May arrives at Pearl with a celebration that honors craft, tradition, and the makers who dedicate their lives to their art. From an intimate Tequila Showcase Weekend to legendary live music, culinary masterclasses, and outdoor markets teeming with local vendors, this month captures the spirit of spring in San Antonio—vibrant, warm, and full of connection.
Whether you’re raising a glass with distillers, dancing under the stars, or discovering your next favorite dish, Pearl in May is unmissable.
Yellow Rose by Kendra Scott Grand Opening Party
April 29 through May 3
Yellow Rose by Kendra Scott is ringing in its grand opening with five days of activities, special offers, giveaways, and more!
- Wednesday, April 29, from 5:00 PM to 7:00 PM – Support a local cause with 20% of Yellow Rose Jewelry Sales supporting the San Antonio Stock Show & Rodeo General Education Fund. RSVP here.
- Thursday, April 30, at 5:00 PM – Join the Social House Group and celebrate the grand opening of Yellow Rose at Pearl. Guests receive a special gift with a purchase of $150 or more, while supplies last. RSVP here.
- Friday, May 1 through Sunday, May 3 – Guests can ring in the occasion by showing the invitation below to receive a complimentary hat adornment with the purchase of a Yellow Rose hat, and you’ll be entered to win a $500 credit to host your own Yellow Rose Hat Bar Party! RSVP here.
Taste of Pearl: Tequila Weekend — May 1–2
This is May’s crown jewel: an intimate, immersive celebration of tequila and mezcal that brings together world-class distillers, legendary live music, and carefully crafted cuisine. Whether you join for one experience or craft your own festival journey, this weekend is grounded in deep respect for the makers and generations of knowledge behind every bottle.
Day 1: Distiller’s Dinner at Hotel Emma + Cocktail Throwdown
Friday, May 1 | 6:30 PM – 9:00 PM | $245 per ticket
Sit face-to-face with the families behind the world’s most respected agave spirits in an intimate multi-course pairing dinner. Begin with a 30-minute cocktail reception, then transition to a guided tasting experience featuring a different agave spirit paired with carefully crafted cuisine at each course.
Meet the Distillers: Chava Rosales of Cascahuin, Alex Orendain of Arette, Gina Salles of El Tequileno, Rene Carranza of Atanasio, Carlos Mendez Blaz of Palomo Mezcal, and Alejandro Rossbach of Bozal Mezcal.
The generations of craft and knowledge are ready to share them with you. It’s immersive storytelling at its finest, one course at a time. Limited capacity.
Get your tickets.
Day 1: Taste of Pearl Cocktail Competition with Good Juice
Friday, May 1 | 4:00 PM – 9:00 PM | $14 per participating cocktail
Kick off the weekend by bringing your friends for a spirited cocktail competition! On Friday, May 1, from 4 to 9 p.m., enjoy curated cocktails as bars compete for the best Agave Spirit Cocktail at the Taste of Pearl Cocktail Competition with Good Juice.
This in-person event lets you hop from bar to bar to order the featured $14 cocktail. Each drink you order counts as a vote, with winners announced at 8 p.m. that evening.
Take it at your own pace or come prepared with a pre-planned map with these participating bars:
- Best Quality Daughter with Montagave
- Brasserie Mon Chou Chou with PKGDLadino with PKGD
- Boilerhouse with VolansJue Let with Don Vicente
- Mezquite with Viva Mexico
- Fife & Farro with Campo Azul 1940
- Park Bar with Partida
- Isidore with Ensueno
- Southerleigh with La Pulga
- Sternewirth with Humano
- Supper with Humano
Day 2: Goodjuice Agave Spirits Festival Benefiting the San Antonio Food Bank
Saturday, May 2 | 1:00 PM – 4:00 PM | $75 per ticket
Spend the afternoon discovering over 30 curated agave spirit brands pouring their favorite expressions and sharing their stories. Walk from table to table, meet the makers, and discover new favorites in one of Texas’ most iconic hospitality destinations. Your ticket includes a tasting glass and a $20 Alamo City Liquor gift card.
