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Amsterdam, Cologne, Florence, Rome in May - Itinerary Suggestions?

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We are taking a 2-week trip to Europe for our 10th anniversary. Age 30 and 31, we are interested in art, food, wine, architecture and nature/natural landscape beauty... Not on a shoestring but definitely budget-conscious. We've been putting money aside for this trip for about 4.5 years, so it's kind of a big deal for us. It is my first trip to Europe, but he is familiar with Koln having stayed there a few months during college, and has visited Amsterdam and passed through Rome for a flight back home.

Just bought our plane tickets for Austin, TX to Amsterdam on May 3rd, and out of Rome to Austin on May 18th. After spending a couple days in Amsterdam, we'll be staying with a friend in Dusseldorf for day trips into Koln, or may just stay in Koln if it looks too inconvenient. From Koln, besides seeing the Dome, we want to ride a boat down the Rhine and maybe visit Aachen as well. I am leaving more of the planning of the first half of the trip to my sig. other but would still be glad to hear suggestions.

The only other thing we have nailed down is that we plan to fly from Koln to Pisa on Weds May 11 but haven't bought those tix yet. From Pisa the plan may be to spend the afternoon there and see the main sights before taking a train into Florence.

Since neither of us have ever been to Florence we will of course want to see the Uffizi, David, the Duomo, maybe Pitti palace.

We don't want to spend all of our time in tourist traps, though. It would be great to see some of Tuscany such as San Gimignano, Cortona,Siena, or Orvieto. I realize that having Weds night, Thurs, Fri and part of Saturday with Florence as home base, doesn't allow us to visit every town in the Chianti region while traveling by bus or train. But we are really interested in the wine culture as well as the history of this region, so maybe a day trip. I would love some suggestions as to how our time would be best spent.

Originally we had planned to just stay around Tuscany, but looking at our options for flights home, I started thinking that flying out of Rome looked best. Also I have been taking an Italian language class geared towards travelers, so having slide shows of Rome in my face twice a week didn't help matters! So now the trip has to include a train to Rome , probably either on Saturday evening or Sunday morning. If this incorporated a stop or even overnight stay in Cortona or Orvieto, that could count as our excursion into Tuscany...

I know that Rome deserves more than 2 or 3 days (flight leaves Weds. AM) but my traveling companion has put his foot down that our next trip has to be somewhere like India (which is great, but I wonder when & if I'll ever get to go back to Italy) so it is going to have to be a little bit of a greatest hits tour (i know, i know...). Obviously that includes: the Pantheon, Forum, Colosseum, Piazza Navona, Trevi Fountain and hopefully there is time for Vatican, though do you folks think we'll get enough art in Florence that if something had to be sacrificed, we could do without the Borghese Gallery? We are healthy and energetic, but also want to be able to just chill and relax on our vacation (at some point!)

Is this completely crazy, or do-able?

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