There are so many fun events happening in the City Beautiful. This week offers lots of springtime fun. Before it gets too hot it's time to enjoy outdoor places, including Orlando u-pick farms, and gorgeous picnic spots.
Attention Parents: Head to Orlando-Parenting.com for things to do with kids in Orlando.
In Case You're Interested:
>> Free Things to do in Orlando
>> Getaway: Secret Florida Islands
>> Springtime: Fun Outdoor Activities
>> May: Events in Orlando
Featured Events + Save the Date
Dr. Phillips Center – Judson’s Live
Happening in Judson’s Live – Dr. Phillips Center’s newest and most intimate music room. Enjoy world-class cocktails and small plates. Catch the following shows happening Thursday-Saturday:
- May 2-4 at 7pm & 9pm: The Guests
- With a deep appreciation for the legacy of great songs and grooves, well- known master songstress Lucy Woodward along with dynamic collaborator creative pianist Henry Hey invite you to pull up a cozy chair for an energetic yet intimate evening. Drawing from their own expansive professional experience as songwriters and performers, Lucy and Henry will share classic songs from the deep well of writers such as John Lennon, Nina Simone and others and will add their own contributions on top. Tickets start at $35.
- May 16-18 at 7pm & 9pm: Tal Cohen
- Tal Cohen is a Grammy Award-winning jazz pianist, winner of the Barry Harris National Piano Competition and recipient of the prestigious Freedman Fellowship. His album Gentle Giants received international acclaim, including a 4-star review from Downbeat Magazine. Cohen has become one of the most in-demand pianists today as he continues to tour the globe with his unique blend of Jewish melodies, traditional jazz harmony and an impeccable rhythmic palette. Tickets start at $35.
- May 23-25 at 7pm & 9pm: Simply Three
- The electrifying trio of Glen McDaniel, Nick Villalobos, and Zack Clark, together known as Simply Three, has been captivating audiences worldwide with high-octane performances since 2010. Acclaimed as “having what it takes” (Boston Philharmonic) and “highly imaginative and well played” (Maine Today), Simply Three continues to receive praise for their ability to impress listeners with a multitude of genres that span from artists and composers such as Adele, Gershwin, Coldplay, twenty one pilots, Ed Sheeran, and Michael Jackson. Tickets start at $32.50.
Orlando Events Things to Do This Week April 29 – May 5, 2024
A big weekend is on the horizon with Derby Day Events happening Saturday, May 4, and then everyone's favorite reason to eat tacos and raise a glass, Cinco de Mayo on Sunday!
The next two holidays on the horizon are Mother's Day and the important holiday of Memorial Day.
Glass in Flight 2
February 3 – May 12
Leu Gardens
Experience an amazing outdoor sculpture exhibit of larger-than-life flying insects hand-crafted into 28 works of art with Dalle de Verre glass and steel. Created by national known sculptor, Alex Heveri, each piece captures the essence of flight. Sunlight through the colored glass mimics the transparency and iridescence of insect wings, intensifying the illusion of movement and life. The exhibit weaves together the beauty of art with the science of nature. Included with general admission.
Always…Patsy Cline
May 1-19, 2024
Garden Theatre
160 West Plant Street, Winter Garden, FL 34787
Always…Patsy Cline is more than a tribute to the legendary country singer who died tragically at age 30 in a plane crash in 1963. The show is based on a true story about Cline’s friendship with a fan from Houston named Louise Seger, who befriended the star in a Texas honky-tonk in l961, and continued a correspondence with Cline until her death.
Tickets start at $40
Empowering Night of Laughter – Inaugural Mother’s Day Showcase
Wednesday, May 1, 6pm
The Abbey
100 S Eola Dr, Orlando, FL 32801
Bear witness to Empowerment in Action as these Fearlessly Funny women remind us that life happens outside of our comfort zones by taking center stage to perform a five-minute comedic routine. The 60-minute show is led by three Empresses of Empowerment, community influencers who inspire us with their stories of “how having a sense of humor and getting out of their comfort zone” have empowered them to be successful in life.
Fitness of the Force: The Lightsaber Technique
Wednesday, May 1, 7-8pm
Center for Health & Wellbeing
2005 Mizell Ave, Winter Park, FL 32792
In honor of Star Wars Day on May 4 (May the fourth be with you!), you’ll learn how to perfect the art of intergalactic combat. Using your very own lightsaber, Studio K’s Sith Lord Mandy will lead you through a program like no other, merging fight choreography and body toning. This program is for all levels of fitness and for those 14 and older. Special Instructions: Please bring your own lightsaber if you have one; if not, a limited number of lightsabers will be provided. Attendees are strongly urged to be dressed in comfortable clothing and sneakers.
FREE
Paint Nite Brand Creative Events
Wednesday, May 1, 7-9pm
Gravity Taproom
777 N Orange Ave Suite D, Orlando, FL 32801
Join the talented Heather for a night of painting, laughter, and good vibes. With a wide selection of delicious beers on tap, delicious food options, and a cozy atmosphere, this is the perfect place for Girls Night Out, Date Night, or even just to kick back and enjoy a night out with friends or family.
