Having an outfit ready for a summer date is great. The most popular date spots are found below, with outfit suggestions for each. Don’t forget, a date can be with anyone you care about! Now onto the important stuff: what to wear. Once you figure out where you’re going, these outfit suggestions will make it easy. Take the guesswork out of what to wear on a summer date so you can focus on the actual date and the memories you make.

Casual
Picnic
Sitting on a blanket and spending quality time with someone while you enjoy a snack or meal is a perfect summer date idea. A simple summer tank and shorts are both casual and trendy. Kick it up a notch with a cute shirt dress for a slightly more aesthetic picnic vibe. This is one I imagine including charcuterie and fresh flowers complete with something bubbly.
Farmer’s Market
Strolling from one outside market booth to another while finding fresh produce and the best-baked goods sounds like a primo summer Saturday morning. The only thing better than that is wearing an outfit to suit the occasion, like a utility suit with a DIY tote bag for your garden goodies and some comfy shoes.
Brunch
This is an opportunity to wear that wrap dress you just made. This is the moment to get dressed up for sitting down. Practicality doesn’t have to be high, just remember that you’ll want a little breathing room after the meal wraps up.
Concert
Dress for the genre of music, and if you’re still not sure, keep it simple with some wardrobe basics like a top and denim shorts. A romper or a mini dress would also be cute if you’re looking for less functionality and more aesthetics.
Amusement Park
Keep the move-ability high and the style even higher with an exercise dress and accessories that keep your hands free like a fanny pack. Bike shorts and a tee are other possibilities. For any date where you’ll be active (ie. hike, sports, etc.), think about cute comfort that still fulfills the activity like a tennis skort or flowy athletic shorts.
Lake Day
Grab your favorite swimsuit and an easy two-piece French terry set for an easy lake day fit. Your outfit doesn’t need to be fussy since you’ll be mostly in swimwear. Focus on a swimsuit that won’t move around while you’re moving in and out of the water.
Fancy
Wedding Guest
Summer weddings leave room for lots of questions, so if you’re not exactly sure how to dress, stick with a simple dress and lean into accessorizing. Keep it sleek and elevated.
Dinner Date
Your outfit for dinner needs to be as upscale as the 5-star meal you deserve to indulge in, and a wide leg pant paired with a corset is just the outfit for the occasion.
Winery
For a date to the winery, pull out your summer pieces whether that’s a flowy dress or a jumpsuit. Taste the wine and enjoy the scenery while leaning into an elegant aesthetic for the evening.
Weekend Getaway
Okay, so I know that every part of a weekend getaway isn’t fancy, but I’m sure there will be one fancy occasion. Save the Poppy dress two-piece hack for this moment or a cutout dress, if you prefer. It will work for an upscale dinner, a walk by the ocean at sunset or a visit to a cute town with historic sites to take in.
Summer days are longer, but they tend to go by fast, so soak it up. It’s much easier to enjoy the moments when you know what to wear. Remember, summer outfits are meant to be easy to wear and cute enough to keep reaching for. Which summer date outfit was your favorite? Leave a comment below!
1 comment
Thanks Stephanie, these are great ideas for summer activities! I was wondering about the link to the French Terry set (Lake).