May in San Antonio is where spring energy meets the start of summer. Festivals fill the calendar, live music takes over the city, and the River Walk comes alive with can’t-miss celebrations. From cultural festivals to theme park thrills, May is one of the best times to plan your visit.

Must-See Festivals

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Pan African Festival Weekend

May 1–3, 2026

Celebrate culture, community, and creativity at this free festival featuring live music, food, art, and thought-provoking panels. Connect with local artisans, explore cultural traditions, and enjoy a vibrant weekend honoring the heritage of the African diaspora.

Tacos & Tequila Festival

May 9, 2026

Tacos. Tequila. Throwbacks. This 21+ festival brings together top 2000s hip-hop and R&B artists for a high-energy day of music, flavor, and nostalgia. Expect bold bites, craft cocktails, and a party atmosphere that keeps the energy going all day long.

Tejano Conjunto Festival

May 14–17, 2026

Hosted by the Guadalupe Cultural Arts Center, one of the longest-running conjunto festivals in the country returns with performances from top artists and a special Flaco Jiménez tribute. Experience the rhythms, traditions, and community spirit that make Tejano culture such an essential part of San Antonio.

Wine Fest: Derby Edition at the Tower of the Americas

May 2, 2026 from 4:00 PM – 7:00 PM 

Celebrate Kentucky Derby style with curated wine tastings, chef-inspired bites, live entertainment, and lawn games. Dress to impress, grab your derby hat, and enjoy a lively outdoor event with great food, drinks, and festive energy.

Asian Festival at Civic Park

May 9, 2026 from 4:00 PM – 10:00 PM

Celebrate Asian Pacific American Heritage Month at Hemisfair with performances, food vendors, and cultural showcases from across Asia. From traditional dances to authentic cuisine, it’s a lively, family-friendly event filled with flavor and discovery.

Paseo por el Westside

May 9, 2026 from 9:00 AM – 3:00 PM

Explore one of San Antonio’s most historic neighborhoods through this free, family-friendly event featuring art, culture, and community storytelling. Discover local history, meet artists, and experience the spirit of the Westside.

Pride Parade No BL Logo #3

Pride River Parade & Celebration

May 30, 2026

The River Walk lights up with the return of the Pride River Parade, featuring this year’s “Rainbow Rodeo” theme. Expect colorful floats, live entertainment, and one of the most vibrant nights of the year as the city comes together to celebrate community, inclusion, and pride.

Theme Parks Spring into Summer

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May marks the beginning of high-energy theme park season in San Antonio, with new shows, seasonal festivals, and summer-ready thrills rolling out across the city. It’s the perfect time to experience what makes San Antonio the Theme Park Capital of Texas. 

Barracuda Strike roller coaster at SeaWorld San Antonio.

SeaWorld Summer Spectacular Kickoff

Begins May 31, 2026

At SeaWorld San Antonio, the Summer Spectacular launches with new shows like Splash! A SANDsational Cirque Celebration. The Seven Seas Food Festival continues through mid-May, offering bold global flavors, live concerts, and a taste of cultures from around the world.

Can’t-Miss Fun Events

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River Walk Memorial Day Artisan Show

May 22–24, 2026 from 11:00 AM – 11:00 PM & May 25, 2026 11:00 AM – 8:00 PM

Stroll along the San Antonio River Walk and shop handcrafted goods from more than 40 artisan booths featuring jewelry, textiles, pottery, and more. A festive way to spend Memorial Day weekend while supporting local creators.

Inclusion Fest at The Tobin Center

May 2, 2026 from 10:00 AM – 1:00 PM

Held at The Tobin Center for the Performing Arts, this free celebration offers sensory-friendly programming, interactive activities, and a welcoming environment for individuals on the spectrum and the disability community.

Clue Live on Stage!

May 6–7, 2026

Catch this fast-paced, hilarious production at The Tobin Center for the Performing Arts, where the classic whodunit unfolds with twists, turns, and plenty of laughs.

Two girls laughing at Tejas Rodeo in San Antonio

Saturday Night Rodeos at Tejas Rodeo

Saturdays through May 2026

Head just outside the city to Tejas Rodeo Company for a true Texas experience featuring bull riding, barrel racing, and live entertainment each weekend.

Live Music Events in May

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Some of the biggest names in music are taking over San Antonio this May, turning a weekend getaway into an unforgettable night out. If you're planning a trip, these shows are worth building your itinerary around.

Romeo Santos & Prince Royce

May 2, 2026 at Frost Bank Center

Two global Latin superstars share the stage for a high-energy night packed with chart-topping hits, nonstop energy, and a crowd that knows every word.

Carin León

May 24, 2026 at Frost Bank Center

One of the most in-demand artists in regional Mexican music delivers powerful vocals, massive hits, and a show that’s guaranteed to sell out.

Jason Isbell

May 23, 2026 at Majestic Theatre

For a more intimate night, catch one of the most respected singer-songwriters in music today, known for unforgettable storytelling and raw, emotional performances.

Grupo Duelo

May 1, 2026 at Freeman Coliseum

A fan-favorite in norteño music, Grupo Duelo brings heartfelt lyrics, romantic ballads, and an electric atmosphere that keeps audiences coming back.

Plan Your May Getaway

With festivals, live music, and summer-ready experiences around every corner, May is the perfect time to experience San Antonio at its best. Start planning your May getaway and explore even more things to do at Visit San Antonio, where every visit offers something new.