Why It's So Hard To Pack Less

I hear from a lot of people that they always check a bag and they're always shocked when they find out I rarely check a bag. If I do, it's only on my way home from a trip and nothing I've purchased there gets checked. Why? Because if my clothes go missing, that's one thing, but if things I just bought go missing, I'm going to be really upset.

When I ask why people don't just do carry-on, I get a lot of responses, but here are some of the most popular reasons they decide that they'd rather check a bag:

• They don't want to drag their bag through the airport
• They need too many things
• They want to bring 6 pair of shoes
• They won't carry their coat on

People are more than free to their opinions and travel styles, but when they complain about baggage fees and want me to give them tips, but then hate every suggestion I have, then the problem is definitely them. If you don't want to pay baggage fees, then you need to take fewer things and downsize your suitcase. You don't need to check a bag that is also oversize and/or overweight, unless you are packing to move across the country, need a bunch of camera equipment, or have medical items that take up a lot of space, but you can't live without.

So, why is it so hard to pack less? As a former overpacker, I get it. I had no strategy and just took a bunch of things and figured I'd decide what went with things when I got there. I wanted options. I love shoes. I never knew what I needed and often still brought things I didn't need and didn't wear or use. 

My whole outlook changed in October 2006. We were on our honeymoon and we arrived in London with two big bags, but because also didn't know where we were going or how to get there until we showed up, we spent hours riding the Underground, going up and down escalators and stairs, and walking over cobblestones. My ankles were swollen from the long plane ride (because did we really know about compression socks in 2006?) and I was tired and hungry. 

My bags weighed too much and I could barely even pick up my larger bag, which was horrible going up and down stairs when stations didn't have escalators, and I cursed myself for bringing anything at all. When we were near our hotel, I said if we weren't there soon, I was going to toss my bag into the street and just live without it. I didn't. We got to our hotel, where we were given the smallest room I had ever seen, and we dumped our bags, changed our clothes, and went around the corner to eat, at probably the worst restaurant I'd eaten at on a vacation. It was food though, so I didn't die of starvation.

I learned a lot on that trip. I wore the same pair of shoes the entire 2 weeks we were gone, because my legs were so swollen from the plane and I couldn't get them into the boots I packed. That's when I realized I didn't need a bunch of different shoes, just two very good pair of shoes. 

I packed too many heavy items of clothing. Not only did I end up having to lug those around, but I also didn't wear most of them, because the weather wasn't as cold as I expected. 

I started changing the way I traveled after that trip. I didn't always get it right, but I tried, and the more I tried, the better I got at it. We've gone from two big suitcases and carry-ons to two large carry-ons and personal items, to one large carry-on and personal items, and sometimes 1 small carry-on and personal items. 

I stopped packing things just because I might wear them. We joked about the "fear-based lifestyle" making you overpack because:

• What if I want woolly socks?
• What if I want to wear a Hawaiian shirt?
• What if I need extra boots?
• What if I need more pajamas?
• What if I'm asked to a gala and I don't have a tuxedo?
• What if I go sailing and don't have the proper shoes?
• What if I want to go spelunking and I don't have ropes?
• Will people know where I'm from? Better pack four or five more Oregon shirts!

You get scared you won't have everything you need, but you need way less than you think and you can always buy things if you do need them (we had to buy jackets one year when we went to Disney and it was much colder than expected, when a few years before that we were wearing t-shirts and shorts at the same time of year).

If you need everything from home when you travel, then you're not really traveling that well. You might as well stay home where all your things already live. You want options, but don't realize you're leaving yourself open to too many options when you have too many things and it makes it harder to make a decision each day to get to the point that you can leave the room.

What you need is to make a packing list before you go, but a good packing list that gives you mix-and-match options and not too many of them. You can make a ton of outfits from just 8-10 pieces of clothing, and even that is sometimes too many pieces.

Use your energy and decision-making before you go to plan your actual trip, not every outfit you plan to wear each day, because you're going to get there and then realize that it's impractical or uncomfortable or something you don't actually like now that you brought it with you. Plan your trip, watch the weather, make a layering plan, and go have fun. 

What are some of your biggest struggles when packing less?

In Which I Bring Back An Old Series

When I first started blogging, I used to do a Live and Learn segment, where I would tell you about things I learned on vacation, so you wouldn't make the same mistake, or at least try not to. I started just incorporating my lessons learned into my regular writing, but realized it might be fun to bring it back, not only because it helps me remember what went wrong and how we dealt with it, but also makes it clear that we are always learning from travel, even if we don't think we are.

What's something I recently learned on a trip? 

On a trip to San Francisco, we had a lot of things go wrong in the very short time we were there. One of those things was that our rental car got broken into and both of our backpacks were stolen out of the trunk (there wasn't anything in the car that was visible when we parked it on the street). We were, literally, 20 feet away in a tea shop having afternoon tea, and when we came out, one of the back windows was smashed, the seat was pulled down to be able to reach stuff in the trunk.

