An insider guide to travel style: How to pack like a fashion pro

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In case you haven’t figured it out yet, we LOVE to travel. We love discovering new places, meeting people and making memories, but one of the harder parts of traveling is packing. No matter your packing personality most people are always wondering what are the best clothes to pack, which outfits are the cutest and most comfortable for traveling, what’s in style in different places, etc. So we reached out to six fashion bloggers to get the inside scoop on their favorite destinations, their go-to packing lists and any travel fashion tips they may have.

Lynsie Crespo

Blog: similarstylesblog.com
Twitter: @SimilarStyles
Instagram: @lynsie84 | Hashtag- #SimilarStyles

Q: What is your fav vacation destination?
A: Anywhere I haven’t been!

Q: What’s your typical packing list look like?
A: I’m a comfy traveler, but I’m also a dress girl! So I LOVE pairing dresses with leggings. It keeps me comfy and warm on the plane!

How fashion experts pack for their trips 2
Image: Lynsie Crespo

Q: What’s one tip for being stylish (but comfortable) while flying?
A: Leggings! Those are the key to comfort, but yet they’re still stylish.

Q: What’s the biggest travel fashion don’t?
A: Don’t wear anything that is uncomfortable! You will be miserable in the airport when the gate you need to get to is super far away!

Q: Any other tips or anything else travel fashion-related that you’d like to share?
A: Create a fun hashtag for your travels! That way you can look back and see all the fun places you traveled to and the fun outfits you wore!

Kyle Leahy

Blog: www.hemsandfitz.com
Twitter: @hemsandfitz
Instagram: @hemsandfitz

Q: What is your fav vacation destination?
A: New Orleans

Q: What’s your typical packing list look like when you go to New Orleans?
A: 1. A cute dress to hit up Bourbon Street. Make sure to add some color, it is NOLA after all. This dress (photo below) by Heart On Fire is available in our shop.
2. Don’t forget fun jewelry like these black feather earrings (photo below) from Urban Outfitters.
3. Add a unique touch with a cute headband. Crazier= more beads!
4. Compliment your look with a great scent like Nirvana Black from Elizabeth & James.
5. And always leave room in your luggage for souvenirs.

How fashion experts pack for their trips 3
Image: Kyle Leahy

Q: Do you have any packing hacks you’d like to share?
A: I really started to fall in love with the roll movement. I was skeptical at first, but it does give you more space especially in a carry-on bag.

Q: Is there is certain suitcase or carry-on bag you can’t live without?
A: I can’t live without my Longchamps travel bag. It is a great oversized waterproof bag and can fit so many things in it that I feel like Mary Poppins! It is chic, modern and practical all at the same time.

Q: Any other tips or anything else travel fashion-related that you’d like to share?
A: If you decide to check your bags make sure to pack a day’s outfit in your purse or carry-on. No one wants to be the girl stood up at baggage claim.

Sophie Rawji

Blog: Smitten Sophie
Twitter: smittensophie
Instagram: smittensophie

Q: What is your fav vacation destination?
A: New York City

Q: What’s your typical packing list look like when you go to NYC?
A: A trench coat, one pair of comfy flats, sneakers and heels, electronic items (camera, backup battery, go pro), distressed jeans, white tee, one or two dresses for the evening, scarf (in case it gets cold), and my aviator.

Image: Sophie
Image: Sophie Rawji

Q: What is your go-to drink on a plane?
A: Water! Drink plenty of water. The average humidity inside the cabin of a plane is around 15%. This is lower than your typical humidity indoors, which is around 30-65%. So they key take away here is to hydrate, hydrate, hydrate. I also travel with a small can of Evian water spray just in case drinking water is not enough. If you are someone that needs caffeine, ask for tea over coffee.

Q: What’s the biggest travel fashion don’t?
A: 1. Never wear skinny jeans or anything tight and constricting when you travel. Wearing anything tight, especially on the lower part of your body, can result in swelling of the joints and ankles.
2. Leave the fanny pack at home. Nothing says rob me like wearing a fanny pack strapped right around your waist.
3. Crocs and Uggs – They are both chunky and take way too much space.

Q: Any other tips or anything else travel fashion-related that you’d like to share?
A: 1. Up your game when it comes to skin care during your travel. When you arrive at your new destination, you quickly realize that your skin is starting to change due to the new environment. Pack a travel size (or grab some samples from your neighborhood Sephora) of your favorite serums, moisturizers, creams and masks. These items will help keep your skin looking clear, refreshed and hydrated. My go-to products come from SK-II, Clarins, and Skin Inc.
2. Up your hair game at the same time you up your skin care. Coming from North America, we all have a water softener built in to our plumbing, plus our water is safe to drink directly out of the tap. If you are going to a destination where it is not safe to drink the water out of the tap and you don’t know if they have a water softener built in to their plumbing, you will need to change your hair game to compensate for this. I usually pack a good hair masque and hair oil to help compensate for this. If you are going somewhere where it is incredibly humid, grab anti-frizz product to help prevent you sporting a fuzz ball. I really like Kerastase.
3. Plan all the details for your trip in advance. I take the time to investigate anything I should be aware of before I arrive, like what days/hours sites are open, when the best time to visit is, and most important – dress code. Knowing all of this in advance helps me plan out what I will wear each day and make sure I pack exactly what I need without taking anything extra.
4. Convert your money at the local currency exchange location. Whenever I travel, I convert a few dollars into the local currency to help pay unexpected things.
5. Don’t pack more than 3 pairs of shoes. Shoes tend to take up a lot of space. All you really need is your basic 3 – sneakers, sandals and a pair of heels.

