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3 months - to plan or not to plan?

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My husband and I are wanting to travel for 12-14 weeks in Europe, July - Oct 2016. We are both going to be 36 then, and are not sure whether we are best to book our flights/trains, and accommodation, in advance, or wing it while we're there. We're locked into La Tomatina in Valencia in August, and Oktoberfest (will always have a little party-animal in our souls!) in Munich in September, and are wanting to visit: Paris, Prague, Dublin, London, Split or Athens, Budapest, Rome, Amsterdam, Monaco. Everything else in between is a nice-to-have, not a must-see. Would you recommend planning and pre-booking, or just landing in Dublin, and winging our way around?

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