This trip, I resigned myself to only packing ONE carry on backpack and my Travelon shoulder bag. The caveat being, Ryanair has very small/strict carry on luggage requirements. I will most likely have to be able to stow my full shoulder bag in the back pack.
What I brought:
2 pairs of boots. Not pictured are the leather ballet flats I'll be wearing on the plane/ in the airport.
1 Neck Pillow: This one has a snap on it so I can attach it to my bag.
1 Medium weight jacket. Its going to be between 60-70 during our trip, I might even nix it and bring a lighter sweater instead.
1 Big scarf/shawl. The big scarf can double as a blanket on the airplanes/trains we'll be taking,
1 black hat
2 Pairs of jeans
1 Pair PJ's (pants and shirt)
1 pair comfy yoga pants for plane
5 tops (easily color coordinated)
1 black cardigan
10 pairs Underwear (packed in small packing cube)
10 pairs Socks (tucked into the boots to save space)
1 Make up bag
I can even fit a few souvenirs and my purse in here if need be.
The only thing I can't seem to decide on now is if I should risk taking my Nikon DSLR with me.
One one hand, really nice photos are my favorite travel memento...on the other...Italy is notoriously crawling with roma and pick pockets.
Folder with hard copies of everything from bookings, tickets, copies of passports scans in case they get stolen, and all reservations and directions if need be.
1 TSA approved quart size liquids bag.
An eye mask to block light. I hear that your eyes are the biggest culprit for jet lag. Block the light and it'll be easier to adjust your circadian rhythm when you get to your destination. That's what Pinterest told me anyway, I'll report back on if it's bullshit or not.
Favorite Perfume. I just picked up the "My Burberry" scent at sephora and holy crow is it lovely. Stale airplane air isn't my favorite, so this definitely beats smelling icky.
Ear buds. I don't have room for the huge fancy BOSE headphones.
Sephora eye mask. (the pink package) Airplane air dries your skin out like crazy. Slip this on under your eye mask while you sleep and hydrate that sensitive eye skin.
ID and multiple cards. I don't plan on bringing my passport out to the bars in the EU, so I'm bringing my driver's license or the photo copy of my passport in the event we'll need ID.
Eagle creek silk bra sleeve. (the pale pink square above my glasses) Holds cash and multiple cards. Easily attaches to bra or underwear. I like that it's concealable.
Glasses, Phone, Deodorant
Moleskin (the skin colored squares under my glasses) This stuff helps your toes keep from getting blistered if you do a lot of walking. Just cut a piece to your desired size and it sticks to your toes like magic. I use it between my pinky toe and it really helps prevent pinching. Got mine at Rite Aid for about $4.
Passport, charger, ear plugs
Downy wrinkle releaser: because it's nice not to look like a hobo in Europe.
PENS. You need to bring pens to fill out the customs forms on the plane. This will save you loads of time because almost nobody remembers to bring them so everyone uses the ones at the immigration gate, resulting in very long lines to get into the country. Be smart, bring a pen and then waltz right past the seething idiots who forgot theirs.
International converter for your electronics. I posted about this last week. Get one.