Day drinking, whether at a trendy brunch, a local brewery, or a charming seaside bar, demands outfits that strike the delicate balance between being chic and casual. After all, you want to look fashionable while feeling comfortable as you enjoy your favorite mimosa or craft beer. Here are some thoughtfully curated day drinking outfit ideas that ensure you stay stylish and relaxed.
Effortlessly Breezy Dresses
Sundress Sensations
A sundress is the epitome of casual elegance for day drinking outfits. Opt for a dress made of flowy, breathable fabrics such as cotton or linen. These materials keep you cool and comfortable throughout the day. Brands like Reformation are celebrated for their eco-friendly, stylish sundresses that are perfect for a daytime outing. Combine this with strappy sandals from Steve Madden and a delicate straw hat for an effortlessly chic look that’s hard to beat.
Maxi Dresses for Boho Vibes
Maxi dresses bring an effortlessly bohemian vibe that’s perfect for a relaxed day out. Look for vibrant prints or soft pastels from brands like Free People. A maxi dress not only offers comfort but also exudes a laid-back elegance suitable for both casual and upscale settings. Plus, the flowing nature of the dress helps keep you cool and adds an element of grace to your look.
Chic and Casual Separates
The Classic Denim Combo
A pair of high-waisted denim shorts paired with a crisp, white off-the-shoulder top strikes the perfect balance between casual and chic. Brands like Levi’s offer classic denim shorts that are both stylish and versatile. A white off-the-shoulder top from Zara completes the look, making this combo a go-to choice for many. It’s simple yet stylish and ideal for a day of socializing and sipping cocktails.
Tailored Shorts and Blouses
If you’re looking for a slightly more polished appearance without sacrificing comfort, tailored shorts are your best bet. Opt for a pair from J.Crew and pair them with a lightweight, printed blouse from Anthropologie. This ensemble offers a stylish yet relaxed vibe, perfect for daytime events. The tailored shorts add a sophisticated touch while the printed blouse injects a splash of fun into your outfit.
| Occasion | Women’s Outfit Ideas | Men’s Outfit Ideas | Pro Tips |
| Casual Bar | – High-waisted jeans, crop top, sneakers | – Casual button-down shirt, denim jeans, sneakers | – Opt for breathable fabrics for comfort. |
| – Midi skirt, graphic tee, sandals | – T-shirt, cargo shorts, casual loafers | – Choose relaxed but well-put-together items. | |
| Smart-Casual | – Sophisticated dress or knee-length skirt, dressy top, flats or low heels | – Polo shirt, chinos, loafers | – Avoid athletic wear; opt for a polished look. |
| – Tailored trousers, chic blouse, loafers | – Polo shirt, khaki pants, dress shoes | – Accessories such as a nice watch or minimalist jewelry can elevate the outfit. | |
| Sporty-Chic | – Stylish leggings or joggers, breathable sports top, lightweight jacket | – Track pants, fitted hoodie, high-top sneakers | – Finish with functional yet stylish accessories like caps and sports watches. |
| – Athleisure set with sneakers and a cap | – Athleisure set with comfortable sneakers | – Perfect for casual hangouts where mobility and comfort are key; avoid overly gym-centric looks. | |
| Avoid | – Athletic wear unless it’s the sporty-chic style | – Athletic wear unless it’s the sporty-chic style | – Aim for a smart-casual vibe without being overly revealing or undone. |
| – Pajamas or overly revealing clothes | – Pajamas or overly revealing clothes | – Ensure clothes are clean, put-together, and show effort. | |
| Outfit Type | Features | Price Range | Benefits |
| High-Waisted Jeans | Comfortable, versatile, and trendy | $40 – $120 | Flattering fit for most body types, can be dressed up or down |
| Crop Top | Lightweight, offers a casual yet chic look | $10 – $50 | Easy to pair with different bottoms; ideal for warm weather |
| Midi Skirt | Flowy, often with a variety of prints | $30 – $80 | Comfortable and versatile; suitable for both casual and semi-formal settings |
| Tailored Trousers | Well-fitted, often in neutral hues or subtle prints | $50 – $150 | Polished look, pairs well with dressy tops for a sophisticated ensemble |
| Athleisure Set | Sporty, breathable, often includes matching top and bottom | $60 – $200 | Combines comfort with style; perfect for casual, active outings |
| Casual Button-Down | Comfortable, available in various patterns | $30 – $100 | Easy to dress up or down; breathable materials make it ideal for day drinking sessions |
Jumpsuits: The Perfect One-Piece Wonder
Jumpsuits offer an incredibly stylish and convenient choice for day drinking. Brands like Madewell create jumpsuits in breathable fabrics and flattering cuts. You can pair a jumpsuit with espadrilles or block heels for a look that’s both fashionable and functional. This one-piece wonder eliminates the hassle of coordinating tops and bottoms, making it an easy yet chic option.
