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Visiting Mostar, Bosnia and Kotor, Montenegro from Croatia

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We will be in Split and would like to visit both Mostar in Bosnia and then go to Dubrovnik and visit Kotor in Montenegro from there. Obviously day trips/tours are an option, but Ideally I would like to overnight in both Mostar and Kotor (or another town nearby).

How is the driving to both of these places ( in terms of difficulty and safety) if we hire a car?
Is it feasible to drive from Split to Mostar, then to Dubrovnik?

If we stay in the Kotor area, what would be a good base given we don't need beaches, but are interested in scenic towns and views, and would like to see views of Sveti Stefan - not visit there.
Would be grateful for input from those who have done this.

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