Surprise Date Challenge No. 1

Hey ya’ll! So my husband and I started a challenge, a Surprise Date Challenge. We usually struggle to decide where to go or what to do, or go on the same date – sushi and a movie.   We love our traditional date, but I wanted to change things up. That leads us here, to the beginning of the Surprise Date Challenge.

The challenge rules:

(We will use “the surprised” and the “date planner”)

  1. The date planner must not disclose any details of the date ( Some clues are fine. I chose no clues muahaha.)
  2. The date planner is to advise what ‘the surprised” should wear – don’t want to wear a dress to go hiking, right?
  3. The date planner and the surprised switch roles each month.

(Daniel drove everywhere, I just told him where to go. I still like to be chauffeured. Hehe.)

I was the one to start the challenge as the date planner.  Sometimes <cough-cough> my husband needs me to show him how things are done. I felt like I set the bar pretty high. You be the judge.

Our first stop

Vines on the Rocks Winery. We have driven past this vineyard millions of times (it is literally 5 minutes from our house) and have always wanted to stop.   I thought it would be the perfect place to start our date.


We did a wine tasting and it just so happened, they were offering a FREE glass of wine in honor of Fiesta! Viva Awesome!


I got a glass of sweet red wine and Daniel got the Tempranillo – which is one of their wines straight from the vineyard. The atmosphere was amazing and the people were even better. They made us feel right at home. We could’ve spent all evening there.  I can’t wait to go back. First stop was a success!

The second stop: 

Dinner at Burgerteca. It was a cute, casual and relaxed little place in Southtown of San Antonio, next to the San Antonio River. We started dinner with some drinks. Michelada for Daniel and a Sangria for me – one of the best I’ve had.


Then for our meal: Chile Con Queso Burger, Mexican Street Dog, Big Tex Crispy Dog and Queso Fundido Fries. I’ll leave the pictures so you can salivate.







And yes, it tasted as good as it looks. It was deliciosooooooo yummy. Hungry yet?


The last stop: 

Dessert at Steel City Pops. It was just a few blocks away from Burgerteca in South Town. Gourmet popsicles with a very industrial modern atmosphere.


Daniel tried the Lemon Creme and I got the Strawberry Shortcake dipped in white chocolate with drizzle of milk chocolate on top.

It was the perfect end to our date!

We had an amazing time and Daniel loved it. He had no idea what I had planned, which made it so fun! It’s not easy to make time for each other with two kids, but we’ve learned it is SO important!  I remember with Kapri, we didn’t go on a date until Kapri was one! (We did have to stop at Walmart after all the shenanigans though, had to get Ezra some bigger pajamas for his chub self – always living that parent life.)

Next month, it’s Daniel’s turn. He says he already has it all planned out (I’m pretty sure he’s freaking out trying to think how he’s going to top mine)…. I guess we shall see. Stay tuned for next month!

Are you ready to take the challenge?









5 thoughts on “Surprise Date Challenge No. 1

  1. I love this!!!!! And I love that I get to see this kiddo that I practically baby sat at times grow into such an awesome hubby and dad. You guys are the cutest ever !!!!

    Liked by 1 person

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