03/31/2026
We have space available for the month of May. Book now and take part in some of the great activities in the area:
Here are some of the best events happening in the Orlando area in May 2026:
🎵 Major Festivals & Concerts
Rolling Loud Orlando (May 8–10) – one of the biggest hip-hop festivals in North America, happening at Camping World Stadium. Big crowds, major artists, and lots of nightlife around downtown.
Live music continues all month at venues like Orlando Amphitheater and The Abbey, with hundreds of concerts listed across the city.
🎡 Downtown & Community Festivals
Orlando Carnival (Memorial Day weekend) – Caribbean parade, live music, costumes, food, and a fun street-festival vibe downtown.
Food truck nights and pop-up events at A La Cart City are popular in May, especially on weekends.
Lake Eola often hosts outdoor concerts and seasonal events, with the area around Eola House being a great place to check for free happenings.
🌸 Theme Park Seasonal Events
EPCOT International Flower & Garden Festival continues through much of spring and usually overlaps into early May—beautiful topiaries, outdoor kitchens, and concerts.
Universal and Disney both lean into May the 4th Star Wars celebrations, which can be a lot of fun if you're there early in the month.
🍔 Food & Family-Friendly Events
Weekend events at Great Southern Box are great for families—food hall pop-ups, live DJs, and outdoor seating.
🇺🇸 Memorial Day Weekend
Late May is especially busy with:
fireworks
lakefront events
concerts
family festivals
military tributes and ceremonies