$39
Say Anything: Is a Real Boy 20th Anniversary Tour
Wednesday, May 1, 7:30pm
Hard Rock Live Orlando
Tickets start at $35
Fiesta-Themed Night Market
Thursday, May 2, 6-9pm
Downtown Avalon Park
Immerse yourself in the colorful ambiance as you explore a variety of vendors showcasing their finest goods. From artisan crafts to mouthwatering treats, there's something for everyone to enjoy. Indulge in the flavors of Mexico with authentic cuisine and tantalizing drinks while grooving to the beats of live music. Let's come together to celebrate culture, community, and the spirit of fiesta!
FREE
Sean Paul: Greatest Tour 2024
Thursday, May 2, 7pm
House of Blues Orlando
Tickets start at $64
Uncorked
Thursday, May 2, 7pm
Orlando Ballet
The ever-popular Uncorked series returns offering audiences up-close visits with the Orlando Ballet dancers and artistic leadership in a not-so sneak peek behind the curtain. These informal events have acquired a major fan following because they demystify ballet, offer a glimpse into what is required and expected of professional dancers and choreographers while also offering a personal way for the dancers to connect with their fans.
$20
Hatsune Miku
Thursday, May 2, 8pm
Dr. Phillips Center for the Performing Arts
Though she’s been performing for over a decade, she never worries about her evolution in the public eye. Sixteen-year-old Miku isn’t your typical teen music prodigy. The teal-pigtailed wunderkind, whose name literally means “the first sound of the future,” is a virtual pop star created by Japanese music software company Crypton Future Media.
Tickets start at $60
Lunch & Learn: Celebrating Celebration
Friday, May 3, 12-1pm
Orange County Regional History Center
65 E. Central Blvd., Orlando, FL 32801
Just south of Walt Disney World lies Celebration, Florida, a place heralded as an idyllic, all-American town built straight from Walt Disney’s imagination. But is Celebration legally considered a “town,” and did Walt Disney even know Celebration was being built? Join Griffon Binkowski, a lifelong Celebration resident and History Center educator, in an exploration of Celebration’s creation and unique history, accompanied by firsthand accounts about growing up in “The Town That Disney Built.”
OCRHC Members: Free, Adults: $5.00, OCRHC Members with lunch: $9.00, Adult with lunch: $14.00. Lunch must be ordered by 9 a.m. on Thursday, May 2.
“Los Rabanes” Live in Concert
Friday, May 3, 6-9pm
Promenade at Sunset Walk
3251 Margaritaville Blvd, Kissimmee, FL 34747
“Los Rabanes” bring their Ska Rock Fusion to Sunset Walk, with a career spanning Two Decades they are the first Band from Central America to Win the Latin Grammy Award for Best Rock Album!
FREE
An Evening With Kenny G
Friday, May 3, 8pm
Hard Rock Live Orlando
Tickets start at $55.50
David Spade: Catch Me Inside
Friday, May 3, 8pm
Dr. Phillips Center for the Performing Arts
Tickets start at $45
The Concert: A Tribute To ABBA
Friday, May 3, 8pm
Dr. Phillips Center for the Performing Arts
Tickets start at $39.50
Movie Night: Star Wars: The Rise of Skywalker Episode IX
Friday, May 3, 8:30pm
Leu Gardens
Experience an outdoor movie in Orlando’s most beautiful garden. Pack a picnic and seating, alcohol is permitted. Dress up in your favorite Star Wars gear. This movie is rated PG13, weather permitting. Tickets are only available online.
$8.00 adult, $6.00 child
SHOP, DINE & STROLL
Saturday, May 4, All Day
Downtown Winter Garden
SHOP, DINE & STROLL is a fun event for all! Gather friends; make it a date outing; or with Mother’s Day around the corner, treat mom or the special women in your life to an early celebration. The daylong SHOP, DINE & STROLL features live entertainment, a downtown-wide Raffle “May”nia, unique dining & shopping options, blooming spring scenery, and so much more to make the day special.
FREE
Seven Seas Food Festival 5K Fun Run
Saturday, May 4, 7am
Sea World
SeaWorld Orlando is thrilled to announce the debut of the Inaugural Seven Seas Food Festival 5K Fun Run, set amidst the backdrop of its 60th Anniversary Celebration. Participants of all ages are invited to run, skip, jog, or stroll through the scenic pathways of SeaWorld Orlando, surrounded by the park's picturesque ambiance and stunning wildlife. The Fun Run will wind its way through iconic attractions, including Sesame Street Land, Orca Stadium, Infinity Falls, Mako coaster, Shark Plaza, Dolphin Stadium, Key West, and Wild Arctic, offering an unforgettable journey for all.
Registration starts at $55
Honoring Asian American Heritage & Culture
Saturday, May 4, 10am-3pm
Orange County Regional History Center
Celebrate Central Florida’s vibrant Asian American community through an exploration of traditional dance with performances by the Chinese American Association of Central Florida, Thuyen May Productions, and LTR Indian Dance. The program will have an introduction, led by Dr. Lanlan Kuang, in which we will consider the rich history and importance of performance art within the Asian diaspora.
