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When you read this, I’ll be on a plane to Hawaii (fingers crossed for no delays) for 10 days. Woe is me. Just kidding, I’m pumped. I travel a decent amount for work and personal, so I’ve spent a lot of time trying to craft the perfect travel outfit. A travel uniform, dare I say?

Unless I’m having an in-person business meeting on the plane or heading straight to a work function from the airport, I refuse to get dressed up (in a traditional sense) for my flight. With that said, I also refuse to wear pajamas or look like a total hot mess. And that’s how we got here, to this little number in which I’m casually posing below.

Travel Outfit Travel Outfit Travel Outfit

As a standard rule of thumb, I travel in my classiest jeggings, athleisure tshirts/sweatshirts, some sort of sneaker or flat and my carry-on luggage combo. Since we’re headed to Hawaii this trip, I’m traveling in my hawt water shoes.

Ever since I traveled through Europe for two weeks this summer with just a carry-on suitcase and a backpack, I’ve committed to never bringing more with me again. It’s liberating to not be weighed down (literally) by bags when you’re running through the airport or trying to find your AirBnB. Plus, you don’t have to worry about airlines losing your baggage. I just stuff my purse into my backpack when going through security so I don’t get yelled at for having more than two bags. #rulebreaker

Sweatshirt CitySports (similar) | tshirt Gap | Jeggings Target | Sneakers Teva

Crossbody Lo&Sons | Backpack Kipling | Suitcase Eagle Creek


Tell me: What’s your go-to travel outfit?

36 Comments on My Travel Outfit: to Hawaii

  1. Erica Thomas
    December 31, 2015 at 1:52 pm (7 years ago)

    Hawaii!!? Awesome, have a blast. I agree, I don’t like to dress up but I don’t want to look like I’m wearing pajamas either! hah! I like your look. My favorite is jeans and a comfy shirt too.

    • Kristin Bassett
      January 1, 2016 at 5:56 pm (7 years ago)

      When I see people in heels, suits, etc on the plane, I just feel sorry for them, ha! Thanks, and happy new year, Erica ๐Ÿ™‚

  2. Destany
    January 4, 2016 at 5:10 pm (6 years ago)

    I went to Hawaii 20 years ago! Sheesh I’m old ๐Ÿ™‚

    • Kristin Bassett
      January 12, 2016 at 9:06 pm (6 years ago)

      Where in Hawaii did you go?

      • Destany
        January 13, 2016 at 1:00 am (6 years ago)

        We went to Kauai island in 1995. It had been hit by a hurricane and was in the process of being rebuilt at the time. It was still pretty!

    • Kristin Bassett
      January 12, 2016 at 9:06 pm (6 years ago)

      Where in Hawaii did you go?

  3. Shipra Taneja
    January 4, 2016 at 6:31 pm (6 years ago)

    You look so comfortable and adorable!! <3

    • Kristin Bassett
      January 12, 2016 at 9:06 pm (6 years ago)

      Thanks so much, Shipra!

    • Kristin Bassett
      January 12, 2016 at 9:06 pm (6 years ago)

      Thanks so much, Shipra!

  4. Heather
    January 4, 2016 at 7:49 pm (6 years ago)

    You are too cute, love that sweater. Great travel tips, I see people traveling with 5 bags and I am like poor souls heheh

    • Kristin Bassett
      January 12, 2016 at 9:06 pm (6 years ago)

      Flying is stressful enough without having to drag around all of those bags! Consolidate, people!

    • Kristin Bassett
      January 12, 2016 at 9:06 pm (6 years ago)

      Flying is stressful enough without having to drag around all of those bags! Consolidate, people!

  5. Allison @neversaydiebeauty
    January 4, 2016 at 10:16 pm (6 years ago)

    Great travel outfit especially for such a long flight. We’re considering going to Hawaii, so I’ll be eager to hear about your trip. Enjoy!

    • Kristin Bassett
      January 12, 2016 at 9:07 pm (6 years ago)

      Hi Allison – we had an amazing time on the Big Island (recap to come, obviously)! Which island are you considering?

    • Kristin Bassett
      January 12, 2016 at 9:07 pm (6 years ago)

      Hi Allison – we had an amazing time on the Big Island (recap to come, obviously)! Which island are you considering?

  6. Erika
    January 4, 2016 at 10:51 pm (6 years ago)

    Cute and comfy!

  7. all_the_words025
    January 5, 2016 at 12:33 am (6 years ago)

    Hope your trip is amazing! Traveling comfy-cute is totally the way to go.

    • Kristin Bassett
      January 12, 2016 at 9:07 pm (6 years ago)

      It was such a fun trip, thanks you ๐Ÿ™‚

    • Kristin Bassett
      January 12, 2016 at 9:07 pm (6 years ago)

      It was such a fun trip, thanks you ๐Ÿ™‚

  8. Collective Beauty
    January 5, 2016 at 1:51 am (6 years ago)

    Enjoy your Hawaiian getaway!!

    • Kristin Bassett
      January 12, 2016 at 9:05 pm (6 years ago)

      It was a blast, thanks!

    • Kristin Bassett
      January 12, 2016 at 9:05 pm (6 years ago)

      It was a blast, thanks!

  9. marciaf
    January 5, 2016 at 2:47 am (6 years ago)

    I wear similar clothes when traveling. I like being comfortable but I don’t want to be a slob.

    • Kristin Bassett
      January 12, 2016 at 9:05 pm (6 years ago)

      I’m right their with you. I can’t bring myself to travel in sweatpants or pajamas.

  10. Lisa Marie Heath
    January 5, 2016 at 3:52 am (6 years ago)

    You look adorable!

    • Kristin Bassett
      January 12, 2016 at 9:05 pm (6 years ago)

      Thank you, Lisa!

    • Kristin Bassett
      January 12, 2016 at 9:05 pm (6 years ago)

      Thank you, Lisa!

  11. CosmetopiaDigest.com
    January 5, 2016 at 4:57 am (6 years ago)

    I stick to comfy clothes while travelling as well. Enjoy your trip!

    • Kristin Bassett
      January 12, 2016 at 9:05 pm (6 years ago)

      Thanks – our trip was a blast. It’s easy to mix comfy with cute, but it seems like a lot of airline passengers don’t get our memo ๐Ÿ˜‰

  12. Lola Seicento
    January 5, 2016 at 8:15 pm (6 years ago)

    Such a super cute outfit! You look fantastic!

    • Kristin Bassett
      January 12, 2016 at 9:04 pm (6 years ago)

      Thanks so much, Lola!

  13. Norah Salazar
    January 11, 2016 at 1:59 am (6 years ago)

    I really liked your outfit, looks very nice for travel

  14. Kaitlin
    May 2, 2016 at 6:23 pm (6 years ago)

    KB–I purchased your luggage and I got jeggings for the plane ride. I’ll be channeling you on Friday. ๐Ÿ™‚