There are SO many places that we want to go, but I think we've narrowed it down to eastern Europe - specifically Budapest, Vienna and Prague.
I think the trick to a successful (and relaxing) road trip is to not hit too many cities. By keeping it to just 3 cities over the course of 10 days, we get to spend 3 days or so in each place. These cities are also close enough together that we won't spend all of our time on the road, but far enough apart we'll get a taste of a new culture at each stop.
It's also important to note that there are some inevitable challenges that come with road trips, especially when in a foreign country! You must tlearn all the rules of the road in each country - they can be drastically different than what you're used to! This will take quite a bit of planning. It's advisable to do research and learn what is required to rent a car and what's needed to take said car and go across country lines.
Be prepared and bring plenty of snacks and you're sure to have a blast!
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