Jackson Wayne Handbag and Straw Hats

Happy April everyone! I just returned from Spring Break in South Walton Beach which was super relaxing but now it’ back to the regular grind. I wanted to share some of my favorite items I took with me to the beach that can also be worn in the city. Very versatile depending on how you style these pieces. So let’s get started!
I absolutely love this outfit. Seriously, everything I’m wearing in this post are all of my current favorite pieces and it’s all new with the exception of the scarf and the DVF wedges which I have owned for quite a while. They are just too good! And how amazing is this Zara dress?! For the longest time I have been a fan of jewelry brand Wanderlust & Co. Everything they sell is exactly my style and I was so happy to finally find a gold horn necklace, something I have searched for a very long time.
Now let’s talk about my hat. Isn’t this the cutest thing ever? It’s by Brooklyn Hat Co which you may remember from this post and this one. They are definitely one of my favorite hat companies and their new collection is so amazing! This straw hat is perfect for Summer but I wanted to put it together in a way so it can be worn off the beach and I think I nailed it! To see one of their hats on the beach keep scrolling. The pom-pom and trim detail is just so cute!
Even though this blog is called To Hell in a Handbag I just don’t seem to talk about them enough. Of course I love handbags but I have to truly come across a bag that is worth sharing with you guys and I recently found the cream of the crop when it comes to a company that makes premium leather handbags. If you haven’t yet heard of Jackson Wayne let me tell you. They use full grain leather in everything they make which is important because it’s the best you can get and it means it will last unlike most bags that say they are made of “genuine leather”. Plus, Jackson Wayne handbags are made so every single detail has a purpose. There are no extra bits or pieces just for looks. It’s just an amazing quality handbag made with the best leather out there, tanned to perfection and something your Grandparents would appreciate. Jackson Wayne also is kind enough to give the first 10 people to purchase a tote bag a free tin of their leather cream. Just put tohellinahandbag in the notes section of your order and I promise this is a handbag you will have and love forever. For more information on Jackson Wayne handbags check out their post on “What Makes a Quality Leather Bag“.
Jackson Wayne Stella and Dot Gemma Caftan I wanted to show you guys how versatile the Jackson Wayne handbag and Brooklyn Hat Co straw hats are. Sure, I am frolicking on the beach but this bag can be worn from beach to drinks and beyond. Same with this hat which also has pom-poms but it’s printed. Because of the print I paired it with a super cute kaftan by Stella & Dot. It’s also patterned but mixing prints is easy when the colors match like these do.
Nomadic State of Mind I also have to point out how cool these sandals are. They are by Nomadic State of Mind and they make handcrafted rope sandals. NSoM has so many different variations for men, women and kids and they come in a bunch of different colors. I definitely want to get a pair for each of my boys! They are seriously the cutest beach sandals!
So which outfit is your favorite? Obviously they are both different but have similarities in the hats and the Jackson Wayne handbag which you definitely need to check out!

Outfit 1: Zara dress, Jackson Wayne Tote Bag (c/o), Wanderlust & Co necklace, Brooklyn Hat Co Chakra straw hat, DVF wedges and Target sunglasses and scarf (similar)

Outfit 2: Stella & Dot Gemma kaftan, Jackson Wayne Tote Bag (c/o), Brooklyn Hat Co Safari Hat with Pom-Poms, 2 See Life Cat Eye Sunglasses and Nomadic State of Mind Romano Sandals

Tell us what you think!


  1. Great blue dress in the first set of photos. Really love the hat in the photos at the beach. Hope you enjoyed your trip. Great outfits. Thanks for sharing!

    City Style and Living The Editors Notebook | Instagram

    Posted 4.25.17
  2. Jessica wrote:

    That is a lovely tote. Such a classic look! And I love how you paired it with those beautiful dresses.

    Jessica | notjessfashion.com

    Posted 4.15.17
  3. Charlene wrote:

    That bag is beautiful!! I love how versatile it is and that it can be used for the beach or for sightseeing around town!

    Posted 4.11.17
  4. Courtney wrote:

    What a beautiful bag!! So versatile too as you can tell from all the great looks you paired with it!

    Courtney http://www.whatcourtwore.com

    Posted 4.10.17
  5. Maggie wrote:

    I am loving that blue dress!! So cute!

    Posted 4.10.17
  6. Both looks are perfect for the beach! I love the pom pom hat!

    Amanda || http://www.fortheloveofglitter.com

    Posted 4.10.17
  7. Morgan wrote:

    LOVE that hat! The pom poms and the frayed edge are darling

    How 2 Wear It [] http://how2wearit.com

    Posted 4.10.17
  8. Hillary wrote:

    The first outfit it my favorite for sure! I love that dress and that hat is so cute!


    Posted 4.10.17
  9. Cute bag!! I love the shape, and the color. So perfect for spring and summer!!

    Posted 4.9.17
  10. Tami Qualls wrote:

    I’ve been itching for a new handbag. I think I’ve found it!

    Posted 4.9.17
  11. I LOVE that hat!!

    Posted 4.9.17
  12. Sara wrote:

    I adore this pom pom hat and the pretty dress you paired with it!

    xo, Sara

    Posted 4.9.17
  13. Mollie wrote:

    That pom pom hat is everything!

    xx Mollie

    Posted 4.8.17
  14. Steph wrote:

    I LOVE this! Your dress, the bag, that hat. It’s all so perfect.

    @trendyinindy || trendyinindy.com

    Posted 4.8.17
  15. Such a cute bag! I love both looks. Those DVF wedges are life and you can never have too many bags! 🙂

    Posted 4.7.17
  16. Kim wrote:

    You look absolutely adorable! I love that blue dress and that hat is SO perfect! It would be great for a pool day also.


    Posted 4.7.17
  17. Lauren wrote:

    These dresses are too cute – LOVE the sleeves on that blue one! Happy friday!



    Posted 4.7.17
  18. Bella wrote:

    That dress is so cute babe, I love the belt!

    Posted 4.7.17
  19. lauren wrote:


    Posted 4.7.17
  20. lauren wrote:

    LMents of Style

    Posted 4.7.17
Instagram has returned invalid data.

Follow Me!

Join our super secret club ;)

Subscriber only content, shopping lists and more right this way. You'll even hear from Chandler!