Painfully Hip International: New York-Reykjavik-Copenhagen-Berlin-Beyond…

Painfully Hip International: New York-Reykjavik-Copenhagen-Berlin-Beyond…

Yesssss. That’s right. I’ve caught the wanderlust again. We’ll just try and forget that this idea is way beyond my means, that i just spent the hottest months of the summer in the southern Arizona desert, and that I’ve been keeping nothing but my pet flies in my wallet… The itinerary is set, the fingers are crossed and I’m headed north at the coldest time of year to some of the chiliest and most stylish cities in the northern hemisphere.

My mission? To see how I, a Bona Fide Desert Child, will keep warm and functional but still, er, Painfully Hip, while traveling solo with nothing but a tiny backpack for awhile.

winter outfit

Something tells me that this little number just won’t cut it.
via “woodland creatures, plaid, houndstooth, zigzags and argyle” by Painfully Hip

I’ve come up with some janky schemes in my life, but this one’s a doozie.

So far I have a one-way ticket to Reykjavik and enough dough saved to get me to Copenhagen if I couchsurf. Inter-European travel is ridiculously cheap, so if everything goes as planned, I would like to chase the sun all the way through Spain and/or Italy to Marrakech and/or Athens. My return ticket will just have to wait. But I’m getting a little ahead of myself now, I need a plan. And I can’t let this muggy, monsoon-baited weather make getting stranded in Iceland sound like a good idea.

First things first.

  • Read the new eBook, The Wanderlust Workbook by Sarah of Yes and Yes, who just happens to be leaving on a well-planned, perfectly executed 9 month long journey across the opposite hemisphere departing on almost the exact same moment as my janky one.
  • Seriously, this book rocks. If I didn’t pay heed to this delightful publication, I’m pretty sure I would have ended up in the fetal position in an shitty airport hotel in Copenhagen snotting into the phone at my mommy.

    Wanderlust Workbook Yes and Yes

  • Throw a Fashion Show and Benefit for Hope Animal Shelter on Aug 27th at Club Congress and schedule a million photo shoots (yes, I realize these won’t help with either problem, but at least they’ll keep me distracted)
  • Start a Wardrobe Consulting Business – will travel (duh)!
  • Get a Second Job (ooh Arizona, your minimum wage makes me saaaaad)
  • Put myself under house arrest till October
  • Lend my body to medical studies (thanks, Sarah!) or sell my plasma in spite of my irrational fear of needles
  • Ask you guys what your best travel tip / get rich quick scheme is.
  • GIVEAWAY: The TOP TWO TIPS in the comments on this post will get a FREE download and mp3 of Sarah’s gem-laden eBook, The Wanderlust Workbook (plus some extra feel-goodies!

11 comments to Painfully Hip International: New York-Reykjavik-Copenhagen-Berlin-Beyond…

  • So excited to see where the trip takes you!!!!
    I hope I get to see you when you stop by NY on the way to cooler climates!

  • carrie

    your trip sounds awesome! check out this website for work from home tips:

    also, babysitting, organizing, helping people pack to move, etc!

  • [...] This post was mentioned on Twitter by painfullyhip, painfullyhip. painfullyhip said: New blog post: Painfully Hip International: New York-Reykjavik-Copenhagen-Berlin-Beyond… [...]

  • OMG I am SO jealous of your trip. I’ve been wanderlusting it around the US for the past year and a half but haven’t had the nerve to make it over seas. I WILL be looking into that book, and if you see a good price on a plane ticket, drop me a line!


    Web design: It sounds harder than it is. You already blog, so have some know-how. is a site builder that will really make sites look slick and it’s easy to use.

    Offer to teach English: A lot of places are clamoring for native English speakers.

    BEST TRAVEL TIP: Program the airline’s customer service number into your cell phone. If there is a delay or a plane issue, it is faster to call the number than to wait your turn at the counter. Plus, they will speak English. :)

    Visit Caretaker Gazette: A newsletter (Yes, you pay for it. Yes, it’s worth it) that lists caretaking/housesitting opportunities all over the globe.

    Holy long comment Batman! Anyway. I stumbled upon your site a few days ago after falling onto a Enid Collins bag at a thrift shop and then fell in love with Fuco Ueda and decided I love your site. I’ll be linking it on my blog later :)


  • Reykjavik is not so cold as you would think!
    Nordic Travel Tips:
    I don’t know if it’s the same in Copenhagen as the cities in Sweden, but if you can find college campuses, they usually let you work a couple hours in a cafe in exchange for food.
    ALSO, food is very expensive here if you are bringing US currency. DO NOT EAT OUT AT RESTAURANTS unless you absolutely must. Get non-perishing food at a Coop grocery store, cheapest prices in Scandinavia!

    That being said, MAKE YOUR WAY NORTH! Just over the border of Copenhagen is Malmö, a very stylish city that will have many great photo ops.

  • Amber, that is great! I am excited for you!

    Get rich quick schemes:
    I haven’t done it, but I have a friend who sold her eggs and got rich (quick.)

    Look at gigs on craigslist! A lot are one-time jobs for various things. Also, sitting (both pets and babies.)

  • Loving the outfit! I want to recreate it!

    Easy Jet is a good cheap airline, much better than Ryanair (who only lets you bring 20 lbs in one bag!)

    Also, there is a new shoe called don’t forget the lyrics, and the promo has a blond girl who looks very much like you belting out melissa etheridge!

  • Money-making scheme(s):

    Buy super cheap clothing/accessories and then sell them at ridiculously inflated prices to scenester Americans on Etsy or Ebay. Vintage AND foreign? Puh-leeze. You could ask for a kidney and be rich in internal organs by Halloween.

    Can you totes go from one Forever 21 to another, making pretty window displays and folding sweaters?

    I like the English-teaching idea.

    I would look up blogs of expatriates (there’s a whole site dedicated to linking these) and try to drum up some contacts in your planned destinations, either for couch-surfing or job-getting.

    So jealous of your planned trip!

  • Even more challenging for budding fashionistas to have great style on a minimum wage budget, right? You have put together a most superb outfit, expertly tying together patterns and colors that I would have questioned, but everything works exquisitely!
    Sarade´s last [type] ..Yes- Your Majesty Necklace

  • Oh wow, I am so so jealous! Please post a lot from the road!

  • Just wanted to write that if you add pictures from Berlin then you can do that at the berlin pictures site.

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