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Italian itinerary (w/ a splash of France), budget, train input requested

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My fiance has never been to Europe and I only have once on a school guided trip as a child. We are having a VERY hard time planning the trip (information overload). I signed on almost a year ago on here and still just get overwhelmed when I read all the forums so I apologize if I'm duplicating questions that have been answered.

We have 2 weeks and don't know if we are trying to cram in too much or have time for more. Could you please give me your thoughts on this itinerary? This is our honeymoon and would like a relaxing vacation as well as an opportunity to see the "big" sights . Also we have given varying opinions regarding budget for the trip. Since we are on a budget, our only real concern is to stay in places that are safe and clean. Ideally, we would not want to stay in a hostel due to possible communal sleeping quarters and any sort of curfew...and well, it's our honeymoon. We were wondering if $300 (US) a day is reasonable or not (total for the both of us). This would include travel between cities, hotel and food (not flight there and back). I have friends that live in Europe and they think my budget is high but a travel agent basically laughed me off the phone.

Here is what I think our realistic itinerary is and below I'll show a "dream" itinerary which I know is way too much but input is still appreciated if you think we can add anything from the 'dream' to make it reality.

How much time do we need to spend in each place to see the sights and leave? My philosophy is that I'd rather leave a location wishing I could stay just a little bit longer rather than stay too long wanting to get on to the next place.

REALISTIC:
1. Fly into Naples and go to Almafi Coast (Postiano) We would love to add Capri to this but don't know if it will be a rush?
2. Rome
3. Cinque Terre
4. Venice (we have heard so many mixed reviews on this one but I feel obligated to go)
5. Paris

DREAM (no budget, more time):
Naples to AC
Capri
Rome
Siena
Florence
Cinque Terre
Venice
Bellagio
Nice or Cannes
Paris (plus time spent at Versailles)

Also, I have been on the trenitalia website and do you think this is the best way to travel on a tight budget? I'm so sorry for all the questions. We are typically people that just get up and go to a location and figure it all out when we get there but I'm too afraid "budget wise" to do this.

Thanks in advance.

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