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Summer Fun Outfits

I don’t know about you, but one of the ways I get myself through the dreary bouts of winter weather is by dreaming up ideal summer activities, vacations, and trips. A big part of that daydreaming-as-self-care is planning (and in some cases fantasizing) all of the warm-weather outfits I’d wear. Now that we are in the midst of summer and my calendar is filling up, I’m no longer fantastically thinking about what to wear, but I am in serious outfit-planning mode. Here are a few summer fun activities, trips, and events and what could be worn for each.

Summer movie blockbusters. There is always a slew of long-awaited films that come out in summer, and this year for our household, The Little Mermaid and Barbie are going to be blowing young minds. We missed out on getting our mermaid-core on here for the opening weekend of The Little Mermaid, but we are ready to go full Barbiecore in all pink for Barbie’s premiere. You may be more of an audience for summer features like Fast X or Spider-Man, but no matter the film, you can always dress to the theme or in the style of your favorite action or comedy star.

For more of a grownup activity like winery or brewery tours, I like to dress up a bit, especially for the former and if dinner is capping off the day. Sipping on some chardonnay or a hoppy IPA feels more luxurious in a floral dress, no? You can go flowy and maxi or go a bit more boho in a crocheted dress with a slip underneath. A little white dress, a summer classic, is also a stylish option for taste-testing, preferable on a patio of sorts. Either way, I’d suggest flats; you don’t want to run the risk of being tipsy in heels.

One of my favorite activities year-round is hiking. But hiking with friends is more for the summertime, in my book. When meeting up for a walking date, try out a bit of denim on denim with jean shorts and a chambray shirt. Overall, shorts are also great on relaxed hikes. If you’ll be doing something a bit more strenuous, depending on the trail, lean more toward functionality and safety. I tend to wear full-length leggings, thicker socks, and water-resistant hiking boots on a long walk. I also like to tie a bandana around my wrist for wiping my face and dressing in layers. Other key accessories are water, bug spray, sunblock, and a windbreaker in case of a sudden downpour. Lastly, don’t forget to tick-check when you’re done for the day.

For a day at an amusement park, I tend to keep things sporty. Biker shorts or capri leggings, sports bra, loose tank tied on the side, and comfy sneakers. An alternative if you’re less into fitted bottoms is cutoffs and a graphic t-shirt. Also, leave the full face of makeup and statement jewelry at home. Dressing up to ride rollercoasters and bumper cars runs the risk of losing something, and by the end of the day, your face would have sweated away. For my girls, when we plan to be outdoors with crowds, I dress them in bright, preferably neon, colors to make it easier to spot them. Reflective hats are great for this, instead of dressing them head-to-toe in hot pink. We’re saving pink for Barbie.

For trips to the beach or pool days, I prefer a one-piece, preferably in a solid dark color, worn with drawstring sweat shorts, a heavy dose of SPF, a sun hat, and flip-flops. But that’s pretty low-key. I do like the idea of two pieces mixed and matched with other sets and an oversized men’s white button-up with slide sandals. Or a tropical-print caftan cover-up with any suit to bring a bit of glamor to the pool party.

At night around the fire pit, you can look cute and be comfy in a go-to pair of stretchy jeans, a t-shirt, and your favorite summer knit. Of course, most cozy athleisure wear will do, and if you’re going with more of a pull-on pant/jogger, ideally, they’d be cuffed, not loose-legged. You do want to wear anything too flowy or breezy around the fire. Also, while being outdoors, if you’re close to the woods, you may want to pull on some thick socks and wear them over your pant legs. It may look goofy, but I say embrace that. Get the thickest, most obnoxious athletic socks and really get them up over your ankles. Wear a pair of Birkenstocks or other thick sandal to play into the silliness.

I know that during summer, it’s not so much about what you wear but about having fun, whether you’re headed to the neighbor’s pool or getting on a plane to Greece. What you wear shouldn’t deter you from that fun, so why it’s always nice to be stylish, don’t let style get in your way of enjoying yourself.