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)

FAQs

How do people dress for fall in Florida? ›

A pair of pants is essential in Florida fall. Make sure they are not too heavy and can be paired with sweaters and lightweight blouses for hotter fall days. I also love that cropped pants show off my favorite fall footwear…

What is the clothing style in Florida? ›

Travelers tend to think of Florida as sporty and informal. While bathing suits, shorts and T-shirts, and fishing or golf gear are commonplace enough during the day, sophisticated restaurants, bars, and clubs can necessitate dresses and button downs, and even the occasional sports jacket.

Do people wear white pants in Florida in October? ›

Because winter, summer, spring, or fall, white jeans are always a fashion “YES” in Florida!

How many outfits should I pack for a 7 day trip? ›

Do the clothing countdown: If you need a mantra to help streamline your wardrobe, use the 5, 4, 3, 2, 1 rule for a weeklong trip: Limit yourself to no more than five sets of socks and underwear, four tops, three bottoms, two pairs of shoes and one hat. The list should be adjusted to suit your needs.

Is October a good month to vacation in Florida? ›

Is October A Good Time To Go To Florida? You betcha! Florida in October offers seven hours of sunshine per day with fewer tourists around to steal your rays. Take advantage of the lesser crowds by centring your family holiday around visits to Walt Disney World and other big-family theme parks.

Can you wear ankle boots in Florida? ›

Ankle boots

Ankle boots are much more breathable. Ankle boots are ideal for Florida women because they go with dresses and skirts or denim.

Can you wear sweaters in Florida? ›

Does Florida have sweater weather? Yes, Florida definitely has days you can wear a sweater. And, the farther north you travel in Florida, the more often you'll get to wear your favorite sweater.

Should I wear jeans in Florida? ›

No problem! Jeans offer a layer of protection against those pesky bloodsuckers. Just make sure they're not the skinny kind – hungry skeeters can find a way.

What to wear in Florida in the fall? ›

As fall really kicks in, your wardrobe in October and November will be similar: cardigans, turtlenecks, booties, long-sleeved shirts, etc. The main difference lies in layering. In November, the weather is even more cold and dry in comparison to October, so layering will help keep the heat in.

What is the best fabric to wear in Florida? ›

Choose Fabrics that Move Moisture Away from Your Body

You'll see "moisture management" or "wicking" called out on many clothing items made from synthetics, like polyester and nylon, but merino wool and cotton can also be good options (see note on cotton below).

How to dress like a Florida girl? ›

Biker shorts and a crop top. 90% of the time, it's too hot for sleeves in Florida, so why bother? Florida girls know the art of investing in a solid bar of strong deodorant, then rocking nice, light, airy, sleeveless tops and dresses. Collar bones and tanned shoulders are a necessary part of your look!

Do people in Florida decorate for fall? ›

Florida Knows How to Celebrate Autumn

When our northern friends are stuck inside because of the weather, we can still be outside enjoying family and friends in our backyard. When putting together a viable decorative scheme, you should celebrate the glory of autumn while also following their hearts.

Is fall cold in Florida? ›

Florida doesn't really start to cool off till October, "cool" being relative. High temps in the Sunshine State of mid-80s to the lower 90s generally "persist well into October," according to the National Weather Service. "The first real cool down doesn't usually occur until November."

What do people in Florida wear in November? ›

We all year residents of Florida do look forward to fall colors and lighter weight fall and winter clothing and do wear it. Light weight sweater sets, light knit slacks, lightest weight cords, light weight jackets. Light weight velvet for dress in the November, December, January evenings is acceptable.

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