What I Wore in Napa Valley: Easy & Chic Wine Country Outfits
If you're planning a trip to Napa and wondering what to pack, I'm sharing everything I wore on our recent trip for wine tastings, exploring vineyards, and a few upscale dinners. Napa Valley style is what I like to call elevated country casual. I aimed for outfits that were comfortable for walking around vineyards, but still cute enough for photos and wine tastings. Here’s the breakdown of each look and where I wore it.
Golden Gate Morning (San Francisco Travel Day)
Outfit: Grey tee, denim jacket, cut-off shorts, tall boots
Bag: Structured brown satchel
We started the trip with a quick morning stop at the Golden Gate Bridge before heading into wine country. I kept it layered since it was breezy, but still wanted something that looked put together. The tall boots were great for walking and added a little edge to the look.
Keywords: San Francisco outfit idea, travel day outfit, Napa Valley layers
Castle Wine Tour Outfit
Outfit: White eyelet set, oversized tan coat, brown riding boots
Bag: Structured brown satchel
This was the outfit I wore for our castle wine tour, and it might’ve been my favorite of the whole trip. It felt like the perfect mix of relaxed and styled—easy enough to walk around in but still polished for photos. The coat gave it a little structure, and the boots were great for all the cobblestone and uneven paths.
Keywords: castle winery outfit, Napa wine tour outfit, vineyard tour style, winery outfit with boots
Cream Off-Shoulder Dress (Golden Hour Dinner at Bottega)
Outfit: Off-shoulder midi dress + brown sandals
Bag: Brown satchel again (clearly on repeat this trip)
This one was super comfy but still looked polished for golden hour and a more dressed-up dinner. The off-shoulder detail gives it just enough without being over the top.
Keywords: sunset dinner Napa, off shoulder dress outfit, romantic winery look
White Two-Piece Set (Engagement Day)
Outfit: Eyelet puff sleeve crop top + matching skirt
Bag: Mini clutch
This was a favorite—I wore it for our Napa Wine Safari Tour, and also what I was wearing when Chad proposed! This will forever be a special outfit to me.
Keywords: winery outfit white, bridal Napa outfit, wine tasting photos outfit
Dinner at Bouchon Bistro
Outfit: Strapless floral print maxi dress + brown sandals
Bag: White clutch
We went to Bouchon Bistro for dinner, and I threw on this flowy maxi dress. Super easy to wear, light, and I didn’t feel too dressed up or too casual.
Keywords: what to wear out in Napa, dinner outfit for wine country, printed maxi dress
Sterling Vineyards Day
Outfit: Navy polka dot midi dress + brown flat sandals
Bag: Woven crossbody
We did a cheese and wine tasting here (highly recommend), and this dress was an easy pick. It’s comfy enough to wear all day but still looks nice in photos. I’m loving polka dots right now!
Keywords: what to wear to a winery, wine tasting outfit, vineyard dress idea
Casual Dinner Look
Outfit: Ivory satin halter top, straight-leg jeans, pointed heels
Hair: Threw it up in a bun
This was a last-minute dinner outfit I pulled together for Farmstead at Long Meadow Ranch. I loved how simple it was, but it still felt elevated thanks to the satin and heels.
Keywords: Napa evening outfit, jeans and heels dinner look, minimalist wine country style
