A Floridian Winter Outfit Guide 15 Outfits With Links For Your Next Trip To Florida (2024)

A Floridian Winter Outfit Guide 15 Outfits With Links For Your Next Trip To Florida (1)

Just before Christmas, I took a trip to Nokomis, Florida to spend a few days relaxing by the water, shooting photos, and capturing content for the Casey Key Resort! I had the best time and being in the Florida sunshine in the dead of winter was truly the serotonin boost I needed before a brutally cold winter began.

Now that the holiday season has died down, I’m finally getting around to sharing my outfit guide with you. This trip was the perfect opportunity to pull out all of the clothes I received towards the end of summer but never had the chance to wear!

With so many of you planning a winter trip to Florida to escape reality, I figured this post would be helpful to many of you! As per usual I’m breaking down everything I wore throughout my trip while linking each individual item (or something similar) and directions to each photo location! Enjoy.

(click pink text for links to clothingitems and/or photo locations)

A Floridian Winter Outfit Guide 15 Outfits With Links For Your Next Trip To Florida (2)

LET’S TRAVEL

If you know you know, I love to travel in a matching sweat set. This lightweight knit is from SheIn and was perfect for the transition from chilly Maryland to sunny Florida. I wore the top buttoned up as a sweater but left a cami underneath so I could leave it open as a cardigan once we arrived at our final destination. These pants fit similar to yoga pants with the cutest flare along the bottom.

I would have preferred flip-flops with this outfit but sneakers it was as we had a long day of travel ahead of us. Of course, my big ole floppy hat and straw hat wouldn’t fit so I carried them on, and honestly, they were the perfect addition o this outfit.

I got this luggage set in September and have used it for every trip since. I’m obsessed with the matching pieces and could fit so many outfits in this for my long trip!

sweater // pants // sneakers

photo locationCasey Key Resort Beachfront

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TIE-DYE MAXI

We arrived at our final destination later in the day so we got dressed and went straight to dinner to enjoy our first meal by the water. I slipped into a cute tie-dye maxi for the first night. I got this back in July from Fashion Nova and never had the chance to wear it. I figured Florida was the perfect excuse to pull it out.

dress

photo locationCasey Key Resort Beachfront

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GLOWING IN GREEN

Woke up in paradise and spent the morning frolicking around our resort, exploring + grabbing some photos. I wore several swimsuits throughout this trip but this Cupshe one was one of my favs. This top is super flattering and yet gives you all kinds of support. The bottoms were cheeky but still had lots of coverage around the front!

bikini

photo locationCasey Key Resort Beachfront

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CROCHET CUTIE

Walking around town doing a little exploring in this fun crochet tank. I scored this from Romwe and am obsessed— that tie-front detail makes your boobs look fantastic! These linen pants have come on several trips with me now and they are some of my favorites. Few pieces I keep in rotation as frequently as these—they are from Petal and Pup and are double-lined + so comfortable. They work for both a day of travel or hanging by the beach. They are that perfect ankle length that looks so good with a chunky heeled shoe. I wore these pink ones quite a few times throughout our trip.

top // pants // shoes // purse

photo location205 Casey Key Road

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HELD UP IN THE HAMMOCK

This kini is another fav! I’ve had this one for years and love it so much that I have it in several different colors. You know me—the yellow was definitely my favorite. If you’re looking for a suit that’s family friendly with lots of coverage all around, this is the one! It’s got a cool, towel-like texture to it.

bikini

photo locationCasey Key Resort Beachfront

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DOWN BY THE WATER

Soaking up the Florida sunshine in the cutest one-piece from Cupshe! I’m not usually a fan of suits with a low back + high cut but this one was perfect. Plus, with a belted waist this one was incredibly flattering. I bring this floppy hat on every beach vacay—it’s an old favorite from TJ Maxx but I’ll try my best to link something similar.

swimsuit // hat

photo locationNokomis Beach

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BEACH DAY STROLL

I think so often people feel they have to dress differently because it’s December in Florida. Perhaps in the more residential areas people dress more for the calendar year, but in these resort-like beach towns, everyone was dressed for the weather. And in my eyes, sunny and seventy-five means shorts and sandals!