What I learned:

Thieves now have bluetooth/RFID detectors to find electronics in cars, so they broke into the car to steal my laptop, even though it was in the trunk and not visible.

What we did:

• I went onto my phone and signed out of Google for my laptop and deleted any personal info that they might have had access to to sign into websites.
• We made a report to our insurance to cover our luggage and everything inside. 
• We also had to call the rental car company and make a claim through them for our insurance.
• We took as many pictures of the damage as possible for ourselves and insurance.
• Eric tried to make a police report, but they said there are so many break-ins that they almost never follow up, so that's...discouraging.
• Once I got home and ordered a new laptop, the next thing I ordered was a set of Faraday bags, so no signal could get in or out and detect my laptop. So far, in the 2 1/2 years I've been using them, I've had zero problems. I put my laptop in a large one and put it in my bag. Eric puts all his electronics and key fob in a smaller one, which also keeps it all together in his bag and then at our destination, too. Once I left my laptop in it in the car for the entire day we were at Universal Studios and had no issues.

So, don't leave your belongings in the car where people can see them, and if you leave them in the trunk, either take your electronics with you or get protection for them like I did. Things happen on vacation that you can't always prepare for, but when you can and it's an easy fix, you should do it before it becomes a problem. Did I freak out at the time? Yes. But did everything work out? Also yes. Did I also say I was never going back to San Francisco? Yes, but I didn't mean that. I just probably won't drive if I don't have to.

I'm hoping to make this its own series instead of an addition to regular content, but it's going to be much shorter, so let me know if this is also content that you enjoy and/or tell me in the comments what are some of your travel live and learn moments. 

Having The Best Time in Thailand Without Breaking the Bank

Thailand has a reputation for being affordable. That doesn’t mean that a trip to Thailand is going to be inexpensive, but you can make it more budget-friendly while still having a fantastic time. With a little strategy, you can stretch your budget while still enjoying comfort, culture, and a few well-earned luxuries along the way. Whether you’re planning a two-week escape or a longer stay, living your best life in Thailand is all about balance.

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Master the Accommodation Combo

If you're traveling on a budget, short-term apartment rentals can be a smart move. Platforms like Airbnb often offer better value for one- or two-week stays compared to nightly hotel rates, especially if you want a kitchen and extra space. Condos in cities like Bangkok and Chiang Mai frequently include amenities like pools and gyms.

That said, timing can be tricky. The best value rentals aren't always available for the exact dates you need. One simple solution? Start your trip with a few nights at a comfortable hotel to recover from jet lag and get your bearings. Booking a stay at a luxury property https://thesalilriverside.com/ allows you to relax in the best possible environment.

Get to Know the Locals

Thailand becomes far more affordable when you tap into local knowledge.

If you’ve connected with people online through shared interests, language exchanges, or travel communities, reaching out for recommendations can lead you to incredible hidden gems.

Locals know which restaurants serve authentic dishes at fair prices and which attractions are genuinely worth your time. They can also steer you away from overpriced tourist traps.

The key is building real connections first. Nurturing genuine online friendships or community ties can open doors to experiences you’d never find in a guidebook.

Transportation: Spend Smart, Travel Easy

Getting around Thailand through public transport is cost-friendly, as per autourasia.com. In Bangkok, public buses cost just a few baht, and the BTS Skytrain offers an affordable and efficient way to cross the city.

Ride-hailing apps like Grab and Bolt are widely used and often cheaper than traditional taxis.

In northern cities like Chiang Mai, shared songthaews (converted pickup trucks) provide low-cost transport within town.

For longer distances, trains and intercity buses are budget-friendly options, and overnight sleeper trains can double as accommodation savings.

If you are feeling brave, renting a motorbike is common in smaller towns and islands, but it’s only advisable if you’re experienced and properly insured.

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See the Sights Without the Crowds

Thailand’s biggest attractions are popular for a reason, but there’s magic beyond the most photographed temples and beaches. Consider exploring Sukhothai Historical Park instead of only visiting Ayutthaya, or head to Khao Sok National Park for dramatic landscapes without Phuket-level crowds.

In the south, provinces like Chumphon and Khanom offer quieter coastal experiences. Up north, towns like Nan and Pai provide cultural charm without the bustle of major hubs. Traveling slightly off the main tourist trail often means lower prices, fewer crowds, and a more relaxed pace.

So, if Thailand is on your bucket list, you can plan an unforgettable trip without breaking the bank. It’s about spending intentionally. Thailand is already an affordable country for most Western tourists, but that is the key challenge. When everything seems cheaper than at home, you can easily overspend! So, with thoughtful planning, Thailand lets you experience richness in culture and comfort without draining your wallet.

What are your favorite budget-friendly things to do in Thailand?