Travel Insurance. Worth it?

Travel insurance is often an overlooked aspect of a trip, but when something goes wrong, it can be a lifesaver. On a recent trip to Japan, my luggage was damaged at the airport. After retrieving it from baggage claim, I noticed a 2-3 inch crack in the shell of my Rimowa suitcase. The damage was significant, but fortunately, we were still at the airport, so I immediately went to the JAL counter to report the issue. However, instead of offering compensation, they advised me to file a claim through my travel insurance and gave me a PIR (Property Irregularity Report). While it was a relief that I had travel insurance, this situation was anything but easy to manage while we were on our early leg of our vacation.

Sapporo gave us a beating with the snow

Dealing with the damage during our trip was frustrating. We had to continue using the damaged luggage, which only made things worse as the crack slowly worsened with each use. The last thing I wanted was to be stuck with a broken suitcase during the last days of our trip. Fortunately, Rimowa had a few locations around Tokyo, and we were able to visit one of their stores. I explained the situation, and the staff agreed to take a look at it, but they couldn’t guarantee a fix or provide an estimated timeline. To make matters more complicated, we were scheduled to leave for San Diego in just two days. Faced with limited time and options, I had to make a tough decision.

  

The damage/crack on our luggage

After discussing it with Anna, we decided to buy a replacement suitcase rather than risk the broken one failing during our travels. The hope was that we could get reimbursed for the damaged luggage later through the insurance claim process. It was a difficult decision to make, especially with the uncertainty of whether the insurance would cover the full cost, but it was the most practical solution given our tight travel schedule. Now, in addition to our original luggage, we had a new suitcase in our growing luggage family, but we still had to deal with the original damaged one.

Pre-LVMH Rimowa's at Don Quixote

The rest of the trip was tense, as we kept our fingers crossed that the damaged Rimowa would make it back to San Diego in one piece. To ensure it survived the flight, I reinforced it with stickers to prevent the crack from spreading further. Despite my efforts, I couldn’t help but worry about the suitcase splitting into two during the journey. Fortunately, the luggage held up, and it was still in one piece when we retrieved it at the airport in San Diego. However, the real ordeal was just beginning as I had to navigate the complicated claims process to get reimbursement.

Quick fix with a Trek sticker

Although I started filing the claim while we were still in Japan, I quickly realized how tedious and time-consuming the process would be. I needed to gather all the required documents and evidence to support my case, including the PIR, receipts, photos of the damage, and proof of purchase for the replacement luggage. It became an arduous task, as I had to ensure I met all the insurer’s requirements. But despite the frustration, I was thankful that I had travel insurance to fall back on. While it didn’t ease the stress of dealing with damaged luggage in the middle of a trip, it provided some peace of mind knowing that, hopefully, I would be reimbursed for the expenses once the process was complete.

My (Brian) top 10 things I bought in Japan

 Japan is a shopper's paradise, offering a unique blend of tradition, innovation, and style in every store. During our recent trip, I had the chance to explore some of the best shopping spots across the country and pick up a few unforgettable items. From quirky souvenirs to high-quality fashion pieces, here's a list of the top 10 things I bought in Japan-each one a perfect reflection of the country's incredible craftmanship, culture and creativity.

#10 Gashapons

The moment you arrived at the airport, these things would immediately catch your attention since they would be lined up in rows. We're not talking 5-10 machines, but 20 or more. And these are cheap, ranging from 200-500 yen. And there are hundreds to choose from. Only downside is, you get it random. If you don't like to gamble, then just stay away.

#9 Omiyage

 These are souvenirs that something you bring back as a memento from your trip for the people you left behind that did not travel with you. As a Filipino, we also refer to these as "pasalubong". Typically, they're food from the region, location or city that you were in. These can also be purchased in most major train stations, that can be very convenient but can be bulky to pack in most cases.

#8 Cord organizer

 Very specific on this since I find this very useful in our travels. This was very cheap as well, costing me only 196 yen which I bought at a Lawson store. I only opted to buy one because I was skeptic at first, but then when I went back to buy some more, it was all sold out. We even had to go to several one's, but there were none.

