Summer may be nearing its end, but there’s one thing that will most likely not be changing anytime soon—the pent-up demand for travel. After an extended amount of time spent at home, it’s safe to say people were ready to go somewhere again. That destination depended upon what you were craving. It could have been a buzzy destination, a low-key weekend spot, or a new place to go dance in town. Whatever the case, it’s crystal clear that we wanted to be back outside, and we wanted to dress up again. Nothing speaks more to that desire than two facts: the reports about record-breaking summer air travel and the extensive number of vacation posts from the fashion set. Travel was top of mind for everyone this past summer, but if you couldn’t partake, there’s still a chance this fall. With plane-ticket prices slowly decreasing and the prospect of fun fall trends, there’s no better time to take a trip than now. Of course, traveling now is still a ton of work—knowing where to go, how to stay safe, what to pack, and how to avoid baggage-claim drama. But you don’t have to stress, as we’ve reached out to seven stylish and well-traveled women, who are sharing their packing hacks. They’ve covered all the bases, from the most common packing mistakes to avoid to the fall staples that are worth the space in your suitcase. So fasten your seat belts, readers. It’s time for takeoff…
WHO: Jullie Jeine, content creator and travel enthusiast. How would you describe your style? I would say my style is modern yet classic. I like wearing everyday staple pieces with a twist, such as different textures or interesting shapes and cuts. What do you think are the most common packing mistakes for vacation? There are three common packing mistakes, the first being overpacking. One way to avoid this is by knowing where you’re going and what the vibe is and then packing accordingly. The second common mistake is solely packing single-use pieces. For instance, I love prints, but I’ll always make sure to have core pieces that I can style and pair differently throughout my trip. I promise that rewearing the same trousers on different IG posts is totally okay.
And lastly, I’d say not packing a small iron or steamer is a mistake. I can pack the most amazing outfits, but if I wear wrinkly clothes, I won’t have the same confidence level.
Do you have one hack you swear by when discerning what to wear while traveling? I swear by doing two things, the first being that I’ll plan my outfits by creating a Pinterest board with realistic outfit ideas. And secondly, I’ll go straight to my closet and check how I can create new looks with the things I already own because buying less and cherishing your clothes really is a superpower. From there, I can choose what I want to treat myself to and invest in.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
A structured and slightly oversize blazer because you can layer underneath, making you look put-together instantly. Also, a neutral maxi skirt because it’s also elongating and super chic.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I am a big fan of textures such as mohair, denim, pleats, faux leather… You name it. So for my next trip, I want to invest in a statement trench coat.
A good pair of baggy jeans just looks effortlessly cool and is the perfect piece to pack for a fall trip.
Lastly, for any fall trip, you need a pair of boots that are made for going all out. I love these square-toe ankle boots from Miista. The khaki-green patent is beautiful, and the stitching details are definitely eye-catching.
WHO: Anna Campbell, content creator. How would you describe your style? I would best describe my style as classy, comfortable, and always current. I have noticed over recent years that my style has become the most minimal than it has ever been. What do you think are the most common packing mistakes for vacation? I think the most common mistake when packing is bringing unnecessary items. Sometimes, the more you bring with you, the harder it is to dress. We all have the “ah, I’ll just bring that too” attitude at times. It’s very easy to overthink outfits. So I like to keep it simple and stick to key pieces that can be styled in numerous ways.
Do you have one hack you swear by when discerning what to wear while traveling? On my recent weeklong holiday to Greece, I took a carry-on case with me to dodge any luggage problems at the airports. I really shocked myself because I could fit seven evening outfits, seven swimsuits, and numerous cover-ups into one carry-on.
As for footwear, I took with me a small block heel that worked for every evening look and, of course, my trusty Havaianas flip-flops for daytime. This was the best way to travel, and everything I brought was worn!
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
If I was planning a trip for the fall, my go-to piece of packing or wearing while traveling is a blazer, preferably an oversize blazer, as you can layer with a sweater or knitwear. A blazer, for me, doubles up as a layer during the day and is a smart add-on for dinner or evening plans.
I almost always take my longline leather jacket with me for a winter trip. I picked it up in a local vintage store where I live a few years back but have recently seen some online. I find it has such a “Julia Roberts meets Notting Hill” vibe with a beret, and I can’t get enough of it!
