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16 Casual Summer Outfits

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Casual Summer OutfitsSummer is here and it’s often a season of dressing casually to combat the heat and humidity. But as someone who has loved fashion for decades and always want to feel and look put together, I challenge myself constantly to put together easy casual summer looks that are comfortable and chic. And these are looks that I repeat each year because they are classic and timeless. From amusement parks, to neighborhood parks or weekend wanderings, it’s still worth wearing something you love and feel great in. Here are a round-up of casual summer outfits to use replicate or use for inspiration.

16 Casual Summer Outfits

Skort and Sneakers

Skort and SneakersTop | Skort | Bag | Sneakers (similar) | Sunglasses

This may look like a cute mini skirt for summer, but there are actually biker shorts attached! I have a few pieces from the Spanx Air Essentials line and they are some of the most comfortable items in my entire wardrobe. This cropped tee is boxy and super comfy and matches perfectly with the skort.

Wide Leg Pants and a Tank

Wide Leg Pants and a TankTank | Pants | Shoes | Bag | Sunglasses

I don’t always want to wear shorts or a skirt during the summer, so these flowy lightweight pants are my go-to. I bought a pair last year from H&M for $20 and I am so happy to see that they brought them back for this year. I ordered two colors and find myself reaching for them when I’m working from home, running errands or want a comfortable pant to go out in.

Wide Leg Jeans and a Crochet Sweater

Wide Leg Jeans and a Crochet SweaterShirt | Jeans | Sandals (similar) | Bag | Sunglasses

A crochet style knit sweater is a must have for me in the summer. It’s a good compromise to have when going in and out of the air conditioning all day. And I have fully moved over to the wide leg denim trend and if I’m going to wear jeans in the summer – they must be loose!

Wide Leg Jeans, Cropped White Tee and Sneakers

Casual Summer OutfitsTee | Jeans | Belt | Sneakers | Bag | Sunglasses

Same jeans as the prior look but paired with a simple cropped tee and sneakers. Add tons of fun jewelry or keep things very simple. This look never fails me.

Jeans and a Striped Sweater

Jeans and a Striped SweaterTee | Sweater | Jeans | Shoes | Bag | Sunglasses

I actually think of my striped sweaters as my “summer night” sweaters. It can get chilly during the summer evenings and I have always gravitated towards a striped sweater and denim as an easy look to put together. During the day you can drape it over your shoulders which creates a whole other aesthetic that I adore, but I do find myself putting it on if the air conditioning is freezing or it dips down in temperature at night.

Matching Set

Casual Summer OutfitsTee | Pants | Shoes | Bag | Sunglasses | Jacket (similar)

Anything loose and flowy is what I want to wear in the heat. And if that includes a full matching set – even better. I don’t have to think about what outfit I am putting together, it already matches and looks polished. These crinkly pull on pants come in a few colors and different lengths so they are definitely worth adding to your summer wardrobe.

Related: 10 Summer Dinner Outfit Ideas

White Jeans and a Striped Top

White Jeans and a Striped Top | Casual Summer OutfitsTop | Jeans | Bag | Shoes | Sunglasses

This striped top is a bit heavy if you plan to be out in the hot sun all day, but switch it out for a striped tee instead if needed. I will forever love the look of a striped top and white jeans. An outfit like this is also a great look to wear when traveling. It’s easy to accessorize, always looks chic and can be dressed up or down.

T-Shirt Dress with Sneakers

T-Shirt Dress with Sneakers | Casual Summer OutfitsDress (similar) | Sneakers (similar) | Jacket (similar) | Bag | Sunglasses

I have a few casual tank dresses that I wear each summer. I always like to tie a jacket around my waist to create some definition at the waist but always end up wearing it when I am inside with the air conditioning. Style this look with sneakers or sandals to keep it casual and effortless.

Black Leggings and a Pullover

Black Leggings and a Pullover | Casual Summer OutfitsPullover | Leggings | Sneakers | Bag | Sunglasses

Am I still wearing black leggings in the summer? Absolutely. 24/7/365 is the appropriate time to wear black leggings. Add an oversized comfy pullover, sneakers and a belt bag and it’s basically a uniform.

Matching Linen Set

Matching Linen Set | Casual Summer OutfitsSet

Once again my love for a set is apparent. While I love putting outfits together, I don’t always want to have to think about it and having a selection of comfy matching sets always helps. This one is from Amazon and comes in a million different colors!

