When most people think of a maxi skirt, they automatically relate it to spring & summer, but I think they work equally as well in the cooler months - just mix up a few of the style elements. Florida isn't that chilly, so I swapped my usual crop top for a long-sleeved striped tee. You could also add a denim jacket, plaid scarf & ankle booties to make this look more cold-weather appropriate.
Long-Sleeved Striped Shirt - Zara (similar / last worn here and here) || Black Maxi Skirt - Express (similar / seen here too) || Tortoise Sunglasses - Warby Parker (last seen) || Orange Bucket Bag - Choies c/o (last worn) || Brown Leather Belt - Express (similar / last seen) || Cognac Gladiator Sandals - Forever 21 (similar / worn here too) || Lipstick - MAC "kinda sexy"
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