Are you searching for outfit ideas for Florida in the fall for your next vacation?
With summer winding down at a tortoise speed here in the Sunshine State, September can still remain a hot and humid month in Florida.
That means flip-flops and shorts are still an essential staple in your Florida fall fashion.
Factor in October wrapping up hurricane season where you can still see a possibility of rain, Florida fall weather really can be a mix of a little bit of everything.
While Florida might not be basking in the cooler temperatures like the rest of the country, we can still enjoy those refreshing high 60s and low 70s as mid-October rolls in.
That’s cozy enough to start sipping on those yummy pumpkin spice lattes and pull out our favorite plaid and flannel shirts.
So, grab your sunglasses and pull out those chic boots as we get ready to elevate your fall wardrobe. Today we are creating your fall aesthetic starter pack with these 10 cozy and cool looks that will keep you looking fab this fall in Florida.
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1. Florida Fall Boots
I want to kick things off by saying that boots are an absolute must-have for your Florida fall wardrobe!
Comfy knee highs or chic ankle boots, either are quintessential in building your fall capsule wardrobe wherever you may be.
Fall boots can elevate any summer look and have you instantly rocking the autumn aesthetic.
They transform any look whether it be cut-off shorts, denim, or a cute fall dress, and adds that perfect touch of fall coziness.
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2. Fall Inspired Maxi Dress and a Denim Jacket
Maxi dresses are a staple for your Florida capsule wardrobe any time of the year.
You can still keep your bold and tropical colors since it is the Sunshine State. But it is also time to show off the warm-toned and fall prints to help match the autumn vibes.
- Material: 95% Rayon, 5% Spandex. Stretchy, soft and comfy.
- Fabric: Super soft, stretchy and lightweight, can be easily dress up or dress down. US Size.
- Features:Round neck, stretchy, comfortable, floor length, long sleeves, two side pockets, elastic at waist, not lined, maxi dresses, casual basic style.
- US SIZE: Small/US 4-6, Medium/US 8-10, Large/US 12-14, X-Large/US 16-18, 2X-Large/US 20, 3X-Large/US 22.
- Occasion: casual, church, party, daily, office, formal , home.
Long, flowy, and breezy they are perfect for summer and transition even better into fall by throwing on a denim jacket as the evenings feel a bit chillier.
They are still dressy enough for a night out with the cute pair of ankle boots and casual enough for the day with a trendy pair of slip-on sneakers.
3. Express Your Personality in Graphic Tees
This is your chance to show off your favorite band tees, Halloween Horror Nights statement tees, or whatever showcases your personality.
Pair it with leggings, your favorite jeans, or even some high-waisted jeans or stylish joggers to keep things cool and comfy.
I like to tie my graphic tee up in a small knot at my waist. Then pair it with a cute skirt for a laid-back look that’s ready for anything whether it be out to the fall market, pumpkin patch, or a frightful night at the theme park.
It’s the ultimate Florida Fall wardrobe piece because it is so versatile.
There are so many different styles of graphic tees with one to fit every mood and day of the week. Making it one of the best outfit ideas for Florida in the fall.
4. Fall Flannel and Cut off Shorts
Fall and flannel go together like hayrides and pumpkin patches, you can’t have one without the other.
It is a fall wardrobe staple regardless of wherever you are in the country.
However, we all know that Florida doesn’t really do downright chilly, so we can compromise Florida style.
Flip flops and flannel totally vibe together here with a pair of cut-off jean shorts for sunny days and cool ocean breezes on a perfect Florida afternoon.
My favorite for a little extra flair if I am heading out is to slip on some trendy boots and I am ready for whatever the night may bring.
5. Sporty Chic
Think cute fitted joggers or ones with a slouchy yet trendy athleisure vibe. Then immediately you have all the cozy fall feels you have been craving all year round.
Top it with a fitted tank top for a casual day look and by night a cropped sweatshirt or lightweight hoodie for your favorite fall festival, sunset at the beach, or Florida Halloween event.
Fashion can meet comfort in this effortless and laid-back style by slipping on cute sneakers.
Just give them a quick wipe down and make sure they are clean so you still look totally put together.
- Size Guide: S=US 4-6, M=US 8-10, L=US 12-14, XL=US 16-18. Made of soft and comfortable fabric, warm enough, very gentle on the skin. Lounging all around house freely!
- Main Features: Thick and cozy materials adopt. This lounge sets includes a long sleeve batwing sweatshirt top and a high waist matching shorts, round neck, drop shoulder, patchwork design, loose fit shorts with two pockets, wide leg, stays cool and fresh.
- Effortless beauty, how dreamy is the new sweatshirt set. Oversized bat sleeve tops provide ample space in the shoulders and arms, allowing for unrestricted movement even in winter. The ribbed cuffs and hem help to lock in warmth and maintain a soft feel. You will love the solid color pullover design, super cute and stylish. Matching high waist shorts has elastic waistband and drawstring to match all figures adjustment.
- Occasion: Ideal for everyday wear, home, active, running, jogging, vacation, lounge wear, relax and casual in spring, autumn and winter. Easy to pair with your daily sneakers, sports shoes to complete a fashion casual look.
- Garment Care: Machine washable, air dry, low iron if needed, using mild gentle soap, no bleach.
A stylish baseball cap with a pair of earrings will give your look a playful and sporty twist.
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6. Midi Skirt and a Lightweight Sweater
This classic Florida fall look is lightweight, flowy, and feminine and can be worn for any occasion.
It is a great option for brunch, a weekend of wine tasting, or strolling with a cider in hand and discovering the charming small towns throughout Florida.
