The Top 10 Things To Do in Orlando this Week, May 4 - 10, 2026
- Emma Walton
- May 4
- 4 min read
Welcome to a new week in Orlando, and with so much to do, we've selected the top ten events and things to do in the city this week.
It's the start of a new week, so get ready for an exciting lineup of events and activities throughout Orlando. This week features fantastic concerts, sporting events, community gatherings, farmers markets, car shows, theme park happenings, and much more!
With so many options available, Gotta Go Orlando is here to help you choose. We've compiled our Top 10 picks for things to do in the city this week.
No matter what you're in the mood for, take a look at our list and mark your calendar for an amazing week in Orlando!
Top 10 Things to Do in Orlando This Week, May 4 - 10, 2026
May 5
Get ready for the Promenade at Sunset Walk’s 6th annual Cinco De Mayo Street Party and Celebration. This is a nonstop party, featuring music with The Rundown including a Tribute to Mexican pop-rock stars Maná and the debut of Latin/Urbano band Fire Rhythms, live on 2 performance stages on the Promenade Plaza and the “South of the Border” Roundabout. Plus, DJ Gabriel and DJ Leony will be spinning the very best Mariachi, Latin Pop, Merengue, Salsa, Bachata, and more. There will also be a Cinco de Mayo Scavenger Hunt f, Artisan Market, Street Performers including The Tres Amigos., food and beverage specials at participating venues, and more.
May 5
Rocco's Tacos & Tequila Bar in Orlando is celebrating Cinco de Mayo with the return of its annual Rocco's de Mayo festivities. The highly anticipated block party on May 5 will feature a special celebrity appearance from Grammy-nominated rapper Fat Joe. The celebrations start at 11 am, featuring live entertainment, festive décor, authentic street food, and Rocco's signature handcrafted cocktails and margaritas.
May 5
Get ready for a Cinco de Mayo block party! Food truck, DJs, dancers, mechanical bull, live lucha libre, contests and giveaways. Celebrate Orlando’s hottest Cinco de Mangos block party on International Drive from 12 pm -11 pm with an unforgettable day-to-night fiesta packed with indoor and outdoor bars, a mechanical bull, DJs, dancers, Taco truck, LED robot shows, contests, and amazing giveaways. Don’t miss the ultimate celebration of flavor, fun, and fiesta vibes!
May 6
Join us for Kaleidoscope 360° and Luminary Market, a free, family-friendly outdoor movie night and market at Luminary Green Park in Creative Village for the film Inside Out! Bring a blanket or chair and settle in under the stars for this movie night, seating is first come, first served. Enjoy bites from rotating food trucks that will be providing the tastiest movie bites all night, or until they sell out!
May 7 - 10
Take it all in, Welcome to Rockville is the biggest rock festival in North America, and you will be a part of history. This year organizers are cranking up the volume with a monster roster of over 150+ bands, which is 50 more than last year. Welcome To Rockville returns to Daytona International Speedway on May 7–10, 2026 and is let this year by headliners, Guns N’ Roses, Foo Fighters, My Chemical Romance, and Bring Me the Horizon.
May 8 - 10
Rolling Loud, the largest hip-hop festival in the world has ditched Miami, bringing the huge event to Camping World Stadium in Orlando from May 8 - 10, for what will be the festivals only US event in 2026. The impressive lineup includes Playboi Carti, NBA YoungBoy, and Don Toliver who will headline this the event! 200,000 plus attendees are expected to descend on Orlando for Rolling Loud, which is set to one of the biggest events in the city this year. 75 plus artists are set to perform over the weekend include wEsDeeKid, Chief Keef, Destroy Lonely, SexxyRed, and many more.
May 8
Join us for a delicious celebration of Kissimmee’s vibrant culinary scene. Enjoy a variety of dishes and drinks from local restaurants and vendors, along with live music and performances that reflect the diversity of our community. With great food, entertainment, and a scenic lakeside setting, Taste of Kissimmee is the perfect place to experience the best flavors our city has to offer.
May 9 - 10
Celebrate Mom in the most delicious way at Dezerland Park’s Mother’s Day Food Truck Festival! Enjoy a vibrant outdoor atmosphere filled with a variety of food trucks serving up sweet treats, savory bites, and family favorites. Relax, explore, and make lasting memories with great food and fun for all age
May 9
The world of whiskey is vast; diving in can be daunting. The festival at Central Florida Fairgrounds offers samplings of hundreds of whiskeys, seminars and fantastic conversations with whiskey lovers, distillers, brand founders and more to arm you with the tools you need to become a whiskey expert. And, oh, yeah… you’ll have one hell of a time.
May 10
Celebrate this special day with your mom in Orlando’s most stunning garden. Explore 50-acres of gardens and take a step back with a tour at the Historic Leu House Museum. Pack a picnic with your mom’s favorite treats and relax in the garden. Moms enjoy complimentary admission on this special day. It's our way of thanking our mothers for their role in shaping our community here in Orlando.
For our complete guide to everything happening in Orlando this month, check out The Best Things To Do In Orlando This Month.
Before attending any of the events listed on Gotta Go Orlando, you should contact the organizer or venue to confirm that the event is taking place as information, changes, and cancellations can and do occur.
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