There are so many fun events happening in the City Beautiful. This week offers lots of summertime fun. It's time to cool offer at the nearby springs or head indoors to dodge the rain or heat.

Attention Parents: Head to Orlando-Parenting.com for things to do with kids in Orlando

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 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.

Sweet Corn Festival at Amber Brooke Farms

Amber Brooke Farms in Eustis
Saturday and Sunday, May 18 -19 and May 20-26, 10am – 5pm

Celebrate sweet corn season at the all-new sweet corn festival. Pick your own sweet corn in acres of sweet corn. Experience 25+ family activities plus special contests and games, including a corn eating contest, corn hole, and photos with the corn mascot. Don’t forget to bring an appetite for all you can eat sweet corn from 11-5, plus plenty of other sweet corn based foods, including cornbread and street corn.

Sweet Corn Festival happens weekends, May 18-26 from 10am-5pm. Tickets are $15 online. Buy your tickets now before they sell out!

Do Good Date Night at Second Harvest Food Bank

Wednesday, June 5,· 6pm – 10pm
Second Harvest Food Bank of Central Florida, 411 Mercy Drive Orlando, FL 32805
Head to Second Harvest Food Bank of Central Florida for a night of philanthropy and fun!
The group will spend about two hours working in the warehouse on a food-related project and then move into the community room for food, wine/beer, and then a fun comedy show.
Do Good Date Night combines date night with volunteering. Have a fun night out while also making a difference in your community!
Important note: you must wear closed toed shoes!!!!!
Tickets include: dinner, wine/beer/non-alcoholic drinks
$60 per person

Things to Do This Week May 20 – 26, 2024 Orlando Events

A big weekend is here with Memorial Day and the unofficial start of summer!

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

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

George M. Cohan Tonight
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

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

MORE: Memorial Day Weekend events

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

Sunset at the Zoo | Image credit: Central Florida Zoo

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! The 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

Next Week 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

Outside the Dr. Phillips Center for the Performing Arts with sign and landscaped plants
Outside the Dr. Phillips Center for the Performing Arts – image by Dani Meyering

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.

MORE: Summertime fun in Orlando

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

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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.

Orlando Cooking Class at Center for Health and Wellbeing
Cooking Class at Center for Health and Wellbeing – Dani Meyering

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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