Why We Love This as One of the Best Outfit Ideas for Florida in the Fall
The midi skirt can be found in so many different patterns and colors making it incredibly easy to match your personality and fall aesthetic.
Plaid and floral prints, animal prints, and fall patterns to solid and bold you’re all set for a day of exploring in style.
Then dress it up with a v-neck or tank for the warmer Florida fall days and a lightweight sweater for the chillier temperatures.
They are also super versatile to style with ankle boots, chic flats, or strappy sandals.
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7. Jumpsuit and a Leather Jacket
Jumpsuits can give off an effortlessly chic and easy breezy vibe and are just right for a Florida fall day and trendy for Florida nightlife. And let’s be honest they are super comfy!
But you need to style it right or you can end up looking like you just rolled out of bed.
When choosing a jumpsuit look for one that is lightweight so you don’t overheat.
- Made of comfy and soft polyester material for a relaxed and comfortable fit
- Short sleeve V neck jumpsuit with drawstring waist and side pockets for easy wear
- Loose fit with keyhole back and pull on closure creates a casual style perfect for summer
- Match with heels, sneakers or sandals for versatile wear from day to night occasions
- Breathable and lightweight material is ideal for summer, beach, vacation, lounging, travel and more
If your personality is more about minimalistic vibes then you can slip into one that is a solid color.
Also, if you want to let your lively spirit shine then try a jumpsuit with fun patterns, animal prints, or bold colors. Making it one of the best outfit ideas for Florida in the fall.
Toss on some bangles and a comfy pair of espadrilles or strappy sandals and you will be flaunting off that laid-back Florida feel.
Then when that crisp cool air hits throw on an oversized cardigan or leather jacket and you are all set for the Florida nightlife.
8. The Midi Dresses and Ankle Boots Combo
This dynamic duo looks picture-perfect wherever your Florida travel takes you.
Plus it has you feeling fresh and cool at the same time!
Midi dresses won’t overwhelm you in fabric or have you suffocating in sweat and transition really well into the fall Florida weather.
They also go great with a fresh pair of casual sneakers!
9. Oversized Lightweight Cardigan and Leggings
The ultimate cozy fall combo has got to be the oversized and lightweight cardigan matched with comfy leggings.
A tank top or tee underneath, funky leggings, and then finish off the look with stylish flats or booties and you’ll be ready to embrace whatever your Florida day has to offer.
Soft and snuggly yet laidback and chic it can be worn open to keep the fabric feeling breathable and accessorized with layered long necklaces and even a stylish scarf.
It can be dressed up with your favorite denim or top it with a baseball cap for a casual fun look.
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10. Stylish Scarf and Comfy Tee
This last is one of my absolute favorites because it makes even the simplest outfit pop with style.
I have way too many scarves in my closet than I would like to admit of all lengths, colors, patterns, and textures.
Think of your tee as the ultimate blank canvas and your stylish scarf as your way to create any look you want and a chance to showcase your vibe.
- ⇒ Material & Size: Ultra Soft Cashmere & Acrylic, furry, cozy, light and warm, close to skin. Oversized: 59″ x 59″(L X W).
- ⇒ Feature: Scottish style tartan patterns, very classic and still in style now, making you cool and casual in the urban city. The colors are either matching or reverse, reflecting your unique charming. Large oversized Scarf has multiple uses, as picnic mat, shawl, wrap while outing or soft blanket at home, light but warm. There are tassels decorated at the edge, making this scarf more cute and vivid while wearing. This is a traditional style scarf while in today brilliant and gorgeous.
- ⇒ Occasion: Wearing this scarf in cold fall winter or spring days would be good, long time use and durable. You can use it as a shawl to attend an evening party, it would be gorgeous if you pair it with a nice dress. Or as wrap when you go out for a wonderful travel, this scarf would make you beautiful and stylish even you don’t bring too much clothes. Soft, warm, lightweight, easy carry, cozy and warm.
- ⇒ Special: Sending this scarf as a warm gift to your friends or families would be a very sweet choice. One scarf that will bring you a lot of fun, here it is.
- ⇒ Fashion retro style, easy to pair with other clothes, such as a outerwear, sweaters, jacket and more. Especially for birthdays, Christmas and New Year gifts, for your lover, family, friend or coworkers, express your love and warmth.
Now we aren’t talking about warm winter scarves here. But a stylish lightweight scarf that can be draped, wrapped around more than once, and can be paired with absolutely anything.
Capris, cut-off shorts, jeans, boho skirts, pretty much anything goes with a chic scarf.
They also are the perfect go-to piece when you feel a chill in the air and want something gentle to wrap around your shoulders.
I like to have a good mix of floral designs, plaid, big boho ones to layer on with long necklaces, and fun quirky ones that show off my personality.
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My Final Thoughts on Choosing One of the Best Outfit Ideas for Florida in the Fall
Be sure to bring a little bit of everything and by mixing and matching these outfits you can create a stylish Florida fall capsule wardrobe perfect for any vacation.
From cozy sunset nights, outdoor festivals, and pumpkin patches to some of the best Halloween events in Florida, these 10 outfit ideas for Florida in the fall will keep you feeling fabulous.
Until next time, Happy Florida Travels Hipster!
About the Author
Sarah Jordan is a solo traveler enthusiast, professional travel writer, and proud mama to her rescue dog Coconut.
With a love for destinations across the globe, she made Epcot her first theme park and still treasures her EPCOT World Showcase passport to this day.
After finally following her inner wanderlust, she discovered the freedom and empowerment that solo travel brings.