The Top Things To Do in Orlando this Weekend May 19 - 21
top of page
  • Writer's pictureGotta Go Orlando

The Top Things To Do in Orlando this Weekend May 19 - 21

Updated: Jun 17, 2023

Welcome to another weekend of things to do here in Orlando, and as always we've selected all the best events that are happening throughout the weekend to enjoy!


Things To Do In Orlando This Weekend

The Best Things To Do In Orlando This Weekend!

Whatever you decide do this weekend, have an awesome time here in the city beautiful.



RECURRING EVENTS


2023 EPCOT International Flower & Garden Festival

2023 EPCOT International Flower & Garden Festival
Now - Sunday, July 5, 2023

The popular and fragrant, 2023 EPCOT International Flower & Garden Festival features fresh cuisine, colorful gardens, playful topiaries and vibrant entertainment.


The popular Garden Rocks Concert Series is back in 2023, featuring favorite tunes at the America Gardens Theatre.


This Weekend's Concerts:

Friday, May 19, A.J. Croce: Croce Plays Croce
Saturday, May 20, A.J. Croce: Croce Plays Croce
Sunday, May 21. Casting Crowns

Busch Gardens Tampa Bay Food & Wine Festival

Busch Gardens Tampa Bay Food & Wine Festival
Now - Sunday, May 21, 2023

This weekend is your last chance to enjoy this year's annual Busch Gardens Tampa Bay Food & Wine Festival.


Guests can sip & savor their way through flavorful eats and mouthwatering treats before finding their new favorite brew or cocktail.


Busch Gardens Tampa Bay Food & Wine Festival is available with valid theme park admission.



Viva La Música! at Busch Gardens Tampa Bay
Friday, May 19 - Sunday, May 21, 2023

It's officially the last weekend to turn up the flavor with Viva La Música! Get ready to taste iconic and authentic Latin cuisine, while enjoying great entertainment!


Viva La Música celebrate the diverse Latino heritage and culture with the authentic flavors and rhythms of South American and Caribbean countries.


May 20

Elvis Crespo

May 21

La Puerto Rican Power

Sesame Street Kids' Weekends at Busch Gardens Tampa Bay

Sesame Street Kids' Weekends
Friday, May 19 - Sunday May 21, 2023

You’re invited to a celebration of friendship and fun at Busch Gardens! Kids and parents alike can join their favorite furry friends at the Sesame Street Safari of Fun for storytime, interactive dance parties, arts & crafts, and much more. Families can enjoy new limited-time activities and themes each weekend of the event, all included with park admission.


Viva la Música at SeaWorld Orando

Viva la Música at SeaWorld Orlando
Saturday, May 20 - Sunday, May 21, 2023

Experience all the color and culture in a new way as this festive, family-friendly Latin celebration returns. Viva la Música is included with park admission.


From the hottest Latin entertainment to the coolest attractions and animal adventures, these will be two unforgettable weekends at SeaWorld. Don’t let the sound, spice, and spirit of this special event pass you by.


May 20

Jon Secada

May 21

Melina León

Guy Harvey Weekend at SeaWorld Orlando

Guy Harvey Weekend at SeaWorld Orlando
Friday, May 19 - Saturday, May 20, 2023

Meet Dr. Guy Harvey and purchase new merchandise this weekend at SeaWorld Orlando.


Purchase Guy Harvey paintings and merchandise for him to sign at the Xcursions gift shop. Autographs & photos will be available at select times throughout the day and are included with park admission.


Something Rotten! at Garden Theater

Something Rotten! at Garden Theater
Now - Sunday, May 21, 2023

Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. Sick and tired of failure, Nick visits a less-than-reputable soothsayer, who predicts that musicals will be the next big thing in theatre! The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself. Will opening night be an over-easy success or a rotten mess? Details here.



Baseball: A Musical Love Letter
Friday, May 19 - Sunday, May 21, 2023

Presented by Opera Orlando at Harriett's Orlando Ballet Centre, a musical revue that weaves together the history of America’s favorite pastime with music from every corner of the American Songbook – opera, musical theater, and jazz.



Desperate Measures
Now - Sunday, May 21, 2023

Desperate Measures at Winter Park Playhouse, Winter Park, is inspired by Shakespeare's Measure for Measure, this hilarious, critically-acclaimed Off-Broadway musical comedy took New York by storm! Select Days, May 12 – 21 and June 1 – 11, 2023.


