15 Winery Summer Outfits for a Day of Fun

A day at the winery calls for outfits that blend sophistication with comfort. Whether you’re touring vineyards, sampling wines, or enjoying a picturesque lunch among the vines, these ensembles will keep you looking polished while staying comfortable throughout your wine-tasting adventure. Here are 15 carefully curated outfits perfect for your next winery visit.

Spending time at a winery often means walking, sitting, and enjoying long hours outdoors, so outfits should feel relaxed while still looking refined. These outfit ideas focus on breathable fabrics, flattering silhouettes, and thoughtful styling that suits the calm and elegant winery setting.

Floral Midi Dress with Straw Accessories

A soft floral midi dress creates an easy, graceful look that fits naturally into vineyard surroundings. The flowy fabric allows movement while staying comfortable throughout the day.

Straw accessories add both function and charm, offering sun protection without overpowering the outfit. Neutral footwear with a stable heel keeps walking effortless on grassy paths.

Linen Palazzo Pants and Silk Camisole

Linen palazzo pants offer airflow and ease while still appearing polished. Their wide shape keeps the outfit relaxed yet elevated.

A silk camisole adds softness and refinement, balancing the casual nature of linen. Simple accessories and flat footwear maintain comfort while keeping the look sophisticated.

Wrap Jumpsuit with Statement Belt

A wrap-style jumpsuit provides a clean, flattering shape while allowing freedom to move. The wrap detail naturally defines the waist without feeling restrictive.

A bold belt adds structure and interest, while supportive wedges and subtle jewelry complete the look with ease and confidence.

Pleated Skirt and Cotton Blouse

A pleated skirt brings gentle shine and movement, making the outfit feel special without being formal. The fabric catches light beautifully during outdoor moments.

Paired with a crisp blouse, the outfit feels balanced and timeless. Comfortable slip-on shoes and delicate jewelry keep the look practical and elegant.

Printed Culotte Set

A matching culotte set creates a coordinated appearance with minimal effort. Earth-toned prints feel natural and relaxed in a winery environment.

The cropped length keeps the outfit breathable, while clean accessories and simple jewelry prevent the look from feeling busy.

Denim Dress with Vintage Details

A denim dress offers structure while remaining casual enough for walking through vineyards. Vintage-inspired elements add personality and warmth.

Comfortable footwear keeps the outfit functional, making it a great choice for a full day of tasting and exploring.

Linen Shorts and Puff Sleeve Top

High-waisted linen shorts feel light and comfortable while still looking intentional. They allow ease of movement without sacrificing style.

A puff sleeve top adds softness and shape, while textured accessories and flat sandals keep the outfit balanced and relaxed.

Tiered Maxi Dress

A tiered maxi dress creates movement and flow, making it ideal for outdoor winery settings. The length and structure feel effortless yet refined.

Muted shades enhance the elegance of the look, while simple footwear and minimal jewelry let the dress stand out naturally.

Wide-Leg Cropped Trousers and Shell Top

Cropped wide-leg trousers provide comfort with a tailored feel. Their shape allows airflow while maintaining a polished appearance.

A smooth shell top adds refinement, and stable sandals plus a structured bag complete a look that feels practical and put together.

Slip Dress with Light Cardigan

A slip dress offers a simple, elegant base that works well in relaxed winery settings. The smooth silhouette keeps the look understated and graceful.

A lightweight cardigan adds flexibility for changing temperatures, while flat sandals and subtle jewelry maintain ease throughout the day.

Palazzo Romper

A palazzo-style romper blends the ease of a one-piece with the elegance of wide-leg pants. It allows movement without constant adjustment.

Gold-toned accessories and supportive wedges enhance the outfit while keeping it comfortable for extended wear.

Midi Skirt and Crop Top Set

A coordinated skirt and top set feels modern and effortless. When the top meets the high waist, the look remains flattering and balanced.

Sun-friendly accessories and block heels add function while keeping the outfit stylish and winery-appropriate.

Linen Blazer and Shorts Set

A linen blazer and shorts combination feels polished while staying breathable. The matching pieces create a clean, intentional look.

Layering over a soft top keeps the outfit flexible, while flat footwear and minimal accessories maintain comfort.

Wrap Blouse and High-Waisted Pants

A wrap blouse adds softness and shape, creating a flattering upper silhouette. The style feels relaxed yet feminine.

High-waisted pants lengthen the frame and balance the look. Statement earrings and comfortable shoes finish the outfit without overpowering it.

Cotton Eyelet Dress

A cotton eyelet dress feels timeless and light, making it ideal for warm winery days. The breathable fabric keeps you comfortable for hours.

Natural-textured accessories and easy footwear complement the softness of the dress, creating a look that feels effortless and refined.