What to Wear Wine Tasting.

When I solicited requests for my “what to pack” series (recent installments here and here), I was surprised that a number of you asked for “what to wear wine-tasting” instead of for a specific destination. It made me think back to our dreamy trip to Calistoga, CA a few years ago (although, above photo is from Veritas Vineyard in Charlottesville, VA). While in Napa, I felt like I wanted to overhaul my entire wardrobe for exclusively Jenni Kayne. Specifically, I felt like their iconic Cove maxi would have been the perfect dress for the occasion with leather sandals, a woven tote, and a striped sweater over the shoulders. Talbots has a lovely look for less out now and it’s currently under $100, and Quince has a great one, too, but without the linen stripe. I actually just picked up this white linen dress from SoldOut to wear in the Bahamas (the back and overall fit is so, so gorgeous on), but it would also be a good candidate for an elegant wine tasting with a big straw hat, especially if it’s more of a romantic wine-tasting. (My code at SoldOut is still good — MAGPIE15 for 15% off.) And in fact just yesterday I put on an outfit that I think I subconsciously influenced myself to wear while writing this post — as it would be absolutely perfect for a summer tasting — see below! Doesn’t white linen do wonders for tanned shoulders?! They’re a match made in heaven.

G LABEL NATASHA DRESS (15% OFF WITH SHOOP15) // FREDA SALVADOR SANDALS (ON SALE FOR 20% OFF!) // LEE RADZIWILL BAG // JANESSA LEONE HAT (15% OFF WITH MAGPIE15) // LIZZIE FORTUNATO NECKLACE (OLD, SIMILAR HERE)

Inspo below —

LEFT TO RIGHT: VNECK DRESS SANDSHELL // TEAGAN HAT // HALTER MIXY DRESS // RAFFIA WOVEN SHOULDER BAG // TECHNIQUE LINEN DRESS // SALON SLIDES // GATHERED POUCH BAG

LEFT TO RIGHT: CASHMERE SHRUNKEN CREW NECK // ELENA SHIRTDRESS // COVE LINEN BLEND MAXI DRESS // POT DE MIEL // JACKIE SUNGLASSES

Outfits for Wine Tasting.

COVE LINEN BLEND MAXI DRESS // RAFFIA WOVEN SHOULDER BAG // THE CASHMERE BOXY CREW // JACKIE SUNGLASSES // ANNA LEATHER SANDALS // PETITE KESHI PEARL EARRINGS

CASHMERE SHRUNKEN CREW NECK // MAXINE BUTTON BACK DRESS // SMALL HANDWOVEN BAG // SERA SANDAL // JENA BLONDE SUNGLASSES // TEAGAN HAT

HALTER MIXY DRESS // SQUILLIO RAFFIA TOTE // SALON SLIDES // GRANDE HEIRLOOM CLIP // MEGA FAYE KNOCKERS // LEGENDARY LIP OIL // AIR HEART SUNGLASSES

WIDE LEG ESSENTIAL PANT // JONIE TOP // BLAKE VANILLA CALF // EVERYDAY CABAS // CHUBBY ENAMAL HOOP EARRINGS // WIDE BRIM RAFFIA BUCKET HAT // OUTTA LOVE SUNGLASSES

ELENA SHIRTDRESS // PURE CASHMERE JUMPER // POT DE MIEL // THE KIGALI SANDALS // MIRAGE SUNGLASSES // FLORENCE EARRINGS // GIA BANGLE

P.S. Hats for summer 2025.

P.P.S. Boat shoes: summer 2025.

P.P.P.S. Styling gingham pants.

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