The Poet Robert Frost wrote what is now a famous poem - The Road Not Taken and since you have had other poems written exploring similar themes and even a book written about making choices in life.
I have been fortunate to travel more than most and I have always tried to get off the beaten path and see places and things that most "tourist" don't. You'd be surprised what you can discover if you allow yourself the freedom to explore. Guidebooks and online searches are great to get an idea but don'