FREE
Orlando Kite Festival
Saturday, May 4, 10am-3pm
OCPS Academic Center for Excellence
701 West Livingston Street Orlando, FL 32805
Held in a picturesque location, the festival offers a colorful spectacle against the backdrop of the sky. Families with children of all ages can enjoy a variety of activities, including kite decorating, kite building, music, and engaging activities designed for different age groups. The festival also features a kite flying zone where attendees can watch skilled kite flyers perform tricks and maneuvers, adding to the excitement of the event. Food trucks and vendors offer a variety of delicious treats, making it a fun-filled day for everyone.
May The Fourth Be With You
Saturday, May 4, 1-3pm
Orlando Museum of Art
Celebrate Star Wars Day and enjoy a creative workshop that is out of this world! Design your own lightsaber using a mini flashlight. Make a droid inspired by popular characters like BB8 and R2D2. End the day exploring the OMA galaxy through an intergalactic scavenger hunt!
One Adult and One Child, Members: $23.00; One Adult and One Child, Future Members: $25.00; Additional Adult: $10.00; Additional Child: $10.00
Derby on Park
Saturday, May 4, 5-8pm
Mercedes Benz of Orlando
810 N Orlando Ave Maitland, FL 32751
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 serving stations, premium open bars, music inside & outside, dancing, Women's Best Hat, Men's Best Dressed, and Best Dressed Couples contest with amazing prizes, (Derby attire encouraged – inside & outside event). Complimentary Valet Included for everyone.
Tickets start at $70
CHECK OUT MORE DERBY DAY EVENTS IN ORLANDO
Indigo Girls
Saturday, May 4, 6:30pm
The Plaza Live
Tickets start at $40
Tony Hinchcliffe: Fully Groan Tour
Saturday, May 4, 7pm
Hard Rock Live Orlando
Tickets start at $40
Yoga at the Brewery
Sunday, May 5, 10:30-11:30am
Ivanhoe Park Brewing
Join Ivanhoe Park Brewing Company for an all levels yoga flow class. One beer or mimosa is included per ticket for adults 21+.
$10
Volusia Valor Days
Saturday and Sunday, May 4 and 5, 9am – 4pm
Volusia County Fairgrounds, DeLand
The largest public showing of the WW2 Armor collection of fully operational WWII tanks, artillery and wheeled vehicles. A World War II battle reenactment, periodic salute fires from tanks and artillery, First responder touch-a-truck display, and food truck vendors
Hearing protection is recommended for young children and those sensitive to loud noises.
FREE
Things to Do May 6 – 12, 2024 Orlando Events
Gordon Parks Power of Photography
May 7 – August 18, 2024
Albin Polasek Museum & Sculpture Garden
633 Osceola Ave, Winter Park, FL 32789
The Albin Polasek Museum & Sculpture Gardens is very pleased to present Gordon Parks: Power of Photography featuring the 1943 photo essay by Gordon Parks documenting Mary McLeod Bethune, the
school she founded, Bethune-Cookman University, and images of daily life in the surrounding segregated neighborhoods of Daytona Beach.
Adults $12, Seniors (60+) $10, College students with ID $10, Students (K-12) $7, Members & children 4 & under are free
Shen Yun 2024
May 8-11, 2024
Dr. Phillips Center for the Performing Arts
DIn a collection of short pieces, the audience travels from legends of the culture’s creation eons ago to stories of compassion and courage in China today; from snowy mountaintops to vast, boundless grasslands; and from celestial palaces in the highest heavens down to the dusty plateaus of the Middle Kingdom.
Tickets start at $95
Popcorn Flicks in the Park: SHREK
Thursday, May 9, 8pm
Central Park, Winter Park
This film is a part of the Popcorn Flicks in the Park series, which takes place in Central Park, Winter Park once a month and it’s FREE and open to the public! These films are presented with open captions.
FREE
George M. Cohan Tonight
May 10-19, May 30-June 9
The Winter Park Playhouse
711 N Orange Ave, Winter Park, FL 32789
Meet “The Yankee Doodle Boy” himself in this high energy, one-man journey though the life, music, and artistry of this legendary entertainer. The Off-Broadway musical is a delightful salute to the man who almost single-handedly invented the American musical comedy!
Tickets start at $20
National Public Gardens Day
Friday, May 10, 9am-6pm
Leu Gardens
Public gardens are a special place that maintain plants for the purpose of education and enjoyment and what better way to enjoy this day than to explore and learn about the Gardens with the talented Horticulture Team. A series of 30-minute “Conversations in Bloom” with the Gardens’ Horticulture team have been planned throughout the day. You can choose which you would like to attend or stay the day for all them, included with garden admission.
