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Fashion Challenge: Wear a Floppy Sun Hat


Rumi Neely, Nicole Richie, Kim Kardashian and Jennifer Lopez in floppy sun hats
Rumi Neely, Nicole Richie, Kim Kardashian, and Jennifer Lopez all rocking sun hats.

Free at last! Free at last! Most of us are FINALLY finished with school for the semester, meaning summer break is finally here. In middle school, my favorite way to kick off the summer was to spend a day outside on a lawn chair with a lemonade and the latest Seventeen magazine in hand. Now that I’ve gotten older, I’ve upgraded to a margarita and iPad to read fashion blogs, but the concept remains the same: The summer is ahead, so it’s time to celebrate!

And what better way to celebrate summer than by dressing for the sun? Always around but now rising in popularity thanks the the comeback of ’70s fashion, those floppy sun hats you’ve seen on celebrities are hotter than ever. Once reserved just for the beach, these babies now are popular to wear with casual outfits, too. Not only do these hats look super chic, but they will protect your beautiful face from harmful sun rays and keep you cool!

Ready to take on the challenge? Read on for a little inspiration!

Tips and Tricks for Rocking a Sun Hat

  • You can pick up these hats almost anywhere now — even at Forever 21 or Wet Seal! However, if it’s an accessory you will wear over and over again, it might be worth investing in a more expensive one from Banana Republic or J. Crew, as the cheaper versions tend to lose their shape after you wear them a few times.
  • These hats have a major retro vibe to them — they will go great with bell bottoms, high waisted shorts or skirts, clogs, anything crocheted, and of course huge pairs of sunnies!
  • These also work great as a bohemian accessory. Try wearing one with a peasant top, maxi skirt, or pair of fringed boots.
  • Try wearing a floppy sun hat with a summery dress. It’ll work with anything from a maxi dress, Sunday sundress, or a floaty beach cover-up.
  • Speaking of poolside cover-ups, these are ideal when sunbathing. Even the strongest sunscreen can leave your face under-protected. Combat harmful UV rays by rocking a floppy hat to shield your most delicate skin from the sun.
  • Having a lazy day? Wear a sun hat to cover up greasy roots. Your hat’s natural texture will look great underneath!
  • These hats really look great with anything, so don’t be afraid to try one out. Check out how chic Kim Kardashian and Nicole Richie look in the photos above!

Outfit Inspiration

How to wear a sun hat - outfit 1
Shirt, Shorts, Sunnies, Shoes, Hat, Necklace

A vintage-inspired outfit like this is the perfect way to rock a floppy sun hat! Tuck a striped shirt into a pair of high-waisted shorts, and add a cute necklace and quirky pair of sandals. Finish your look with a floppy sun hat (or course) and a retro pair of sunglasses.

How to wear a sun hat - outfit 2
Dress, Swimsuit, Sandals, Hat

As mentioned before, these hats are absolutely perfect for a day at the beach or pool. A floppy hat will look super chic with anything, but try it out with a flowy dress for a taste of the Caribbean. Finish with a pair of sandals.

CF Reader Looks

Hannah Bugman-Winona State University


I picked up this hat last summer and wore it constantly. As you can see, I’m very pale and thus prone to burning, and I’m terrified of sun damage! So this was a practical choice for me, as well as a fashion-forward one. I put together the rest of my outfit following my usual style of comfortable neo-hippie. My mom wanted to steal my hat after seeing my pictures!

Want to see more of Hannah’s incredible style? Check out her blog here!

Kristie-University of Michigan


It’s an outfit created for a vacation – the location of the photo is Universal Studios, Singapore. It was a hot and sunny day, so the floppy sun hat is perfect!

For more of Kristie’s sweet style, check out her blog here!

Rocked the Challenge? Want Some Traffic on Your Blog? Send Us Photos!

If you wore a floppy sun hat this week, take a couple snapshots and send them to fashionchallenge AT along with your name, school, a quick explanation of why you chose your look, and the URL of your blog if you have one. We’ll feature photos here to inspire other lovely CF ladies!

What Do You Think?

Have you been rocking this look for a while, or are you new to the sun hat bandwagon? Where did you get yours? What do you like to wear it with? Leave us a comment and tell us what you think about this trend!

Posted on on May 19, 2011 / Filed Under: Fashion Tips / Tags: , , , , , ,

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18 Responses to “Fashion Challenge: Wear a Floppy Sun Hat”

  1. 1
    May 19th, 2011 at 9:21 am

    already did in our neck of the woods. mighty proud, hehehe ;D

  2. 2
    May 19th, 2011 at 9:29 am

    I like the looks, but I think I’d be annoyed by the hat after 5 minutes :D

  3. 3
    May 19th, 2011 at 9:36 am

    I’m always meaning to try this, but lose my nerve every time.

  4. 4
    May 19th, 2011 at 10:00 am

    I’ve wanted to try this look for a while now, but its a bit overwhelming as to, how do you make it look right?

  5. 5
    May 19th, 2011 at 10:46 am

    But what if u have really short hair. I personally think it looks good on longer to medium hair length. So I won’t be trying this trend

  6. 6
    May 19th, 2011 at 12:34 pm

    i wear one all the time. it’s worth it for the anti-aging benefit of keeping your face out of the sun and at a recent beach wedding i got tons of complements on it!

    i got the steve madden one from macy’s and it started falling apart after like 3 uses. i wish i would have gotten a slightly cheaper one from pac sun or target.

  7. 7
    May 19th, 2011 at 12:56 pm

    I got one from the dollar store last year after I decided to make more of an effort to protect my skin. It’s been beat up quite a bit but it still looks alright. I kind of like it better now that it looks a little weathered.

    My only problem with it is that the wide brim means it’s very easy for the wind to blow it away, which is annoying. At the same time, I don’t want to put some stupid elastic chin strap on it either…

  8. 8
    May 19th, 2011 at 4:10 pm

    I honestly can’t see how I would wear this without looking like a crazy cat lady!

  9. 9
    May 19th, 2011 at 6:13 pm

    I got a floppy hat last year but I’ve rarely worn it because I don’t know how. Thanks for this post!

  10. 10
    May 20th, 2011 at 1:03 am

    Hey! I love this look, but I wanted everyone to know that instead of paying $25 for the necklace I just saw a ring that looks exactly like that at Target. Then just put it through a chain and you’ve got yourself a necklace for cheaper! I can’t find it on the website, but I *for sure* saw something exactly like it 2 days ago in the store.

  11. 11
    May 20th, 2011 at 1:34 am

    I’ve always wanted to give the floppy hat a try. I think if worn right, it has the potential to look super chic. Unfortunately, in my neck of the woods (Arizona), it just a seems a little over the top.

  12. 12
    May 20th, 2011 at 6:21 am

    So… I’m just wondering what happens if you have to go indoors while wearing a floppy hat? If you take it off your hair’ll be all messed up and you’d have this giant thing on your hands that you can’t really stuff anywhere into your bag… I live somewhere real sunny all the time so it’s impossible for me to stay outdoors without ducking into some malls to get some decent aircon, but you’d kinda look weird right?

  13. 13
    June 18th, 2013 at 4:00 pm

    I totally agree with the person who said they aren’t great if you have short hair. They look really cool if you’re young and have long hair. A bit older with shorter hair…not so much! :-)

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