15 San Antonio Date Ideas for Trinity Students

There are so many date opportunities in and around San Antonio. If you are looking for engaging date ideas to get away from your routine, look no further than this list. College is a once in a lifetime experience with so many opportunities at our fingertips, often in a brand new city away from home. So, go out and make the most of the college experience by spending some of it getting to know your girlfriend or boyfriend better. 

From casual and low effort outings to ideas that require a bit more planning, these are some creative date ideas for every situation, schedule, and relationship stage in college. 

Get dinner at a food truck

This is a perfect way to grab a meal after a busy day and get off campus without the time commitment and expense of a sit-down restaurant. At the same time, an authentic food truck is better quality than fast-food. You can bring the food back to eat in a study room or find a picnic table outdoors if the weather is nice. One of our favorite places is Tacos El Regio on St. Mary’s Street.

Go for a hike

It’s always a good idea to get outside and be in nature, and a hike also presents a great opportunity to get to know each other as you talk while looking at scenic sights. Research city and state parks nearby to visit and experience the natural landscape of the region. Some recommendations include: Government Canyon State Park, San Antonio Missions State Park, and Denman Estate Park. There’s sure to be some great photo opportunities in these parks. 

Go Two-Steppin’

Go country dancing at a dancehall. Cowboys Dancehall plays the most popular new country songs and is just down the highway (it’s free if you get there before 8:30). Or, if you want a more authentic experience, plan a visit to the historic Gruene Hall or the famous Luckenbach, Texas for live music and a more laid-back atmosphere. It’s also the perfect occasion to get dressed up western-style. If you don’t know how to dance already, look into on-campus dance classes or clubs as a free way to learn how.

Go on a daytrip to Fredericksburg, Texas

Find a weekend when you’re both free and plan a trip to the historic German town of Fredericksburg located in the heart of Texas Hill Country. Spend the day trying the local cuisine, browsing the boutiques, and just exploring a new location. You can even visit Enchanted Rock State Park nearby. You’ll be sure to come back with incredible memories and photos of your adventure.

Go grocery shopping and cook a meal together 

Instead of going out to eat, plan and cook a meal together. Even going to the grocery store is exciting with someone you love. Make use of the communal dorm kitchen and follow a simple recipe. Creating and sharing food together is a true bonding experience. 

Go tubing on the San Marcos

Spending time on the water is an amazing way to get outdoors and change up your routine.  Rent innertubes and drift down the San Marcos River for a relaxing afternoon out on the water and under the sun. 

Get dinner at the Pearl and then go for a stroll on the Riverwalk

One of San Antonio’s best offerings is the Pearl, a revived historic brewery that’s now a center for dining and shopping. Get dinner at the food hall, which offers many different cuisines, and afterwards, buy ice cream and go for a stroll down the riverwalk. 

Go to brunch off campus

Often, we think of dining dates as just for dinner. For something new, on a Saturday morning, put on a pretty dress and go out to brunch with your date at a cute cafe or diner. Some great places to check out include Snooze Eatery, NOLA cafe, and Commonwealth.

Take a walk in a historic neighborhood

Find the historic neighborhoods in San Antonio for a walk to admire the mansions and upscale homes. Consider Monte Vista, Dignowity Hill, Tobin Hill, and Government Hill. Discuss the architecture and landscaping and pick out your favorite houses. What would it be like to live there?

Visit the botanic garden

Walk hand in hand amongst the beautiful flowers and plants of a botanic garden for a classically romantic date. Around Christmas time, the garden offers a lightshow every year, so be sure to check the garden out in wintertime, too.

Go to a play, concert, or talk on campus

Want to do something intellectual? Go to one of Trinity’s plays, musicals, or symphonies put on by the University’s own students. The University also has many guest speakers for different fields of study, so if one seems interesting, go together. Make use out of being in college and enjoy classical entertainment for free.

Go stargazing

Go stargazing with your significant other. Drive out past the city limits one evening, where the sky is clear and unpolluted from city lights. Pull over into a field or park to admire the stars. It’s a great time to ask each other thought-provoking questions, admire the constellations, and be amazed by the infinity of the universe.

Plan a picnic

Picnics are a timelessly romantic date idea. You get to share a meal outdoors, in nature, with someone you love. Plan and put together a meal that’s transportable, locate a picnic blanket, and find a pretty park to enjoy your picnic in. Other fun picnic ideas include listening to music, painting pictures, and petting dogs you see in the park.

Go thrifting 

Whether you need new clothes for an event or just in general, visit a thrift store and see if you can snag any finds. Create outfit ideas for each other just for fun. Buffalo Outlet is a good place to start and tends to have a good selection.

Visit the farmer’s market

A farmers’ market is always a great date idea. Visit the farmer’s market at the Pearl on Saturday or Sunday. It’s a great way to support local businesses while also enjoying quality produce and goods. Be sure to check out the Texas BBQ stand and the lemonade stand!

Closing thoughts

Dating in college is the perfect remedy to the busy school year. However, it’s all too easy to overlook creative ideas and opportunities. It’s crucial to take time off and make the time to spend one-on-one with your boyfriend or girlfriend. If all goes well, you’ll cherish memories from these first four years together for years to come. 