When Johnny Blood gets into trouble, can a crazy cast of characters including a wily sheriff, an eccentric priest, an authoritarian governor, a saloon girl gone good, and a nun out of the habit pull off the greatest caper yet, or will he be left hanging?



Orange County Asian-Inspired Art Exhibition
Monday - Friday until May 30, 2023

The Orange County Asian Committee, in partnership with the City of Orlando, presents a free, new Asian-Inspired Art Exhibition at the Orange County Administration Building, featuring artwork by Central Florida artists. All artwork will have an Asian, Asian American or Pacific Islander theme, May 1 – 30, 2023. Visiting hours: Monday - Friday 9 a.m. – 5 p.m.



Men Are From Mars, Women Are From Venus Live!
Friday, May 19 - Sunday, May 21, 2023.

The Off-Broadway hit comedy Men Are From Mars, Women Are From Venus LIVE!, is a one-man fusion of theatre and stand-up.


Moving swiftly through a series of vignettes, the show covers everything from dating and marriage to the bedroom. This hysterical show will have couples elbowing each other all evening as they see themselves on stage. Sexy and fast paced, this show is definitely for adults, but will leave audiences laughing and giggling like little kids!

When Mars and Venus collide, the adventures are earth-shatteringly hysterical. It's a great recipe for a date night out: a little storytelling blended with some comedy and a dash of sage wisdom from the book. A delicious evening of entertainment!


Performing at Dr. Phillips Center for the Performing Arts - Alexis & Jim Pugh Theater, get tickets now.


America's Largest Rock Festival - Welcome To Rockville 2023 is ready to rock back into Daytona Beach

Welcome To Rockville
Thursday, May 18 - Sunday, May 21, 2023

Welcome to Rockville Festival is back featuring headliners Pantera, Tool, Slipknot, and Avenged Sevenfold, plus many more including Deftones, Godsmack, Rob Zombie, Evanescence, Alice Cooper, Incubus, The Mars Volta.


Welcome to Rockville, Florida’s biggest rock music festival experience, returns to Daytona Beach at Daytona International Speedway for four days, May 18-21, 2023.

Spooky Empire Orlando

Spooky Empire
Friday, May 19 - Sunday, May 21, 2023

Spooky Empire is the ultimate convention weekend for fans that enjoy the dark side of comic con, and the spring incarnation of the twice yearly event returns from Friday, May 19 - Sunday, May 21 at the DoubleTree Universal here in Orlando.


Spooky Empire features an enormous room of vendors, a film and tattoo festival, music, celebrities, costume contests and more to satiate even the most diehard aficionados of the spooky season!


Gatorpalooza at Gatorland Orlando

Gatorpalooza at Gatorland
Saturday May 20 - Sunday May 21, 2023

Listen up carefully ya'll, Gatorland, the “Alligator Capital of the World,” will once again be hosting the popular Gatorpalooza this year on Saturday May 20, and Sunday May 21.


Gatorpalooza is included with park admission, and includes live music, specialty food and craft vendors, artisans, family fun, games, appearances by the Gatorland Vlog Team and, of course, all the alligators, animals, and awesomeness that a day at Gatorland has to offer!!


A must see event at Gatorpalooza is the crazy, only at Gatorland, "Florida Man Challenge!"


Watch as the brave and somewhat crazy competitors climb into giant inflatable Zorb balls and race through a real swamp swarming with giant alligators! It’s the kind of sporting event that makes the rest of the world shake their heads and say "Only in Florida", while everyone in Florida just shakes their heads and says, "Only at Gatorland!”


For more information, visit gatorland.com.



Tony Rock at Orlando Improv
Friday, May 19 - Sunday, May 21, 2023

Comedian, Actor, Producer Tony Rock is the hardest working man in show business. Born in the same Brooklyn Hospital where most of his eight brothers and sisters arrived into the world, Tony was born laughing and it was quickly apparent that his big brother wasn't going to be the only famous comedian in the family. Get tickets now.



Orlando Fringe 2023

Orlando Fringe
Now - May 29, 2023

The 32nd Annual Orlando International Fringe Theatre Festival features over 200 unique theatrical performances, free outdoor entertainment and more.


