What to wear Wine tasting, group of friends toasting with wine

How to Plan the Perfect Wine Touring Wardrobe This Fall

The impulse to bring your entire wardrobe along on a trip can be hard to fight—especially when it’s a trip as refined as a wine tour. The trick to looking your best, most fashion-forward self on vacation is to curate outfits that are practical yet sophisticated and can easily transition from day to night. Wineries call for clothes that look elegant but feel as comfy as your favorite pair of sweats. We’ve gathered a few tips inspired by Trunk Club, the personal styling service, to keep you looking chic from vineyard tour to patio tasting.

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What to wear Wine tasting, jeans, turtleneck, loafers

Embrace the power of a good pair of jeans

Jeans are a wardrobe staple for a reason. Packing a pair of jeans will ensure that you have the base for multiple outfits, but still save space in your suitcase. Plus, they’re versatile and won't easily get dirty, whether you're cycling from vineyard to vineyard or simply lounging in the tasting room. Pair dark-wash denim with a turtleneck and loafers for a cozy, yet classy look; or for a more upscale ensemble, try topping off your denim with a statement sleeve blouse.

What to wear Wine tasting, accessories

Remember to accessorize

Whether it’s a patterned scarf, a chunky necklace, or a pair of colorful shoes that match your handbag, accessories will never let you down. Go for a neutral base that can then be turned into a playful outfit in an instant. Basic wardrobe pieces, such as little black dresses and classic trench coats, can easily be styled up or down with carefully selected accessories such as a vibrant clutch or a great pair of shoes. No matter what winery you find yourself at, these pops of color ensure you’ll look put together and ready to sip on some delicious vino.


Practical makes perfect

From leisurely walks to indulgent lunches, wine tasting tours are made up of a variety of activities. Don't sacrifice style in the name of comfort—and vice-versa. Athleisure wear is on-trend for a reason; after all, it allows you to rock a cropped sweater and leggings while still looking restaurant-ready. Top your look off with a pair of sleek sneakers for maximum style and comfort.

What to wear Wine tasting, transition from day to night

Pick looks that transition from day to night

Wine touring is a day-to-night affair, so go for an outfit that can do both. After all, no one wants to show up to a fancy, date night restaurant in an outfit that's more suited to an afternoon jog. A flirty floral dress paired with a classic leather or denim jacket is perfect for transitional weather and can easily work for an afternoon stroll through the vines or an intimate evening in.

What to wear Wine tasting, complementary colors

Choose complementary colors

Complementary colors are your best friend when on vacation. Consider bringing along wrinkle-free options (a cashmere sweater is a great start) that look great with anything. White, black, and grey go with pretty much every color imaginable, but for fall, we also recommend earth tones like deep purple, burgundy, and rich brown.

What to wear Wine tasting, mix and match

Mix and match

Fall can be unpredictable, and there’s nothing worse than having to hide your shivers because you're caught out in a short-sleeved top on a chilly September afternoon. Since winery tours often require spending time outdoors, the trick is to keep it light, but layer up: think a basic tee combined with a button-up and a fall jacket. You can do up the shirt if you need to, or tie it around your waist for a laid-back look. Put it all over top of some dark-wash jeans and you'll be ready for whatever the weather throws at you.

What to wear Wine tasting, rainboots

Keep your feet happy

Footwear can make or break your trip. Luckily, rain boots and sneakers, while still comfortable and practical, can actually add to your style. Try pairing colored rain booties with your favorite skinny jeans (or even a skirt and tights) for a look that’s adorably chic. Plus, you'll be prepared for spontaneous rain showers while you’re strolling through the vines or commuting to the next winery.

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