Skip to Content

I’ve Overpacked Too Many Times—These Are the 5 Shoes I’ll Never Pack Again (and 5 I’ll Bring Instead)

I’ve Overpacked Too Many Times—These Are the 5 Shoes I’ll Never Pack Again (and 5 I’ll Bring Instead)

After one too many trips spent lugging an overstuffed suitcase through cobblestone streets, sandy boardwalks, and airport terminals, I’ve finally learned a hard truth: most of the shoes I pack never make it out of my luggage. I used to believe I needed a different pair for every possible occasion—heels for dinners, flip-flops for the beach, sneakers for sightseeing, and maybe a wildcard “just in case” option. The result? Blisters, regret, and a heavy bag I couldn’t justify.

So after years of trial and error (and sore feet), I’ve narrowed it down to the essentials. These are the five shoes I’ll never waste suitcase space on again—and the five tried-and-true pairs I now bring on every trip. Whether you’re packing for a beach vacation, city escape, or something in between, consider this your footwear roadmap to stylish, stress-free travel.

1. Heeled Stilettos

Heeled stilettos, with their sleek design and towering elegance, might seem appealing for a night out. But they prove impractical on cobblestones, sand, or boardwalks. Whether navigating uneven streets of Europe or a beachside promenade, these shoes become more of a hindrance than a help.

The allure of height quickly wears off when faced with the discomfort they bring, especially during prolonged wear. They occupy significant luggage space and add unnecessary weight.

For those unplanned adventures and relaxed travels, stilettos are best left at home, allowing room for more versatile options. As charming as they are, their place is in the closet, not the suitcase.

2. Heavy Platform Wedges

Often viewed as a stylish nod to retro fashion, heavy platform wedges fall short in the versatility department. Their substantial weight and bulkiness make them a cumbersome addition to any travel bag.

In tropical or humid climates, where light and breathable footwear is key, these wedges can feel like a burden. Practicality is compromised for style, and long walking days become a chore with these on your feet.

Though they have their place in fashion, for travel, they are best avoided. Opt for lighter, more adaptable footwear to make the most of your packing space and comfort.

3. Plastic Flip-Flops

Plastic flip-flops, a staple for many, often betray their user with zero support and slippery soles. While handy for quick trips to the shower, they falter in scenarios demanding stability and comfort.

Outings that require more support will leave you with aching feet, as these flip-flops provide little in terms of cushioning or grip. Their cheap design can be a slip hazard, especially on wet surfaces.

For beach or pool days, consider investing in a sturdier sandal option that offers more durability and support. Flip-flops may save space, but they lose out in functionality.

4. Brand-New Shoes I Haven’t Broken In

Brand-new shoes might look impeccable with their pristine finish, yet they are a blister’s best friend. Travel is not the time to test-drive footwear that hasn’t been broken in.

The first wear is often met with pinching or rubbing, turning a casual day out into a painful ordeal. Instead of enjoying the sights, you’re left dealing with sore feet.

To avoid this pitfall, always opt for well-worn pairs that you trust. These ensure comfort and familiarity, keeping you focused on adventures rather than foot pain. New shoes can wait for the return home.

5. Trendy Statement Shoes That Only Go With One Outfit

Though eye-catching, trendy statement shoes rarely justify their space in a travel bag. Often designed to complement just one outfit, they lack the versatility needed for varied travel wardrobes.

While they may score fashion points, their usability is restricted. Packing space is precious, and shoes that can’t multitask are a luxury that most travelers can’t afford.

Choosing shoes that harmonize with multiple outfits ensures you make the most of your space. Practicality takes precedence over fleeting trends when you’re on the move. Save statement pieces for events where they can truly shine.

6. Sleek Leather Slides

Sleek leather slides, epitomizing effortless style, are a traveler’s best friend. Lightweight and polished, they transition seamlessly from beachwear to dinner attire.

Their adaptability makes them ideal for a range of settings, whether strolling along a sandy shore or enjoying a night out. Despite their simplicity, they elevate any outfit with a touch of class.

Opt for quality designs from brands like The Row or Everlane, ensuring durability and timeless appeal. With leather slides, you’re packing both style and function, ready for any adventure.

7. Supportive Walking Sandals

Supportive walking sandals, like those from Teva or Birkenstock, are essential for sightseeing days. With cushion, grip, and breathability, they support long strolls through cityscapes or nature trails.

Their design caters to various terrains, ensuring comfort without sacrificing style. Perfect for hot climates, they keep feet cool and blister-free.

Investing in a reliable pair means more time enjoying the journey and less time worrying about foot pain. These sandals embody practicality and are a staple for any traveler’s wardrobe.

8. Retro Sneakers

Retro sneakers, such as the Adidas SL 72 or Onitsuka Tiger, blend nostalgia with modern comfort. Stylish enough for photos and practical for travel days, they make an excellent choice for city exploration.

Their cushioned soles and supportive structure ensure feet remain comfortable, whether tackling a day of sightseeing or a casual stroll. The vintage design adds character, setting them apart from ordinary trainers.

Packing these sneakers means you’re ready for any urban adventure, balancing flair with functionality. Their timeless appeal and comfort make them indispensable on any trip.

9. Strappy Flat Sandals

With their elegant design and comfy fit, strappy sandals suit both day and night events. Brands like Ancient Greek Sandals and ATP Atelier offer minimalistic charm, perfect for pairing with dresses or casual wear.

Their flat profile makes them comfortable for extended wear, without compromising on style. Ideal for warm climates, they allow feet to breathe while maintaining a chic appearance.

Choosing these sandals means embracing a versatile, stylish option that complements a wide range of outfits. Their blend of form and function makes them a smart addition to any packing list.

10. Packable Ballet Flats or Foldable Loafers

Packable ballet flats or foldable loafers, like those from Margaux or Rothy’s, are perfect for the traveler who values space. Their compactness allows them to fit snugly into any suitcase or bag.

Despite their small size, they offer comfort and style, suitable for flights, casual outings, or even dinners. Their versatility ensures they match various outfits, from jeans to dresses.

Choosing these flats means prioritizing convenience without sacrificing fashion. Their practicality and chic design make them a must-have for those who love easy packing and smart style choices.