#7 Nail cutter/clippers

 This was on our top list to buy. We made sure that we're going to hunt this down. We bought one on our previous trip and regretted to only buying one. Even though these are available in any store, try to buy the one's from the combini stores such as 7-11 or Family Mart because they turned out cheaper (around 600 to 800 yen). Don't bother buying these at Donki or pharmacies because they range from 1100 to 1500 yen.

#6 Starbucks Been There Series Merch

 It's not for all peeps but these Starbucks tumbler's and mugs are making a killing for any tourist in any country that they visit that has a Starbucks store. We are coffee drinkers, and suckers for these merch. Japan has the best designs and you can't turn your back and go home empty handed. We actually bought more than ten because we travelled all over Japan. And this made it difficult to pack coz these take so much space in our suitcase. These are priced at 4800 yen but you get a free drink.

#5 Japan toys and figures/collectibles

 I'm a toy collector and Japanese toys are top of the line. These things are usually expensive in the US and it maybe readily available online, it's still way cheaper buying it there. They even have a whole city which is Akihabara dedicated for all anime/collectible merch, a mecca for any toy lover. I made a mistake again this time, since I only allotted a day. Anna suggested next time, we should book a hotel in the area so we don't have to travel and the kids would love it too.

#4 Bag clips and tags

 Again not for all, but during our entire trip, whenever we rode the trains or walk around the city, people would wear several of these on their bags. It doesn't matter if you have a simple canvass tote or an Hermes Birkin, they would have one or even several of these clips hanging on their bags.  I saw an old guy on the Metro with his LV Speedy that had a Godzilla and Demon Slayer hangin on the side, and that's trendy. The one pictured is a Tokyo Station exclusive Pikachu Train conductor priced at 2400 Yen.

#3 Uniqlo's Regional Canvass Tote Bags

 Almost similar to Starbucks Tumblers that are only available on specific cities. These totes boast the designs of local merchants and restaurants. The designs are so cute and priced at 2400 Yen each. We actually used one all through out our trip. It can also be a good "pasalubong" for people back home. We did not purchased any from Ginza just because the designs did not appeal to us.

#2 Shoes

 Anna bought a pair of New Balance shoes. Yes I know, they're not even Japanese made/brand. But the specific pair she bought are way cheaper compared here in the US. And when I say cheap, I mean 50% cheap. And not like the one's you can buy in an outlet here that are last season or a few years old. These were current models that you can purchase on retail stores that would range from $150-$200. But buying 3-4 pairs would hurt luggage space. 

#1 Rimowa

 You can go to any Don Quixote store and buy any cheaper brand of luggage but as I said in a previous post,  Rimowa luggages are game changers. Europe would still be the best place to buy Rimowa's, but Japan has the next best price to buy them. We stayed in Shinjuku and had to go to Ginza to buy one. I wanted the check-in Classic, but Anna was not ready to get emotionally damage to have it banged/dinged during the flight. So just opted for the poly. We still saved $300++ and again, that's buying it from a Rimowa store.

 

 Going to Japan is not just shopping, but its unavoidable. I would say, we saved thousands of dollars if we would have bought all of the stuff we brought back. We enjoyed our trip but even spending almost 3 weeks there, we still feel that we still missed a lot of items that we could have bought. If you have money to throw around, spending $50k in items is possible without batting an eyelash. 

The eSIM vs Pocket WiFi Nightmare: A Traveler’s Cautionary Tale

Traveling to Japan, I was excited to use an eSIM for the first time, hoping it would simplify my connectivity needs. I had carefully prepared ahead of time, thinking that ditching the pocket WiFi and relying solely on my phone’s eSIM would be a smooth, hassle-free solution. 

