Parade Picks: Your Guide to Happy Hour at Pearl

As San Antonio’s culinary hub, Pearl offers so many options that it’s easy to feel overwhelmed by all the choices available to you. Skip the "What's for dinner?" question and discuss dining plans over your favorite drink with a curated guide to happy hours at Pearl.

From Mediterranean-inspired sips at Ladino to relaxing riverbank views at Otto's Ice House, here is how to make the most of your evening at Pearl.

Grab a seat (at the bar, usually!) and let’s dive into the best ways to toast to the end of the day at Pearl.

New & Noteworthy

Otto’s Ice House

Located on the shady banks of the river, Otto’s is our tribute to Texas ice house culture. They recently rolled out an all-day happy hour during the weekday, perfect for those who want to start the celebration early.

• When: Monday – Friday, 4:00 PM to 6:00 PM
• The Deals:
  • $7 Old Fashioneds & $9 Seasonal Frozens
  • $20 Beer Pitchers (perfect for sharing)
  • $24 Beer Buckets
  • $9 Bites: German Soft Pretzels, Cantina Queso, and Loaded Cheese Fries
  • $10 Wings (6pc) or $20 (12pc) - available in SOTX Spiced or Classic Buffalo
  • $4 Crispy Tacos
  • The Smashburger Combo ($17.50): A Hill Country Deluxe Smashburger, a frosty mug of draft beer, and a shot

High Street Wine

Bring your friends, the latest news, and make it a lovely afternoon over a glass of crisp wine.

• When: Monday through Friday, 1:00 PM to 6:00 PM, and all day Mondays
• The Deals:
  • Wine Flights: $15 for three pours from the Somm Select section
  • Bottle Discounts: 20% off select in-store and to-go bottles

Voila Café

• When: Daily, from 3:00 PM to 7:00 PM
• The Deals:
  • A charcuterie board or a cheese platter
  • A guillotine baguette with butter 
  • A basket of fries
  • 1 carafe of red, white, or rosé wine 
  • All for $24.95

Jue Let

The latest "it-girl" at Pearl is serving up a sophisticated happy hour with wine, draft, cocktails, and bite deals.

• When: Monday-Friday, 4:00 PM-6:00 PM
• The Deals:
  • $5-off select house cocktails (including espresso martini's)
  • $5 house wines + select draft beers
  • $5 select snacks
  • Half-priced karaoke Sunday through Thursday in the upstairs lounge

Cape Bottle Room

Savor the select sips from the Cape with its latest Reverse Happy Hour promotion! Bring a friend and immerse yourself in South African wine culture, right here at Pearl.

• When: Fridays and Saturdays, 10 PM-12 AM
• The Deals: Specially-priced food items, glasses of wine, and select bottles of wine.

The Social Hours at Pullman Market

Located in the beautifully restored Samuels Glass building, Pullman Market is our latest celebration of Texas food and community. Their "Social Hour" is the perfect way to explore their diverse restaurant concepts.

Mezquite & The Mezcaleria

• When: Monday – Friday, 3:00 pm – 6:00 pm
• The Vibe: High-energy and culturally rich, centered around a stunning circular bar.
• The Deals: Enjoy 25% off all drinks at the bar and $2 off all "comidas" on the bar menu. It’s the perfect introduction to Sonoran-style grilling and agave spirits.

Fife & Farro

• When: Mon & Tue (5:00 pm – 6:00 pm) | Wed – Fri (3:00 pm – 6:00 pm)
• The Vibe: Casual, approachable, and family-friendly.
• The Deals: 25% off house cocktails, wine flights, and draft beers. Pair your drink with $2 off all antipasti and their signature wood-fired sourdough pizzas.

Isidore

• When: Tuesday – Thursday, 5:00 pm – 6:30 pm
• The Vibe: Sophisticated and intimate, perfect for those who appreciate the finest Texas-sourced ingredients.
• The Deals: 25% off signature cocktails, draft beers, and wines by the glass.

Pearl Classics

La Gloria

When: Monday – Friday, 3:00 pm – 6:00 pm

Sip La Gloria's signature cocktails and enjoy light bites on its patio, with scenic river views.

• The Deals: $7 – $8 bites like Papas Bravas, Chile Con Queso, Flautas, Nachos a la Mexicana, and Fries a la Mexicana.
• The Drinks: $3.50 beer + $7 La Gloria classics and margaritas.

Boiler House Texas Grill

When: Monday – Friday, 2:00 pm – 6:00 pm

• The Deals: $8 house cocktails and wines; $4 Lone Star drafts.
• Bonus: Look for their Friday Reverse Happy Hour from 9:00 pm – 11:00 pm.

Best Quality Daughter

When: Monday – Friday, 3:00 pm – 6:00 pm

• The Deals: Half-off all wines by the glass and house cocktails.
• The "Double Happiness": A whiskey shot and a beer for $5.

Ladino

When: Monday – Friday, 5:00 pm – 6:30 pm

• The Deals: $5 off cocktails/wine and $2 off beers.
• $5-$16 bites like its famous hummus, Spicy Feta, Fire Roasted Corn, and more.

Southerleigh Fine Food & Brewery

When: Monday – Friday, 2:00 pm – 5:00 pm Dine-In only

• The Deals: $1 Fried Chicken Wings, $6 Southerlite drafts, and $6 frozen cocktails.

Looking for zero-proof options? Check out our guide here.

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