Footwear: Striking a Balance Between Style and Comfort
Versatile Sandals
Sandals are a go-to choice when it comes to day drinking outfits. Look for options from Birkenstock for maximum comfort, or Sam Edelman for a more stylish twist. Both brands offer a variety of designs, ensuring your feet are as happy as you are. Comfortable and fashionable sandals make strutting around all day a breeze.
Casual Sneakers
For days when comfort is paramount, stylish sneakers are a perfect match. A pair of white sneakers from Adidas or Veja can be the ideal footwear. They add a sporty yet chic touch to your outfit and ensure you can walk or stand comfortably for hours, making them a practical yet stylish option.
Accessories to Complete the Look
Sunglasses
Investing in a pair of stylish and protective sunglasses can add a touch of glamour to your day drinking outfit. Brands like Ray-Ban and Warby Parker offer a wide range of designs that cater to different face shapes and style preferences. Not only do they protect your eyes, but they also elevate your overall ensemble.
Statement Jewelry
Subtle yet statement-making jewelry can elevate any outfit. Brands like Gorjana and BaubleBar offer pieces that add an elegant touch without being too overpowering. A simple pendant necklace or a pair of hoop earrings can make all the difference in pulling your look together.
Layering: Adapting to Changing Temperatures
Light Cardigans and Scarves
Layering is crucial, especially when temperatures can fluctuate from day to evening. A lightweight cardigan from Uniqlo or a stylish scarf from H&M can be easily added to your outfit for those cooler moments. This versatility ensures you remain stylish and comfortable as the day progresses.
A Final Thought on Day Drinking Outfits
When it comes to planning your day drinking outfits, striking the right balance between style and comfort is crucial. The right ensemble can enhance your overall experience, making you feel both confident and relaxed. By incorporating versatile pieces, comfortable footwear, and the perfect accessories, you’ll be ready for any occasion your day out might bring. Whether you’re at a coastal bar in Bali or a rooftop in New York, a well-thought-out outfit is just a selection away.
For more ideas on how to maintain your style and stay comfortable, consider these tips from Fred Toucher or enhance your unique style by checking out Damian Gabrielles fashion insights.
So as you plan for your next day drinking outing, keep these outfit ideas in mind. Not only will you stay chic and comfortable, but you’ll also be well-prepared to enjoy every moment to the fullest.
Day Drinking Outfits – Book by Dean Bruer
Additional Resources
Each of these resources provides valuable information that can help you navigate different aspects of style and comfort when planning day drinking outfits. Happy day drinking, and may your outfits always be on point!
Day Drinking Outfits: Chic and Casual Ideas
Fun Trivia and Interesting Facts
Ever thought about the fascinating history behind some day drinking outfits? For example, did you know that jumpsuits first became a fashion statement thanks to pilots in the early 20th century? Fast forward to now, and they’re all the rage for effortless and stylish day drinking( attire. Transitional pieces like jumpsuits are perfect for sipping cocktails under the sun, comfortable yet chic for any casual setting.
And here’s another nugget of trivia: Bermuda shorts were named not after their place of origin, but because they became popular with tourists in Bermuda! Easy-breezy and comfy,( these are a great choice for a casual day at your favorite rooftop bar. Pair them with a simple tee or a flowy top, and you’ve got the perfect mix of relaxed and put-together.
To top it off, consider how historical styles continue to influence today’s trends. Crop tops, for example, first gained popularity during World War II due to fabric rationing. With a nifty bit of ingenuity, women turned their limited resources into stylish( and versatile pieces that have stuck around ever since. Nowadays, there’s nothing like a breezy crop top to keep you cool and trendy while enjoying a day drink with friends.
So whether you’re donning jumpsuits inspired by aviators or sporting Bermuda shorts that nod to vacationers, it’s evident that day drinking outfits carry a rich history of stylish practicality. Incorporating elements from these timeless looks can help you navigate your wardrobe choices with flair and comfort.
What do you wear to go drinking?