Check out the live entertainment, unique theatre experiences, visual art displays, kid friendly shows and activities, and a celebration of independent artists. It is the oldest Fringe festival in the US and, with its lottery based selection, offers a variety of experiences you won’t find anywhere else.


Plan your visit at orlandofringe.org today.


Dinosaurs at Leu Gardens

Dinosaurs at Leu Gardens
Now - Sunday, July 9, 2023

Dinosaurs are back! An amazing outdoor exhibit of prehistoric creatures have taken over Leu Gardens.

Explore the the nearly 50-acre gardens to discover some of the most feared creatures on the planet. Featuring over 20 life-size dinosaurs ranging in size from 14 inches to a massive 33 ft. Daspletosaurus, cousin to the T-Rex.

Admission to the Dinosaur Invasion exhibit is included with a daytime garden admission.




FRIDAY, MAY 19, 2023


BroadGAY Spectacular at Ritz Theater Sanford
Friday, May 19, 2023

Orlando Gay Chorus is doing what they do best. From classic Broadway shows to movie-musical adaptations, OGC will be singing and dancing with a message for all audiences: "We're here, we're queer, and we're not going anywhere!" Join guest emcees Representative Anna Eskamani and her twin sister Ida Eskamani as OGC performs hit songs such as "Be Our Guest" from Beauty and the Beast, "Seize the Day" from Newsies, and "Time Warp" from The Rocky Horror Picture Show, as well as moving songs, such as "Not My Father's Son" from Kinky Boots, "Children Will Listen" from Into the Woods, and "Already Home" from Andrew Lloyd Webber's The Wizard of Oz. Purchase tickets now.



Factory '93 Presents John Digweed
Friday, May 19, 2023

John Digweed comes to The Vanguard in downtown Orlando. Get your tickets now! 18+



Mercy Mercy, Cracked Molar, Teen Cobra and The Tremolords
Friday, May 19, 2023

Over the Edge Presents Mercy Mercy, Cracked Molar, Teen Cobra and The Tremolords, plus a Rock N Roll after party with the Over the Edge DJs, featuring special guest DJ Jason Jewell! 21+ at Will's Pub. Get tickets now.


Nattali Rize at the Social
Friday, May 19, 2023

Nattali Rize comes to The Social. Get your tickets now! 12+



St. Cloud Movie at the Lakefront
Friday, May 19, 2023

Enjoy a free movie at Lakefront Park, 1104 Lakeshore Boulevard, St. Cloud. The movie feature being shown is “Wonder” starring Owen Wilson and Julia Roberts. Rated PG. Presented by City of St Cloud.


Movies Under the Stars in Clermont
Friday, May 19, 2023

The Clermont Parks and Recreation Department is bringing you great movies and awesome family fun. Join us for this free event come rain or shine at Waterfront Park for movies on a large projector under the Highlander pavilion. This month’s movie is “Encanto.”



The Psychedelic Furs
Friday, May 19, 2023

The Psychedelic Furs come to Hard Rock Live Orlando. Tickets on sale now!



Yacht Rock Revue: Reverse Sunset Tour
Friday, May 19, 2023

Yacht Rock Revue: Reverse Sunset Tour comes to House of Blues Orlando. Get your tickets now.


Art After Dark at Lake Nona

Art After Dark at Lake Nona
Friday, May 19, 2023

Every Friday night, Art After Dark takes over Lake Nona Town Center from 6 pm.


Enjoy a stroll through our Town Center as you explore hand crafted artisan products, and tasty cuisine. Be sure to grab a glass a wine, stay a while to enjoy the art displayed on the six story art installation, The Beacon.


Sunset Walk’s Fired-up Fridays

Sunset Walk Fired-up Fridays

Friday, May 19, 2023

Friday nights, the Promenade at Sunset Walk presents Fired-Up Fridays, a free Car & Truck Show event with all makes, models, and years welcome of show car quality.


Featuring music by DJ Scotty B and Company, plus the very best regional live bands.




SATURDAY, MAY 20, 2023


Cathedral Bells 'Everything at Once' Album Release
Saturday, May 20, 2023

Cathedral Bells ‘Everything At Once’ Album Release with Special Guests Leaving Time (Jacksonville), The Synthetics, Eyelash and Off-Track at Will’s Pub, get tickets now!



A Bad Bunny Tribute Dance Night
Saturday, May 20, 2023

A Bad Bunny Tribute Dance Night comes to House of Blues Orlando. Get your tickets now!


