What To Wear: Wine Tasting

insolence + wine

In the hot summer months, wine tasting is the perfect getaway from the hot weather and lack of air conditioning at home. If you've ever been the organizer for a group outing for a day of wine tasting, you've probably received a few "what are you wearing?" text messages and then pondered the question yourself. 

Our general rule of thumb is to dress comfortably. Dresses and rompers are typically made from lighter materials, which means you won't be so miserable in the summer heat. But we did find some denim we found suitable.  


Tank and T shirt dresses are probably our favorite, just because they're comfortable, casual and cute. If you're feeling more daring (and don't mind a wardrobe malfunction) strapless dresses are always great when it's 100º outside.

Drawstring Waist Tank Dress

If you're more on the casual side of the fashion spectrum, tank dresses are perfect! Put on a pair of your favorite embellished sandals and a straw hat and you're ready for a day of wine and laughter. If it gets chilly, tank dresses usually pair well with leggings. Michael Stars Drawstring Waist Tank Dress $98 from Revolve

Cuba T Shirt Dress

We love wearing bright colors while wine tasting! If you're there on a busy weekend, bright colored outfits mean your friends (or hired driver) can easily spot you in a crowd, which means your chances of being left behind are lower. Lauren Cuba T Shirt Dress, $79 from Revolve 

x Naven Twins Just Wait Dress

Strapless dresses are awesome on hot summer days. Remove your sweater and let the sun shine down on your shoulders and chest—is there any greater feeling? Choose a dress that is bright with a stunning pattern to standout in your group photos. NBD x Naven Twins Just Wait Strapless Dress, $220 from Revolve

Pam Dress

Who doesn't love a maxi dress?! When we came across this beauty, we couldn't stop ourselves from ordering it. Maxi dresses tend to be on the dressier side of the wine tasting scale, so if you're the one in the group to over dress, here's your best option. sky Pam Dress, $226 from Revolve

Rompers + Jumpsuits

Rompers + Jumpsuits are slightly more casual than a dress, though you can definitely dress it up with accessories. 

Love Shack Pia Romper

Who wouldn't love to have this in their closet? It's perfect for a hot afternoon, it's the perfect mix of casual and dressy, so you can wear it comfortably from day into night. eberjey Love Shack Pia Romper, $130 from Revolve

Rivington Romper

Privacy Please is one of our favorite brands right now with their vintage inspired pieces. This one shows just the right amount of skin if you're looking to test out the cut out trend, which we happen to love. Privacy Please Irvington Romper, $179 from Revolve 

Gone Riding Romper

This romper is perfect for a country concert, a rodeo or a day of wine tasting if you're loving the denim trend. It's definitely on the casual side, but pair it with some clunky pieces of jewelry, especially turquoise, and a pair of boots and you're ready to go.  Toby Heart Ginger Gone Riding Romper, $108 from Revolve

The Flight Suit

Another item for you denim lovers. We loved the zipper detail and length of the leg for those slightly breezy days when you want a bit more protection from the elements. Pair it with some nude heels or a pair of bright espadrilles for a complete look. Current/Elliott The Flight Suit, $275 from Revolve 

Casablanca Jumpsuit

Our dressiest jumpsuit option, this black jumpsuit from Premonition is a wonderful transition piece. Another item featuring the cutout trend, this one also has mesh paneling for a sexier look. It's on the top of our must have list. Premonition Casablanca Jumpsuit, $132 from Revolve

Rhapsody Jumpsuit

If you're looking for a print option, here's our pick. While casual, people will notice you as you make your way through the tasting room. Pair with metallic platforms or embellished sandals for a day of comfort. Eight Sixty Rhapsody Jumpsuit, $132 from Revolve

Shoes + Accessories

High heels might be your first choice, but keep in mind that a lot of wineries have lawns (even if they are brown and dying from the drought). If you don't want to ruin your favorite pair of scrappy heels (we sure don't!), here's our selections for shoes, hats and even sunglasses.

Madeline I Cow Hair Espadrille

We love to print bold print shoes with basic ensembles (such as the black jumpsuit or the first romper), for a pop of color or pattern. A solid color also looks awesome. SENSO Madeline Espadrilles, $134 from Revolve


Rane Wedge

If you can't live without your heels, here's our selection. Wedge's in a neutral are daytime appropriate and won't get thrashed while walking through a grass or dirt surface. Joe's Jean's Rane Wedge, $145 from Revolve 

Kenya Sandal

Every woman needs a pair of embellished sandals. You can wear them to work, coffee runs, weddings and of course, wineries! Dress up your outfit with these or let the shoes be the attention grabber. cocobelle Kenya Sandal, $120 from Revolve

Panama Hat

In the summertime, you need a hat to protect your face from the sun. This one is a good casual, every day option. ANINE BING Panama Hat, $132 from Revolve

Altamira Hat

Our choice for a dressier sun hat, this hat will look good with just about anything you pair it with while providing you with a wider protection from the sun. ale by alessandra Altamira Hat, $72 from Revolve

Lolita Sunglasses

An afternoon of wine tasting is the perfect opportunity to experiment with different shapes of sun glasses and we love these Lolita inspired sunglasses from Wildfox Couture, just keep your eyes on them so nobody steals them while you're dancing on the patio! Wildfox Couture Lotita Sunglasses, $189 from Revolve 


What are some of your favorite outfits to wear out on a day of wine tasting? Do you have any suggestions or tips for people who just don't know what to wear? let us know in the comments below!


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