Orlando May Events You Don’t Want To Miss

As always, Orlando is bringing you some of the most unique and special offerings to discover and enjoy during your trip in May! If you need a break from the traditional theme park experience, we have you covered with local and fun activities to try instead. Here are some of our favorite things coming to Orlando this month.


Wines of the World | Friday, May 10


Prepare your palate for a delicious experience with curated wine selections from all over the globe at Wines of the World at Eola View. Hosted by 
The Russo Wine Company and The Wow PWR, this event includes seven wine stations each representing a wine country. 

Stations will have two wines and an assortment of charcuterie cuts provided by Simply Cheese. So whether you're a wine enthusiast or just enjoy an occasional sip, this is an event you don’t want to miss. 

VIP and General Admission tickets are available here


Dog Mom Day at Boxi Park | May 11



If you're a dog mom, be sure to bring your furry friend out to Dog Mom Day at Boxi Park! Enjoy a fun-filled day with face painting, crafts, artists, live music, and treats for both you and your pup. This event is family-friendly and free from 11AM - 5PM, then there will be a $5 cover charge from 5PM - 7PM.

Check out the event site here for the full itinerary! 


Gatorpalooza Fun Fest | May 18-19



Gatorpalooza Fun Fest, presented by Gatorland, is celebrating its 5th year of festivities, marking 75 years of Gatorland's legacy! Admission is included with your Gatorland ticket on event dates. From May 18th to 19th, enjoy live music, food vendors, crafts, games, and giveaways for the whole family. On May 18th, join the Gatorland Vlog team as they attempt the Florida Man Challenge, and wrap up the festivities on Sunday with a mechanical alligator. Experience all of the park's fun animal offerings including extra benefits and entertainment.

For more information, visit Gatorland’s website here


Orlando Carnival Downtown | May 24- 27



The Orlando Carnival weekend will feature costumes and entertainment from the Caribbean, with special events, parades, and festivities sprinkled throughout. 

Enjoy a carnival runway experience on Friday, explore traditional art and painting while listening to African drumming and traditional music on Saturday, and walk around the carnival listening to live music and eating Caribbean food on Sunday. This highly-anticipated event brings together people from all over Florida and the rest of the country.

For tickets and more information, visit the event website here

These are just a few of the things to do and explore in Orlando. If you are looking for fun ways to spend your time while at Vista Cay, follow us on Facebook or Instagram to stay in the loop. Check our site for booking deals and offers throughout the month!