Margaret Cho is Live And Livid in Orlando

Margaret Cho at The Plaza Live
Saturday, May 20, 2023

Five time Grammy and Emmy nominated comedian/actress Margaret Cho is bringing her brand new Live and LIVID! tour to Orlando this weekend.


Cho will take to the stage at The Plaza Live, so get ready for a live and livid night of rage!!


Live and LIVID! marks Cho's 40 years in comedy and promises plenty of wit and wrath about the state of the world. with the comedian promising to rage about homophobia, sexism, racism and the fight to stay alive. Tickets are still available for this fun night of rage!



Pro Wakeboard Tour at Lake David, Groveland
Saturday, May 20, 2023

The world’s top wakeboarders & wakesurfers will gather to showcase their skills at this free festival. You’ll be able to check out the latest wakeboarding gear and accessories, enjoy delicious food, vintage car show, BMX, and FMX action



Water Safety Day in Oviedo
Saturday, May 20, 2023

Please join this FREE water safety event at the Aquatics Center. The City will be celebrating Water Safety Month and aquatics staff and first responders will be onsite with water safety information, summer program information and fun activities for the entire family! Bring your sunscreen as the event and pool access are free during the event to everyone!


Suset Cinema at Cranes Roost Park
Saturday, May 20, 2023

Gather the family for Sunset Cinema, a free outdoor movie in Altamonte Springs. Enjoy a viewing of The Boss Baby. Food and beverages are available for purchase.


Grows With Natives
Saturday, May 20, 2023

Grows With Natives is a day of food, fun and free plants. Learn about invasive plants, attracting beneficial wildlife, and gourmet ways to use those weeds. Taking place at Colonialtown Square, on the corner of Ferncreek and Illinois Streets, Orlando.



Duck Race at Island H2O Water Park
Saturday, May 20, 2023

Sponsor a duck and cheer as 6,000 rubber ducks race around the Island H20 Waterpark’s lazy river in support of ending homelessness in Central Florida. More details here.



Mega Market in Mills 50
Saturday, May 20, 2023

50 local makers, live music, food, coffee, wine, and more happening at The House on Lang and Quantum Leap Winery.




2nd Annual Ultimate Garden Party
Saturday, May 20, 2023

A whimsical afternoon at Signia by Hilton Orlando Bonnet Creek filled with fun entertainment, delicious hors d’oeuvres and live music. Test your casino skills while enjoying fancy cocktails at the libations lounge and shop the newest collections from your favorite vendors in the Trunk Show Get more details here.


Disney Springs Kids Club

Disney Springs Kids Club
Saturday, May 20, 2023

Dance, play and be entertained at engaging shows for kids of all ages at the Disney Springs Kids Club, taking place every Saturday. Free Entertainment and Free Parking.


Saturday Nite Classic Car Show & Cruise

Saturday Nite Classic Car Show & Cruise
Saturday, May 20, 2023

Join Old Town in Kissimmee every Saturday and take a trip down memory lane. The Old Town Classic Car Show has been a local tradition for over 30 years, it is one of the premier weekly car shows in Central Florida. The Saturday Classic Car Show begins at 1:00pm and welcomes show-quality 1985 and older hot rods, street rods, and antiques. Cars will cruise at 8:30pm. The event is free for participants and free for the public to attend.


Show Car Saturday Nights at Promenade at Sunset Walk

Show Car Saturday Nights at Promenade at Sunset Walk
Saturday, May 20, 2023

The Promenade at Sunset Walk is home to Show Car Saturday Nights. All makes and models are welcome and displayed along Margaritaville Boulevard.

Car enthusiasts will enjoy the music of DJ Scotty B while admiring an amazing collection of classic to modern automobiles, with live bands performing on the Promenade Plaza Stage nightly.


Orlando Area Sunday Farmers Markets

Orlando Area Saturday Farmers Markets
Saturday, May 20, 2023

Winter Garden Farmers Market

The Winter Garden Farmers Market is your hometown market open every Saturday from 8:00 am - 1:00 pm. in beautiful Historic Winter Garden.


Winter Park Farmers Market

The Winter Park Farmers’ Market is one of the best produce and plant markets in Central Florida which takes place every Saturday morning from 8 am - 1 pm in Central Park.