Striped Blouse and White Shorts

Striped Blouse and White Shorts | Casual Summer OutfitsShirt | Shorts | Shoes | Bag | Sunglasses

The same idea as the striped top and white jeans – just switch out the jeans for white shorts. There is something so crisp about a striped button down blouse and white shorts. It’s chic and elevated but still insanely comfortable.

Striped Tank Dress with White Sneakers

Striped Tank Dress with White Sneakers | Casual Summer OutfitsDress (similar) | Sneakers (similar) | Jacket (similar) | Bag

This is an old tank dress from Target but they always have a million great tank t-shirt dresses every year. They are super comfortable and I always style them the same way – with a jacket tied around my waist and either sneakers or flat sandals.

Running Shorts and Sneakers

Running Shorts and SneakersTank | Shorts | Hat | Sneakers

When I know I’m going to be outside in the heat and humidity, I always reach for these comfy running shorts. I do not run but these are still my favorite style to wear. There is underwear attached which always makes me feel a bit better since they are so short. But they are THE best thing to wear in the intense heat. This is what I would wear to an amusement park, neighborhood park, splash pad, etc.

Black Tank and Denim Shorts

Black Tank and Denim Shorts | Casual Summer OutfitsTank | Shorts | Shoes | Bag | Belt (code: MAREE20) | Necklaces: Here, here (code: MAREE30) and here | Sunglasses

This outfit is all about the accessories. A black tank and denim shorts is a classic combo but there are so many looks you can create by switching up the jewelry, bag and shoes.

Bright Linen Pants and a Tank

Bright Linen Pants and a TankTank | Pants | Bag | Shoes | Necklaces: Here, here (code: MAREE30) and here | Sunglasses

As someone who is a neutral gal through and through, I love the idea of wearing some color during the summer. While the pants are the focal point of the look, throwing on a printed bag to pull in some of the color in the pants is how to get the whole outfit to look cohesive.

Printed Maxi Skirt and White Tank

Printed Maxi Skirt and White Tank | Casual Summer OutfitsTank | Skirt | Shoes | Bag | Necklaces: Here, here (code: MAREE30) and hereSunglasses

Maxi skirts are everywhere during the summer and finding on in a fun print or bright color is an easy way to switch up your look but I always anchor it with a simple top or tank. Obviously you can mix prints or style this type of skirt with a bright color top but I always like to keep it easy when I want to be comfy and casual.

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10 Summer Dinner Outfit Ideas

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Summer Dinner Outfit IdeasThough I am a neutral gal at heart, summer outfits call for all the bright patterns, eye catching prints and vibrant colors in my opinion. If there is a season to upgrade your wardrobe and incorporate something more bold, summer is the time to do it. After spending nearly 15 years in NYC, summer dinners were a religion in the city. Outside dining was in full swing, the heat had cooled off, the people watching was epic and almost any cute summer outfit went in terms of what to wear. Keep it fun, keep it casual, keep it super dressy – deciding what to wear to dinner has so many options. And there are plenty of ways to stay chic and comfortable while enjoying nights out in summer. Here is a round-up of outfit ideas you can wear to your next summer dinner.

10 Summer Dinner Outfit Ideas

Summer Dinner Date Outfit Idea

Summer Dinner Outfit IdeasDress (similar) | Shoes | Bag (similar)

Whether it’s a first date or 10th date, you can’t go wrong with a maxi dress for a summer date night. It’s comfortable for the heat but can easily be dressed up or down with accessories. Opt for a bold color like red or orange or keep it neutral. A white dress in the summer is always acceptable. Throw on some kitten heel sandals and a clutch for a more elevated look or some flats and shoulder bag to keep the date outfit more casual. I personally love this maxi dress because it allows me to wear a regular bra! Ha! IYKYK If you are worried about getting cold in the A/C, grab a denim jacket to throw over your shoulders.

