Edinburgh is the obvious answer. If you’ve never been there you absolutely should stop in. Old town was amazing as a tourist, although it does get very touristy, but that was definitely a Scottish moment for me I had there. New town also had a ton of fun places to stop in, good food, and exploring.

We went to Stirling Castle, easy to get to by rail from there, and had a great tour.

We loved Scotland so much we’re going back in a few months, but this time farther north into the highlands, Inverness will be our main base. If anyone has suggestions around there I’d love to hear them! (And it’s already starting to sound like I need to go to the western side on another trip there someday…

I went to Inveraray a couple years ago, and really enjoyed it. There’s a place that rents out essentially entire apartments for about the same as a hotel room. Nice little town, with a lot of food options. Castle and hiking trail within walking distance. On the water. Just a great time all around.

Here’s a photo I took from the overlook at the end of the hiking trail. You can see the castle and town below.

There’s a lot of Scotland, and don’t underestimate driving times. Argyll is good, but can be rather wet any time of the year. Going around now you should be safe from the midgies. Recommend getting onto some of the islands too, and boat rides are always nice. Kerrera is a lovely little island just by Oban. It has a very atmospheric castle, though the teashop isn’t as good as it was so pack a lunch. If you like a dram, make a tour of some distilleries, each has it’s own character. Argyll has lots of archeology & standing stones if that’s your thing. There are loads of lumpy bits of you like walking too. Pretty much anywhere is good, tourist hotspot are ok, but try to get off the beaten track once in a while.

If you’re driving, and going onto country roads, please please please learn to reverse.

If you’re lucky you may get to spot some wild haggis, but they’re quite rare now. The farmed ones are cute but have a nasty bite so be careful.

Also don’t neglect the borders, loads of history.

It may not sound your thing, but consider geocaching… It takes you to some interesting out of the way places.

I visited and did a day trip bus tour that visited Loch Lomond, the kelpies (statue), and some ‘airy coos (hairy cows) which was a lot of fun. I hadn’t done a bus tour before but it was pleasant getting to see the scenery. Lomond had these cute little efficiency cabins available for rent and was not crowded if you’re interested in tiny house style accommodation. I also recommend the hike up to Arthur’s Peak if you’ll be in Edinburgh.

I took a hike up in to the Lost Valley in Glen Coe on the recommendation of a very drunk Scotsman at a nightclub in Edinburgh. It was the absolute highlight of my trip and I’m so glad I made it.

I spent some time in Cairmgorn a few years ago. It was quite beautiful in that cold, windswept Scottish way. It’s decently popular, but it’s big enough and far enough away from the major cities that I never ran into crowds.