Lake Mary Farmers Market

The Lake Mary Farmers Market features local vendors of produce, plants, baked goods, and arts and crafts. The market is open every Saturday, from 9 am - 1:30 pm at Lake Mary City Hall.


City of Longwood Farmer's Market

Visit every Saturday at the City of Longwood Farmers Market at Reiter Park from 9 am - 2 pm, with locally sourced seafood and produce to handmade crafts and more.


Lake Nona Farmers Market

Join in every Saturday morning in Lake Nona, the Lake Nona Farmers Market takes place in the beautiful Town Center from 11 am - 3 pm, shop local with the freshest produce and more.




SUNDAY, MAY 21, 2023


BroadGAY Spectacular at Theater Winter Haven
Sunday, May 21, 2023

Orlando Gay Chorus is doing what they do best. From classic Broadway shows to movie-musical adaptations, OGC will be singing and dancing with a message for all audiences: "We're here, we're queer, and we're not going anywhere!" Join guest emcees Representative Anna Eskamani and her twin sister Ida Eskamani as OGC performs hit songs such as "Be Our Guest" from Beauty and the Beast, "Seize the Day" from Newsies, and "Time Warp" from The Rocky Horror Picture Show, as well as moving songs, such as "Not My Father's Son" from Kinky Boots, "Children Will Listen" from Into the Woods, and "Already Home" from Andrew Lloyd Webber's The Wizard of Oz. Purchase tickets now.



Have Gun Will Travel, Pohgoh, Jordan Foley & The Wheel House
Sunday, May 21, 2023

Have Gun, Will Travel, Pohgoh, Jordan Foley and the Wheel House Live at Will's Pub, get tickets now.



Joe Gatto's Night of Comedy
Sunday, May 21, 2023

Catch Joe Gatto, a well-known comedian, actor, and producer at Dr. Phillips Center for the Performing Arts - Walt Disney Theater. Gatto is best known for the hit TV shows “Impractical Jokers” and “The Misery Index.” He is one of the founding members of The Tenderloins Comedy Troupe who has toured with a live comedy show to sold-out crowds across the world. Get tickets now.



Rumba Bash at Amway Center
Sunday, May 21, 2023

Get ready for the ultimate Latin party! Rumba Bash is coming to the Amway Center with Zion, Lennox, Jowell & Randy, De La Ghetto and more acts to be announced. Get ready to dance the night away to the hottest beats and rhythms of Latin music.




Ren Fair at The Renaissance Theatre Company
Sunday, May 21, 2023

Renaissance Fair at The Ren, is a unique outdoor and indoor event, featuring drag shows, live music, and more. Diverse and Queer-friendly, 18+.


Shops! Vendors, Artists, Crafts, Food Vendors/Trucks, Plants, Merchandise.



Orlando Area Sunday Farmers Markets
Sunday, May 21, 2023

Orlando Farmers Market at Lake Eola Park

One of the most popular farmers markets in Central Florida, Orlando Farmer’s Market is located in the heart of Orlando at Lake Eola park, and takes place Sundays 10 am - 4 pm.


Celebration Farmers Market

Every week at Celebration Farmers Market there are multiple vendors here selling everything from fresh food and produce, to local crafted jewelry, and much more, with a beautiful backdrop of Lakeside Park, this is a must go to farmers market on Sundays, 9 am - 2 pm.


East Orlando Farmer's Market

The popular East Orlando Farmers Market offers hand selected produce, creative local small business owners, along with botanical varieties to chose from. Every Sunday 11 am - 4 pm.


Clermont Farmer's Market

Clermont Farmer's Market features over 60 vendors selling seafood, organic produce, and other household items, this popular market is the place to go on Sundays 9 am - 2 pm.


Downtown Mount Dora Village Market

Mount Dora’s open-air Mount Dora Village Market in Sunset Park is open Sundays from 9 am – 2 pm offering fresh products from over 50 market vendors


Things To Do In Orlando

As always, keep checking back with us here at Gotta Go Orlando as we continue to bring you the latest news and information from around Orlando and Central Florida.


You can also discover our latest news, views, and more on our socials, follow Gotta Go Orlando on Twitter, Facebook, Instagram, and TikTok.


Plus, don't forget to subscribe to the Gotta Go Orlando YouTube Channel for all the latest from Orlando's Theme Parks, Attractions and more.



Please note:

Some posts may contain affiliate links which means we could earn money if you purchase products or services via our site.

bottom of page