What to wear to Florida in winter... DIY resort wear ideas and call for suggestions!

When was the last time you were in Florida?
If the answer is "right now," or "recently," I need your help. I'm headed there in a couple weeks with the family to visit cousins and their babies and my aunt and uncle, and haven't been somewhere warm and tropical since our honeymoon! (P.S. Really funny to read that post from 2+ years ago--we disconnected for the week and some funny "news" happened that I noted in the post! Ha!)

Of course, any fun trip is an opportunity to me to pick a theme for my wardrobe and take some memorable pictures where I like the way I look. This trip sneaked up on me a little, so so far that's meant some recent Pinterest research and a limited bit of frantic shopping last weekend where I found nothing. I think I need help!

Also, I have very very limited knowledge about the East Coast. I've been there, um, four times? Hawaii was so casual and laid-back, really just made sense to wear whatever was comfortable (some of what I lived in). Parts of Florida are preppier and more urbanized in comparison, so I guess my style on vacay there might not be as different from my everyday warm weather Oregon style, but still, I want to have fun with dressing for the place! Plus, Florida has some amazing historic palaces and things, has more of a historic feel than Waikiki did, and I might want to add in some more romantic/retro florals.

I've been saving some ideas on my cute clothes board, my dresses board, and my brights board, but I'm still a little stumped. So far I'm thinking my basics for this trip will be:
1) navy/white
2) stripes
3) white jeans
4) floral dresses
5) gladiator sandals

I know it's resort wear season in the stores, but there's still not a ton of selection, and I'd love to DIY using fabric and pieces I already have. So help me out--first, what to do they wear in Florida this time of year? Second, any more DIY ideas to add to the list? Some listed here, and I bet a lot of the summer picnic DIY fashion ideas I collected last summer would work, too!

Tropical vacay wardrobe ideas


A tropical floral skirt would be easy to make!!, if I had such cool fabric.
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And how about a crop top?! I've been wanting to make one of these from a cute print fabric that I don't have dress-size yardage of.
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And of course there are summery dresses.
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I have never in my memory worn a romper, and the word intimidates me a little, but I think I could rock one of these! Would be a pretty easy thing to sew, too!
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Plus maybe some DIY cuffed cutoffs, or a painted stripe tee? I already have some of those! (Jean shorts: (I made these a few months ago, and these last summer, and these first ones rocked)
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So, now I've spent way more time than I expected bringing together pins and ideas, and I still don't feel solid about my packing list. ;) Inspired, a little, but it's hard to think about the warm weather when I'm still wearing riding boots and puffy vests whenever I can!

What would you bring to Florida?!??

11 comments

  1. Ack, this just makes me want to go on vacation now!

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  2. I lived in South Florida for years (just left there last year) and grew up in Central Florida. This time of year I would recommend at least taking some sweaters with you, as the weather can turn unexpectedly. Flowing skirts and maxi dresses are very popular down there and the malls generally have a fabulous selection of dresses (though it is comical how the folks pull out heavy jackets when the temp drops down into the 40s or 50s overnight :-)) Tank tops with shorts are always good, too. I wore my sandals pretty much year round, and kept a hat and sunglasses with me all the time.

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  3. We were in Orlando right before Christmas, and temps ranged from 50 - 90, so bring a variety of clothes/layers! Most everybody was very casual, lots of skirts and tanks on the warmer days. Have fun!

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  4. I am in florida, and "in" things right now are high waisted shorts, maxi skirts/dresses and floral prints. We've been having a pretty cold winter so far, so make sure you bring leggings and or a sweater. I am not a cold weather person (hence why I live in florida), so when it's cold I generally stick to jeans/leggings with a cute top/cardigan or a sweater and scarfs. Most Floridians tend to over do the cold weather gear, so don't be surprised if you see mittens, hats, and heavy coats during 50 degree weather ;P

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  5. Was in Orlando (The Disney Parks specifically) about a week and a half ago, and the biggest thing I took from it about Florida in winter was: dress in layers. Temps seriously ranged from 35 - 80 F (although I guess it's usually not quite as low as 35). Cardigans, Leggings, sweatshirts, etc... And if you're like me and your hands get cold easily, bring gloves - I forgot them, and couldn't find them for sale ANYWHERE!

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  6. There have been cold fronts coming through recently, so take note of the extended forecast. I normally bring sandals and skirts, but I also make sure to bring a cardigan and jeans. It also depends on where you're going, because North Florida can feel much colder than South Florida this time of year.

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  7. I had the same problem deciding what to wear when traveling to SC in the winter! I packed mostly jeans (that I could roll into ankle pants if wanted) and short sleeved shirts with cardigans/jackets that could be worn over them. That served me pretty well. Have a great time, and make sure you take a pair of flip-flops!

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  8. I Live in SW Florida and it has been very cold these past couple of weeks. 35 - 40 in the early morning and then it warms up to the 60s mid day. I would suggest cardigans/jackets over short sleeved shirts, that can be removed during the day. Pants, shorts and skirts are appropriate, but I would opt for pants in the early morning.

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  9. I have a romper I started wearing last year and I love it! I also want a crop top real bad - but am having a hard time finding one that I like.

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  10. Lived in Central Fl for 25 years living now in Washington state. Basically, mornings cool/cold, warm by afternoon, cold/cool again at evening. Personally, I'm not sure I'd wear dresses unless I knew I'd be back home to change for the evening or you'll be cold . Layers are a good idea. And always carry a small umbrella. You never know when it's gonna rain and it's not our typical Pacific NW light drizzle, usually nice fat raindrops and sometimes downpours that will ruin your hair and make up in 10 seconds.

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  11. What part of Florida are you going to be in? Florida is REALLY BIG and different parts have different weather variations. I live in Florida and there is ice on the ground right now.

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