Happenin’
HappeninsOrlandoMay

Things to do in Orlando in May 2027

May is Fringe month, fourteen days of theater in Loch Haven Park before the summer storms arrive. MEGACON Orlando lands in May, with 7 more on the list below.

Follow Orlando in your calendar: Google CalendarApple or Outlook Confirmed dates only. New ones appear on their own.

Starting in May

MEGACON Orlando Conventions & ExposFeatured

MEGACON Orlando

Thursday, May 20 to Sunday, May 23 Orange County Convention Center (West Building), Orlando
Ticketed

Expected in May, dates not announced yet

Taste of Kissimmee Food & Drink

Taste of Kissimmee

Expected May 2027 Kissimmee Lakefront Park, Ruby Plaza, Kissimmee
Free
Asian Cultural Festival Arts & Culture

Asian Cultural Festival

Expected May 2027 Ocoee Lakeshore Center at Bill Breeze Park, Ocoee
Free

3 more run every week in Orlando year round, including Winter Garden Farmers Market and Winter Park Farmers' Market. See the full calendar.

Planning the trip around it

Practical guides to hotels and days out around Orlando.

How long you need at Orlando's attractions

The Wheel at ICON Park is a twenty-minute ride and Kennedy Space Center takes 6 to 8 hours. Four of the short ones sit together inside ICON Park, so you walk between them.

The Orlando hotels that are the whole vacation

Giraffes graze outside the savanna-view rooms at Animal Kingdom Lodge, and Evermore, about 10 minutes from Disney, has an 8-acre lagoon you can swim in.

Orlando resort day passes

Evermore's lagoon is for overnight guests only. Hilton Lake Buena Vista sells a pool day from $15 a person, and a day on the Swan and Dolphin's white-sand beach starts at $40.

Other months in Orlando

JanuaryFebruaryMarchAprilMayJuneJulySeptemberOctoberNovemberDecember

← AprilJune →