When you’re traveling, it’s best to wear clothes that are both comfortable and stylish, because you never know where you’ll go or who you’ll meet on your journey.

I have road-tripped from West Texas to New York City twice, and during that time I needed outfits that I could fall asleep in, and go to lunch wherever we stopped that day. The same goes for air travel. Recently, on my trip to Chile, we arrived in the city of Santiago at 8am, but our hotel could not check us in before 2pm. The clothes I had flown in were also the clothes of my first few meals and sightseeing tours of the city. Note to self: good job on that one.

Shop this look!

One Sweater. 4 Ways.

A striped crew-neck sweater is a great basic. Go for something budget-friendly in cotton, or splurge on cashmere. Either way, you can wear it with jeans or a pencil skirt, and look equally polished. Here are four ways to style this simple piece from work to weekend.

Work: Red wide leg pants, Snakeskin pumps, Stone statement necklace.

Weekend: Army jacket, Dark wash skinny jeans, Slip on booties.

Date: Slim cropped trousers, Ankle-strap pumps, Stack of rings, Tassel earrings.

Lunch: Knee length skirt, Braided wrap belt, Orange textured flats.

1. Baggu collapsible tote. Fold it into a tiny square to keep in your purse in case you need an extra bag for groceries, library books, or a last-minute shopping trip ($8).

2. Minimergency Kit for Her. For life’s little emergencies. Contains hairspray, clear nail polish, nail polish remover, emery board, lip balm, earring backs, clear elastics, sewing kit, double-sided tape, stain remover, deodorant towelette, pain reliever, tampon, breath freshener, dental floss, and adhesive bandages ($13).

3. Mens watch. Wearing a watch is the first step to abiding by a rigorous schedule. This menswear watch from Timex is as stylish as it is affordable ($39).

4. Envelope clutch wallet. Holds everything imaginable and doubles as a clutch for a coffee run or cocktail date ($13).

5. Black leather flats. They go with just about everything from casual attire to office wear, and the leather provides comfort, breathability, and lasts beyond one season.

One Skirt. 4 Ways.

An even better way to justify a purchase, however much it costs, is to ensure it will work with many other items in your closet so you can dress it up or dress it down. What I love about this Loveapella Zebra pencil skirt is that you can wear it 4 different ways and create completely different looks. The idea is to start with basics, and tailor the accessories to match the occasion.

Work: White blazer, white tee, turquoise necklace, black wedges.

Weekend: Grey tee, gold bangles, simple sandals.

Date: Black racerback tank, diamond studs, chunky sandals.

Lunch: Chambray button down, crystal statement necklace, pink flats.

BASICS. Spring Edition.

Though these pillars of your closet aren’t necessarily fun to buy because of their simplicity, time and time again they will come very handy.

I say, every season it’s important to re-asses your closet. What do you love? What do you need? What haven’t you worn, and therefore, need to donate/sell/discard?

Here are some basics that are the staples of my wardrobe. Best part? They can be mixed and matched into a month’s worth of outfits on their own, or they can be added to fun new pieces to fit any style or occasion.

Get your own here: Grey sweater (mine is H&M Mens) // Black sheer shirt (mine is Gap) // Boyfriend plaid shirt (mine is J.Crew Mens) // Denim shirt // Striped tee (mine is H&M) // White shorts // LBD (mine is Calvin Klein via TJ Maxx) // Neutral Loafers (mine are Sam Edelman via Nordstrom Rack) // Neutral Heels (yes, red is a neutral) // Pencil skirt (mine is vintage Escada) // Dark wash skinny jeans (mine are J Brand)