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Expert Fashion Advice Needed!!

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My husband and I had already planned a tour of Ireland for our anniversary when we found out that our nephew was getting married in southern Italy 2 weeks after our scheduled return. Rather than wasting the airfare, I planned a trip to France in-between the two.

We will be leaving for Ireland on June 5, flying to Paris on June 15, and then driving to Aix-en-Provence on the June 23. We will be in Cannes for a few days after that, then drive to Nice and catch a flight to Naples, and thence to the Amalfi Coast (We will arrive in Praiano on July 2.)

Although I have packed well for Europe many times in the past, I am stumped this time. I have a bad back and neck, and like to pack as lightly as possible.

In Ireland in early June, it could be cool and rainy. In Paris, I like to try and tone down the American look (light trench coat, scarves, etc.) In the south of France, it could be very hot. And the dress code for the wedding events is listed as "Amalfi Chic."

How can I pack wisely for all of these varying climates and events?

The shoes are the worst part. (I also have foot issues.)

So far, I'm thinking of taking:

trusty trenchcoat, small umbrella
lightweight jean jacket
black cardigan sweater
black and jean leggings
regular bootcut jeans and black skinny jeans
short jean skirt (regular, or white?)
another summer skirt
2 packable cool dresses (WHERE TO FIND??)
knit tops, ranging from summer sleeveless to long-sleeved tunics
colorful scarves and a pashmina
bathing suit and coverup that could be used as a sundress
yoga pants, top, and jacket
shorts or no shorts for Italy? Hoping for a day-trip to Pompeii
hat or cap

Now for shoes:
trusted pair of old lightweight calf-high flat boots with Dr. Scholl's inserts (for Ireland and Paris)
Nikes? Mephistos? Skechers? (Some kind of comfortable walking shoe)
ballet flats w rubber soles
Tom's?
flipflops
tiny heel for wedding, or dressy Cole-Haan wedge?
gold gladiator sandal for "Amalfi Chic"

I would GREATLY appreciate some good advice from some fashionistas who like to travel light!
Please don't say "take layers." I would love some very specific advice. (Designers, websites, etc.) Maybe I'm forgetting something crucial. Maybe I'm taking something I would never use. The wedding and events are bothering me, because most of the other attendees will be coming just to the wedding, so will have a whole suitcase dedicated only to "Amalfi Chic!" Does anyone know what that even means?

I want to be comfortable and look decent at the same time.

HELP PLEASE!

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