Vacation Dinner Outfit Idea

Vacation Dinner Outfit IdeaShirt | Pants (similar) | Shoes

Bold prints and patterns seem to be a necessity in the hot weather, especially when on vacation. These high waisted silky pants are so chic and are the star of the outfit so pair them with something subtle and neutral like a button down linen blouse. I tied it up in the front making it a crop top but you can also just tuck it in to the pants. The linen blouse would also double as a swimsuit coverup or could easily be worn with denim shorts during the day so you can definitely save some space in your suitcase with pieces that can be worn various ways. I also swear by these clear shoes by Schutz because they go with literally ANY outfit. I have had them for years and they have become my #1 worn shoe in the summer.

Casual Dinner Outfit Idea

Casual Dinner Outfit IdeaTank | Skirt | Sandals | Bag (similar) | Sunglasses

A night out with friends or an impromptu bite to eat on the weekend can still be an occasion to wear something chic. Denim midi skirts are having a major moment right now and I am absolutely loving the style. I wore a very similar outfit like this to dinner with a girlfriend the other night and it felt like the perfect look. Keep things simple with a solid color tank and strappy sandals and add a fun bag or accessories. To keep the look still fresh and modern, look for a denim midi skirt with a slim cut and front slit.

Birthday Dinner Outfit Idea

Summer Birthday Dinner Outfit IdeaDress (similar) | Sandals | Bag (similar) | Sunglasses

Having a flowy floral dress in your closet is a must have for summer because it can work so many occasions. A birthday dinner out with friends, a weekend bridal shower, brunch with your parents – a flowy floral dress would be perfect. With a printed dress, keep your accessories neutral and let the pattern of the dress stand out. If you need something to throw over your shoulders if the restaurant is chilly, grab a lightweight cashmere wrap or even a boucle/tweed jacket could work with a flowy floral dress.

Dinner with Friends Outfit Idea

Dinner with Friends OutfitTank | Jeans | Sandals  | Bag (similar) | Sunglasses

When you want to look polished and put together, but still keep things casual for a dinner out with friends – go for a monochromatic neutral look. While the entire outfit isn’t white, I mixed and matched similar white and beige tones. Also mixing different textures like the knit tank and  braided bag can add some interest to an outfit that is all one color.

Desk to Dinner Outfit Idea

Desk to Dinner FashionBlazer | Tank (similar) | Pants (similar) | Shoes | Bag (similar) | Sunglasses

To be honest, this was usually my scenario when it came to summer dinners when I lived in NYC. I was at work all day and if I had to go out after, I would put together a look that could work for both places. Flowy pants are a must in the summer and wearing an all monochromatic look really creates length and makes you look taller. It’s summer so try experimenting with bold colors like this vibrant green but adding a white blazer over it can make it work appropriate. And then once you leave work, take off the blazer and add a statement necklace or earrings to instantly elevate it for a night outfit.

Anniversary Dinner Outfit Idea

Anniversary Dinner DressDress | Bag (similar) | Shoes | Sunglasses

To be honest, I want to wear this dress for every single fancy occasion I every will go to. The dress, the print, the fit – it is absolute perfection. It’s the perfect look to wear for a special night such as an anniversary dinner. I once again went for my clear heels because it adds height and elongates the leg and doesn’t compete with the dress. It really lets the dress stand out.

Laid Back Summer Dinner Outfit Idea

Laid Back Summer Dinner Outfit IdeaShirt | Sweater | Jeans | Shoes | Bag | Sunglasses

I love the look of a sweater draped over the shoulders and there is nothing more classic than a simple striped pullover. Style it with wide leg jeans and comfy flats for a laid back night out. You can always switch out the jeans for denim shorts or a denim skirt as well.

Cute Casual Summer Dinner Outfit Idea

Cute Casual Summer Dinner Outfit IdeaVest | Jeans | Sandals | Bag (similar) | Sunglasses | Belt

Vests are trending for summer. They work for so many different occasions and I love it styled with white jeans and strappy heels. A great date night look or perfect for a summer night out with friends where you want to still be comfortable but look polished and chic.

Beach Dinner Outfit Idea

Beach Dinner Outfit IdeaDress | Jacket (similar) | Shoes | Bag | Sunglasses

If you are planning on a beach vacation or if you live near the beach, a flowy maxi dress is exactly what I would wear for dinner. I wear these clear block heel sandals all season long and they go with nearly every outfit in my closet. Leave the denim jacket at home if you want to dress it up or throw it on to create a more casual vibe to the whole look.

If you are in need of more summer outfit inspo, check out my post about what to wear to a summer concert and what to wear to a casual summer wedding.

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