Skip to content
The Daily Pretty Brief

Accessible Style

The Perfect Summer Day – in Outfits!

summer outfits
Photography by Annie Driscoll

Enhancing the already stunning weather with a well put together and polished outfit is key to making the most of the summer months. Let’s walk though the perfect (to me!) summer day, with outfits to harmonize.

Morning

Rise and shine! We have a workout class to go to! Starting your day by moving your body in whatever way makes sense to you will set you up to feel energized for the entirety of your day. This may be a yoga class, walk in the park, weightlifting, or a run! A comfy capri mixed with a simple tank and a thick colorful headband will give you an elevated outfit that enables your body to move freely. Grab your favourite drink and let’s move!

Summer outfit collage with coral shorts and striped tops
Free People Capris, Urban Outfitters Headband

Noon

Next, it’s time to enjoy this weather by wandering through the Farmer’s Market with friends. Surrounded by fresh produce with live local music playing, we will wander around and soak up all that summer has to offer. Let’s pair this feeling with an outfit that embodies summer. Coloured polka dots are making their way into trends, and add a youthful vibrancy to any outfit. A top with a ruffle or a fun neckline to accommodate the summer heat will give you a free and flowy feel, and could be matched with a pair of white or cream flowy linen pants. Linen is a great summer material, allowing your skin to breathe to ensure comfort while walking.


Support Pretty & Smart Co.


Add a jelly sandal in a bright summer color to pull together the outfit, and you’re done! Restocking on fresh produce and catching up with close friends in a fit that makes you feel good is the perfect summer mid-day hang.

Summer outfit collage with a blue polka-dot top and silver flats
Princess Polly Polka Dot Top, Revolve Jelly Sandals

Night

It’s towards the end of the day and the summer evening has begun. The air is sweet and warm, and the bustling city has slowed its pace. You have a date! We are having a picnic in the park this evening, complete with your favourite snacks and a cozy blanket. Let’s put on a flirty outfit to savour this summer heat and maybe lock in a kiss at the end of the night! Beaded pieces are such a staple piece to add to your summer wardrobe, adding an intricacy that amplifies your look. A midi-skirt with some beaded accents might be paired with a simple and flattering top, like a tube or tank top in a white or black. This will emphasize the details on the skirt, and allow you to keep cool and comfortable.

Let’s accessorize with a fun bag and funky shoes. Sequins are making a big comeback this summer and would be a fun choice to match this vibe. With your sequined bag we could add a platform sandal, comfy yet refined. With a playful tone, this summer outfit has romantic details that will have you glowing on your date.

Summer outfit collage with a green skirt, crop top and silver purse
Princess Polly Mini Skirt, JW Pei Sequinned Bag

This summer is one of comfort and colour, with statement pieces that feel like you and move with you. Thank you for joining me today, let’s do it again tomorrow!

Written by Annie Driscoll

About Annie

Annie Driscoll is a teacher and writer based in Toronto, Ontario. She graduated from Toronto Metropolitan University with a Bachelor of Arts in Music Business and Communications, and shortly after received her TEFL certificate in Costa Rica to teach English as a second language. Now in Toronto, she continues to teach, while also working at a fitness boutique! Annie is also a lover of Pilates, the summer sun, and her dog Posey. 

**Do you value meaningful, women-led conversations? For less than the cost of a coffee each month, you can help keep this work going. Click here to support independent, women-led voices.
Explore more from the blog

In your inbox

The Weekly
Pretty Brief

A weekly email from Pretty & Smart Co. with stories, ideas and things worth your time.

Follow us on
Instagram.

@prettyandsmartco

For more from the magazine and the women, stories and ideas behind it.

Follow on Instagram
Camila Gonzalez- Pretty and Smart Co- ProfileCamila Gonzalez - Pretty and Smart Co- Summer 2026
Go toTop