Featuring brands like: Cascahuin, Fortaleza, G4, Arette, Volans, Montagave, Wild Common, Cazcanes, Atanasio, Valor, Bozal, Real Minero, and over a dozen more craft producers.
Get your tickets.
Los Lobos Concert Experience
Saturday, May 2 | Doors at 6:30 PM | Show at 7:30 PM | Stable Hall | $100 per add-on
Cap off the festival with legendary music. Los Lobos brings the iconic East L.A. sound to Stable Hall—a seamless blend of rock, Tex-Mex, country, folk, R&B, blues, and traditional Spanish music. Special guest Greyhounds will warm up the crowd. Enjoy complimentary cocktails at the Goodjuice Bar while you experience this special activation.
Get your tickets.
Hotel Emma Offer: Staying the weekend? Hotel Emma is offering Tequila Showcase attendees 35% off guest rooms and 20% off suites with code AGAVE26. Book your stay.
Latin Dance Night at Stable Hall – Starts Wednesday, May 6
Latin Dance Nights at Pearl is a free, all-ages series hosted by Algo Nuevo Wednesdays at Pearl in San Antonio. Join us on select evenings for happy hour, salsa and bachata lessons led by Semeneya Dance Studio, music by DJ Plaziuz, and live performances by Fuego y Agua Dancers and Framboyán Dance Studios. No experience necessary — all levels are welcome. Doors and happy hour begin at 7 p.m., lessons start at 8:30 p.m., and music drops at 9:15 p.m.
2026 dates: May 6, May 14, May 20, June 3, June 17, June 24, July 1, July 8, and July 22 and July 29.
Larder After Hours: Sip & Savor – Thursday, May 7
Thursday, May 7
Join the folks at Larder for an exclusive after-hours tasting experience with Bailey Munson, fine wine specialist from Republic National Distributing. Bailey will be showcasing a selection of light, warm-weather wines, best enjoyed on sunny spring days. We’ll also be serving an assortment of savory bites prepared by the Supper culinary team.
This reception-style event is limited to just 25 guests.
Click here to secure your spot.
Steak Night at Otto’s Ice House – Thursday, May 7
For one night only, Levi Goode and the Goode Co. culinary crew are rolling into Otto’s on May 7th to bring their signature live-fire, vaquero-style cooking straight to San Antone. We’re talking a Mill Scale pit, open flame, and the kind of cooking you can smell from down the river. It’s happening from 5:00 PM til sellout!
Menu:
- $26 feature plate
- 10oz. Picanha Steak with Chile Pequin Chimichurri
- Ranchero potatoes
- Monkey Bread brushed with persillade butter
DJ Donnie Dee Dance Party at Jue Let – Thursday, May 7
Thursday nights at Jue Let just got a whole lot more fun. Join us every Thursday from 8 p.m. to midnight for a dance party with DJ Donnie Dee spinning all night long. Kick things off with happy hour from 4 to 6 p.m., grab half off karaoke rooms for your crew, and keep the good times going with the kitchen open late until 1 a.m.
Hidden Blooms II – Mother’s Day Scavenger Hunt and Artist Workshop – May 4 through May 10
Hidden Blooms is back — a one-of-a-kind scavenger hunt by San Antonio artist Daniela Oliver de Portillo, running Monday, May 4 through Mother’s Day, Sunday, May 10, at Pearl in San Antonio. Each day, surprise drop times are announced on Pearl’s Instagram, giving you the chance to track down handmade, one-of-a-kind art pieces — the perfect gift for the mother figure in your life. Follow along, stay ready, and see if you can find yours before they’re gone.
Click here to get to know the artist!
Mother’s Day Artist Workshop
Sunday, May 10 from 11 a.m. to 3 p.m.
