orlando will stand as the only Rolling Loud festival in the United States in 2026. The beginning of a fresh chapter, Rolling Loud 2026 is switching up locations – bringing the festival’s iconic legacy to a city emerging as one of the country’s strongest festival markets. Built for scale, Orlando provides the space, infrastructure and accessibility to support the tens of thousands of fans who travel for Rolling Loud every year. Catch the vibes at Camping World Stadium!
May 8
The ultimate classic rock party experience is happening at Howl at the Moon on Friday, May 8th!
It’s giving garage fridge. It’s giving “I’m fine.” It’s giving air drums on your steering wheel! Reject the concept of joy and crack a cold one with your fellow bar-goers during this once in a lifetime event at Howl at the Moon on Friday, May 8.
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 8
Ari Lennox is soul in its purest form: fearless, radiant and unapologetically hers. One of the defining voices of modern R&B, Ari now brings her tour to our stage fresh off the release of her newest album Vacancy. Cathc her live at Walt Disney Theater.
May 8
Blessd: El Mejor Hombre Del Mundo Tour is coming to Hard Rock Live Orlando! Get your tickets now!
May 8
Departure: Tribute To Journey comes to House of Blues Orlando. Get your tickets now!
May 8
Orlando Pride of the National Women's Soccer League take on North Carolina Courage at Inter&Co Stadium
May 8
Welcome to the Alice in Wonderland Burlesque and Bingo event at Gravity Taproom! Get ready for a night of whimsical fun, featuring captivating performances and exciting bingo games. Don't be late for this magical adventure down the rabbit hole!
May 8
Get ready for The Naughty Nightcap Burlesque Show, featuring the sultry performers of Cosmic Chaos Burlesque at The Falcon Bar! You won't want to miss this opportunity to indulge in the art of burlesque, with a night full of glamorous costumes, mesmerizing dance routines, and alluring performances.
May 9 - 10 and May 16 - 17
Experience this festive, family-friendly Latin celebration in a new way as you dance to the hottest music, sample fiery flavors, shop for authentic souvenirs, and much more.
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 - 10
Join us this Mother’s Day for a special treat at Fun Spot America! We’re making this weekend extra memorable for all the amazing moms out there with our exclusive Buy One Get One Free offer.
May 9 - 10
Beethoven’s Ninth performed by the Orlando Philharmonic Orchestra is more than just a concert—it’s an emotional and uplifting journey that speaks to the soul.
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
Join us May 9th for the Run for the Trees 5k & Mother Earth Day Event! Kick off the morning by participating in the Run for the Trees 5k hosted by the City and Track Shack Events. Runners and walkers will enjoy once-a-year access to Genius Drive, where peacocks roam. Then, join us back at the race kickoff area for our free Mother Earth Day Event at Ward Park (250 Perth Lane). This FREE event includes kids & family activities, sustainability educators & artisan vendors, free raffles & giveaways, awards presentations, free Kona Ice, music, food vendors & more! You can even bring old sneakers and soft plastics to Track Shack’s collection site to recycle!
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
The world of whiskey is vast; diving in can be daunting. The festival at Central Florida Fairgrounds offers samplings of hundreds of whiskeys, seminars and fantastic conversations with whiskey lovers, distillers, brand founders and more to arm you with the tools you need to become a whiskey expert. And, oh, yeah… you’ll have one hell of a time.
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 9
WWE Backlash will take place Saturday, May 9 at Benchmark International Arena in Tampa. WWE Backlash marks the first Premium Live Event following WrestleMania 42 in Las Vegas and features the fallout from the biggest event of the year.
May 9
Our Saturday Shaken & Stirred series offers intimate, hands-on classes led by a private bartender, where you’ll explore premium spirits, learn cocktail-making techniques, and enjoy tastings with a light lunch. Designed for both beginners and enthusiasts, each session blends education and fun, with just 10 spots available — reserve yours today.
May 9
The Orlando Pirates take on Fishers Freight at Kia Center. Get your tickets now!
May 9
Join us for the return of the annual Miss Orlando Carnival Queen Pageant! This night will be an unforgettable display of elegance, culture, and beauty as the seven pageant contestsants highlight Orlando's Caribbean Carnival excellence.
May 9
Konpa En Symphony: Arly Lariviere is coming to Hard Rock Live Orlando! Get your tickets now!
May 9
DJ Gallixc Presents: Limewired comes to House of Blues Orlando. Get your tickets now!
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 10
With lush arrangements, captivating vocals and signature vintage-inspired aesthetic, this Mother’s Day performance at Judson’s Live at Dr. Phillips Center blends classic Hollywood elegance with modern cinematic power. From intimate ballads to soaring anthems, Great Hollywood Love Songs is a heartfelt celebration of romance in all its forms—timeless, dramatic and undeniably glamorous.
