Chic Vacation Dresses That Will Inspire You to Book a Trip


Disclosure – The chic vacation dresses below contain affiliate links, which means we’ll receive a commission if you click on a link. We hope you like our selection — click the titles to shop!

Trying to piece together the puzzle known as the summer vacation packing list? Enter chic vacation dresses! Not only are they perfect for rolling up and stashing in a suitcase, but they’re also a fashionable solution for looking put-together and extra comfortable — even if you’re wearing one as a cute cover-up! Keep reading for the colorful vacation dresses we’re shopping at the moment!

1. Talbots Medallion Eyelet Fit & Flare Dress, $169

Between the classic fit and flare silhouette, elastic waist and classic bicolor medallion print, we’re absolutely heart eyes over this packable option!

2. Style & Co Cotton Off-The-Shoulder Eyelet Maxi Dress, $59.50 $28.99

Available in two classic summer shades, this off-the-shoulder eyelet design is made for walking the shore or sitting down for a patio dinner.

3. Who What Wear Balloon Long Sleeve Dress, $37.99

This long-sleeve dress is serving up major Mad Men vibes and we are here for it!

4. Dries Van Noten Black Len Lye Edition Sleeveless Dress, $700 $518

Need something for a quick wardrobe change for dinner? This gorgeous slip dress has you covered! With the multi-color design and soft fabric, you’ll feel like a million bucks. (This design is selling out fast, so shop it while you can!)

5. Rhode Eloise Dress, $395

You know we can never turn down a colorblocked option! This chic vacation dress is perfect for a day of shopping or exploring your new surroundings in the sunshine.

6. BB Dakota This Is Maui Do It Dress, $109

Heading to a tropical destination? Be sure your rotation of chic vacation dresses also includes one with a bold vacation-inspired print, like this smocked maxi!

7. Lost and Wander Beachside Pier Striped Maxi Dress, $118

Need something that will take you from shoreline to happy hour? Shop this beach-ready maxi dress! The smocked bodice of this beachy maxi dress provides a perfect tailored (but still comfy) look.

8. Molly Bracken Floral Smocked Maxi Dress, $92

Summer is too precious to spend it in tight, uncomfortable clothing! So make sure your suitcase is stocked with plenty of loose, flowy options, like this gorgeous floral maxi dress!

9. Rolla’s Erin Datura Dress, $119

Not really a maxi dress enthusiast? We feel you — this vintage-inspired sundress is also a great option! Pair it with some sunny espadrilles or your most comfortable sandals instead!

10. FARM Rio Solar Forest Maxi Dress, $265

When it comes to the best vacay dresses, anything with a tie-shoulder tops the list! So apply your SPF and get ready to show off your shoulders!

Ready to add more to your sunny day wardrobe? Shop our favorite summery (and on sale) pieces of the moment at Macy’s!

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