Going on a 50’s Date in San Antonio

Although people typically see a lot of the dating etiquette from the 1950s as “ridiculous”  and outdated, many of the customs used then can be adapted easily into 21st century dating. We may now scoff at the idea of only the man asking the woman out or getting parental approval for a first date (especially if you’re in college)—but a lot of the social norms surrounding dating in the 50s had great practical purpose, making them timeless.

Here are some ways you can incorporate ‘50s dating practices into your relationship (or future relationship—these are great for a first date!). While they may not work for every date you go on, having a ‘50s date every once and awhile is a fun way to shake up the monotony of just another night at your mainstay restaurant or coffee shop.

Preparing for the Date

An important part of dating in the 50s was communication and punctuality. It’s recommended that the man asks out the woman at least two days in advance, giving her plenty of time to prepare. This asking also should be done in person, with detail given about what the askee should expect of the date in terms of location and time. Of course, it is also completely okay for the woman to be the asker today, and in a long-term relationship it usually goes both ways.

Once the night of the date has arrived, the woman should be ready on time so the man can pick her up at her door. This means no parking in front of her dorm and sending her an “I’m here” text, but instead actually getting out of the car and walking all the way to her front door. It’s a personal touch that makes all the difference.

Where to Go

In the 1950s, the most common places to go on dates were cheap and fun and didn’t involve a terribly large amount of planning. This is great news, because a lot of popular places (such as ice-cream parlors, diners, parks and coffee shops)  are still accessible today. Here are some great recommendations in and around San Antonio, most of which cost under $25:  

1. The 410 Diner

This 1950’s style is exactly what you’re looking for if you want great food with a bit of vintage flair. It’s fairly inexpensive diner faire with fast service and nostalgic decor and music. Definitely not the healthiest place on earth, but worth it.

2. Japanese Tea Gardens

If you live in San Antonio and have never visited the Japanese Tea Gardens, you’re missing out. Located within walking distance from Trinity University and with free entry from dawn to dusk, it’s practically a broke college students’ dream date location. It’s a great place to go on walks with your boyfriend or girlfriend (possibly after a very filling meal at the diner?) and has beautiful flowers and greenery.

Photo by Maddie D’iorio.

3.  Pearl Market

There are a ton of things of all price points to do at the Pearl. Go shopping at the farmer’s market on a Sunday morning, grab dinner on Friday night, or just take a long walk on the stretch of the Riverwalk which is right below all of main thoroughfares. Events are always going on here, and you’ll never get bored with the Pearl’s endless street musicians, quirky shops, and delicious restaurants.

4. Stars and Stripes Drive-In Theatres

Although this location is not technically in San Antonio (it’s about a half hour drive away from Trinity), it’s definitely one of the most unique and fun places around. Stars and Stripes plays double features on three different screens, and concessions are available. Clear out your trunk and fill it with pillows and blankets.  Even though this option involves making the trek to New Braunfels, it’s an experience you won’t forget.

5. NOLA Brunch & Beignets

This location only works for early morning or afternoon dates, but is still a great option due to the walking distance from campus and the adorable atmosphere both inside and out. Treat your sweetie to some brunch on a cool weekend morning, or if you want to save a bit of money, go for just some coffee and delicious beignets.

6. Commonwealth Coffeehouse and Bakery

Commonwealth is another great morning or afternoon option, and serves great espresso drinks with flakey croissants. This is a great option for a fun between-classes date, or for something simple on a Saturday morning.

7. Amy’s Ice Creams

Amy’s is a staple, and is smack-dab in the middle of the Alamo Quarry, meaning shopping and dining options are bound. Prices are much more palatable than the oh-so-fancy Lick Ice Creams, but with better quality and more fun than just picking up a half gallon of Blue Bell at HEB (which is still an arguably awesome date, by the way).

Photo by Maddie D’iorio.

8. Slab Cinema

If you aren’t feeling like a drive in movie but still want something different than your typical movie theatre, check out Slab Cinema. They have outdoor movie showings at different locations around San Antonio, and nearly all of them are completely free! Nothing beats laying underneath the stars with the person you love, and adding a fun movie just makes it all the better.

9. Sorrento’s Italian Ristorante

An Italian restaurant is a classic date location and Sorrento’s is perfect for this. You know you’re in for a traditional Italian meal when the walls are decorated with old family photos, and what’s not to love about that?

10. Candlelight Wine & Coffeebar

Okay, I might be a little bit biased for this place because it was where I went on my first date with my boyfriend one year ago, and now it’s one of our favorite places. But—Candlelight truly is one of the best date places around. It’s within walking distance from campus, is open late, has a variety of food and drink and a romantic ambiance that is sure to please. Whether you’re in the mood for dinner or just a cup of tea, Candlelight has something for you.

Luke Ayers at Candlelight Wine & Coffeebar. Photo by Maddie D’iorio.

Things to Remember

The most important part about going on a ‘50s date isn’t the location or who picks whom up at the door, but instead the mindset. Put your phone away and let yourself enjoy your time with the person you’re with. Being whimsical and outside the box makes dating all the more fun, especially when it’s with someone you care about. Happy Valentine’s Day!