Last Updated: 2025-04-12

Hey there, wine lovers! Summer's finally here, and you know what that means - it's the perfect time to hit up some gorgeous wineries! I've been on my fair share of wine tours, and let me tell you, figuring out what to wear can be tricky. You want to look cute but also stay comfy while you're sipping that rosé in the sun, right? Well, I've put together my top 10 outfit ideas that'll have you looking fab without trying too hard. Let's dive in!

1. The Classic Sundress

You really can't go wrong with a sundress - it's like the ultimate winery uniform! I'm all about those light, flowy fabrics with cute floral patterns or soft pastel colors. Pair it with some strappy sandals (or comfy wedges if you'll be doing a lot of walking - trust me on this one!), and throw on a wide-brimmed hat to keep the sun off your face. This look is super cute but won't have you sweating buckets in the summer heat. Win-win!

 2. Chic Casual Jumpsuit

For something a bit more modern and put-together, casual jumpsuits are my go-to. Look for one made from breathable fabrics like linen or cotton - your body will thank you later! I usually stick with neutral colors or subtle patterns to keep things classy. Add some cute sandals or comfy flats, maybe a statement hat or some simple jewelry, and you're good to go! I wore one to a fancy Napa Valley tasting last year and felt like a million bucks.

3. Maxi Skirt and Crop Top

Want to feel like you're floating through the vineyard? Try pairing a flowy maxi skirt with a cute crop top! I love picking a lightweight, breezy skirt in a bright color or floral design. Match it with a cropped blouse or fitted top to balance things out. Finish with some strappy sandals or flats and maybe a straw bag for that boho vibe. This combo is super versatile and works for basically any winery vibe!

 4. Stylish Romper

Rompers are such a fun, versatile option for wine tasting! I'm obsessed with styles that have playful patterns or solid pastel colors. Look for cute details like ruffles or lace trim to add a little something extra. I usually wear mine with flat sandals or ankle boots depending on the vibe, and don't forget a wide-brimmed hat and crossbody bag for a look that's both practical and super cute.

5. Linen Pants and Off Shoulder Top

When it's crazy hot but you still want to look put-together, Linen pants with an off-shoulder top are chef's kiss. I usually go for neutral pants like beige or white (though white is risky around red wine, just sayin'!) and pair them with a pretty top in a color I love. Add a belt to define your waist and finish with espadrilles or even canvas sneakers if you'll be doing lots of walking. It's casual but still looks like you made an effort!

6. Boho-Inspired Maxi Dress

Channel your inner free spirit with a gorgeous boho maxi dress! I'm always on the lookout for ones with cool patterns, flowy sleeves, or fun tassel details. Pair it with gladiator sandals or comfy flats, then pile on some layered necklaces and big sunglasses. This outfit is perfect for those laid-back wineries where you might end up lounging on the grass with a glass of Chardonnay. Anyone else feel like they should be at Coachella in this look, or just me?

7. Palazzo Pants and Tank Top

For a more sophisticated winery moment, I'm all about palazzos pants with a simple tank top. The wide-leg silhouette is super flattering and soooo comfortable for a day of tastings! Stick with breathable fabrics like linen or cotton so you don't overheat. I usually wear mine with comfortable flats or low wedges and a cute handbag. This outfit transitions perfectly from wine tasting to shopping afterward - you'll be the most stylish one there!

 8. Wrap Dress

A wrap dress is basically foolproof for wine country - it's flattering on literally everyone! I love picking one in a bold color or fun pattern. The wrap style shows off your waist while still being comfy enough to move around in. Pair it with strappy sandals or wedges and some dainty jewelry for a feminine, put-together look. Pro tip: darker colors can be more practical if you're worried about spills (we've all been there after that third tasting, right?).

9. Denim Skirt and Black Tee

For a more casual winery day, you can't beat a good denim skirt and black tee combo! I'm partial to high-waisted skirts paired with a classic black t-shirt tucked in. It's simple but still looks intentional, you know? Add a pop of color with fun shoes or statement accessories. Throw on a printed scarf or grab a cute tote, and you've got yourself a relaxed but still pulled-together look. This is my go-to for those less fancy vineyard visits!

10. Culottes and Striped Top

Want to look trendy but still feel comfy? Try culottes with a striped top! I like to choose lightweight culottes in neutral colors like beige or black, then pair them with a classic striped top for that chic, slightly nautical vibe. Add some espadrilles or low heels, a straw hat, and a cute clutch, and you're ready for a day of wine tasting! This outfit always gets me compliments, plus it's perfect for those Instagram pics between the vines!

When you're planning your winery outfits this summer, just remember it's all about balancing style with comfort. You want to look cute for those inevitable wine selfies, but also be comfortable enough to enjoy yourself! I always go for lightweight fabrics, breezy silhouettes, and colors that make me happy.

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