What To Wear For A Fall Vacation To Florida | The Espresso Edition (2024)

Fashion, Summer ·

What To Wear For A Fall Vacation To Florida | The Espresso Edition (1)

A fall vacation to Florida is anything but ordinary. No bundling up and wearing boots. Instead, it’s still shorts and skirts!

It can be a little challenging to get in the right mindset for an early autumn trip to a warmer state. When I left RVA, it was just dropping into the 70’s, and when we arrived in Florida, it was in the 90’s. Talk about an adjustment! I was glad that I looked at the weather ahead of time and packed mostly skirts, sleeveless tops, and shorts. It’s still possible to feel cute and comfy – but no matter what time of year, just know you’ll be sweating if you visit Florida (yep, even in December and January)!

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What To Wear For A Fall Vacation To Florida | The Espresso Edition (2)

Tuesday // September 10

Since this was the outfit I planned to fly in, I knew I wanted it to be incredibly comfortable. I told my husband ahead of time to wear his “The Hubs” tee so we could match. We got a few “congratulations,” which made us laugh. I guess people think you have to be on your honeymoon to wear cute matching t-shirts.

Shop the look: t-shirt | similar shorts | sneakers

What To Wear For A Fall Vacation To Florida | The Espresso Edition (3)

What To Wear For A Fall Vacation To Florida | The Espresso Edition (4)

Wednesday // September 11

Brandon and I always have to hit up the Swap Shop for a fresh mango smoothie, some flea market shopping, and time in the arcade. We’ve been visiting together for the past four years, and it’s finally gotten to the point where almost all the arcade games are out of order now. Such a sad time – but we made up for it with delish smoothies and a new suitcase!

Shop the look: similar tee | skirt (in white) | sandals | similar necklace
What To Wear For A Fall Vacation To Florida | The Espresso Edition (6)

Thursday // September 12

Honestly, this has been my ultimate go-to outfit over the past few weeks in VA. I knew I had to bring it to Florida with me. And even though we encountered some serious storms that day, I still felt cute and comfy in this ensemble. Sadly,both my top and skirt are no longer available, but I found a similar tee and skirt for ya’ll.

Shop the look: similar tee | similar skirt | sandals | similar backpack | similar necklace

What To Wear For A Fall Vacation To Florida | The Espresso Edition (7)

What To Wear For A Fall Vacation To Florida | The Espresso Edition (8)

Friday // September 13

Oooh “spooky day” time. But honestly, it was a wonderful day for us and 13 is a lucky number to me, as a #Swiftie. We took a little trip to FATVillage to enjoy the art, shoot some content, and go to one of our favorite cafés. Then we decided it was 110% too hot to be outside, and went back to the house to chill until bowling with friends in the evening!

Shop the look: tee | pants | sneakers | sunglasses | similar necklace

What To Wear For A Fall Vacation To Florida | The Espresso Edition (9)

What To Wear For A Fall Vacation To Florida | The Espresso Edition (10)

Saturday // September 14

When people ask me what my “happy place” is, I don’t give the typical answer of the beach or the mountains. Instead, for me, it’s a butterfly sanctuary – specificallyButterfly World. There’s something so incredibly calming to me about sitting in the midst of plants and letting the butterflies flutter and float around me. They’re my favorite creature in the world, and that’s one of the reasons I have a tattoo of a butterfly on my ankle! I wanted to blend into my environment, so I dressed in green.

Shop the look: blouse | skirt | similar heels | similar necklace

What To Wear For A Fall Vacation To Florida | The Espresso Edition (11)

What To Wear For A Fall Vacation To Florida | The Espresso Edition (12)

Sunday // September 15

This was a really relaxed family day, and we didn’t even leave the house until the evening. I stayed in the same comfy fit from morning til night, and have zero complaints. H&M tees are butter soft and these are my favorite jeans of all time (I love them so much I have four pairs)!

Shop the look: similar tee | pants | sneakers | similar necklace | similar backpack

What To Wear For A Fall Vacation To Florida | The Espresso Edition (13)

What To Wear For A Fall Vacation To Florida | The Espresso Edition (14)

Monday // September 16

Brandon’s goal for the day was to make his signature buffalo wings for the fam, so we did some grocery shopping, and prepped for the meal. We also went to Lady and the Mug for something cold and delicious. They’ve got the cutest decor (shared on my Insta story highlight labeled “Florida”) and we went for a stroll aroundThe Walk. It was delightful!

Shop the look: similar tee | skirt | sandals | similar necklace

What To Wear For A Fall Vacation To Florida | The Espresso Edition (15)

What To Wear For A Fall Vacation To Florida | The Espresso Edition (16)

Tuesday // September 17

Our last day in Florida was more busy than expected. We did some last minute shopping with my mother-in-law, got some delicious food at our favorite buffet, and took photos that I’ll be sharing soon! I knew I wanted to keep it simple for our flight in the evening, but my spray tan was starting to fade and get all speckle-y, so I chose a sheer long-sleeve I picked up earlier in the vacation!

Shop the look: blouse | pants | sandals | similar suitcase

What To Wear For A Fall Vacation To Florida | The Espresso Edition (17)

What To Wear For A Fall Vacation To Florida | The Espresso Edition (18)

Bonus Look // swimwear

I brought three swimsuits with me, in case we decided to go to the pool. We only went one day, but thoroughly enjoyed the sunshine and time in the water, especially because it was later in the day and not quite as warm or humid. Of course, I broughtAdore Me with me, and while this print is unavailable currently, the style of swimsuit is still in stock in black and a fun camel print!

Shop the look: Kaya Countour swimsuit | similar necklace | sunglasses

What To Wear For A Fall Vacation To Florida | The Espresso Edition (19)

I wanted to show you the outfits I wore each day while I was on my vacation in Florida. I really kept it simple and practical.

Yes, I realize that I dress up a little more than the average person, but sue me – I will always prefer skirts over shorts (and you can quote me on that). If something I wore isn’t in stock, know I’ve linked something similar for you to check out. Hopefully this will give you some inspiration for how to dress for the fall, even if your state happens to be on the warm side!

What would you bring on a fall vacation to Florida?

What To Wear For A Fall Vacation To Florida | The Espresso Edition (2024)
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