Real events, real dates — across Ocoee, Winter Garden, Winter Park, St. Cloud, Lake Nona, Orlando & beyond.
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Event Sources — Updated Weekly
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Showing 20 events · Festival(sorted by date)
Free family-friendly Cinco de Mayo block party in downtown Ocoee. Live DJ, food trucks, rides, games, and activities for all ages. Hosted by City of Ocoee Parks & Leisure Services. Info: (407) 905-3180. Free admission.
Annual MAY-nia community day in historic downtown Winter Garden. Shop local boutiques and earn raffle tickets. Live music at Centennial Plaza: Sammy Velez (11 AM–2:30 PM) and Earthtonez Music Collective (3:30–7 PM). First 20 shoppers at each store get a free tote bag.
Large-scale free community luau at Reiter Park in Longwood. Fire knife performers, live Hawaiian music, hula dancing, and island-inspired food vendors. A fun tropical escape just a short drive from the West Orange area. Free admission.
A major indoor celebration of Asian American and Pacific Islander Heritage Month. 25+ food booths with authentic dishes from across Asia, live performances by international artists including Indian Idol Khuda Baksh, cultural dance showcases, traditional fashion shows, and a marketplace. Free commemorative magazine for all visitors.
Monthly Horizon West Block Party at Flamingo Crossings Town Center. Live DJ, food trucks, face painting, balloon artists, and a community scavenger hunt. Family-friendly and free to attend. Bring the whole family!
Free summer kickoff block party at Cranes Roost Park in Altamonte Springs. Live music, water fun, interactive games, and family activities. A beloved annual tradition to welcome summer. Free admission.
Annual Haitian Flag Day Festival at Wall Street Plaza in Downtown Orlando. A vibrant celebration of Haitian culture featuring live music, traditional food, dancing, and community pride. Free to attend.
Annual Asian Cultural Festival celebrating Asian American Heritage Month at Bill Breeze Park. Hosted by the Asian American Heritage Council (AAHC) of Central Florida. Traditional music and dance from China, India, Japan, Korea, Philippines, Thailand, Vietnam & more. Authentic food vendors, handmade goods, and cultural activities. Proceeds support student scholarships. Free admission & parking.
A civic remembrance event held at the Ocoee Lakeshore Center honoring military service members. An official City of Ocoee observance for Memorial Day. Free and open to the public.
Annual Caribbean carnival over Memorial Day weekend. Fri: Carnival on the Runway fashion show ($40–$100). Sat: J'ouvert morning party at Camping World Stadium ($40). Sun: Grand Mas Band Parade & Concert through Downtown Orlando (free with registration). Tickets at orlandocarnivaldowntown.com.
Annual Memorial Day ceremony at Veterans Memorial Park co-presented by the City of Winter Garden and American Legion Post #63. Roll Call of Veterans, formal wreath placement, and patriotic songs. Free and open to the public.
Kissimmee's annual celebration of diversity and the LGBTQIA+ community at beautiful Lakefront Park. Features live performances, local vendors, family-friendly activities, and a welcoming atmosphere for all. Free and open to the public.
Annual Pineapple Festival at Lake Nona Town Center celebrating Puerto Rican culture with authentic food, live Latin music, and community festivities. Boxi Park serves as an auxiliary venue. Info: info@lakenona.com | (407) 888-6500. Free to attend.
35th Anniversary GayDays Orlando — 4 days of pool parties, drag bingo, Miss GayDays Pageant, and the closing party at the host hotel. Red Shirt Day at Magic Kingdom on June 6. Tickets at gaydays.com.
Annual 4th of July Celebration at Bill Breeze Park. Community market, live music, car show, food trucks, free games for families, and a professional fireworks display over Starke Lake at ~9:15 PM. Info: (407) 905-3180. Free admission.
Annual 4th of July Party in the Park at Newton Park. Live entertainment, food vendors, and family activities starting at 6 PM. Professional fireworks display at 9:15 PM. Free admission.
Major annual 4th of July celebration at Kissimmee Lakefront Park featuring fireworks over Lake Tohopekaliga, live concerts, and food trucks. Visible from surrounding St. Cloud areas. Free admission.
Annual Independence Day fireworks festival at Lake Nona Town Center. Live entertainment, food vendors, and a spectacular fireworks display. Info: info@lakenona.com | (407) 888-6500. Free to attend.
Pointe Orlando on International Drive hosts ongoing live entertainment, themed nights, and special events throughout the year. Check pointeorlando.com/events for the current schedule.
ICON Park on International Drive hosts regular live entertainment events including Helena Modern Riviera nights, Brother Jimmy's Karaoke, and more. Check iconparkorlando.com/live-entertainment for the current schedule.
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