Motorcycle Events Around Orlando 2023

Jan 5, 2023


Harley-Davidson parked in Orlando, Florida.

Exploring central Florida is always better via motorcycle. The next time you visit the Orlando, Florida area, check out these popular motorcycle events. And if you don’t own a motorcycle, or, the Sunshine State is too far away to transport one, rent a motorcycle with Riders Share.

Roscoe’s 29th Annual Chili Challenge

November 2023

Lakeland, Florida

Thousands of bikers from all over the states will take part in Roscoe’s Annual Chili Challenge. And if you’re a chili cooker, make certain that you get to this event early to get in on the cooking contest. Having a chance to ride your bike to this festival and possibly take home the Chili Crown sounds like the perfect way to spend the weekend!

Make certain that you book early too: space is limited and it does run out. And while there are some camping spots available on-site, it might be a good idea to book a room as close to the action as you can. 

Brooksville Bike Rally

June, 2023

Brooksville, Florida

Car enthusiasts and motorcycle fans will be gathering to show off all their beauties and personal favorites just outside of Orlando. Not only will there be a wide variety of cars and bikes at this event, but there will also be a ton of vendors and delicious food, too.

Mark this event on your calendar because it’s a must-see on every motorcycle enthusiast’s bucket list! This is a great way to show off your own bike or motorcycle rental, and mingle with others who share your enthusiasm for all things on two or four wheels.

Brooksville also holds the 2023 Hernando County Bike Fest, if you have plans to go in October instead of June.

Unity Pink Motorcycle Ride

October , 2023

St. Augustine, Florida

The Unity Pink Motorcycle Ride is all about fighting breast cancer and showing support for those who have gone through it, or, who are battling it now. Open to men and women alike, this ride is growing in popularity year after year. Make certain that you wear pink to show your support as well! Be a part of this great cause by making the trip to St. Augustine, Florida.

There always seems to be something exciting going on in the state of Florida. Why not join in on the fun this year and check out an event or two? You never know— you might find out that the biker life in Florida is your new favorite thing.