$15 for Adults, $10 for children
Wines of the World
Friday, May 10, 6-9pm
EOLA VIEW
150 East Central Boulevard Orlando, FL 32801
Travel the world in one night while you embark on a global wine journey at WINES OF THE WORLD, an exclusive event brought to you by Russo Wine Company and The WOW PWR. Prepare your palate for an extraordinary experience as you indulge in a carefully curated selection of wines from various corners of the world, expertly chosen by renowned sommeliers.
Tickets start at $75
Spring Studio Show 2024
Friday, May 10, 6:30-8pm
Art & History Museums – Maitland
210 W. Packwood Ave., Maitland, FL 32752
Enjoy live music while picnicking in the Maitland Art Center’s beautiful gardens. Plus, a campus-wide Open House invites you to visit Artists in Action in their studios and Art School classrooms. They’ll have a bar with beer, wine, and sodas. You’re welcome to bring your own picnic foods, blankets, and camp chairs to relax amongst the beautiful garden landscaping.
FREE
AJR – The Maybe Man Tour
Friday, May 10, 7pm
Kia Center
Tickets start at $47
Bites, Sips & Hips
Friday, May 10, 7pm
Jack & Honey's
This dinner experience was created in 2020 and has found a new home at Jack and Honeys! Be entertained by Orlando’s Finest while you enjoy food, cocktails, and a lovely atmosphere. Bites, Sips & Hips is hosted by Blue Star and features the longest running Burlesque ensemble in Orlando, The Peekaboo Lounge by BlueLaLa Entertainment!
$55 includes Meal and Entertainment Fee
Queensryche
Friday, May 10, 8pm
The Plaza Live
$30
The Naughty Nightcap Burlesque Show
Friday, May 10, 10pm
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
FREE
The Orlando Pottery Festival Spring Market
Saturday, May 11, 9am-5pm
Florida Army National Guard Armory
2809 S. Ferncreek Ave, Orlando, FL 32806
The market features unique handmade items perfect for the garden, home, and gift giving! Come meet 50+ local artists offering work from functional pieces for everyday use to one of a kind decorative and sculptural work. Artists vary in range from professional potters, mid-career artists, and emerging artists showing for the first time.
FREE
17th Annual Hurricane Party – Music Festival
Saturday, May 11, 11am-10pm
West End Trading Co.
202 Sanford Ave, Sanford, FL 32771
Sanford’s oldest and largest music festival since 2006, West End’s Annual Hurricane Party keeps growing every year. With 7 stages and 50+ bands in the venues and streets of Historic Downtown Sanford, live art, vendors and food trucks, the Hurricane Party is their way of paying homage to Mother Nature for a tranquil hurricane season.
Tickets start at $45
Sunday Brunch Market
Sunday, May 12, 10am-2pm
Foxtail Coffee Winter Park
Shop your favorite local makers, grab a bite and bubbles from Swine and Sons along with your Sunday Coffee, and catch some live music in Winter Park!
FREE
The Florida Vintage Market
Sunday, May 12, 12-5pm
Ivanhoe Park Brewing
“The Florida Vintage Market” is a unique outdoor shopping experience in the heart of downtown Orlando with over 30 local vendors where you will find a curated variety of vintage clothing, sustainable fashion, street wear, custom clothing, sneakers, makers, artists, food trucks, drinks from the brewery, and so much more!
FREE
Retro World
Sunday, May 12, 12-6pm
Oviedo Mall
Step into a time machine and journey back to the era of poodle skirts, vinyl records, and timeless classics! Get ready to groove to the beats of the past and revel in the nostalgia as Duckie's Vintage Boutique transforms Oviedo Mall into a vibrant time capsule on Sunday, May 12th! Whether you've always felt like you were born in the wrong decade or you simply love everything retro, this event is tailor-made for you!
FREE
Things to Do May 13 – 19, 2024 Orlando Events
The Orlando International Fringe Theatre Festival
May 14-27, 2024
400 S Orange Ave, Orlando, FL 32801
Since 1992, Orlando Fringe has provided a space and opportunity for artists to emerge and showcase their talents and craft. The Orlando Fringe produces The Orlando International Fringe Theatre Festival, the longest-running Fringe in the United States, which strives to be unjuried, uncensored, accessible for artists and audiences alike, with 100% of ticket sales given back to the artists.
Ticket prices vary
Taste of Nona
Tuesday, May 14, 5:30-9:30pm
Althea Events Center
7215 Corner Drive, Orlando, FL 32827
Step into a world where culinary excellence meets artistic expression at the Taste of Nona, the Lake Nona region’s premier food and wine festival. Attendees are invited to embark on a gastronomic journey, sipping and savoring their way through a diverse array of flavors, textures, and culinary innovations. From delectable appetizers to mouthwatering main courses and indulgent desserts, Taste of Nona showcases the region's culinary diversity and innovation, making it a haven for food enthusiasts!
Tickets start at $50
Vino & Vibez
Wednesday, May 15, 5:30-8pm
Canvas Restaurant & Market
13615 Sachs Avenue, Orlando, FL
Indulge your senses with a curated selection of wines from renowned regions like Napa, Sonoma, Barolo, Burgundy, Argentina, Chile, Tuscany, Venice, Friuli, and Barossa Valley. Enjoy small bites in the reception style while listening to live music and waterfront views.
