How To Dress For A Trip To Hawaii + What To Pack


If you didn’t read my last post about “Operation Live Life”, you’ll probably want to. Why because as part of my operation I am taking a long overdue vacation to Maui!! It has been my dream to go to Hawaii and now it is finally happening. Insert happy dance here.

Now you all should know me well enough to know that ANY occasion is an excuse for a new outfit/ new wardrobe. So the second after I booked my flight, I started assessing what I already have and what I need.

You see I am not a summer girl. I wear leather pants in June just for the fuck of it. I haven’t put on a bathing suit in years, I own two pairs of shorts (one of which is leather), and the term “easy summer dress” doesn’t exist in my closet.

I clearly had work to do.


I started by creating a packing list, and then it will be easy for me to check off what I have and then shop for the rest.

What To Pack:


  • Swimsuits (at least 2 – I will be bringing 5 because I’m extra)
  • Cover-ups
  • Shorts
  • Pair of long pants (for hiking)
  • Tank tops
  • Tee shirts
  • Light jacket
  • Cardigan
  • Summer dresses
  • Maxi skirt
  • Loose summer tops


  • Hats
  • Sunglasses
  • Necklaces
  • Bangles
  • Beach bag
  • Clutch
  • Purse


  • Sandals
  • Flip-flops
  • Walking/hiking shoes
  • Wedges


  • Makeup
  • Sunscreen
  • SPF lip balm
  • Bug spray
  • Razor


  • Kindle or book/magazine
  • Camera
  • Snacks what to pack for hawaii

Of course I haven’t left for my trip yet so hopefully I don’t notice I left something major off when I get there!

Now for the fun part, the outfit inspiration and some style rules to follow 🙂

Stay True To Your Style – Or Don’t!

I love it when my rules contradict themselves but this will make sense in a minute. One thing that really peels my potatoes is when people feel they HAVE to go all boho because they are vacationing. You can absolutely still stay true to your own personal style while being beach ready.

However, if you’ve always wanted to be boho for minute – use this vacation to have fun and experiment with your style. Why not?

tumblr_mghpurrUb01qbmyi6o1_500Don’t Freak Out Too Hard

In this age of Insta-bragging we all want to look like a walking Pinterest board but remember that vacations are supposed to be about fun. So don’t freak out if you beach body isn’t perfect or if you don’t own that “it” pair of sunglasses. Just chillax, boo!15b498aa92dfa704de49381c62fdb24f

Get Inspired

Look at magazines, Pinterest, or even just do a Google image search to find looks you would like to recreate on your trip.


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