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I rode to Portugal 2 up (large me and tall mate on the back) and returned solo with luggage on a naked NtV650. Naked bikes really aren't that bad until you hit 100+Mph imo. #justsayin
3 hrs motorway ride + pillion = >500c + fairing
IMO there is no escaping this.
My gut says try and get a fast 125cc now to gain experience and use to practice for your test. To get a full license you'll have to ride a 500-600cc bike anyway.
Something like a CB500X could be a good shout. Easy to ride. Practical. Not too heavy. Can't remember what the wind protection was like though. Engine's not as smooth as something like a 600 Bandit, but imo it's an easier starter bike. Kawasaki ER6F also a good one to look at.
Just exercise caution, don't be a dick, and test ride everything you can.