$75
Casanova
May 16-19, 2024
Dr. Phillips Center for the Performing Arts
Tickets start at $29
Artists’ Series: Lunch and Learn
Thursday, May 16, 12-1pm
Center for Health & Wellbeing
2005 Mizell Ave, Winter Park, FL 32792
In this monthly Artists’ Series, presented by Central Florida Vocal Arts, you’ll enjoy a lunchtime performance from some of Central Florida’s top musicians and have the opportunity to learn about their process and passion. Bring your own lunch from home or pick up something from Nourish Coffee Bar + Kitchen on the way in.
FREE
Avalon Park Sip, Sample & Stroll
Thursday, May 16, 6-9pm
Founders Square Drive, Orlando, FL 32828
Stroll through town as you collect samples from various vendors located throughout downtown with your friends and family!
$20
The Wildflowers: The Tribute to Tom Petty & The Heartbreakers
Thursday, May 16, 5-9:30pm
Promenade at Sunset Walk
3251 Margaritaville Blvd, Kissimmee, FL 34747
Don’t miss out on this incredible opportunity to celebrate the life and music of one of the greatest rock icons of all time, performing hit after hit of Tom Petty’s billboard smashes including “Listen to Her Heart,” “Here Comes That Girl,” “I Need to Know,” “Breakdown,” “The Waiting,” and more!
Tickets start at $20
Bad Bunny
May 17 – 18, 2024, 7pm
Kia Center
Tickets start at $161
28th Annual Wine Quest
May 17-18, 2024
Caribe Royale Orlando
8101 World Center Dr, Orlando, FL 32821
This two-night event combines fabulous wine and spirits, and exceptional cuisine to support Quest’s mission of providing lifelong services for people with developmental disabilities throughout Central Florida.
Tickets start at $195
Resin Jewelry Workshop
May 17 (5-7pm) and May 18 (3-5pm)
Autumn & Ro
807 Virginia Drive, Orlando, FL 32803
Everything is included to design and make beautiful jewelry with resin and pressed flowers. This is the perfect class for beginners or craft enthusiasts alike. Everyone leaves with beautiful jewelry!! Includes sweet snacks, non-alcoholic refreshments, and groovy tunes.
$55
Dino Safari Festival
May 17 – June 16, 2024
The Florida Mall
The Dino Safari Festival will transport attendees to an era long past, offering a captivating glimpse into the ancient world of dinosaurs, mammoths, saber-toothed tigers and more. Using state-of-the-art animatronics with light art, experience these larger-than-life-size prehistoric giants come to life with jaw-dropping realism. LuminoCity guarantees an experience that dazzles by day and enchants by night.
Tickets start at $16
Spooky Empire
May 17-19,2024
Wyndham Orlando Resort International Drive
8001 International Dr, Orlando, FL 32819
Spooky Empire has quickly become one of the most respected horror event promotions companies in the United States, bringing to life two of the most popular horror conventions in the nation, with fans attending from all over the world.
Ticket prices vary.
Don Soledad Trio
Friday, May 17, 7:30pm
Timucua Arts Foundation
2000 S Summerlin Ave, Orlando, FL 32806
The Soledad Trio presents ‘Spain Infinitus’ an homage to Michel Camilo & Tomatito with flamenco guitarist Don Soledad, jazz pianist John Olearchick and percussionist Justin Steger. This project pays homage to the artists and to the body of work from their 3 albums ‘Spain’, ‘Spain Again’ and ‘Spain Forever’.
Tickets start at $22.50
Kathy Griffin
Friday, May 17, 8pm
The Plaza Live
425 North Bumby Ave, Orlando, FL 32803
$39.50
Gatorpalooza
May 18-19, 2024
Gatorland
Gatorpalooza 2024 will feature music, specialty food, 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.
Included in Park admission
Asian Cultural Festival
Saturday, May 18, 11am-4pm
Lakeshore Center
125 N Lakeshore Dr, Ocoee, FL 34761
This year’s celebration will showcase a wide variety of Asian American cultures and talents from Central Florida’s Asian American ethnic groups. There will be booths to showcase business vendors, ethnic cuisines and merchandise that are representative of Asia. A cultural show will be presented by the various Asian countries, such as China, India, Indonesia, Japan, Philippines, Taiwan, Thailand, Vietnam, and more.
FREE
Battle of the Bands
Saturday, May 18, 3-10pm
Crane Roost Park
274 Cranes Roost Blvd., Altamonte Springs, FL 32701
Come cheer on local bands as they compete for a chance to perform on the Red Hot & Boom stage. The event will feature food, games, vendors and more. You won't want to miss this epic showdown.
