vacation outfits

What to Pack for Your Next Vacation: The Ultimate Dress Up Travel Checklist

Got a getaway on the calendar? Whether you're headed to the beach, the mountains, or somewhere in between, packing for vacation should be fun, not stressful. That’s why we’ve rounded up the ultimate Dress Up-approved packing list to help you stay cute, comfy, and totally Instagram-ready on your next adventure. ✈️🌴☀️

1. Easy Dresses = Instant Outfits

Nothing beats a throw-on-and-go dress when you’re traveling. Pack a couple of versatile styles like:

  • A flowy mini for sightseeing or dinner by the water

  • A casual t-shirt dress for comfy airport or road trip vibes

  • A maxi dress for those sunset strolls or dressy nights out

Bonus: they barely take up space in your suitcase 🙌

2. Matching Sets for the Win

Two-piece sets are a traveler’s dream—you can wear them together or mix and match with other pieces in your bag. Think breezy linen sets, comfy knit co-ords, or flirty crop tops + skirts for a total vacay vibe.

3. Comfy + Cute Basics

Every vacation wardrobe needs a few go-to basics:

  • A classic white tank or cropped tee

  • Denim shorts or a go-to pair of wide-leg pants

  • A lightweight button-up (perfect for layering or throwing over a swimsuit!)

4. Shoes You’ll Actually Wear

Keep it simple:

  • Comfy sandals or slides for daytime exploring

  • A cute pair of sneakers if you'll be walking a lot

  • Neutral heels or wedges for a dressed-up dinner

Pro tip: Pack shoes you’ve already broken in. Blisters on vacation? No thanks.

5. Accessories That Elevate

It’s all in the details:

  • A wide-brim hat or baseball cap

  • Layered jewelry to dress up any look

  • A crossbody bag or tote for hands-free exploring

  • Sunglasses (obviously)

7. Lounge Looks

Don’t forget your cozy sets or oversized tees for relaxing at the hotel, catching a morning flight, or grabbing coffee in town.


Before You Jet Set...

Make sure to check the weather, plan a few outfits around your itinerary, and leave a little room in your suitcase—you’re going to want to bring back a few finds!

Ready to start packing? Shop all your vacation must-haves online or in-store at Dress Up and get inspired by our newest arrivals that were basically made for travel.

Bon voyage, babe! 🧳💛