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 12 - 17
Based on the best-selling novel that inspired the iconic film, The Notebook tells the story of Allie and Noah, both from different worlds, who share a lifetime of love despite the forces that threaten to pull them apart.
May 12 - 17
From Tudor Queens to Pop Icons, the SIX wives of Henry VIII take the microphone to remix 500 years of historical heartbreak into a euphoric celebration of 21st century girl power! This new original musical is the global sensation that everyone is losing their head over!
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
Orlando City Soccer Club takes on Philadelphia Union at Inter&Co Stadium in downtown Orlando.
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 music.
May 13
Diljit Dosanjh is an Indian singer, actor, and television presenter known for his contributions to Punjabi and Bollywood entertainment. Catchh him live at Kia Center!
May 13
Zach Person performs at Judson's Live. Get tickets now.
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 14
David Cook performs live in the intimate surroundings of judson's Live.
May 14
Acclaimed cellist Luka Sulic brings his evocative sound to the stage at Steinmetz Hall.
May 14
Badfish: A Tribute to Sublime comes to House of Blues Orlando. Get your tickets now!
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 - 16
Ella & The Bossa Beat return to Judson’s Live for a special album release concert celebrating their highly anticipated new record, AMARE.
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 15
After more than five decades of electrifying performances, chart-topping hits and timeless anthems, the iconic rock band Journey is saying goodbye the only way they know how—with a thunderous, full-throttle “Final Frontier Tour” spanning 60 cities across North America, including a stop at Tampa's Benchmark International Arena.
May 15
The Calling is coming to Hard Rock Live Orlando! Get your tickets now!
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
Experience a powerful weekend of faith, music, and fellowship at Busch Gardens Tampa Bay. Glory in the Gardens brings believers together for unforgettable chart-topping Christian artists performing at the Festival Field and Worship services led by local churches in Stanleyville Theater.
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 - 17
Experience this festive, family-friendly Latin celebration in a new way as you dance to the hottest music, sample fiery flavors, shop for authentic souvenirs, and much more.
May 16
Guy Harvey is a unique blend of artist, scientist, diver, angler, conservationist, and explorer. He is fiercely devoted to his family and his love of the sea. Guy Harvey will be visiting SeaWorld Orlando on May 16, 2026 for an exclusive meet & greet!
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
Join us for Party for the Planet, a global celebration of conservation led by the Association of Zoos and Aquariums (AZA.) This annual event brings communities together to ake action for wildlife and wild places, in honor of Earth Day, Endangered Species Day, and World Oceans Day.
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
Spring Tug of Wars and Truck Party at The Barn in Sanford, Florida is always a blast! Make your plans now and get ready for an action-packed show.
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 16
Orlando City Soccer Club takes on Atlanta United FC at Inter&Co Stadium in downtown Orlando.
May 16
Orlando’s ONLY Adult Water Park Parties! Guests 21+ See Island H2O transform into a neon paradise with glow foam, DJ Nasty Live, drink specials, and more! PLUS a special performance by Rick Ross!
May 16
The Chili Poppers: RHCP Tribute & Remake Yourself: Tribute to Incubus comes to House of Blues Orlando.
May 16
Celebrate the end of Opera Orlando’s 10th Anniversary Season with stars from the Opera’s past nine seasons singing your favorite opera and broadway hits along with the Orlando Philharmonic Orchestra and the Opera Orlando Chorus and Youth Company.
May 16
Harmonia’s Stand Tall traces the journey of the women’s suffrage movement from first calls for justice, to the ongoing spirit of empowerment; beginning with Alexandra Olshansky’s “What Happens When a Woman?” and closing with Rosephanye Powell’s rousing “Still I Rise.”
May 16
In this bold and evocative program, Orlando’s own professional choir, the Solaria Singers, weave together music across centuries. From pre-Revolutionary France to Soviet-era Estonia to occupied WWII Paris, Voice and Flame traces humanity’s struggle, resilience and hope in times of upheaval.
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 17
Two-time Grammy Award-winner and Songwriters Hall of Fame Honoree Jason Mraz brings his Still Yours Tour to Steinmetz Hall.
May 17
Cold & Alien Ant Farm presented by WJRR comes to House of Blues Orlando.
May 17
American Idol alumnus Paul McDonald brings his gospel-tinged Americana sound to the stage at Judson's Live.
May 17
Get ready for a hot flash of a hilarious time with Emmy Award winner Samantha Bee at Alexis & Jim Pugh Theater.
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
Meet, network and interview with nearly 100 employers at the Central Florida Employment Council Job Fair at the Central Florida Fairgrounds.
May 20
Real-life “Jersey Boy” Jake Aboyoun performs live at Judson's Live in Orlando.
May 20
Join us at Luminary Green Park for an evening of community, shopping, and cinema!
