I’m a Self-Proclaimed Travel Expert, and I Depend on These Breathtaking Techniques on Every Trip.

One thing about me: I will do anything to collect a new passport stamp. In the past year alone, I’ve visited Miami, Nantucket, Denver, San Diego, Houston, Stockholm, São Paulo, and Belize City—with extra work trips. Although it was fun, traveling can be difficult, and it took me hours to pack because I didn’t know what to bring. What if we suddenly went dancing? What if it’s cold outside and I forgot to pack a light jacket? There are many uncertainties.

However, I improved my performance after a lot of practice, and now I have a few hacks to share. For example, I stopped checking bags altogether after hearing so many travel horror stories (however, you can always go the AirTag route, too). Instead, I pack lights, choose versatile clothes, and use compression cubes to stay organized.

At the beginning of summer, I went on a shopping spree, and now many of my travel life savers are on sale. Even if it’s cold outside, these pieces can be saved for next year or worn when escaping to warmer climates this winter. So, keep scrolling for a few of my favorites that can be dressed up or down—perfect for those days when you’re too tired to get ready but still have dinner reservations somewhere nice .

Everlane the Shirtdress

A shirt dress is always a good idea. I used to pack bodysuits and skinny jeans for trips, but I felt uncomfortable the whole time. When you’re enjoying pounds of gelato or sweating it out in a hot city, the last thing you want is something in shape. This cool linen shirt dress looks stylish and put together while feeling comfortable, like wearing nothing at all.

Madewell Pintucked Slim Pull-On Pants in Satin

Satin pants are another travel secret I’ve discovered. Unlike jeans or pants that take up a lot of space in my suitcase, this style can be easily folded into a packing cube and paired with just about anything. A must have trip!

Anthropologie the Love Knot Slouchy Bag

In an ideal world, I’d have the same bag for each outfit, but for good reason, I’m limited to just one. This super-sized tote is perfect for a flight, exploring the city, and even a fancy dinner—and it’s allowed to carry on, too.

Gray Ven Pryce Bomber Jacket

Recently, I decided that I want to look good on a plane (as long as I have a good outfit), so I upgraded my travel jacket. I used to wear hoodies, but now I prefer this faux leather bomber jacket. Not only does it give me a classy look, but I can wear it throughout my trip, unlike my old ratty college sweatshirt, which doesn’t fit well in fancy restaurants or while strolling along the Seine River.

Vineyard Silky Slip Skirt

A good slip skirt is incredibly versatile and can be paired with anything. Dress it up with a silk tank and heels or keep it casual with a graphic tee and sneakers—both look great. Plus, it doesn’t take up any space in your suitcase.

On Cloud X 3 AD Sneakers

When I’m in a new city, I like to walk a long way. It’s affordable and allows you to see a lot more on foot. I’m a big fan of On Clouds because they’re stylish enough to wear with jeans or skirts, they’re functional enough to walk comfortably without glare, and you can run or work out in the hotel gym. .

Below, some of the fashion highlights that changed the game during my travels.

J. Crew Crinkled Drawstring Midi Skirt

Gap Linen-Blend Utility Romper

Abercrombie Linen-Blend T-Shirt Dress