FREE
Jeff Dye: On Tour
Saturday, May 18, 8pm
Dr. Phillips Center for the Performing Arts
Tickets start at $33.50
New Orleans Brunch Featuring Brown Bag Brass Band
Sunday, May 19, 10:30am & 1pm
Judson’s Live – Dr. Phillips Center
With a curated menu inspired by the arts center’s executive chef, Jason Klingensmith, your ticket to this two-hour brunch includes a selection of made-to-order dishes, plus access to their specialty serving stations. Juice, milk, and coffee are included, while alcohol and signature drinks are available for purchase. This event’s menu features elevated takes on classic New Orleans comfort food, including everyone’s favorite, beignets.
Tickets start at $95
Mega Drag Show Reunion
May 19 & 26, 11am-2pm
Estefan Kitchen Orlando
3269 Margaritaville Blvd, Kissimmee, FL 34747
Estefan Kitchen Orlando welcomes back Tora Himan for a 2-day-only Mega Drag Show reunion. Enjoy a family-friendly drag showcase, with brunch specials available.
Boozy Book Fair
Sunday, May 19, 11am-3pm
Home State Brewing Co.
16016 New Independence Pkwy #100, Winter Garden, FL 34787
White Rose Books & More will be at Homestate Brewing Co. from 11 am to 3 pm with an assortment of books and bookish goodies for purchase. Its like your childhood bookfairs but for adults and with great beer!
FREE
Divertastic Dining: The Philippines
Sunday, May 19, 12:30pm
618 N Thornton Ave, Orlando, FL 32803
Enjoy a delightful Sunday brunch on the veranda of this super friendly Filipino restaurant that is currently a semi-finalist for BEST NEW RESTAURANT IN THE USA for the James Bear awards – the only restaurant in the state that even achieved a nomination! The wildly popular Kaya showcases a lively and flavorful taste of Filipino techniques, ingredients and stories alongside the freshest Florida ingredients and a thoughtful beverage program.
$60
Bazaar Botanica: Gay Garden Market
Sunday, May 19, 1-6pm
Ivanhoe Park Brewing
Always Pride is here a touch early! It's a celebration of Plant Loving and LGBTQIA+ and Allied Artisans! Find Art, Hand-Made,Vintage, Plants, Garden Goods, Collectibles, and So much more, Drag Show Featuring Venus Envy & Others TBA, and Food Trucks on site all day!
FREE
Things to Do May 20 – 26, 2024 Orlando Events
A big weekend is on the horizon with Memorial Day and the unofficial start of summer!
Diljit Dosanjh: Dil-luminati Tour
Tuesday, May 21, 8pm
Kia Center
Tickets start at $55.50
Spotlight Cabaret: Bert Rodriguez
May 22-23, 2024
The Winter Park Playhouse
711 North Orange Avenue, Winter Park, FL 32789
Bert Rodriguez returns to The Winter Park Playhouse stage in his all new solo cabaret – Mi Familia! With his engaging storytelling, Bert will be singing all types of music from classic mariachi like Linda Rondstadt's “Tu, Solo, Tu' to the pop country sounds of Rascal Flatt's rendition of “Life is a Highway” and of course Broadway standards from shows like Closer Than Ever, Honeymoon in Vegas, Children of Eden and more!
$20
Orlando Gay Chorus: The Gay Agenda: REVEALED
Wednesday, May 22, 7:30pm
The Ritz Theater
201 S. Magnolia Ave, Sanford, FL 32771
Join the Orlando Gay Chorus for an uplifting musical experience during their spring concert, aptly titled “The Gay Agenda: REVEALED.” Through song, they express our shared humanity, transcending labels and preconceptions.
Tickets start at $30.50
Winter Park Wine & Jazz
Thursday, May 23, 6-9:30pm
Winter Park Events Center
1050 West Morse Boulevard, Winter Park, FL 32789
Experience a fun night out exploring the Winter Park Event Centers four indoor/outdoor spaces thought the evening under a full moon. All guests will enjoy food, wine, craft beer, specialty cocktails, live music inside & outside.
Tickets start at $100
Guys and Dolls
Thursday, May 23, 7:30pm
Dr. Phillips Center for the Performing Arts
Tickets start at $25
Central Florida Community Arts Presents: Into the Woods
May 24-26, 2024
Dr. Phillips Center for the Performing Arts
James Lapine and Stephen Sondheim bring everyone's favorite storybook characters together for a timeless fairytale with a twist. The Tony Award-winning book and score are both enchanting and touching, brought to life in this exciting production by CFCArts Youth Theatre Troupe.
Tickets stat at $20
Memorial 4 Day Weekend
May 24-27, 2024
Promenade at Sunset Walk
3251 Margaritaville Blvd. Kissimmee
Enjoy live music, street performers, markets, car shows and more.
FREE
Rock N’ Blues Concert & Car Show
Saturday, May 25, 4-9pm
Lake Concord Park
95 Triplet Lake Drive, CASSELBERRY, FL 32707
View more than 150 classic cars ranging from Camaros to Chevelles to Mustangs, plus food trucks and live music.
FREE Admission
Sunset At The Zoo: Celebrating Asian American & Pacific Islander Heritage
Friday, May 24, 5pm
Central Florida Zoo & Botanical Gardens
Join the Central Florida Zoo & Botanical Gardens for their first Sunset event of 2024, as they celebrate Asian American & Pacific Islander culture and heritage. Gates open at 5:00 p.m. for guests to enjoy exploring the zoo, with music, entertainment, food & more until the sun goes down.
