My favorite planning effort was when DH picked up DD in Cadiz, Spain and they traveled all the way up the coast to Barcelona. I found hotels, restaurants, and activities (flamenco show, horseback riding on the beach, etc.). The only bust was the ferry to Morocco - as soon as they got off the boat, they were creeped out by the crowds and pushy people, so they took the next ferry back! Oh, well, can’t win 'em all. Everything else went great.