Can you share what you’ve been eyeing for your next trip?
One lustrous item for me is Frankie Shop’s trousers. I love wide-leg trousers paired with an oversize sweater, a fine polo, and boots. It’s probably my favorite, most-worn winter look and a must-have for my next trip.
A more recent purchase I made was the infamous Birkenstock Boston Clog in brown with fur. I have the taupe suede version, and I wear them so often. I knew a second pair would give me a variable option, and they’re the ideal shoe to pack for a winter weekend getaway.
WHO: Richlove Rockson, plus-size fashion content creator. How would you describe your style? My style is very colorful, fun, and chic. I especially love experimenting and trying out different color combos! What do you think are the most common packing mistakes for vacation? The biggest packing mistake is not planning your outfits for your vacation and then realizing once you’re there that either the pieces you chose don’t go well together or you don’t know how to combine them.
Do you have one hack you swear by when discerning what to wear while traveling? When packing, I always put together full looks before leaving. This is so practical because it saves a lot of time, so while I’m at my destination, I don’t have to worry about what I’m going to wear. I can just throw something on and enjoy being there. I can not sing higher praises for packing this way for any trip.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
Definitely a black blazer. It’s so versatile and always looks good. Whether you want to go on a night out, explore the city, or go for a walk, it works for any occasion. You can pair it with a skirt, wide trousers, shorts, jeans—there are so many options!
Can you share what you’ve been eyeing for your next trip?
When it comes to traveling, a tote bag is always useful. I dream of taking this Dior tote bag on my next vacation.
I recently bought a pair of these Versace glasses and, of course, wore them on my vacation in NYC. It’s definitely worth investing in a pair of designer shades for any upcoming trip.
Dreaming of wearing this for a trip to Dubai on New Year’s Eve!!
I’m planning a trip to Paris in a few weeks and have been looking for pieces to pack. I love the simplicity and color of this jumpsuit. It screams, “Take me to Paris.”
WHO: Rabia Cissokho, content creator. How would you describe your style? When I moved from New Zealand to London in 2019, I transitioned from an eclectic style to a more minimal-chic aesthetic with predominantly monochrome with nude tones. I’m definitely a fan of keeping things simple now regarding my personal style. What do you think are the most common packing mistakes for vacation? There are quite a few common mistakes when it comes to packing for a trip, the first being leaving it to the night before to pack for your trip. It creates unnecessary stress for yourself and leads to overpacking or not planning outfits properly.
Another common mistake is packing shoes among the clothing in your suitcase. It’s a big no-no because it can inadvertently ruin your clothing, so investing in packing bags is essential.
And lastly, forgetting to pack essentials like hand sanitizer, lip balm, and hydrating face mask.
Do you have one hack you swear by when discerning what to wear while traveling? For me, it’s all about being comfortable but chic at the same time. When rushing around the airport, you want to wear something light and breathable, but also be prepared with a layering option in your carry-on luggage when the airplane takes off.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
For me, fall and winter are jacket seasons, so a coat is a must if you’re planning a trip during this time. Preferably, you’d opt for an oversize and monochrome version because it can be styled with different outfits easily.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I can’t think of a better piece to wear on your flight than a matching knit set. It’s all about glam loungewear.
Comfort is key when traveling, and this chic slipper is the perfect shoe to wear for a long flight.
WHO: Amelia Wilkinson, content creator. How would you describe your style in a sentence or two? I think I’d describe my style as effortless and classic while still being fun and trendy. What do you think are the most common packing mistakes for vacation? Packing too much is definitely the most common mistake. I’ve been guilty of doing it myself. I always try to pack about three outfits per day for while I’m away and then end up wearing one thing each day, and the extra clothes end up just being a waste of space.
Another common packing mistake is not folding clothes properly. When I’m going on holiday, I fold and roll everything so neatly so it fits perfectly, and then on the way home, it all just gets thrown in randomly and doesn’t fit, and I inevitably have to spend even more time repacking it all properly. So take your time to pack neatly, and when in doubt, invest in packing cubes.
Do you have one hack you swear by when discerning what to wear while traveling? The number one thing I think of when I’m planning a trip is footwear. In summer, I have a bit more leeway with it, as flip-flops and strappy heels take up so little room, but if I’m going away when it’s a bit colder, shoes are bulkier and need to be planned more carefully. I try to be as ruthless as possible and only take shoes that I’ll wear a few times, and I try not to take things that fall into the same category (e.g., one pair of trainers and one pair of boots).
