Category: Things to Do in Downtown Orlando
4th of July in Downtown Orlando: Celebrate America’s 250th at Anthem
Looking for 4th of July in Downtown Orlando? Celebrate America’s 250th over Independence Day weekend at Anthem, the city’s LGBTQ+ bar at 100 N Orange Ave. Read more
Gay Orlando: A Visitor’s Guide to LGBTQ+ Nightlife Downtown
Visiting Orlando? Your guide to gay nightlife downtown — drag, Latin nights, Happy Hour and dancing at Anthem, walkable from downtown hotels. Open 7 nights. Read more
Where to Watch the 2026 World Cup in Orlando
Where to watch the 2026 World Cup in Orlando? Catch every match with the community at Anthem, Downtown Orlando’s LGBTQ+ bar at 100 N Orange Ave. 21+. Read more
Cinco de Mayo in Downtown Orlando 2026 — Where to Celebrate
Downtown Orlando has a way of turning a Tuesday into something worth remembering. On May 5, 2026, Cinco de Mayo lands mid-week, which means bar patios will be packed, margarita specials will be flowing on North Orange Avenue, and the Wall Street Plaza area will have the kind of energy usually reserved for weekends. Whether… Read more
Orlando Fringe Festival 2026 — “35 Years Weird” Comes to Loch Haven
Orlando Fringe Festival returns May 12–25, 2026, with a theme that suits it perfectly: “35 Years Weird.” For two weeks, Loch Haven Park transforms into a sprawling outdoor arts village hosting more than 1,000 ticketed performances across theater, dance, comedy, and everything that defies easy categorization. If you’ve never been, this is the year to… Read more
Milk Run 5K 2026 — Running Through Orlando’s Milk District
Saturday, May 2 starts before most people’s coffee has brewed — with a 5K through one of Orlando’s most beloved neighborhoods. The Milk Run winds through the Milk District, that tree-lined stretch east of downtown where old bungalows share blocks with indie coffee shops and low-key bars. It is a morning race that feels more… Read more
Memorial Day Weekend in Downtown Orlando 2026
Memorial Day Weekend — Friday May 22 through Monday May 25, 2026 — is the unofficial kickoff to summer in Central Florida, and downtown Orlando treats it accordingly. Three nights of signature programming fill the Orange Avenue corridor and Wall Street Plaza, rooftops stay open late, and brunch spots brace for some of the heaviest… Read more
Spooky Empire May 2026 — Orlando’s Horror Convention Returns
Spooky Empire is back in Orlando for Memorial Day weekend, May 29–31, 2026. Three days of horror film celebrity meet-and-greets, autograph signings, a sprawling vendor floor, film screenings, costume contests, and enough pop-culture nostalgia to keep you occupied from the moment the doors open until they shut. Whether you’re a lifelong horror devotee or a… Read more
Gay Days Orlando 2026 — Your Complete Guide
Gay Days returns to Orlando June 4–7, 2026, bringing tens of thousands of LGBTQ+ travelers and locals together for one of the world’s most beloved queer events. Theme parks by day, pool parties and dance nights after dark, and a downtown scene that runs well past midnight — Gay Days weekend is peak season for… Read more
The Pride Cup 2026 — Orlando’s LGBTQ+ Sports Tournament
Every first weekend of June, Orlando hosts one of the most vibrant LGBTQ+ sports events in the Southeast. The Pride Cup draws competitors from across Florida and beyond for a multi-sport, multi-venue tournament — and when the final whistle blows each evening, the city celebrates just as hard as it competed. Whether you play, cheer,… Read more
