I’m settled back in Chicago after my Scotland trip, but a piece of my heart is definitely still wandering through the Highlands. Here is the full breakdown of what truly made this trip unforgettable.
1. The People: A Masterclass in Kindness
The thing that hit me the hardest wasn’t a monument or a mountain—it was the people. In a world where we’re often glued to our phones, the Scots have mastered the art of the human connection.
Whether I was in a bustling city or a tiny village, there was constant eye contact and a genuine “hello” or “good morning” from everyone I passed. There’s a warmth there that’s infectious. I’ve been trying to bring that same energy back to my daily life here—smiling more, looking people in the eye, and slowing down to actually acknowledge the people around me. It turns out, “Highland Hospitality” is a real thing, and it’s something we could all use a little more of.

2. The Castles: History on Every Hill
You can’t go to Scotland without talking about the castles! 🏰
- Edinburgh Castle: It’s the undisputed icon. Sitting high on a volcanic rock (Castle Rock), it dominates the skyline. Walking the Royal Mile up to the gates feels like stepping straight into a movie set.
- Glasgow’s Architecture: While Edinburgh is the “fairytale,” Glasgow has this gritty, cool, “Hogwarts” vibe, especially around the University. It’s grand and gothic, but with a modern energy that makes it feel alive.
3. The History: Standing on Holy Ground at Culloden
One of the most moving parts of the trip was visiting Culloden Battlefield. This is where the 1745 Jacobite Rising came to a tragic end—the final clash between the Highland Clans and the British Government forces.
Standing on that moor, you can feel the weight of the history. It’s a somber, beautiful place that tells the story of the clans who fought for their way of life. If you’re a fan of Outlander, seeing the clan stones is incredibly powerful, but even without the TV connection, the history of the battlefield is something every visitor should experience. It’s a reminder of how deeply the past is woven into the Scottish landscape.
4. Towns & Scenery: The Magic of Portree & Skye
If I had to pick one place that looked exactly like a postcard, it’s Portree on the Isle of Skye. The harbor is lined with bright, candy-colored houses that pop against the deep blue water. It’s the perfect home base for exploring the rest of the island.
The scenery on Skye is truly otherworldly. From the jagged cliffs of the Quiraing to the “Old Man of Storr,” every turn in the road reveals a view more stunning than the last. It’s the kind of place where you’ll see rain clouds, bright sun, and a rainbow all in the span of five minutes—which brings me back to my #1 travel tip…

Remember to pack like an onion! The weather in Scotland is unpredictable, but if you have your layers ready, you can handle anything the Highlands throw at you.
Whether you want to trek through the battlefields or sip whisky in a colorful harbor town, I’d love to help you plan your perfect Scottish escape.