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
I always, always, always pack a good white T-shirt, no matter the season or the destination. They go with everything and are such a good backup if the outfit you’ve planned in your head doesn’t quite work the way you thought it would.
Specifically for autumn and winter trips, I always like to pack a good coat or jacket. Depending on where you’re going, the weather can be unpredictable, and you don’t want to be left unprepared and have to panic-buy one when you’re there.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I’m going to Copenhagen this month and have been eyeing up so many pieces to take with me. I’ve managed to steer clear of the cowboy-boot trend so far, but I’m not exaggerating when I say I’m absolutely obsessed with these Ganni ones. I think their height is perfect, and the embroidery is absolutely beautiful. Maybe I’ll pop in to see them in real life when I’m in Copenhagen.
The surge of denim skirts I’ve seen all over my Instagram and TikTok has influenced me to the point where I might have to take the plunge and pack it for my next trip.
WHO: Hafsah Mohammed, content creator. How would you describe your style? I would describe my style as statement-making, elevated, and timeless. What do you think are the most common packing mistakes for vacation? Not planning your outfits in advance. It can lead to chronic over- or underpacking and can take away precious time that could be spent enjoying your destination.
Do you have one hack you swear by when discerning what to wear while traveling? Before I start packing, I put complete looks together down to the accessories, I take a photo of each look, and then I pack them. That way, I have an outfit planned for every activity. This saves me from overpacking things I won’t need on my trip. It also helps me save time while I’m on vacation.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
I swear by packing at least one dress (or a jumpsuit) that is the statement piece. But I want to remind everyone that you want to take pieces that will photograph well and are functional for your trip.
I recommend you opt for statement pieces made from comfortable fabrics like cotton, linen, satin, and plissé. It will ensure you look great and feel great throughout your trip.
In the fall and winter, I also recommend you invest in a statement coat to wear on your trip. It will keep you warm as you explore your destination, and you’ll look chic in all your photos.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I recently wore this plissé jumpsuit from a small brand, Orire, and loved it. It’s the ideal piece to pack for a vacation because it’s chic and cozy.
I wore a hat from the South African designer Crystal Birch on a recent trip to Turkey, and it was 100% worth the space in the suitcase. A hat can elevate an outfit and protect you from the scorching summer sun simultaneously, so it’s a must-pack for any trip.
WHO: Luena Gama, marketing director and digital creator . How would you describe your style? In my book, more is more! I am a big fan of colors, layers, and accessories. I think my style can be described as bright and eclectic with a hint of cottagecore influence. (I love a good prairie-dress moment.) . What do you think are the most common packing mistakes for vacation? Overpacking always seems to be the bane of holidaygoers. Packing what you like rather than what you’ll actually use is usually what leads to you having too few pairs of underwear and six pairs of shoes you know deep down you won’t wear!
Do you have one hack you swear by when discerning what to wear while traveling? Planning your outfits beforehand and making sure they are versatile is key! Usually, I will pick a color theme or a style I’m into and pick pieces that can be styled in various ways or layered if necessary with that theme in mind. I’ll try every outfit before packing as well so I can make sure that everything fits and feels comfortable.
My best hack, though, is taking pictures of every single outfit before I pack it all. Having reference pictures means you have a cheat sheet of sorts for your best looks, which means you spend less time trying to figure out what to wear and more time enjoying your holiday!
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
Get yourself a flowy maxi dress! A maxi dress is a super-comfortable way of making a statement, allowing you to style it with various pieces.
Once you invest in a great maxi dress, you can style it a few ways—you can go from comfy chic with a pair of trainers to a more glam look by adding a blazer or heels.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
Stine Goya maximalist knits have my heart. I adore the bold colors and effortless maximalism of their winter pieces, and it’s the ideal cardigan to pack for a trip.
A good blazer helps elevate any autumn outfit, and I’ve been loving this staple in warm, earthy tones. Like all great staples, this piece, and any blazer, makes for the ideal piece to pack for upcoming vacations because it’s beloved by many and can be worn anywhere in the world.
Next: If You’re Going on a Fall Trip, These 29 Items Will Make Packing Easier