Celebrate Mother’s Day at Pearl with a free outdoor art workshop under the Cellars Pavilion near Pearl Park. San Antonio artist Daniela Oliver de Portillo leads hands-on instruction in cyanotype flower-making — a beautiful, one-of-a-kind process perfect for the occasion. There are only 100 spots and are filled on a first-come, first-served basis, so arrive early to secure your time slot.
Mother’s Day at Pearl – Sunday, May 10
Mezquite — Sonoran Brunch Buffet, May 9–10
Mezquite’s Mother’s Day Brunch Buffet is one of the most distinct offerings at Pearl this season. Running May 9–10 from 11:00 AM to 4:00 PM for $45 per person, it’s inspired by Sonoran culinary tradition — fresh tortillas, bold dishes, and cocktails worth cheers-ing together over
The two-day window is a smart move if you want to get ahead of the Sunday crowd or simply can’t wait until Mother’s Day proper.
Fife & Farro — Reserve the Table, Gather the Family
Celebrating with a larger group? Fife & Farro is welcoming parties of eight or more to reserve in advance. Email tali@fifeandfarro.com to book. It’s an ideal option for larger gatherings where the holiday is really about everyone being in the same room, celebrating the mothers in your family.
Brasserie Mon Chou Chou — French Brunch for Mother’s Day
For something more intimate and elegant, Brasserie Mon Chou Chou is offering Mother’s Day brunch! The atmosphere does a lot of the work — flowers on the table, French bistro energy, the kind of meal that slows the morning down in the best way. We recommend ordering the Pain Perdu: a traditional baguette French toast, vanilla chantilly cream, mixed berries, and Vermont maple syrup.
Reserve at Brasserie Mon Chou Chou
Cape Bottle Room — An Elevated Wine Experience
Honor the moms in your life with a special brunch or dining experience at Cape Bottle Room. Celebrate with wine, food, and good company. Learn more
Spurs Watch Party at Otto’s Ice House – Sunday, May 10
Join us at Otto’s with Spurs Jesus to cheer on the Spurs as they take on the Timberwolves in Game 4 of the Western Conference semis! Arrive early to snag a spot, soak in some good vibes in the backyard before the game, and dive into beer pitchers and game-day wings that keep the energy flowing.
Live music from 2-5pm, tip off at 6:30pm. We’ll see you in the backyard!
Ice Cream Social at Jue Let – May 13
Jue Let and Dorp Creamery are joining forces for a one-of-a-kind Ice Cream Social in honor of AANHPI Heritage Month. Expect cocktails crafted with Dorp’s Asian-inspired ice cream flavors, live DJ sets from Jarvis Justin from 8p–12a, and free karaoke all night long. Presented by Hennessy. Click here for details!
CAPE + OSOME Wine & Sushi Experiences – Friday, May 15
Join us for a 10-course sushi and wine pairing, featuring six thoughtfully selected South African wines. The evening begins with a welcome glass of Cap Classique, followed by an intimate, bar-seated experience. Chef John Gocong and his team will present each dish, while our sommelier guides you through the wines and the intention behind every pairing.
Get details and tickets.
CAPE + OSOME Wine & Tapas Experiences – Saturday, May 16
Enjoy a 6-course pairing of Madrid-influenced traditional tapas with 6 thoughtfully selected South African wines. The evening begins with a welcome glass of Cap Classique, followed by an intimate, bar-seated experience. Chef Ben Savage will present each dish, while our sommelier guides you through the wines and the intention behind every pairing.
Get details and tickets.
Pearl Fest – Saturday, May 23
Saturday, May 23 | 10:00 AM to 11:00 PM | $25 Early Bird Tickets
Pearl Fest is a full-day music festival with multiple opportunities to experience music across Pearl. The day will start at 11:00 AM with a free, open-to-the-public stage at Pearl Park during our weekly Farmers Market — live music for everyone, right in the heart of the district. Plus, expect live musical performances at Sternewirth and Otto’s Ice House!
