What Should I Wear on My NY/Paris/Iceland Honeymoon?

So I thought you might need a break from the cunty bridesmaid emails and I need help figuring out what I'm going to wear to my October honeymoon. We've got a week in Paris, four days in Iceland, and 3 days in NYC. I'm most worried about getting weather appropriate shit for all three, AND being able to fit in all in carry-on.

Any suggestions for a girl who likes dresses, Mad Men, and Miles Davis?

-M

Since I've never been to Iceland (DAMMIT), and have spent but a meager five hours in Paris, I brought in a few experts....

Packing, Paris from Amanda

What my closet lacks in creative abundance it makes up for in aesthetic coherence; my clothing excels at presenting itself as a united front. This is exceedingly helpful when it comes to travel, and translates beautifully to packing for anything more complicated than a weekend away. Fear not thy carry-on, dear lady—I had four weeks in Paris plus two in the U.K. two autumns ago and fit everything into a single, small suitcase. Very generally, on packing and Paris:

1. For weathering variances in cities and skies, pack layers wot love one another. They’ll fold down and play an elegant Tetris in bags and on persons, in weather better, weather worse.

2. A beautiful, interesting jacket will get you through most of October in Paris and New York. I took a dark gray swing jacket with a good collar.

3. In the City of Light, avoid navy blue. I am wearing three—four!—shades of it as I write this, but in Paris it was my secret shame, and I jettisoned my navy coat in the face of mist and rain and the flu.

4. For foots: One pair of bitchin' boots, one pair of flats, and one pair of tennis shoes (Chucks or Bensimons). You don't need that second pair of boots, I promise. And buy Bensimons in Paris if you're going to buy them; the Bensimon store is a fantastic place.

5. Oscar Wilde’s grave and I are not going to tell you to pack red lipstick. We’re also not going to tell you not to.

6. On jazz: Buy lacy underthings when you aren’t busy filling your mouth beneath the city’s matching roofs. Jazzy unders are what Paris hums.

**

iceland from lauren

funny you should ask! i spent a (fantastic, life-altering) week in iceland in march, when the average temperatures (cool but relatively mild) and sunlit hours (9-10 per day) approximate what you'll be flying into in october. icelanders dress for comfort and amusement, and they have a high style IQ (albeit a weird one). M, kindly imagine that bjork has asked you along on a jewel heist and pack accordingly; you need close-fitting black (for stealth), your most commanding boots (for maneuverability), a bathing suit (for water landings), and ludicrous accessories (i repeat, bjork).

reykjavik's a small, walkable city, and you will be walking (and walking, and walking some more) in it. buy the dead sexiest, stealth-comfiest boots you can afford; you'll be able to put them to use on the paris and nyc legs of your honeymoon as well. i brought my gryson cornelias (via gilt) and wore them almost everywhere. you're going to the blue lagoon (not a suggestion; you ARE going there, preferably on the way to reykjavik from the airport), so you'll need swimwear appropriate for an extraterrestrial landscape (anything from VPL works). finish with a casually smashing day-to-night LBD to take you from museums to all-night bar crawls, a spirited trench, and mysterious jewelry. if captured, swallow these instructions.

**

New York from ME

You could wear this denim shirtdress for three days in a row and it would only get better with the accumulated grit. Perf with these killer Loeffler Randall wedges for cocktailing at The Jane and then taking a nighttime stroll on The Highline before the iron grates come down at 11pm. 

Note: A New York lady always carries a pair of flats in her handbag in case her wedges get too tipsy on the subway ride home.

cevd, who did the image layout for us, says she picked Sue London flats "because, well they are my perfect travel flats (they roll up in their own bag).... mine have been to iceland AND ny. if i had been to paris in the past 10 years, they would have been there as well."