After three decades of watching guests arrive at hotels with two suitcases full of things they never needed — and nothing they actually needed — I've developed a packing system that works for every type of trip. It starts with one principle: pack for the trip you're taking, not the trip you imagine.
A beach holiday and a city break require completely different wardrobes. An adventure trip and a resort stay have different must-haves. Most people pack the same way regardless of context, and the result is a heavy bag full of regret.
The universal start: one day, one outfit
Before anything else — before lists, before categories, before rolling vs. folding — put out the number of days you're traveling plus one. That's your baseline. If you're gone 5 days, lay out 6 days of clothing on the bed. Everything else is optional.
This isn't about suffering. It's about context. A 5-day city trip does not require 12 tops. It requires 6-7 tops, 2 pairs of pants or a convertible option, and the rest of the standard kit. If you pack more than that and actually wear it all, you went to the same destination twice. Once in the hotel and once on the town.
City break packing (Paris, Barcelona, London, New York)
City trips are walks. You'll average 8-12 km a day on foot in most European capitals. Comfort is the priority, not fashion. Shoes you've walked 15km in before — those. Not the new ones you bought for the trip and haven't tested yet.
What goes in the bag: 2-3 pairs of pants or jeans (one dark, one light), 4-5 tops that mix and match, one nicer outfit for a nice dinner, a light jacket or layering piece, underwear and socks for each day plus one. That's it.
What stays home: formal wear, more than one pair of dress shoes, excessive toiletries (every hotel has shampoo and conditioner), and anything that requires ironing.
Planning to hit Paris? Check our Paris destination guide for neighborhood tips, transit info, and restaurant recommendations that will help you plan what to wear — not what to pack.
Find flights to Paris →Beach vacation packing (Bali, Cancun, Santorini)
Beach trips have one enemy: overpacking. The dress code is swimwear and sandals. You will not need more than two or three evening outfits. The rest of your bag should be swimwear, quick-dry clothing, and reef-safe sunscreen.
What goes in the bag: 2-3 swimsuits (so one can dry while you wear the other), linen shirts or breezy tops, one pair of lightweight pants, sandals and flip-flops, a rash guard or UV shirt if you're doing water sports, a light cover-up for beach-to-restaurant transitions.
What stays home: anything heavy, anything requiring heat (you won't iron at a beach resort), jeans unless you're going somewhere genuinely cold at night, and more than one pair of evening shoes.
Heading to Bali? Our Bali destination guide covers the best beach areas, when to go for calm seas, and how to navigate the island — so you can pack for the right season, not guess at it.
Find hotels in Bali →Adventure trip packing (Costa Rica, Nepal, Iceland)
Adventure packing has its own logic: durability over variety. You're not dressing for dinner, you're dressing for weather and activity changes in the same day. Layers are non-negotiable. Synthetic and merino fabrics outperform cotton significantly in this context.
What goes in the bag: 2-3 quick-dry shirts, one base layer and one insulating mid-layer, a waterproof jacket, 2-3 pairs of hiking pants or convertible pants, hiking socks (merino, 2-3 pairs), broken-in hiking boots or trail shoes, a daypack or lightweight backpack for day trips.
What stays home: cotton clothing (slow to dry, poor in rain), expensive jewelry or watches, fragile electronics unless essential, and single-purpose items.
Consider Costa Rica for your next adventure — it's one of the most accessible adventure destinations in the Americas, with zip-lining, white water rafting, cloud forest trekking, and beach time all within a short distance of each other. Our Costa Rica destination guide has the logistics on getting around and which zones suit which activities.
Carry-on only: the 40-liter test
If your bag fits in the overhead, you never check it. That means: no checked bag fees, no lost luggage, no waiting at baggage claim. For trips under 10 days, this is almost always achievable if you apply the one-day-plus-one-outfit rule and accept that you can do laundry or buy something if needed.
The test: pack everything, then remove one-third. Whatever is left is your actual packing list. The items you removed are your shopping list at the destination — not your emergency backup for things you wore at home.
Search carry-on friendly routes →The non-clothing essentials that actually matter
Beyond clothing, there are items that cause real problems when forgotten:
- Chargers and cables — tested and working. Not just present. Tested.
- Universal power adapter — if you're going international, one adapter that works in multiple regions beats four specific ones.
- Prescription medications — in your carry-on, with enough for the trip plus three days extra.
- Travel documents — passport, visas, booking confirmations, stored digitally and physically.
- Basic toiletries in a leak-proof bag — toothpaste, deodorant, essentials that airport security requires you to have separate and visible.
Everything else — the hotel has it, the destination sells it, or you can do without it. The goal of packing is to arrive at your destination with what you need, not to have prepared for a trip you didn't take.
And when you're ready to book the trip you've packed for — check flight and hotel prices on TravelWyn for every destination on your list.