Hi Johno,
It helps to have an idea of where you want to go and what interests you, and also which holidays are within your budget.
If you're apprehensive about flying, choose a holiday in Europe so you won't have to fly for so long.
Money-wise, the Tours sound like good value as many meals and excursions are included (JY have been tempting me with the Tuscan ones recently).
It's my first time booking with JY, so I looked for max 8 day holidays as I wasn't sure what to expect. As great as it would be to go on a two-week, long-haul trip sometimes booking time off work can put a constraint on you too.
I hope you find something suitable, and go for it!