Travel Tips
I enjoyed Kevin Kellys travel tips from 50 years of traveling. They’re brilliant, and I think tee up, how to set up a trip for success.
My travel philosophy, is to try travel at least once every 3 months. To get away, to reset, to get out of your normal schedule. That doesn’t always happen, but it’s what we aim to do. And now the kids are in New York school with their long summer breaks, something we don’t get in New Zealand, we try to capitalize on that to see the world and work from afar.
I’ve had this post lingering for a while, I thought I’d write some of my own tips.
- My wife and I have set a yearly budget for travel, and we know we have to make work what we want to do in that budget. But it’s good, as it means we don’t second guess wanting to do a trip, as we have made budget for it, but also it means we try find ways to make that budget go further. It changes it from getting permission, to how can I best use this.
- When traveling, have an average price in mind, i.e. for a week I’m aiming to spend about $x on accommodation. Then mix up your stay, sometimes you’ll have wins, where you get something cheaper and below, then something nicer and above. But that’s ok, you’re trying to hit that average. It helps shift the mindset from absolute best for each part, which only maxes your spend.
- When booking somewhere that is super busy or rammed – and you can’t change the dates. Try breaking it up into 2 stays. This is a pain. But it is now the reality. Explore HotelTonight for one half, or the other half. Then pair with something else. I’ve had to do this in a pinch, and it isn’t as fun, but does help get the price down.
- If you stay somewhere lovely, revisit and stay again, mix it into a new trip. You’ll enjoy it, and if you have kids they love that too.
- Always try bundle a visit to friends/families/people you know. Or if you can, host something in a city on the way. i.e. I stopped in Copenhagen last year and had some drinks with colleagues to get people together.
- Every location, I look for the best free things to do, frugal tips for visiting the location and best things to do with kids. That helps triangulate a couple of activities or experiences that are often overlooked. A bonus is, best running routes in X.
- (If you are using AI to research, a little tip, is to also ask it to research in the language of the country you are visiting, to get overlooked spots, sounds simple but it works).
- If you arrive at a hotel, and don’t like your room, ask for another. Simply go back down to the front desk, explain the issue and kindly ask if anything else is available. It’s no big deal. And you have paid for it, if a meal turned up faulty or not what you asked for, you’d probably ask them for the right one, right?
- If the experience is a let down, let them know, open the door for them to fix it. We stayed in a place once and the air con was broken, in the morning we simply said that’s not what we expected when we booked. In lieu of a refund they offered us a nice bottle of wine, was that worth the lack of air con? We were happy enough to take it.
- That leads to another rule, always book direct. Where possible, book with the airline, with the hotel, this tends to avoid the most headaches. Nothing worse than something going wrong and they point you to talk to your discounttravelretailer.com to waste your life away trying to resolve the issue with them. If you book indirect, make sure with a service that will look after you.
- If you rent an AirBNB or home direct, take photos/videos of when you arrive. And when you leave. Same with rental cars. You never know when that’s going to save you – and when it does, it’ll be worth the 30 seconds it takes at either end.
- Leverage the front desk/concierge at hotels. They are a good source of intel, tips, and just a good orientation on wherever you are. Sometimes I’ll email ahead and ask if they recommend any restaurants, and get them to book it for me. Often it’s helpful having a local call, to get you that harder to get spot. Or just stop by and talk through plans for the day, see if they have any recs. It’s literally their job to be friendly and helpful.
- If you exercise frequently at home, keep up the exercise, I take bands like this, meaning I can work out anywhere. And then I will lean into running more. I love a good foreign run.
- This also creates new opportunities to meet people/have a different experience. I’ve stopped in bakeries to get a coffee & treats for the day after a morning run, bumped into New Yorkers at an outdoor calisthenics park. There’s a website to search for them (recommended by one such visit).
- If you have younger kids, plan out where you will buy toys or gifts. That way you can set expectations with them i.e. “remember when we get to Zurich, they have that amazing toy store, let’s grab something from there” Tied to this, if you do pocket money, in the months leading up, will swap or match their pocket money in local currency. That makes it fun.
- Also if you have younger kids, take a ball with you, creates opportunities for them to play with local kids. Nothing like a ball to get a game going anywhere.
- In the build up to the trip, also letting them play on Duolingo, or 5-10 minutes with you each day, practicing. The aim is not to build full vocabulary, but to familiarize and get some basics down they can use.
- FlyingTigerCopenhagen, or other dollar stores, are good for offline activities, or travel games.
- Bring some of their favourite treats from home, I tend to put aside some treats from home, to pop up during the trip. A bit of surprise and delight, familiar food for them.
- Send postcards home, the kids will love that when they turn up.
- In the build up to your trip, average in your expected currency by converting funds ahead of time, or a little bit each week. I use Wise (referral link), but whichever you prefer. I create jars with different labels, i.e. ‘espresso jar’ or ‘toy store’, and then when I add money to them, I’m thinking about the experience. The gelato jar! Mum & dad cocktails! And it makes it so much nicer when traveling to already have some funds there. Another neat way to build anticipation & enjoyment ahead of the trip- and it saves you money.
- Also if you use Wise, add it to Apple Pay. Everywhere now post covid supports wireless. And Wise do give you free local cash withdrawals (up to a limit) which is handy.
- Visit farmers markets, take money, and buy stuff! Don’t just peruse, buy a few things, even if it’s just fruit for the day. A fav of mine is to grab some honey to take home, to enjoy for the months after. A post trip reminder. A bonus, let the kids buy something from a flea market.
- Take gifts, I always try take a few local gifts, some NZ chocolate, or a NYC cap, or some MOMA pencils, notebooks. Even a few bottles of beer, or my fav coffee. Doesn’t have to be fancy, but it can be nice to be able to give or share something from home. We’ve given to friends, people we meet along the way, or AirBNB hosts as a thank you. It’s just a nice touch to start with generosity.
- Kevin Kelly had a great one, for a multi-stop trip, go to the furtherest point first, then work your way back. I think this is good, and I haven’t always done this. It create a weird sense when you stop somewhere, knowing you need to go further, harder to relax and be in the moment or present. This is where those flights, that say you can stop over in the location for a few days, fall off. You look at it and go, well I’m trying to get here, I don’t want to stop. But the deals do get you to consider visiting that place, so it is helpful from a destinations point of view.
- Take More Vacations: How to Search Better, Book Cheaper, and Travel the World is a good read, in this idea of making the most of your travel.
- Post trip, sit with your partner, and do a bit of a review, what worked, what didn’t, what were the highlights. If you can, put together a video, or a photo book, which help encapsulate the trip.
- When you visit somewhere, do your most high priority or must dos first, this means any interruptions, cancellations, or delays, you have the most time to do it.
- And when you face a challenge, a roadblock, treat it as an opportunity for something unexpected. That tone also sets how your kids will respond. We had a car break down in the south of France, that we had to get back to Milan. Or in Austria, there was a rock slide, and they had to dig the road out, or in Oregon we nearly got stuck in a storm in the middle of nowhere. All part and parcel of the road of travel.
- And the final rule, the most important rule, optimise to the most adventure, whatever choice leads to most adventure, take that one.
And that’s it! I’m sure more will come up over time, I’ll try share them. But some of the ingredients I’ve found to have a good trip.
Prior I also wrote on 2 months traveling with two kids under five. Since that post, we have done another 5 months of travel in the same vein ha. My wives brilliant travel activity packs.