5 Packing Errors That Can Spoil a Trip and 5 Guidelines That I Adhere To

      Monica Mendal serves as an editor in residence at Who What Wear, is a former fashion editor, a travel writer, and the author of the Substack newsletter So There's This Place…—where she provides curated guides, insider advice, and unique travel destinations. Packing for a trip goes beyond simply remembering your adapters and chargers. Trust me on this. A lot can go awry—like that time I somehow ended up with just two pairs of pants for an entire month in Greece. Don't ask how that happened. Of course, there are the common tips everyone is aware of (like putting shoes in first, rolling soft items, and folding structured ones), but there are also several straightforward strategies I've picked up over the years from my experience as a travel editor who boards a flight weekly. Packing for a trip can resemble a careful balancing act. If you pack too little, you'll be racing to find essentials; if you pack too much, you'll be hauling a suitcase that’s far too large. I've discovered over time that it’s not just about what you include in your packing; it’s equally about how you arrange it. A few minor oversights can swiftly transform a dream vacation into a stressful ordeal, leading to issues like blisters, motion sickness, or a suitcase that simply won't zip shut. Here are the most frequent packing mistakes I’ve observed from my travel partners and the professional tips I rely on to keep my journeys organized, smooth, and stress-free.

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      Mistake #1: Misplacing Your Essentials on Travel DayFrantically searching for your passport, boarding pass, or phone at security or while boarding sets a chaotic tone for your trip. Rule: Use a small crossbody or pouch to keep everything you need within immediate reach. Passport, boarding pass, phone, and AirPods—keep all essentials in one easily accessible location. Bonus: It also allows your hands to be free for coffee, snacks, or reading material.

      Mistake #2: Bringing Too Many Single-Use ItemsThat adorable top that complements only one specific pair of pants? It will leave you feeling like you have "nothing to wear," despite an overflowing suitcase. Rule: Pack in systems, not individual outfits. Opt for tops and bottoms in versatile neutrals that can be mixed and matched, along with a few adaptable layers—such as a light jacket, cashmere sweater, and travel wrap—that can be combined with any outfit. Packing cubes are incredibly useful. Organize by category rather than by outfit: one cube for gym clothes, another for swimwear, another for pants, tops, etc. You may include one fun "just because" item, but everything else should have multiple functions.

      Mistake #3: Overlooking Your Shoe StrategyFootwear occupies the most space, so it’s crucial to be discerning. Comfort also matters! A trip is not the time to break in new shoes because you certainly don’t want blisters from new footwear on the first day. Rule: Only bring versatile, well-worn shoes. Choose pairs that can complement all outfits, withstand a bit of rain, and transition smoothly from day to evening. Classic Mary Janes, soft loafers (or lightweight ankle boots), and casual sneakers for travel days are essential. Ensure all your shoes are comfortably worn in before your trip.

      Mistake #4: Neglecting an Emergency KitNothing spoils a day more than an unexpected headache, an upset stomach, motion sickness on a choppy ferry, or painful blisters, especially when the nearest pharmacy is far away or closed on a Sunday in Italy. Rule: Carry a mini emergency kit for every trip. Key items include ibuprofen, stomach relief, hair ties, fashion tape, a Tide pen, safety pins, blister patches, and toothpaste. It’s the ultimate stress reliever. Additionally, have a separate tech organizer ready with chargers, USB cables, and adapters.

      Mistake #5: Overstuffing Your Suitcase Before DepartureFilling your suitcase to the brim leaves no room for souvenirs, market finds, and those spontaneous shopping splurges that make a trip unforgettable. Rule: Intentionally leave around 15% of your suitcase empty. Extra space provides flexibility, peace of mind, and accommodates all the little treasures you gather along the journey. If you don’t follow this advice, at the very least, consider investing in an expandable suitcase or travel bag!