I always knew I wanted to propose to Kaitlyn on a trip but picking where was a tough decision. After lots of back & forth, I finally decided on Charleston, which is somewhere we always talked about visiting. I had an idea of how I wanted things to go but given I’ve never been to Charleston (or proposed) before, I knew I needed help to make it happen. I reached out to a local engagement planner in the area and she helped create my vision.

Once I had the plan, I asked Kaitlyn to go to Charleston to celebrate her birthday. We were so excited to finally be visiting somewhere we had talked about for so long! I planned the proposal on our first day because I knew it would be all I would think about. I had the proposal set up in Hampton Park which has beautiful scenery.

On the afternoon of the proposal, I told Kaitlyn I had a special date planned. While in the Uber on the way to the park, the driver started questioning why we were dressed so nicely. Kaitlyn was already questioning what our date was and our driver wasn’t helping my plan to keep it a surprise. At this point I’m starting to panic because I didn't want Kaitlyn to catch on (which she’s good at doing). He finally drops us off and my nerves set in. Our Uber driver now had Kaitlyn questioning why we were dressed so nicely at a park! I remember telling her just go with it and she’ll understand soon. As Kaitlyn and I approached the proposal setup, the adrenaline started to take over. I had an entire speech planned but everything went out the window. All I could ask in the moment was, “will you marry me?". Thankfully she did not leave me in suspense and said “YES!” right away, making me the luckiest guy on Earth. As soon as I got up from my knee, we got a standing ovation from people in the park. I really could not have asked for a better trip or outcome to the proposal. It is a time I'll look back on with the biggest smile for the rest of my life.

Travel

AC Hotel by Marriott Dallas Frisco

Hampton Inn & Suites Dallas/Frisco North-Fieldhouse USA