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2 weeks in Italy: Amalfi + central Italy? Please help edit my itinerary

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I could use more itinerary help for a September trip to Italy. Or possibly an intervention. Thanks to all who helped so far! It was originally going to be a June trip for our 30th anniversary but we've switched to late September and we have our plane tickets now. So progress has been made!

We have two weeks in Italy, arriving Monday September 24th from Seattle (after a few days w/ a friend in London so no jetlag in Italy) leaving the afternoon of Sunday, October 7th.

I’d planned 3 days in Tuscany, staying in Pienza, taking hikes and eating and drinking. Then roughly 5-6 days in Umbria and 5-6 days in the Marche – Urbino and Ascoli areas. I’d tracked down some great agriturismos and was about to book them…

But we live in western Washington and it’s been a seriously dark and wet winter here. My husband – who has never joined in on travel research before – was looking at places in Italy via google earth, saw photos of a place in Positano and he’d like to be in the sun to fend off the coming darkness of next winter. He’s a geologist and was most likely drawn to the cliffs. (He’s also tourist-crowd-phobic so I never thought he’d want to go to the Amalfi coast.) We’re now looking at 2 days in Naples and 3-4 days in Positano and…?

What he saw that he fell for is Rifugio degi Dei, above Positano (www.rifugiodeglidei.it) It’s near the coastal hike and the reviews are glowing. We would mostly hike, eat lunches out, watch the sun set while drinking wine and then have a light dinner in the apartment.

But after that?

We were considering the Gargano Peninsula and Puglia and like the idea of the heat and the food but I really love the landscape of central Italy and can’t quite let go of the idea of being there in early October.

Our current idea is this:

- 2 nights in Naples (I am VERY excited about Naples - the museums & food & general lively chaos). We'll fly to Naples from London.
- 3-4 nights above Positano. No car rental for this portion.
- 3 nights Pienza/Val d’Orcia. We’ll rent a car. I’d like to do at least 1 long walk and explore the area. We’ve been here before and I love this landscape. Considering Sant’Anna in Camprena (www.camprena.it) for the views/food but welcome other suggestions.
-2-3 nights at Force in le Marche, mostly because this agriturismo seemed to have exceptional views and food: www.ramuse.it. We'd explore the towns in the area.
- 1 -2 nights in Ascoli, staying near the square.

I’m tempted to shorten the time in either Positano or le Marche and spend time in Umbria. Our original plan was around a week in Umbria at an apartment w a sunset view.

I could really use your opinion on our itinerary. I want a mix of city and agriturismo w/ food. I will also be interested in the occasional great hike and seeing remarkable art (especially frescoes/paintings). DH loves road trips and would gladly circumnavigate all of Italy in two weeks. But we've done that. I'd rather stay longer in each place and do day trips so that I have time to hike and sketch. I'm trying to find the sweet spot between the two and probably need help editing something out.

What do you recommend?

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