Tickets start at $6
Paint Your Pet
Friday, May 24, 5:30pm
Autumn & Ro
807 Virginia Drive, Orlando, FL 32803
Paint a portrait of your beloved pet. Don't worry if you've never painted before – we make the process super easy and help guide you in creating a painting you'll be proud to display. No experience is necessary, all materials are provided and the most important feature… we have FUN! Recharge and unwind with a fun creative painting project in a welcoming environment.
$55
Carnival on the Runway
Friday, May 24, 6-11pm
Camping World Stadium’s East Lounge
1 Citrus Bowl Place, Orlando, FL 32805
A ‘Red Carpet' fashion and Carnival costume showcase celebration with elaborate costumes, body-wear, ‘Monday-Wear' and so much more. It will feature students, emerging and international fashion designers in a festive environment that celebrates art, beauty and creative freedom.
Tickets start at $40
Lady Gaga! This Born This Way Dance Party
Friday, May 24, 8pm
The Beacham
Join your host and Orlando’s own Lady Gaga tribute artist, MR MS Adrien for a night celebrating one of music's most iconic and accomplished artists. Lady Gaga! This Born This Way Dance Party will having you dancing and marrying the night with DJ Scott Roberts, MR MS Adrien, and some of Orlando’s best drag performers!
$20
Collect-A-Con Orlando
May 25-26, 2024
Orange County Convention Center
The Nation's Largest Trading Card, Anime and Pop Culture Convention. Featuring Ying Yang Twins (Get Low, Salt Shaker, Say I Yi Yi, Wait “The Whisper Song”) live mid-day concert Saturday afternoon on the main stage.
Tickets start at $25
Printmaking Made Easy with Gel Plates
Saturday, May 25, 3-5pm
Autumn & Ro
807 Virginia Drive, Orlando, FL 32803
Create beautiful prints with gel plates. This is a very easy project for anyone to do and absolutely no art, painting or drawing experience is needed to achieve amazing results.
$60
Vivanativa: 25th Anniversary
Saturday, May 25, 7pm
House of Blues Orlando
Tickets start at $61.50
Milk Mart's 8th Anniversary Birthday Bash
Sunday, May 26, 12-6pm
Milk District
2432 E Robinson St, Orlando, FL 32803
Another year of incredible markets in the bag; they've got some really exciting stuff in store, and are excited to celebrate with all of you before they hibernate for the summer. See you there!
FREE
Things to Do May 27, 2024 – June 2, 2024 Orlando Events
Melanie Martinez: The Trilogy Tour
Wednesday, May 29, 7pm
Kia Center
Tickets start at $90
Mozart's Requiem
Thursday, May 30, 7:30pm
Basilica of the National Shrine of Mary, Queen of the Universe
A special concert featuring Mozart's celebrated “Requiem” commemorating founding rector of the Basilica, Monsignor F. Joseph Harte, on the fourth anniversary of his entering into eternal life.
FREE
An Evening With Lee Asher
Thursday, May 30, 8pm
Hard Rock Live Orlando
With nearly 8 million social media followers, Lee has a lot of fans who adore him and his soaring spirit, and the inspiring videos he creates from his Oregon animal sanctuary. The night is a talk with Lee — who is a magnificent, soulful storyteller — and Q&A.
Tickets start at $45
Lionel Richie + Earth, Wind & Fire
Friday, May 31, 7:30pm
Kia Center
Tickets start at $36
Considering Matthew Shepard
June 1-2, 2024
Dr. Phillips Center for the Performing Arts
Composed by Craig Hella Johnson, Considering Matthew Shepard is a Grammy-nominated three-part oratorio which is an evocative and compassionate musical response to the murder of Matthew Shepard. Through music, poetry, and singing this piece demonstrates that his life and legacy are more than his inhumane suffering and demise. Reflections on Matthew's legacy are compassionately explored in this groundbreaking work.
Tickets start at $39.50
2024 U.S. Astronaut Hall of Fame Induction
Saturday, June 1, 11am
Kennedy Space Center Visitor Complex
1 Space Commerce Way, Merritt Island, FL 32953
Watch up-close as the next batch of specially selected American astronauts receive one of the highest honors in their industry, both of them demonstrating outstanding accomplishments in furthering NASA’s mission of exploration and discovery. The induction ceremony begins at 11 AM on the bottom floor of Space Shuttle Atlantis ®. It is included with admission and seating is available on a first-come, first-served basis.
Bellini Glass Paint Night
Saturday, June 1, 6pm
Avalon Park Arts and Culture Center
13013 Founder's Square Drive, Orlando, FL 32828
Resident Artist, Joan Fonseca, will lead participants through painting their very own Bellini glass masterpiece. Whether you're a seasoned painter or picking up a brush for the first time, this event is perfect for all skill levels! Your ticket includes everything you need to create a stunning work of art: a Bellini glass ready for your personal touch, top-quality paints and brushes, and of course, a delicious Bellini to enjoy while you paint.
