People ask me some version of “what do you actually pack” more than almost anything else. The honest answer is: not that much changes. A handful of brands have earned a permanent spot in my bag because they hold up, and everything else scales up or down depending on whether I’m gone for a weekend or three months.

Before you pack

Short trip vs. long trip

Short trips

Rolling suitcase — my American Express roller does the job without babying it through cobblestones. Pair it with a smaller daypack, minimal toiletries, and one outer layer.

Long trips / backpacking

Gregory backpack, 60L for the trip, 20L for day hikes and errands. Everything else — toiletries, tech, layers — stays identical, just packed tighter and for longer.

The kit

What actually goes in the bag

Gregory 60L backpack, packed and standing next to a trailhead sign

Gregory backpacks

Photo: Gregory 60L backpack, packed and standing next to a trailhead sign. The 20L and 60L are my long-term go-tos. They distribute weight properly across your back instead of dumping it on your shoulders, they’re genuinely easy to wash after a muddy trail, and the storage flexibility means I never feel like I’m fighting the bag to fit one more thing in.

Rolling suitcase in an airport or hotel lobby

American Express rolling luggage

Photo: rolling suitcase in an airport or hotel lobby. I know Rimowa is the “aspirational” choice, but for the rougher, more rugged way I actually travel, my American Express roller has never let me down and I don’t baby it the way I would a luxury case.

Calpak bag, packed with everyday essentials

Calpak day bag

Photo: Calpak bag, packed with everyday essentials. My everyday carry when the big backpack stays at the hotel — this is the one that goes to markets, cafes, and day trips.

Laptop tucked into a Herschel sleeve

Herschel laptop sleeve

Photo: laptop tucked into a Herschel sleeve. Simple, padded, and it slides straight into either the backpack or the roller without adding bulk.

Hiking trail, activewear in motion

Lululemon tights & shorts

Photo: hiking trail, activewear in motion. These are doing double duty for hiking and just general “moving through the day” comfort — they’ve become non-negotiable for any trip with real activity in it.

Fleece or rain jacket against a mountain or overcast backdrop

Patagonia fleece & rain shell

Photo: fleece or rain jacket against a mountain or overcast backdrop. My outer layer of choice for fleece sweaters and rain gear. I actually had one jacket stolen once — and I still buy Patagonia, because the coverage and durability are worth it.

Havaianas by a pool or beach

Havaianas

Photo: Havaianas by a pool or beach. My slippers of choice for anything beach or downtime related. I’ve cycled through plenty of other brands and never found a reason to switch.

Small travel-sized toiletry bottles laid out

The minimal kit

Photo: small travel-sized toiletry bottles laid out. I keep this shorter than people expect: a 2-in-1 shampoo-conditioner, Shiseido face wash (non-negotiable), a small bottle of coconut oil for scrapes and hair hydration, toothbrush and floss, SPF 50 sunscreen, an SPF 30+ lip balm, and Laneige for everyday hydration.

Kindle and journal on a hotel bed or plane tray table

AirPods, Kindle & journal

Photo: Kindle and journal on a hotel bed or plane tray table. AirPods are a necessity, the Kindle keeps me from carrying paperbacks, and the journal is where the actual field notes come from.

Packing cubes, roll-up towel, and charger converter flat-laid

The stuff that saves a trip

Photo: packing cubes, roll-up towel, and charger converter flat-laid. Packing cubes are a genuine lifesaver — I recommend them to everyone. Beyond that: a roll-up small towel, nail cutter, eye mask, portable charger, a charger converter, and sunglasses I never forget.

Good to know

Frequently asked questions

Do you pack differently for a weekend trip vs. a months-long backpacking trip?

Barely. The brands stay the same — it’s really just a question of the 20L Gregory and the roller for short trips, versus the full 60L for anything long-term. Toiletries, tech, and layers scale down or up but don’t change.

What’s the one thing you’d never travel without?

Packing cubes, without question. They’re the difference between a bag you can actually find things in and one you’re digging through every morning.

Do you check a bag or carry on?

For short trips, everything fits in the roller as a carry-on. For long-term backpacking, the 60L Gregory usually gets checked, with the 20L as my personal item.

Packing for a trip of your own? Let’s plan it together.

From what to pack to how to structure the whole route — book a session and we’ll sort it out.

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