Sunshine, feelin’ fine, sundresses on my mind *snort*. I think all day in the sunshine MIGHT have fried my brain, or I just wrote the lyrics to the perfect cheesy ’70s love song — either way, I’ve had sundresses on the brain for WEEKS now. I spent many hours over several days online scouring the internets for any and every summer dress I could find. I was so inspired by all the gorgeous summer dresses I found that I filled a nice chunk of sketchbook out with my favorites, pictured above. When it comes to summer shopping, my hands down favorite things to shop for (and to wear) are sundresses. I’ve never been much of a shorts-wearer in the summer, so I live in dresses and skirts all season long.
But there’s also just something about those breezy, cotton dresses that embodies those perfect moments that summer is all about: sunburnt sunset dinners on vacay, weekend getaways to the beach, backyard cookouts with friends, warm breezy evening cocktails at a beer garden in the city, cocktails in beer gardens, and summer barn house weddings.
For all the best moments of summer, there’s a sundress for that — and you can bet | made it my mission to scour the internet for them all, and then find the best of the best. There’s a very good chance that at this point if it’s under $300 and it’s online — I’ve seen it.
Beach to Wedding: 10 Swoon-Worthy Summer Dresses
1. Layla Nautical Stripe Sundress
The TME Why: I love this dress so much. The fabric quality is top-notch and it’s soooo comfortable. Plus, POCKETS!
Perfect for: Summer trips to Europe, like Paris for instance, where I got this dress — and then proceeded to wear it for the rest of the trip.
2. J.Crew Tiered Eyelet Maxi Dress
The TME Why: This dress embodies everything I love in a summer dress: gorgeous eyelet all over, flowy fit with a tiered ruffle skirt and breathable fabric: cotton voile.
I’d Wear It: On vacation & to BBQS; sightseeing day trips in a tropical locale, and breezy evening dinners on the patio at a nearby cafe. Also — 4th of July, baby!
3. J.Crew Midi Seersucker Sarong Dress
The TME Why: Versatile and sophisticated. The dress’s Sarong style makes it an easy on, easy off option perfect for the beach. The timeless silhouette makes it dressy enough to wear to a wedding. It’s not often you find a dress that can do both.
Wear It To: Summer weddings. If I had a wedding to attend this summer, this is the dress I’d wear (but with my swimsuit on underneath, so I can head straight to the beach after).
4. Free People Isla Midi Dress
The TME Why: Perfect, effortless, boho-chic dress. We can’t get enough of smocked dresses. Seriously, don’t knock ’em till you try one. The comfort level is out of this world; the fit is super-flattering. (Runs large, order a size down). I’ve been wearing mine all day today.
I’d Buy This For: Summer festivities like the Farmers Market or Chicago’s RibFest.
5. Ruched T-Shirt Dresses
The TME Why: T-shirt dresses provide the maximum comfort level possible in a dress and are so easy to dress up or down.
Make It Me: Either over a swimsuit or with Converse, or dangly earrings and a clutch.
6. Reformation Black Midi Sundresses
The TME Why: Two of Reformation’s highest-rated summer dresses. Shana had a Grace Kelly moment in the August dress and also loves the soft jersey fabric. Customers love the Tori’s flattering silhouette and high-quality linen fabric. Plus: pockets AND buttons.
Buy It For: adding versatility to your summer wardrobe staples. Both are TIMELESS styles that you will wear for years. Everybody needs at least one great black summer dress
The TME Why: Ultimate comfort. Soft, breathable linen fabric, and a shirred waist that adds comfortability while accentuating the waist.
Perfect For: Everyday, all day. This dress was MADE for the summertime. You’ll get A LOT of wear out of this summer staple dress. Runs large so order one size down.
8. Anthropologie Savannah Halter Dress
The TME Why: GORGEOUS colors. The colors in online pics of this dress don’t come close to how lovely they look in person, “like a beautiful summer sunset after an April shower,” as one customer reviewer described perfectly.
I’d Buy This For: A tropical getaway.
9. Wayf Floral Print Tiered Ruffle Hem Maxi Dress
The TME Why: Maximum Summer Romance vibes. I wore a dress just like the Pamela to a Parisian flea market. The Chelsea comes in three other summer-perfect color and pattern options: a vibrant yellow, a vintage-inspired red floral, and a romantic black with pink roses print.
Perfect For: Summer weddings or Parisian flea markets. Basically anywhere you want to get your romantic vibe on. The Chelsea dress runs small, order one size up.
10. Dresses That Inspired My Sketches & This Post
The TME Why: The dresses that started it all. Two different styles that perfectly embody what a summertime dress is. Lightweight, flowy fabric, and the perfect amount of romantic detailing: a hint of ruffles, button-fronts, and they both have my personal favorite summer dress attribute: POCKETS.
Make It You: Wear to summer events such as church/temple, summer weddings and baby showers.
Hope this helps you all find your perfect Summer dress to wear to your favorite summertime festivities. Until next time!
Jess – Follow me on Instagram!