If you’ve ever found yourself 20 tabs deep into travel blogs and TripAdvisor threads wondering why planning a “simple” trip feels like a second job—you’re not alone.

Here are five signs it might be time to let a pro take the reins.

I didn’t grow up thinking I’d run a travel business.

I wasn’t the kid who always dreamed of being an entrepreneur or had a clear-cut five-year plan. But I was always the person who lit up when talking about a trip — the one sending friends lists of must-try restaurants, carefully mapping out itineraries, finding joy in the details most people find overwhelming.

Over time, travel became more than just something I loved — it became a lens through which I saw the world. And slowly, it began to shape the course of my life.

You just got engaged (congrats!) and between choosing a venue, juggling guest lists, and answering non-stop questions from friends and family, someone drops the inevitable:

"So, where are you going on your honeymoon?"

Cue the blank stare.

Planning a honeymoon should feel exciting, right? But for most couples, it's just one more thing on a very long to-do list. And unlike the wedding, there's no blueprint. No Pinterest board can tell you what destination is right for you two.

That’s where a lot of couples get stuck.

When this couple reached out, they were just three months away from their ideal honeymoon dates. They had never been to Europe and had no idea where to start.

What they did know? That they wanted to see as much of Europe as possible in two weeks — and that they needed someone who could help them make it happen.

They had followed my past European travels and trusted that I could guide them.

Franschhoek is one of my favorite places in South Africa, a true gem nestled in the Cape Winelands. The magnificent views of vineyards against dramatic mountain backdrops never fail to amaze. Each wine farm offers its own unique charm and story, making every visit feel fresh and exciting. As one of South Africa’s oldest wine regions, Franschhoek’s history is rooted in the French Huguenots who brought their winemaking traditions here in the 1600s. It’s a place where beauty, culture and indulgence come together perfectly.

Barcelona was the first city I visited in Spain, and it quickly became one of my favorites in Europe. The food scene is incredible—every meal was memorable—and the architecture is stunning, with unique designs around every corner. Walking through the city, I was struck by its mix of modern energy and historic charm, all while being impressively clean and easy to navigate. It’s a place where you can enjoy amazing sights, great food, and a relaxed atmosphere all at once.