San Antonio Date Night: River Walk Dinner, Late Movie (10:30pm) & After-Bar

Viewed by 132 travelers

Day 1: Date Night

San Antonio, USA on November 20, 2025

9:00am

Breakfast — The Guenther House

Classic breakfast in a historic riverside setting in the King William district; try the pancakes or huevos rancheros. (Typical hours: opens ~9:00am; confirm hours before you go.)
USD12, 1h0m

12:30pm

Lunch — Mi Tierra (Market Square)

Iconic, festive Tex‑Mex and bakery open late/24/7 historically — great for a casual midday tamale or enchiladas and to soak up Mexican Market Square energy. (Many locations are 24/7 or open late; call to confirm.)
USD20, 1h0m

5:15pm

River Walk Stroll

Begin the evening with a 30–45 minute stroll along the River Walk near downtown; it sets a romantic tone and keeps you close to dinner and the theater. (Outdoor public space; open 24/7.)
USD0, 0h45m

6:00pm

Dinner — Boudro's on the Riverwalk

A popular riverfront bistro serving Texas‑Bistro cuisine (great for date-night seafood and steaks); riverfront seating is atmospheric — try the tableside guacamole and prickly pear margarita. (Typical dinner hours to ~9:30–10:00pm — confirm reservation and closing time.)
USD45, 1h45m

8:00pm

Optional River Boat / Short Walk to La Villita

If time allows, take a short 30–40 minute river boat tour (some operators run evening cruises until ~9pm) or stroll La Villita for art and riverside views; check specific boat schedules and availability.
USD12, 0h40m

8:50pm

Pre-movie Cocktail — The Esquire Tavern

Historic long wooden bar on the River Walk with classic cocktails and a relaxed vibe; perfect for a 45–60 minute pre-movie drink — typically open late (often until 2:00am), but verify current hours.
USD12, 1h0m

10:15pm

Walk to Theater / Arrive for Movie

Head to your theater (example: Alamo Drafthouse Houston St. is a short walk from the River Walk) and arrive ~15 minutes before the 10:30pm show to get seats and concessions. (Ticket price and exact theater location vary; check your theater's address and line-up.)
USD15, 0h15m

10:30pm

Movie — Late Show

Enjoy the 10:30pm screening; late shows are ideal for a date-night finale and typically run 2 hours—verify runtime so you know when the film ends.
USD15, 2h0m

12:45am

Post-movie Bar — The Esquire Tavern (or Hotel Emma's Sternewirth / Paramour Rooftop)

Return for a nightcap at The Esquire (often open late), or if you prefer a different vibe try Sternewirth at Hotel Emma for craft cocktails or Paramour rooftop for city views — verify late-night hours (many River Walk bars stay open until 1–2am).
USD12, 1h30m

2:15am

Late-night Snack / Walk Back

Grab a late-night pastry or tacos if places are open (Mi Tierra historically open 24/7), or take a quiet walk along the lit River Walk back to your car or hotel.
USD8, 0h30m
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