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Insiders Guide: Tips & Tricks

Vineyard Fit: What to Wear to a Wine Tasting

May 8, 2025

a group of friends that went wine tasting together cheersing in a vineyard

Whether you’re planning a getaway to the North Fork or heading to your local tasting room, knowing what to wear wine tasting is almost as important as knowing what to sip. Wine tasting is all about enjoying the moment—and your outfit should reflect that same relaxed, yet polished vibe. From casual afternoons under the sun to chic evenings with a glass of rosé, we’ve got your complete guide to vineyard style this season.

Here’s how to plan the perfect wine tasting outfit that’s stylish, functional, and 100% photo-ready.


🌿 First Things First: Dress for the Setting

Every winery has its own vibe—some are rustic and casual, others are more modern and upscale. The North Fork, for example, offers a laid-back coastal feel with breezy patios and vineyard views. Before choosing your look, check the winery’s atmosphere. If you’re heading somewhere like Suhru & Lieb Vineyards, where you can sip wine on a sunny patio, opt for something comfortable, cool, and effortlessly chic.


☀️ Daytime Tastings: Keep It Light & Breezy

Women:

  • Midi dresses or flowy skirts – breathable and flattering, perfect for sipping in the sunshine.

  • Linen pants or rompers – ideal for vineyard walks and spontaneous photo ops.

  • Wide-brim hat – for sun protection and serious style points.

  • Low block heels, wedges, or cute sandals – avoid stilettos (gravel is not your friend).

For Men:

  • Chino shorts or lightweight trousers – keep it casual, but classy.

  • Short-sleeved button-downs or polos – breathable fabrics like linen or cotton are your go-to.

  • Loafers, boat shoes, or clean sneakers – stylish yet functional for vineyard terrain.


🌅 Evening Tastings: Elevate Your Look

Planning a wine tasting at golden hour or a date-night visit? Go for a more polished version of your daytime look.

  • Women: Swap your sundress for a sleek midi or jumpsuit. Add some statement earrings or a lightweight blazer.

  • Men: Try dark jeans or tailored pants paired with a linen button-down and a casual blazer for a bit of evening elegance.


🎒 Vineyard Style Essentials

Besides your outfit, don’t forget these stylish but practical accessories:

  • Crossbody bag or mini backpack – easy to carry and leaves your hands free for tasting.

  • Sunglasses – a must for outdoor tastings (plus they double as a style statement).

  • Layered jewelry – delicate gold pieces or minimalist rings add a personal touch.

  • Light scarf or denim jacket – temps drop fast near the water, so always bring a layer.


👟 Shoes to Skip

No matter how cute they are, avoid heels that sink into grass or gravel paths. Stick to flats, wedges, or boots with a sturdy sole. Trust us—your feet will thank you.


📸 Pro Tip: Make It Instagram-Worthy

Wine tasting is a whole vibe—and so is the content you’ll capture. Coordinate outfits with your group (neutrals and earth tones always pop against vineyard greens), and don’t forget to grab a shot with your glass in hand, sun hat tilted just right.


Sip: Your Wine Tasting Look = Confidence + Comfort

The key to the perfect wine tasting outfit? Feeling like your best, most stylish self—while still being comfortable enough to walk the vines or lounge on a patio. Whether you’re going bold with a wide-brim hat or keeping it minimal in neutrals, your vineyard style should reflect the easy-going joy of the wine tasting experience.

So the next time you’re wondering what to wear wine tasting, come back to this guide, pour yourself a glass, and start planning your look like the tastemaker you are. 🍷


Want more wine tasting tips, travel inspo, or Gen Z-approved wine guides? Check out our latest posts to plan your perfect North Fork day.