I grabbed these shorts from Windsor early last summer and wore the absolute heck of them. Sadly they are sold out but I’ve done my best to link a similar pair. These shoes are one of two pairs of espadrilles I brought. I love my thin Dolce Vita ones but if you’re looking for a cheaper alternative, these are great too! They have a little bit shorter ofa heel but they still match my bag perfectly. This adorable criss-cross top is Princess Polly.

top // shorts // shoes // purse

photo location217 Casey Key Road

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LAZY DAY

Spending the day enjoying this incredible view in the cutest smocked bathing suit. I love this one as it stays in place while swimming + gives the perfect tan line.

bikini

photo locationNokomis Beach

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70s CHIC

Feeling like a seventies babe posing in front of the cutest little VW van in this number. I grabbed this one-piece swimsuit over the summer and had been saving it for a fun trip. For lunch by the water, I slipped a pair of white linen shorts over top. These are from Princess Polly and although they are mini they are too cute! I wore them so much throughout this trip. These pink chunky platforms matched the suit perfectly and gave me a little extra lift— LOVE!

swimsuit // shorts // shoes

photo location212 Casey Key Road

HIGH RISE HOTTIE

One of my favorite suits from the trip was this blue high-waisted kini. This is another Cupshe find and the quality was fantastic. It has the most flattering bottoms ever—hitting you at the smallest point of your waist with a high cut along the sides to elongate the legs. Plus, it has just the right amount of cheekiness. This top has sweet tie-side details and a small clasp along the back. I felt so confident in this as I met a friend’s parents + spent the day on their boat.

bikini

photo locationCasey Key Resort Beachfront

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LITTLE BLACK SET

This two-piece set was another SheIn find from the summer that I’d been saving. It’s this stretchy cotton material that was incredibly soft. With a solid tube top and a fun asymmetrical skirt, these two pieces could easily be mixed and matched to maximize your suitcase! I love the two together for dinner out or grabbing drinks with friends.

set // shoes // purse

photo location306 Casey Key Road

MORNING EATS

Chilling around the resort enjoying an açaí bowl to start the day. These wrap front tops are so popular right now and they can be worn several different ways. I personally love them wrapped around the neck and then around the torso. Just a simple pair of white cut-offs make the perfect combo together.

top // shorts // purse

photo locationCasey Key Resort Beachfront

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SHOWER STOP

Our property had the cutest little outdoor shower area to rinse off before heading back to your room. Of course, I had to take advantage of this photo op! I have this suit in several different colors and it’s one of my favorites. The ring detail along the center is so flattering + you can never go wrong with a simple triangle suit. Although if you have larger boobs I would definitely recommend skipping out on this one.

bikini

photo locationCasey Key Resort Beachfront

SUNSET ON THE BEACH

Off to catch the sunset on the beach and snap a few photos. It feels obligatory to do it in a white dress, I mean come on! This one had the cutest babydoll fit that was perfect for twirling. With loose, self-tying straps this was so flowy which was definitely ideal after a day of sun. I’m wearing my go-to straw shoe + purse combo!

dress // shoes // purse

photo locationLeachs Key, FL

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WALK DOWN VENICE

Enjoying one last morning in Florida with breakfast and window shopping along the mains trip in Venice Beach. There were tons of older people here so a sundress was a good choice. I felt this pink midi dress was definitely appropriate. You can truly never go wrong with a dress—they are the easiest pieces to style and they fold up so easily taking up hardly any room in your suitcase. Hence, how I was able to fit so much into my suitcase!

dress // shoes // purse

photo location312 Miami Ave Venice

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Phew, talk about packing in a ton of outfits into just a few days! Fingers crossed a winter trip to Florida can become something annual—I had the best time soaking up the sun. Stay tuned for my travel guide going live Friday. That’ll be chock full of restaurant recommendations, resort reviews, and things to do throughout your stay. Talk soon!