The evening brings a ticketed lineup on the main stage under the 281 highway, with Los Lonely Boys set to headline. Doors open at 4:00 PM, and the show runs from 5:00 PM to 10:00 PM.
Click here to get your tickets
Fit4Mom North San Antonio Presents: Month of Mama at Pearl Park – Fridays in May
Make this Mother’s Day last all month long! Pearl is partnering with Fit4Mom North San Antonio to host a series of free community fitness classes designed specifically for moms. Whether you are a new mother or a seasoned pro, join us at Pearl Park every Friday in May to move, sweat, and connect with other local mamas in the heart of San Antonio.
Fife & Farro’s Monthly Shared Crust Feature: Best Quality Daughter – All Month Long
The collab you’ve been waiting for: Best Quality Daughter x Fife & Farro. Marinated Greener Pastures Chicken, cashew sauce, yellow onion, house-made mozzarella, scallion, cilantro, fried onion & cashew – need we say more?
The pizza is available all month long! Don’t miss it’s guest Chef dinner benefiting the San Antonio Food Bank will be on Thursday, May 28th.
Stable Hall’s May Concert Series
San Antonio’s premier music venue continues its exceptional lineup into May. Stable Hall presents an eclectic mix of genres and experiences—from tequila festival music to 90s nostalgia parties to world-class touring acts. Check out the lineup below:
- Fool House
- Dark Star Orchestra
- Molly Tuttle & Maggie Rose
- Gimme Gimme Disco
- Reverend Horton Heat
- The String Cheese Incident
- The Droptines
Full Stable Hall May calendar available at stablehall.com.
Jazz TX in May — Live Music Every Night
Jazz, TX presents nightly performances throughout May, from classic jazz standards to Latin rhythms to creatively re-imagined songbooks. Full dinner service available at all shows.
Featuring: Residency shows, New Orleans night traditions, themed evenings, and world-class performers.
Click here for the full schedule of shows
Pearl Farmers & Makers Markets
Weekends | Various Hours
May is peak season for local vendors at Pearl’s weekend markets. Discover fresh produce, artisan goods, local crafts, and unique finds from small businesses. The Farmers Market and Makers Market run every weekend, bringing the community together to celebrate spring’s bounty.
Culinary Classes & Masterclasses
Elevate your skills with hands-on culinary experiences at Pearl. From artisan techniques to global cuisines, May offers a diverse lineup.
CIA Texas in San Antonio
Global Street Foods Culinary Experience
Saturday, May 2 | 9:30 AM – 2:30 PM | $195
Explore street food traditions from around the world. A hands-on workshop celebrating global flavors and techniques. Register at CIA’s portal.
Pullman Market Workshops
Pullman Market’s culinary classes bring world-class instruction to the heart of Pearl. View the full May schedule.
Sternewirth Sessions — Live Music
Multiple evenings throughout May | Hotel Emma
Intimate performances featuring local and touring artists. Check Hotel Emma’s May calendar for artist lineup and times.
Mission Kayak at Pearl — River Adventures
Weekends | 1.5 Hours | $95+ per person
May’s perfect weather makes it ideal for paddling. Mission Kayak’s guided 2-mile river excursion starts and ends at Pearl Amphitheater, letting you explore the district before and after your trip. All equipment included. Book your adventure.
Yoga Under the Stars Continues
Every Thursday | 7:00 PM – 8:00 PM | Pearl Park | Free
As spring warmth settles in, Yoga Under the Stars creates your personal wellness moment in the heart of Pearl. Join the community for free, outdoor yoga under the Texas sky.
Pearl Night Markets
2nd & 3rd Wednesdays | Free
The beloved Night Markets continue into May. Browse handcrafted goods, discover local vendors, and enjoy Pearl’s dining scene on warm spring evenings. Check dates and vendor lineups.