$35
HAUSER: Rebel with a Cello
Sunday, June 2, 7pm
Dr. Phillips Center for the Performing Arts
Since that fateful moment when he decided to create a new, musical experience out of the long and established traditions of classical, pop and rock music, HAUSER has been playing arena concerts all over the world, defying the conventions of the established music business. From his now iconic rendition of “Smooth Criminal,” the song that launched him as an internet sensation and, where he was established as the founding member of the duo 2Cellos, he has captured the hearts and minds of millions.
Tickets start at $44.50
For even more things to do in Orlando, check out these top stories:
- Best Orlando Spas for Couples
- Orlando’s Most Romantic Restaurants
- New Restaurants and Experiences in Orlando
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More Ideas: Ongoing Orlando Events
Tibetan Meditation with Puja Madan
Second Wednesday of every month, 7:30pm
Timucua, 2000 S Summerlin Ave, Orlando, FL 32806
No prior meditation experience necessary. An open mind and heart will suffice. If you do however meditate regularly, this technique will deepen your practice.
Note: this is an alcohol-free event. The meditation is best practiced on a light stomach. Please dress comfortably.
Piano Bar Show at Jewel
Thursday, Friday and Saturday Nights
Jewel Orlando
Dueling Piano players take the stage for a fun night of song requests and sing-alongs! Call (321) 444-5306 after 5pm to get your password for speakeasy entry.
FREE admission with password
Food for Thought Tours
Wednesday, May 15 at 6:00 pm
Second Harvest Food Bank
This tour goes inside an active warehouse and distribution facility with a focus on elevated hunger relief efforts in Central Florida.
FREE – snack included
Orlando Local Makers Pop Up Markets
Most Fridays and Saturdays
20+ local makers in the delightful backyard of The House on Lang in the Mills 50 neighborhood
Movie Mondays
A La Cart Orlando
Monday nights, 7pm or sunset (whichever comes first)
Enjoy a FREE outdoor movie every Monday evening while enjoying food for purchase from the resident food trucks. Sign up for A La Cart's email list to find out which movies are playing each week.
FREE Admission
Tasty Takeover in The Milk District
Tuesdays from 6:30-10pm
The Milk District – E. Robinson St
THE food truck block party in Orlando! Find it in The Milk District every Tuesday night behind the bars and shops of E. Robinson St.
FREE Admission
RELATED: How to Have an Orlando Food Truck Date
Cirque du Soleil “Drawn to Life”
Wednesdays – Sundays
Performances of “Drawn to Life” take place on most nights at 5:30 pm and 8:00 pm. Go for the later show if you prefer to potentially have less kids in attendance. Additionally, it will give you more time to enjoy Disney Springs before the show.
Weekends at the Winery
Saturdays and Sundays, 11am – 5pm
Lakeridge Winery
Head to this Central Florida winery's expansive vineyard green each weekend for delicious food, live entertainment, complimentary wine tastings/tours, and Lakeridge wines by the glass at the outdoor bar. Plus, delicious food at the Food Pavilion, as well as live music all weekend long
FREE admission
Check out multiple Farmers' Markets around Orlando every weekend.
Saturday Exhibition Highlights Docent-Led Tour
Every Saturday, 1pm – 2pm
Rollins Museum of Art
Docent-led tours of highlighted works from the season’s exhibitions at the Rollins Museum of Art.
FREE
Painting With Primates
Chase Sanctuary and Wildlife Conservatory (Webster, FL)
Most Sundays, 10am
A memorable morning surrounded by some incredible endangered species. Lemurs and a local artist will help you paint a chosen picture on a canvass while sitting amongst the grandfather oaks that reside in a 5 acre open habitat. All materials will be included. This consists of paint, the canvass, easel, and brushes. Each participant will leave with their own work of art.
All participants must be 13 and over when painting with adult only.
Class lasts 2-3 hours in total
$89
2024 Highlights
Get those date ideas rolling with these great events in Orlando in 2024.
Take your pick of the endless options: a stellar concert lineup, Broadway shows, festivals to delight foodies, theme park happenings, sporting events, and so much more.
Orlando Balloon Festival
Friday, May 17, 11am
Blue Jacket Park
2501 General Reese Ave Winter Park, FL 32789
Hot air balloons (weather permitting), food trucks, retail vendors and activities for the family!
FREE
Second Harvest's Ultimate Garden Party
Saturday, May 18, 1-5pm
Signia by Hilton Orlando Bonnet Creek
14100 Bonnet Creek Resort Lane, Orlando, FL 32821
Attendees will enjoy a whimsical afternoon filled with fun entertainment, delicious hors d’oeuvres and live music, while testing their casino skills and enjoying fancy cocktails at the libations lounge. All proceeds from the event help fund Second Harvest’s local hunger relief efforts.
General admission is $150 with VIP access starting at $250
RELATED: Best New Restaurants and Experiences for Couples in 2024
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