                                                                                       The iPhone duo

However, I quickly learned that my phone needed to be unlocked to add an additional eSIM account, something I hadn’t considered. My iPhone 16, which only supports eSIM, was locked to my carrier, meaning I couldn’t use a physical SIM nor add the travel eSIM I had purchased. This oversight set the stage for a much bigger headache.

                                                                               Early Morning in Sapporo

To make matters worse, my backup phone—a fully unlocked iPhone 13 that had been set up with the eSIM travel account—decided to fail me completely. The device locked me out and became a useless “brick” right at the start of the trip. Despite my best efforts, including a call to Apple support, there was no way to revive the phone. It was a frustrating experience, especially when I had hoped that my backup would be a safety net in case of issues. Instead, it added another layer of complexity to an already challenging situation.

                                                                               Apple online support chat

Now, I’m stuck hitching a ride on my wife’s pocket WiFi, which is inconvenient and not ideal. I had spent so much time planning and preparing for a smooth trip, only to find that my new phone’s inability to use a physical SIM, paired with the failure of my backup phone, left me in a bind. The whole idea of an eSIM, which seemed so appealing in theory, has become a major source of frustration. It’s not just about staying connected—it’s about being able to access critical things like itineraries and Google Maps to navigate a foreign country. Without reliable internet, even the simplest tasks become daunting.

This experience has highlighted just how much we rely on connectivity while traveling, especially in a country like Japan where technology plays such a big role in navigating the cities. For someone who needs to be online constantly, this has been the worst nightmare. 

My iPhone 16 may be cutting-edge with its eSIM-only design, but it doesn’t feel as practical now when I can’t even use a physical SIM card. 

On top of that, my backup phone, which was supposed to have both a physical SIM and eSIM, chose the worst possible time to “have a stroke.” As I sit here, wondering if I need to rent another pocket WiFi, I can’t help but feel like maybe the good old physical SIM isn’t such a bad thing after all.

Japan Bound: Countdown to Chaos and Comfort!

In just a few days, we’ll be jetting off to Japan, and the excitement is reaching a fever pitch! After a year of meticulous planning and questionable budgeting skills, We're finally ready to dive into the dazzling whirlpool of Sapporo, Fukuoka, Osaka, Kyoto, and Tokyo. This isn’t just any trip; it’s our second time around, and this time we’ve got more time, more shopping, and, fingers crossed, less regret when it comes to spending!

Gang is all set, kinda

Now, let’s talk about the shopping. Our budget is tighter than my jeans after a sushi binge, but that won’t stop us from hunting down all the Japan-exclusive treasures. I can practically hear the siren call of Uniqlo and the promise of Starbucks merchandise whispering sweet nothings to my wallet. And don’t even get me started on the thrill of thrifting luxury bags! I mean, who doesn’t want to find a designer gem while digging through someone else’s discarded treasures? If only I could fit those fabulous finds into my luggage!

Osaka 2020

Food is another delightful dilemma. Sure, we're there to eat, but we also want to avoid the dreaded “food baby” look. Eating at convenience stores like 7-Eleven, Lawson, and Family Mart is going to be my strategy—who knew that instant noodles could taste gourmet? I can just imagine indulging in onigiri while pretending that every bite of deliciousness is somehow a healthy choice. “It’s basically sushi,” I’ll tell myself, as I devour my fifth snack of the day.

  

Debating which personal bag should we bring. Coach vs Peak Design

Speaking of indulgence, we’ve booked a stay at a hotel with a private onsen! Nothing screams relaxation like soaking in hot springs while contemplating life choices—or my ever-growing shopping list. And just to mix things up, we’ll be spending a night in a capsule hotel. It’s all about immersing ourselves in the culture, right? I can already see myself trying to climb into a tiny capsule while keeping my dignity intact—what a sight that will be!

Last minute Amazon essentials

As I prepare for this epic adventure, I’m filled with a mix of excitement and dread about returning to the daily grind. But for now, it’s all about the joy of shopping at 2nd Street, hunting down anime toys and figures, and soaking up every moment of this incredible journey. Here’s to making unforgettable memories, one ramen bowl at a time!