ORLANDO, Fla. – The weekend is here, and it’s packed with so many fun things to do, you might find yourself wondering where to start. But why choose? You can have it all!
From a lively 5K race and a corn festival to live tunes and classic car shows, here’s what to do this weekend.
1. Ole Ole 5K
When: May 24, 2025 | 7 p.m. to 10 p.m.
Where: Winter Springs/Orlando
Kick off your weekend with the Ole Ole 5K, a Sunset Fiesta you won’t forget! As the sun sets, you join a group of runners, all excited to take on this unique and festive race. Forget about the usual race start lines — this one is framed by a huge 25-foot tall Candy Skull, setting the vibe for a fun, colorful run.
And the best part? After crossing the finish line, you’re welcomed with margaritas, tacos and a crowd of fellow runners dressed up in their best fiesta gear. The costume contest is in full swing, and you can’t help but eye those awesome shirts and medals. It’s the perfect way to kick off your Saturday night!
2. Memorial Day Program
When: May 24, 2025 | 10 a.m. to 11 a.m.
Where: Veterans Memorial Park in Leesburg
Sunday morning arrives, and you take a step back from the festivities for a more solemn event: the Memorial Day Program at Veterans Memorial Park in Leesburg.
The King Guys Band fills the air with a patriotic melody as you stand alongside others, paying tribute to the brave men and women who have made the ultimate sacrifice for our country. The ceremony features a powerful speech by LCDR Kathryn Wilgus, a retired U.S. Navy Nurse Corps officer. You stand in silence, reflecting on the significance of the day.
3. Milk Mart’s 9th Birthday Bash
When: May 25, 2025 | 12 p.m. to 6 p.m.
Where: Orlando
Now, it’s time to shift gears and get ready for some fun at Milk Mart’s 9th Birthday Bash in Orlando! This beloved local festival has been going strong for nine years, and this year promises to be even bigger and better. You arrive at the venue, and the buzz of excitement is palpable. With local artists, delicious food, and live music filling the air, it’s the perfect way to spend a sunny Sunday afternoon.
From its humble beginnings with just 30 vendors, Milk Mart has grown into a massive celebration with 300 artists, chefs, musicians, and makers! You stroll through the vibrant stalls, grabbing bites to eat and chatting with vendors. It’s the perfect blend of art, food, and community.
4. 2nd Annual Sweet Corn Festival
When: May 24 and 25 | 10 a.m. to 5 p.m.
Where: Amber Brooke Farms in Eustis
If you’re looking for a more family-oriented activity, head over to the second annual Sweet Corn Festival at Amber Brooke Farms in Eustis! It’s the perfect spot for all ages to enjoy the simple joy of corn and farm life.
Start your day with a Corn Shucking Contest, and then work up an appetite for the all-you-can-eat corn. Ready for a challenge? Join the Sweet Corn Eating Contest and see how many ears you can devour.
But that’s not all! Enjoy fun activities like the Candy Cannon, Foam Cannon, and Face Painting for the kids (and adults who are kids at heart). There’s also the Cow Train, Tire Sand Pit with Diggers, Bubble Barn, and so much more for a perfect family day out. It’s a cornucopia of fun!
5. Rock-N-Roll Concert & Car Show
When: May 24, 2025 | 4 p.m.
Where: Casselberry
Saturday afternoon leads you to Casselberry for a Rock-N-Roll Concert & Car Show. You’re immediately greeted by the sound of classic rock and the gleam of shiny vintage cars. Whether you’re a car enthusiast or just looking for a fun afternoon, this event has it all—live music, cool cars, and an electric atmosphere.
You stroll through rows of classic rides, admiring the craftsmanship and chatting with fellow fans, all while enjoying some killer tunes. This is the perfect way to unwind and have a blast!
6. Saturday Classic Car Show & Cruise
When: May 24, 2025 | 1 p.m. to 11 p.m.
Where: Old Town in Kissimmee
But wait — if you’re still in the mood for more classic cars, Old Town Kissimmee has you covered! The Saturday Classic Car Show & Cruise brings together the best of vintage vehicles and cruising vibes.
Whether you’re admiring the cars on display or cruising around the lively Old Town, there’s plenty to see and do. It’s a relaxed, fun event for car lovers and anyone who appreciates the nostalgia of classic rides and good times.