Cara Sinicropi

Blog: www.mirrorsandmimosas.com
Twitter: @csinicropi
Instagram: @mirrorsandmimosas

Q: What is your fav vacation destination?
A: Seattle

Q: What’s your typical packing list look like when you go to Seattle?
A: For shoes, I’ll pack flats, leather ankle boots, tennis shoes and heels. For shirts, I’ll pack three T-shirts (white, gray and striped), a flannel and chambray. I’ll pack one red suede dress along with a military jacket and a leather jacket. And for pants, I’ll pack joggers, jeans, leather pants and studded shorts.

How fashion experts pack for their trips 4
Image: Cara Sinicropi

Q: What is your go-to drink on a plane?
A: Because I’m all about relaxation, I love tea. It relaxes me and helps keep me hydrated.

Q: If you could only bring five items of clothing or accessories on a trip, what would they be?
A: That’s tough! Jeans are an absolute must, you can dress them up or down. I’d also bring a leather jacket because I never go anywhere without one. A white T-shirt because it’s super versatile, a pair of loafers and of course my iPhone! Can’t be a fashion blogger without it, hello Instagram!

Q: Any other tips or anything else travel fashion-related that you’d like to share?
A: Always, always, always, pack a change of clothes, especially your favorite items, your makeup and your medications in your carry-on. This way, if your luggage gets lost, you have your essential items with you. Trust me, being stranded in a foreign country with no spare clothes, no foundation, and no allergy medication is not fun. Always be prepared!

Lauren Lombard

Blog: Stilistaboston.com/blog and LaurenLombard.com/blog
Twitter: Stilista
Instagram: StilistaBoston

Q: What is your fav vacation destination?
A: I do love the tropical sunshine and heat, but my red hair and blue eyes advise otherwise! I’m usually traveling to northern New England or Ireland with my husband.

Q: What’s your typical packing list look like when you go to New England or Ireland?
A: Knitwear, jeans, black/white stripe top, Chuck Taylors, boots, camera, sunglasses, hat, olive cargo jacket and a cross-body bag.

How fashion experts pack for their trips 5
Image: Lauren Lombard

Q: Do you have any packing hacks you’d like to share?
A: I like to pack in three’s, (three bottoms, three tops, three shoes, etc) that can all be mixed and matched with each other for day or evening. Sometimes, a few extra pieces sneak in for good measure!

Q: What’s the biggest travel fashion don’t?
A: Uncomfortable footwear. I am all for dressing well while traveling, but when I see women rushing through the airport in pumps, I just shake my head.

Q: Any other tips or anything else travel fashion-related that you’d like to share?
A: I do my best to assimilate to the general style of a place or destination. I don’t think there is anything wrong with trying to blend into a culture rather than standing out. For example, if I am going to the country I am less apt to wear trendier or edgier looks that I might normally wear living in a city. If I go to the tropics, my clothing is much more vibrant and colorful than I would typically wear in New England. This doesn’t mean I’m not being true to myself or my personal style, I just think it’s fun to switch it up!

Hitha Palepu

Blog: Hitha On The Go
Twitter: @HithaPalepu
Instagram: @HithaPalepu

Q: What is your fav vacation destination?
A: Scandinavia

Q: What’s your typical packing list look like when you go to Scandinavia?
A: In the summertime, I pack a couple pairs of jeans, tees, a long maxi dress that can be jazzed up with jewelry and a blazer. In the winter – lots of warm layers and a heavy duty coat!

How fashion experts pack for their trips 6
Image: Hitha Palepu

Q: Do you have any packing hacks you’d like to share?
A: I have a whole page of them! My favorite tips are to follow my accessory math formula (three pairs of shoes + two bags + one scarf and sunglasses each) wear each item of clothing twice (with the exception of underwear or socks) and purchase travel-sized toiletries that are always kept pre-packed in your suitcase.

Q: Are you able to sleep on planes? If so, what’s your secret?
A: A great eyemask (I swear by the silk ones from Perpetual Shade), Olly Restful Sleep gummies, a cashmere wrap and noise-canceling headphones playing a classical music playlist.

Q: Any other tips or anything else travel fashion-related that you’d like to share?
A: Pack only the items you love and wear regularly at home. You should be focused on the trip and not what to wear. By packing your tried-and-true items, you can enjoy the experiences while feeling comfortable and put together.

For more high-flying fashion, check out our Style High Club: Where fashion meets the skies.

Main images: Cara Sinicropi and Lynsie Crespo 

What are your packing tips?

An insider guide to travel style: How to pack like a fashion pro was last modified: June 26th, 2019 by Brittany Dietz
Author: Brittany Dietz (39 posts)

Brittany has travelled to London, France, Germany, The Netherlands, Mexico, The Caribbean, Canada and all over the U.S. She's passionate about travel and has big plans for future trips! Brittany is a Content and Social Media Executive at Cheapflights.