Five Lessons Learned on a Multi-Stop Road Trip

April 11, 2019 by · Leave a Comment 

Taking a road trip that lasts several days brings challenges and special problems, but they’re not that hard. Even if it’s just a one-day drive, it’s fairly straightforward: Drive to the place, stop a few times for a break, spend your time there, and drive back.

You’ll want to pre-plan your route and some of your stops, of course, as well as any hotel reservations, but the journey can be simple enough thanks to Google Maps and Waze.

But a multi-stop road trip has a few extra issues that can vastly complicate things. Staying in multiple cities and hotels, meeting with different people, going to different events — there are a lot more moving parts that can make your trip a bit difficult.

I recently finished up a week-long speaking tour that had me in Indiana, Kentucky, and Tennessee. I drove from Orlando, stayed in the different cities where I was speaking, and would drive to the next city as soon as I was done. That way, I woke up in the next city, rather than in the old one.

When it was done, I drove over 2,000 miles, visited five different cities, and gave 13 different talks. These are the lessons I learned.

1. Rent a car.

If you’ve got an older car, or it’s a little small for a big trip, consider renting a car instead of cramming everyone into yours. This is especially helpful if you’re taking a much longer trip and don’t want to put all the mileage on your car. My trip was over 2,000 miles and while I’m hoping to get 300,000 miles out my car, I didn’t want to put that many on in one week.

You may even want to get a slightly bigger car than you have so you can be a little more comfortable. But if you’re driving a thousand miles or more, don’t ignore the gas mileage. I made the mistake once of accepting an upgrade to a Jeep Wrangler for an 800-mile trip, even though I had requested a Nissan. The gas mileage on the Jeep was half of the Nissan, and so my gas costs doubled.

Also, don’t let them talk you into the GPS option since you’ve got one on your phone. You can also skip the Sirius-XM radio and listen to podcasts or even subscribe to the Sirius-XM service for a month. Get some kind of temporary dashboard mount for your phone and keep your GPS on at all times. Just don’t forget to take it with you when you return the car.

2. Put your destinations in your calendar.

Somewhere in Tennessee. Be sure to stop and look around on your next road trip.

Somewhere in Tennessee. Be sure to stop and look around on your next road trip.

I did a little overkill on my planning here: I blocked off all my actual speaking appointments and created appointments for the drives to the destinations. That way, I could put in each address of each appointment. I even did this for my car rental and hotel stays in the calendar and included the confirmation numbers in the notes section.

That’s because I can set my iPhone’s default map app for Apple Maps, Google Maps, or Waze. I use Waze all the time, so that’s my default. Whenever I open a calendar appointment, I can tap the location, and Waze will open and find the route to my destination. I don’t have to search for the address and type it into the search bar. It’s especially useful if I’m in a hurry later.

(To set your default map, open your Google Calendar, open the Settings, and open Apps from Google. You’ll find it there.)

3. Set planned drives, and turn on the Tell Me When to Leave function.

You can also save some time if you schedule all your drives in Waze. You’ll start by entering the address of your destination and then the day and time you want to leave or arrive. Then, as you get into your car for the next leg of the trip, open Waze, pull up the Planned Drives list, and tap your next destination. You can even connect your calendar so you’re automatically notified when it’s time to leave based on the current and expected traffic patterns. (Do this in Waze’s settings.)

A few days before you leave, set up all your Waze preferences too, including favorite gas station brands, whether to avoid tolls and highways, and even the kinds of alerts you want to hear.

Otherwise, if you’re running your sound through your car stereo, Waze can get annoying as it tells you about every pothole and car on the side of the road. You can turn off individual alerts under the Alerts & Reports settings. I turned most of mine off, only keeping on the police alerts.

4. Take a laundry bag.

In the past, when I’ve taken long trips, it’s always been easier because I just unpack and put dirty clothes into my empty suitcase. (Of course, I keep them folded so I can fit everything back in again.) Then, when it’s time to leave, I don’t have to track everything down.

This time, moving from place to place, I kept everything in my bag, but I realized on Day 2 that I didn’t want to root through dirty clothes to find a clean pair of socks. So I stuffed my dirty laundry into a plastic shopping bag. It certainly made finding clean clothes easier, my suitcase got lighter every day, and I kept the laundry bag in the car.

5. Keep the car clean.

One very important lesson I learned a long time ago was the importance of a clean car or a clean office. As Anthony Bourdain stressed over and over in Kitchen Confidential, if you have a messy mise-en-place (“meez on ploss”), you can’t find anything and your brain can’t function properly. It can increase your stress level, which can make an already stressful situation worse.

As Bourdain said in his book,

If you let your mise-en-place run down, get dirty and disorganized, you’ll quickly find yourself spinning in place and calling for backup. I worked with a chef who used to step behind the line to a dirty cook’s station in the middle of a rush to explain why the offending cook was falling behind. He’d press his palm down on the cutting board, which was littered with peppercorns, spattered sauce, bits of parsley, bread crumbs and the usual flotsam and jetsam that accumulates quickly on a station if not constantly wiped away with a moist side towel. “You see this?” he’d inquire, raising his palm so that the cook could see the bits of dirt and scraps sticking to his chef’s palm. “That’s what the inside of your head looks like now.”

It’s so easy to just let the fast food sacks, empty cups and bottles, and snack wrappers pile up, throwing them into a foot well. And if you’re traveling with kids, it’s like the few toys and games they brought multiplied exponentially, and now the car is messier than their rooms.

Make it a habit to always through away your trash at every stop. Dump out all the cups and bottles, even if you stop just for a quick fill-up. Keep your kids’ toys and games in a bag and stow it in the trunk. Only give them one item for each leg of the trip. When they get tired of it, switch it out for another item once you stop again. Don’t just keep the bag in the front passenger seat, because then their stuff is cluttering up your own foot space, and it can be uncomfortable.

I took a solo 2,000-mile trip, and I actually had a good time. I enjoyed my time in the car, caught up on all my podcasts, and even enjoyed a few new ones. I made it to my destinations, was able to navigate easily, and it could not have been more smooth. It makes me want to do another tour in a few months.

How do you handle long road trips with many stops? If you’re a traveling salesperson or consultant, how do you navigate between destinations? Share your ideas with us on our Facebook page, or in our Twitter stream, and be sure to connect with us on Instagram.

Photo credit: Erik Deckers (Used with permission)

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