With love, McKenz

Latest Post:Setting My 2022 GoalsRelated Post:Miami Swim Week Recap 2021Instagram:styledbymckenz//YouTube:McKenzie Morgan//Pinterest:mckenzmorgan

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A Floridian Winter Outfit Guide 15 Outfits With Links For Your Next Trip To Florida (2024)

FAQs

What do Floridians wear in the winter? ›

Florida isn't known for freezing winter temperatures. A long sleeve shirt can substitute a jacket during a breezy day. At times, the sun makes it too hot for a full jacket. A simple long sleeve shirt has enough material to protect yourself from potential wind chill while still being light enough to handle the heat.

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.

Is it OK to wear white in winter in Florida? ›

So you can see that white jeans in winter are great for Florida style. Because winter, summer, spring, or fall, white jeans are always a fashion “YES” in Florida!

What do you wear when moving to Florida? ›

Make sure to pack light, breathable clothing to keep you cool in the summers. Also pack hats, sunglasses, skin creams and sun tan lotions necessarily. Winters are chilly, if not snowy, so pack your coats and scarves before moving to Florida. Also, consider making your move in early to late fall.

What is winter like in Florida? ›

Winter. Fall foliage in North Central Florida. On average, Florida has the mildest winters in the continental United States. Average lows range from 65°F in Key West to nearly 41°F degrees at Tallahassee, while daytime highs range from 62°F at Tallahassee to 77°F at Miami.

What do we wear in winter? ›

We usually wear woollen clothes in winter. They do not allow the transfer of body heat to the environment and keep us warm. But, fabrics like cotton and linen are comfortable in the summer season.

What to wear in Florida at 70? ›

Jerseys are typically made of breathable material, which makes them the perfect option for a warm 70-degree day. To add some dimension to the ensemble, crop your favorite jersey and combine it with wide-leg pants and sneakers. You can also style the casual top with ankle boots or loafers for a sophisticated twist.

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!

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.

What shoes to wear in Florida? ›

Flip-flops and sandals are ideal for wearing on the beach and poolside. Slip-on mesh water shoes are also another great option, especially if you want to explore tidal pools and climb on the rocks. For theme parks, you need comfortable walking shoes. Sneakers are ideal.

Can 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 months shouldn't you wear white? ›

The old-fashioned decree bans us from wearing white during the winter and spring, from Labor Day in September till May Day (another day designated to celebrate workers' rights). One popular theory dates back to the early 1900s.

How to pack for 7 days in Florida? ›

A seven-day beach vacation packing list should include the following clothes items as a basic rule of thumb:
  1. 5 shirts.
  2. 3 skirts or shorts.
  3. 2 dressy outfit options (mix and match)
  4. 1 sweater.
  5. 1 jacket.
  6. 1 pair of sneakers.
  7. 1 hat.
  8. 1 pair of dress shoes.

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.

Are people moving or leaving Florida? ›

In 2022, over 1 million people flocked to Florida from all over the world — a huge surge in migrants from other states and countries. During that same year, though, nearly 500,000 people left the state for other parts of the country, according to the U.S. Census Bureau.

How to dress for Orlando, Florida in January? ›

Comfortable clothes that you can layer: Florida's wacky weather sometimes lets us wear T-shirts and shorts during January, but for the most part, it's better to bring clothes that you can layer, such as a flannel shirt or spirit jersey. Comfortable shoes: Opt for sneakers or boots that are worn in.

What do people wear in Miami in the winter? ›

Basically, you'll want to bring summertime clothes even during Miami's “winter” months. The coldest month in Miami is January, with average temperatures between 63° to 74°. While it is still warm and sunny in January, you may want to pack a light jacket for nighttime during this time of year.

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