Last years Big Trip was 8 months from Cyprus through Turkey, Eastern Europe to Nordkapp then down through Scandinavia into central Europe down to Morocco up through Western Europe to the UK then a few months in the UK getting visas and off to Mongolia Europe, Turkey, Georgia, Russia Kazakhstan, Uzbekistan, Kyrgyzstan Takikistan including the Pamir Highway at 4655m all over another 8 or 9 months. Total 50k miles travelled.
We used a rooftent, awnings, we wild camped on beaches, in woods and forests, in deserts, by lakes in mountains and on the Steppe. We occasionally stayed in campsites especially if wanting to meet other overlanders for info etc. We generally avoid big cities and if we are in big cities prefer to camp at Hostels where we can use the facilities but sleep in our tent in secure areas.
Our system works because we have routines. Bad weather as in rain is a pain but we can deal with it. High wind can make things a little bouncy in the tent.
I would not insult your intelligence to say every day is a dream life as like anything it has ups and downs. We prefer to interact with locals so our enforced "outside" style of living makes that easier and makes us more approachable.
Too often in the likes of Spain I see White Box Camper vans turn up and you only see the occupants when they plug in the electricity quickly followed by the sat tv dish whirring into position.