May 21 - 22
Grammy–winning jazz pianist Tal Cohen returns to Judson’s Live with his signature fusion of traditional jazz harmony and Middle Eastern melodies.
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 21
Laura Pausini is an internationally acclaimed Italian singer, songwriter and record producer, known for her powerful voice and emotive ballads. Catch her live at Kia Center.
May 21
Multi-platinum singer-songwriter, Sam Barber makes his Clearwater debut at The BayCare Sound! Sam Barber has made waves in country music with his empathetic songwriting, eloquent instrumentation, and a downright spirit-shaking voice that brought him from a farm in Missouri to the doorstep of superstardom.
May 21
Colombian singer-songwriter and Latin Grammy winner Andrés Cepeda brings his emotive blend of Latin pop, rock and romantic ballads to Steinmetz Hall.
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 - 25
From Friday, May 22 through Monday, May 25, Fun Spot America is offering a special ticket rate to all U.S. military service members and veterans. Eligible guests may purchase up to four (4) Single Day Fun Passes at a discounted rate of $49.95 per pass, plus tax.
May 22 - 25
In honor of those who serve, Dezerland Park proudly hosts Military Appreciation Days as a heartfelt thank you to our active duty military, veterans, and their families. During Military Appreciation Days, May 22 – 25, military personnel receive one complimentary Auto Museum ticket, with the opportunity to purchase up to four additional Auto Museum tickets at 50 percent off. It’s our way of recognizing your service and inviting you to enjoy a memorable experience together.
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 22 - 23
The 90’s are back, ALRIGHT! Come get jiggy at Howl at the Moon over Memorial Weekend on Friday, May 22 and Saturday, May 23. Join us for a nostalgic journey back to the era of grunge, neon and iconic boy bands. It does not matter which 90’s trend was your favorite because we will be rocking all of them!
May 22
Experience a vibrant evening inspired by the cultures, traditions, and flavors of Asian American & Pacific Islander communities, all set against the backdrop of the Zoo at sunset. From lively music to hands-on activities, this special kickoff to Sunset at the Zoo brings an added layer of discovery to your evening adventure.
May 22
The United Football League's Orlando Storm take on the DC Defenders at Inter&Co Stadium.
May 22
Orlando’s ONLY Water Park Live Event Party complete with a DJ Club Set by Dustin Lynch, Foam Party, Drink Specials, and exclusive access to Island H2O’s thrilling slides, lazy river, and wave pool at night!
May 22
Moonchild comes to House of Blues Orlando. Get your tickets now!
May 22
German metal band Electric Callboy are bringing the TANZNEID World Tour to Tampa's Yuengling Center on May 22 with special guests Polaris.
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 - 24
Collect-A-Con is the Nation's Largest Trading Card, Anime & Pop Culture Convention. This epic collectible trade show event boasts over 500 dealers with the hottest collectibles at the Orange County Convention Center.
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
Florida Toy Shows & Expos return to Osceola Heritage Park for ONE DAY ONLY with Kissimmee Collectorfest. Find toys, comics, die-cast, and more. What to expect: Vintage & Modern Toys, Hot Wheels, Retro Gaming, Comics, Artwork & More Pop Culture Goodness!
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
The Saturday Shaken & Stirred series at The Edison at Disney Springs offers intimate, hands-on classes led by a private bartender, where you’ll explore premium spirits, learn cocktail-making techniques, and enjoy tastings with a light lunch.
May 23
Get ready for a one-of-a-kind performance at Steinmetz Hall that promises to take you on a thrilling journey into the world of superheroes, villains, and extraordinary feats. Heroes and Villains is a unique production that seamlessly combines the artistry of the circus with the power of live music.
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 23
Tarrus Riley ft. Dean Fraser and The Blak Soil Band comes to House of Blues Orlando. Get your tickets now!
May 23
Step beyond the veil and into the haunting world of A Night of Edgar Allan Poe, an immersive theatrical experience that brings six of Poe’s most chilling tales to life.
May 23
Gafieira Rio Miami, the 11-piece Brazilian big band led by Latin Grammy winner Diogo Brown, returns to Judson’s Live for an encore performance.
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 24
Carlos Vives presents: Tour Al Sol 2026 — a night of hits at Kia Center including La Tierra del Olvido.
May 24
Alter Bridge: What Lies Within Tour lands at Hard Rock Event Center at Seminole Hard Rock Hotel & Casino Tampa with support from Filter and Tim Montana.
May 24
One of the best-known artists of the new Música Popular Brasileira generation, troubadour, guitarist and songwriter Leo Middea comes to Judson's Live.
May 24
Aretha Franklin taught us how to "Think" and demand "Respect..." all while ridin' on the "Freeway of Love!" In Portrait of Aretha, CeCe Teneal honors the legacy of the Queen of Soul.
May 24
Redferrin comes to House of Blues Orlando. Get your tickets now!
