Maxi Dress: Jcrew // Sandals: Ancient Greek // Bag: Jcrew

Sweater: Nordstrom also here in Plus (on sale) // Skirt: Nordstrom also here in Plus (on sale) // Shoes: Chanel via The Real Real // Sunglasses: Lapima

Maxi Dress: Atlantic-Pacific X Halogen also here (on sale) // Sunglasses: Lapima // Hat: Eliurpi // Belt: Atlantic-Pacific X Halogen (on sale)

Sandals: Margaux // Dress: Nordstrom (60% off right now- see my other sale picks here) // Earrings: Jennifer Behr

Sweater: HM // Pants: HM (total steal!) // Shoes: Gucci // Bag: Lele Sadoughi // Glasses: Re-Frame // Earrings: BaubleBar

Blazer: Veronica Beard (on super sale)// Denim: ReDone // Shoes: Chanel // Bags: Chanel // Glasses: Linda Farrow // Scarf: Atlantic-Pacific X Halogen (a few left on sale)

Skirt: Veronica Beard // Blazer: Veronica Beard // Socks: Gucci // Shoes: Gucci // Coat: Sezane // Bag: Flynn

Dress: Staud (also LOVE this one with translucent sleeves) // Bag: Pamela Munson (on sale) Shop more Pamela Munson bags here. // Shades: Celine // Shoes: Gucci (closet MVPs for me!) // Belt: Cult Gaia

Coat: Topshop // Jeans: Frame // Socks: Gucci // Shoes: Gucci // Turtleneck: Nordstrom // Blazer: Old but I love this one, this one and this one // Bag: Frank Clegg

Dress: Carolina Herrera (sample sale find!) // Shoes: St. Agni. // Hat: Street Vendor in Cartagena // Belt: Carolina Herrera // So sorry most of these products are sold out (old or sample sale scores). Click through to shop more resort picks!

Earrings: Lele Sadoughi // Headband: Nordstrom // Sunglasses: Lele Sadoughi // Sunglass Chain: Lele Sadoughi // Dress: Sister Jane

Two piece set: Johanna Ortiz // Sunglasses: Carolina Herrera // Bag: Mark Cross (found on the Real Real) // Shoes: Gucci