Dress-tination: Plus Size Vacation Looks Made to Travel Beautifully

Vacation has a way of changing everything—even the way you get dressed. Style feels lighter, more playful, and far more fun. Days stretch longer, evenings linger, and suddenly your wardrobe gets to do what it does best: make you feel amazing without asking for much effort in return.

The best plus size vacation looks are the ones that travel well, feel incredible on, and look just as good in real life as they do in photos. They don’t wrinkle, pinch, or demand a backup plan. They simply show up, do their job beautifully, and let you get on with enjoying yourself.

That’s exactly what these Kiyonna favorites were designed to do. Lightweight, breezy, and unapologetically flattering, each piece is made with curves in mind and getaway days at heart—ready for everything from poolside wandering to candlelit dinners under the stars.

A Getaway Go-To, Perfected

Every great vacation wardrobe has a go-to piece you can count on, and the Vienna Maxi Dress fits that role perfectly. Offered in three resort-ready prints—an ocean-inspired teal floral, bold red blooms, and a sun-washed Talavera motif—each version brings its own sense of wanderlust and warmth, perfect for destinations where color feels right at home.

Made from a luxe stretch jersey that feels cool and comfortable against the skin, the Vienna is as easy to wear as it is to love. The empire waist and V-neckline create a beautifully flattering shape, while the flowing A-line skirt and subtle side slits move effortlessly as you walk. From coastal wandering and poolside lunches to cruise departures and golden-hour photos, this plus size maxi dress makes looking pulled together feel wonderfully automatic.

Romantic Nights, Destination Style

Some vacation evenings feel cinematic—the kind where the light is softer, the air is warmer, and getting dressed feels like part of the fun. The Riviera Lace Maxi Dress was made for those moments. Designed in soft, fully lined floral lace, this plus size style feels romantic and beautifully easy to wear.

As you move, the cold-shoulder silhouette and gentle ruffle details catch the breeze, while the softly ruffled hem creates an easy, graceful flow that feels beautiful in motion. It’s the kind of plus size dress that belongs at destination weddings, formal cruise dinners, or any elevated evening away.

Effortless From Day to Night

Vacation days tend to unfold naturally, and that’s exactly why the Gia Midi Dress in Belize Blooms works so well. With its vibrant floral print and fluid jersey fabric, this plus size dress feels cheerful and relaxed while still looking polished—perfect for days that move easily from one moment to the next.

The surplice neckline and empire waist create a flattering, comfortable shape, while the short sleeves keep things easy and wearable. And yes, it has pockets—the kind you actually use, whether you’re slipping in your phone, your room key, or just enjoying the simple joy of having somewhere to rest your hands. The Gia transitions seamlessly as the day unfolds, making it an effortless choice when you want to feel put together without stopping to think about what comes next.

Free-Spirited Drama, Breezy Confidence

Every once in a while, vacation style calls for a little drama—in the best possible way. The Indie Flair Maxi Dress answers that call beautifully. Offered in rich, saturated hues, this plus size silhouette feels artistic, expressive, and wonderfully free-spirited.

Dramatic kimono sleeves and a softly draped front create a layered look that flatters curves and moves with ease. Lightweight and easy to pack, it slips effortlessly into your suitcase and emerges ready to wear. It’s the kind of plus size vacation dress you’re glad you packed—easy to wear, flattering on, and just right for wherever the evening leads.

The Ultimate Suitcase Essential

Every smart packer knows the value of a truly versatile dress, and the Classic Silky Sleeveless Maxi Tank Dress by Vikki Vi is that unsung hero. Clean, simple, and endlessly adaptable, this plus size maxi is the piece you’ll reach for when you want to look polished with zero effort. It’s the kind of dress that quietly does it all, making vacation dressing feel refreshingly uncomplicated.

Crafted from a luxurious viscose jersey knit, the wrinkle-resistant fabric drapes beautifully and travels like a dream—just hang it up, and you’re ready to go. Worn on its own, layered with accessories, or dressed up for evening plans, it transitions effortlessly with your day. It’s the kind of dress that earns its place in your suitcase again and again, and somehow still feels like a win every time you put it on.

Wherever You’re Headed, Dress the Part

Vacation dressing should feel like freedom, not a checklist. From bold tropical prints and romantic lace to easy silhouettes that celebrate curves, these plus size vacation looks are designed to travel beautifully and make getting dressed the easiest part of your trip.

So go ahead—pack the dress that makes you feel amazing, say yes to the extra dinner plan, and enjoy the moment when someone stops you to ask where you got it. After all, great style deserves a great destination. Shop our collection of plus size vacation styles and get ready to dress for wherever your next getaway takes you.