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 27
Local saxophone ace Dayve Stewart returns with his jazz-infused sound, masterful playing and melodies to Judson's Live.
May 28
See the students of Park Maitland School perform one of the most treasured musicals of all time at Steinmetz Hall.
May 28
With her ethereal voice, Trinidadian singer-songwriter and vocal coach, Janelle "J'Nelle" Richardson, has been commanding stages since was just four years old. Now, she’s bringing her vibrant blend of R&B and Caribbean soca to Judson’s Live for the first time.
May 28
Watch Alfred Hitcock’s 1960 American horror film Psycho as the Orlando Philharmonic Orchestra performs the acclaimed score live.
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 - 30
Banana Ball is coming to ESPN Wide World of Sports Complex at Disney World for the first time ever, as the Loco Beach Coconuts take on the Party Animals.
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 29
Orlando Pride of the National Women's Soccer League take on Bay FC at Inter&Co Stadium.
May 29
Weird Al brings his legendary full-production multimedia comedy rock show back to the stage at Kia Center with the BIGGER & WEIRDER 2026 Tour
May 29
9x diamond-certified global superstar Post Malone and 3x GRAMMY award-winning entertainer Jelly Roll are set to return to the road with Post Malone and Jelly Roll Present: The BIG ASS Stadium Tour Part 2, continuing the momentum of their record-breaking stadium run. The tour includes a show in Tampa, with Post Malone and Jelly Roll Present: The BIG ASS Stadium Tour Part 2 hitting Raymond James Stadium on May 29.
May 29
Reggae Bash World Tour (21+) comes to House of Blues Orlando. Get your tickets now!
May 29
Get ready for a sonic explosion when The Cold Stares, one of rock's most powerful trios, bring their electrifying blues-rock fury to Judson’s Live for the first time.
May 30 - 31
Get ready for Gatorland’s 7th Annual Gatorpalooza! This action-packed festival is full of family fun, exciting entertainment, and, of course, all the alligators, animals, and awesomeness that make Gatorland “The Alligator Capital of the World!” Live DJ & Music, Specialty Food Vendors, Artisans & Craft Vendors, Games & Family Fun, Meet the Gatorland Vlog Team Live! PLUS, don’t miss the – 6th Annual Gatorland Florida Man Challenge on Saturday, May 30 – a wild and wacky competition like no other!
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 30
Enjoy everything you love about the Science Center – without the kids! Special programming is designed just for adults. There’s no age limit on curiosity, and whether you're looking for a get-together of old friends or a fun date night out, Science Night Live is your chance to let out your inner child and experience the joy of science! Explore interactive exhibit halls, try hands-on experiments in Dr. Dare's Lab, and catch special guest speakers.
May 30
Get ready for the ultimate creature collector experience! PokéKon is coming to the RP Funding Center for a massive weekend celebrating everything Pokémon, and we want to see you there! Whether you are a master trainer, a casual fan, or a collector of the rarest cards, this event has something for everyone.
May 30
Trade and explore new and rare pins during a special pin trading event.
May 30
Roberto Carlos is one of the most iconic figures in the history of Latin music. See him perform at Orlando's Kia Center.
May 30
Tell Me Lies: A Tribute to Fleetwood Mac comes to House of Blues Orlando. Get your tickets now!
May 30
Dancing Through Life, The Dancer’s Pointe’s 36th Annual Recital, is inspired by the heart of Wicked and the unifying power of dance. This showcase brings together dancers of all ages in a vibrant celebration of movement, music and storytelling.
May 30
Tthe Applause Awards Ceremony will be hosted by Broadway performer and Central Florida native Michael James Scott. Thousands of dollars in scholarships will be given to college-bound seniors. Two overall winners will advance to the National High School Musical Theatre Awards®, known as The Jimmy Awards, for an opportunity of a lifetime to represent Orlando while competing among the next generation of Broadway stars in New York City this summer.
May 30
Join Matt for an intimate acoustic set as he returns to Judson’s Live with songs from his latest album, Half Life Me. The record explores deeply personal and universal themes like the passage of time and both the defeats and triumphs that shape a life. Hear Matt's original music with the stories behind the lyrics and some of his favorite covers in this unplugged evening.
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.
May 31
Los Hermanos Rosario comes to House of Blues Orlando. Get your tickets now!
May 31
This spectacular spring performance from Orlando Gay Chorus at Steinmetz Hall promises to inspire, uplift, and delight—reminding us all that even in the most challenging times, our community’s music remains louder than fear, stronger than hate, and filled with unstoppable pride.
May 31
Kurt Rosenwinkel has carved out a defining place in modern jazz as a multi-talented guitarist, composer and bandleader. Be swept up in swirling solos and rhapsodic performance style that continues to inspire jazz enthusiasts and the next generation of jazz musicians alike at Judson's Live.
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