For a casual bar outing, go for a relaxed outfit. Women can try high-waisted jeans with a crop top and sneakers, or a midi skirt paired with a graphic tee and sandals. Men can opt for a casual button-down shirt with denim jeans and sneakers.
What to wear out for cocktails?
For cocktails, think sophisticated. A chic dress or skirt that hits around the knee is always a safe bet. If you prefer separates, pair a skirt or tailored trousers with a dressy top. For something different, a tailored pantsuit adds a modern twist to traditional cocktail attire.
What to wear for a pub meal?
For a pub meal, smart casual is the way to go. Nice jeans paired with a stylish top work perfectly for women. Men can wear well-fitted jeans with a casual button-down shirt. The key is to look put-together but comfortable.
What to wear on a day out with friends?
For a day out with friends, opt for stylish comfort. Women might choose a trendy pair of leggings or joggers with a comfy sports top, topped with a hoodie or light jacket. Sneakers and a cap complete the sporty-chic look. Men can wear comfortable shorts or jeans paired with a casual tee and sneakers.
How do you stay classy when drinking?
To stay classy when drinking, avoid anything overly revealing or unkempt. Aim for clean, well-fitted clothes that show some effort, like nice jeans and a cool top. Skipping athletic wear unless you’ve just been to the gym is a good rule.
What is the etiquette for drinking?
Etiquette for drinking includes pacing yourself, eating something substantial, and knowing your limits. Be respectful of others, don’t overindulge, and always thank the host or your bartenders.
What is daytime cocktail attire?
Daytime cocktail attire should be stylish yet refined. Women can opt for knee-length dresses or chic separates like skirts and dressy tops. Men should consider tailored trousers paired with a crisp shirt or a smart casual blazer.
What is not acceptable for cocktail attire?
For cocktail attire, avoid anything too casual like jeans or overly athletic clothing. Save your shorts, flip-flops, and anything too revealing for other occasions.
What is a women’s cocktail attire?
Women’s cocktail attire typically includes dresses that fall at or slightly above the knee, chic skirts with dressy tops, or even a tailored pantsuit in a sophisticated cut. Think elegant and polished.
What to wear to a bar woman?
For a bar outing, a woman can wear high-waisted jeans with a cute crop top and sneakers for a relaxed vibe, or go for a midi skirt paired with a graphic tee and sandals for a bit of flair.
How to dress smart casual female?
Smart casual for females can include neat jeans or tailored pants with a stylish top. A well-fitting dress that isn’t too formal, paired with flats or low heels, fits the bill perfectly. Layers like cardigans or blazers can add a classy touch.
What to wear to a wine bar woman?
Heading to a wine bar, women should choose an outfit that’s stylish yet comfortable. A sophisticated blouse with a midi skirt or nice tailored pants works well. Pair the outfit with comfy yet chic shoes, like low heels or stylish flats.
What to wear to drinks with coworkers?
For drinks with coworkers, aim for neat, professional yet relaxed clothes. Tailored trousers with a dressy top or a stylish blouse with a midi skirt will keep you looking polished. Comfortable yet smart shoes are a must.
What to wear to a cocktail bar?
At a cocktail bar, opt for a sophisticated dress or stylish separates like a chic skirt with a silky top. Pair with heels or elegant flats. Men should go for tailored pants with a crisp shirt and possibly a blazer.
What is day dress dress code?
A day dress dress code usually means a casual but put-together look. Women can wear a knee-length dress or a smart top with a skirt, while men should consider chinos or nice jeans with a collared shirt.
What do you wear to a drink reception?
For a drink reception, dress smartly but comfortably. Women can go for a nice dress that’s not too formal, or tailored pants with a chic blouse. Men should consider dress trousers and a button-down shirt, or a blazer for added flair.
What do you wear to nightlife?
For nightlife, aim for trendy yet comfortable outfits. Women can wear stylish dresses or high-waisted jeans with a snazzy top. Men might choose dark denim, a fitted shirt, and sleek shoes.
What do you wear to meet someone for a drink?
Meeting someone for a drink, keep it casual yet stylish. Women can go for nice jeans with a cute top, or a casual dress. Men can opt for jeans with a neat button-down shirt or a smart tee.
What do you wear to bottomless drinks?
For bottomless drinks, go for comfy yet stylish outfits. Women can pick high-waisted jeans with a breathable top or a casual dress. Men can wear relaxed but neat jeans with a trendy shirt. Comfort is key since you’ll be sitting and socializing for a while.
