Events in May in Orlando

• Sat, 23 May, 2026 - 12:00 AM

  2025 RUM PUNCH UNLIMITED DAY FESTIVAL

  SOON TO BE ANNOUNCED

  147+ Interested

  |

  Free
• Sat, 02 May, 2026 - 08:00 PM

  Might as Well Be Cinco Pub Crawl

  Swiggs

  USD 14
• Sat, 02 May, 2026 - 08:00 AM

  2nd Annual Cloud Family Charity Golf Tournament

  Rosen Shingle Creek

  USD 642
• Sat, 02 May, 2026 - 07:00 PM

  Ole Ole 5K - Orlando

  Eagle Nest Park

  98+ Interested
• Tue, 05 May, 2026 - 05:00 PM

  Orlando Cinco De Mayo Bar Crawl

  Elixir Kitchen and Bar

  USD 8
• Fri, 01 May, 2026 - 08:00 PM

  Jessica Kirson: The Never Ending at Hard Rock Live - Orlando

  Hard Rock Live - Orlando
• Sun, 24 May, 2026 - 01:00 PM

  Orlando Carnival Downtown - Mas Bands Parade & Concert

  Camping World Stadium

  Free
• Fri, 22 May, 2026 - 08:00 PM

  POWERLINES ANNUAL ORLANDO CARNIVAL COOLER FETE

  Xperience Live

  USD 45
• Fri, 01 May, 2026 - 07:30 PM

  FloridaGameShow.com Orlando Team Building Event

  Orlando
• Sat, 16 May, 2026 - 07:30 PM

  Opera Orlando - A Decade of Divas at Steinmetz Hall at Dr Phillips Center

  Steinmetz Hall at Dr Phillips Center
• Sat, 23 May, 2026 - 08:00 PM

  Jim Breuer at The Plaza Live Theatre Orlando

  The Plaza Live Theatre Orlando
• Sat, 30 May, 2026 - 08:00 PM

  16th Annual Black and White Weekend 2026

  Rosen Plaza

  USD 80
• Fri, 29 May, 2026 - 08:00 PM

  "Weird Al" Yankovic: Bigger & Weirder 2026 Tour

  Kia Center

  364+ Interested
• Sat, 30 May, 2026 - 11:00 AM

  Poured out With Purpose

  2719 Conway Gardens Rd

  Free
• Thu, 21 May, 2026 - 08:00 PM

  Laura Pausini - Yo Canto World Tour at Kia Center

  Kia Center