How to Have the Road Trip of a Lifetime - URBANETTE: Lifestyle Magazine & Blog


How to Have the Road Trip of a Lifetime

Why not make your next vacation a road one? Here are a few essential tips and apps to make the ride a smooth one.


It was about 5 years before I decided to move to NYC, when I and my four best girlfriends decided to pack up and drive there. Two speeding tickets, one flat tire, and many hours later, we arrived in the big city. By then we’d realized that one girl forgot her wallet, the other her contacts. Two of us forgot pajamas. We all wanted to hook up our phones, but the car we rented didn’t have bluetooth so we had to resort to singing and “i spy” games (trust me — that’s not always a good thing!) It was a fun and memorable time, no doubt, but there are a few things I would’ve done differently had I read an article like this beforehand.

How to Have the Road Trip of a Lifetime

Preparing ahead of time and having a positive attitude can make your trip stress-free

No matter the time of year, I have the itch to travel and explore. But in case you need a reason to go on a road trip, here are a few good ones:

  1. America is a great country to road trip in because there are parts of the USA that are warm at any point in the year, making it a great year-round vacation destination.
  2. If you’ve had your fill of theme parks and crowded beaches, why not channel your inner Jack Kerouac and plan a long cross-country road trip? If you haven’t already read or listened to his famous novel, “On The Road”, today’s a good day to download it and get inspired.

    How to Have the Road Trip of a Lifetime

    Jack Kerouac’s road trip map

  3. Maybe you’re just ready for a different type of vacation — one where you can see the country, bring your dog, and meet people along the way.
  4. Or maybe you just want to avoid the hassles of air travel — especially with kids. A road trip is the perfect alternative.
  5. You could even do a themed road trip and hit up the best surfing beaches in America, or the best caves.
  6. It’s also a great trip to take if you need to be alone and clear your head. Listening to music or audiobooks and watching the open road go by can be its own form of meditation and therapy.
  7. Or, if you’re wondering how your relationship with your boyfriend will stand up to real life, a road trip is the best on-demand relationship test. With all that time to talk, and all the situations you’ll experience together, you’ll learn how you two interact when situations are stressful. And hey — if he turns out to be a jerk, you can always drop him at the nearest bus stop and keep going!
How to Have the Road Trip of a Lifetime

A road trip is a great way to really get to know each other in a short period of time

Either way, now’s the time to hit the road in a way that would make even Kerouac proud. To do this, here’s a guide on how to do road trips the right way:

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A writer, artist, and designer since she was young enough to put pencil to paper, Hilary taught herself code and created Urbanette when she was a teenager. Currently, she lives in Monte Carlo, but spent the past decade living in NYC, still considers herself a New Yorker, and visits regularly. She's always traveling, looking for hot new topics, destinations, and life hacks to bring to Urbanette readers.

Reader Discussion: 117 Comments

  1. Ashley Moore

    I really enjoy doing road trips with my mama. i love listening to old songs like aubrey-bread and wonderful tonight while looking outside of the window. i know that it’s really tiring when you’re driving for such a long period of time. Thank god i don’t know how to drive, haaha. but i really wanted to learn how to drive,just drive with my mama because i also want her to enjoy the view.

  2. Road trips are less about the destination than the journey. It’s cliché, I know. But if all you cared about was getting from Point A to Point B, you wouldn’t call it a road trip. You’d call it driving. A road trip is its own special category of travel. Enjoy each and every moment of it. And then avoid your tripmates for a few weeks when you get home. You’ll be sick of them by then.

  3. I love how you can go from point A to point B in America, and all you need is a car. I did travel with my then boyfriend-now ex once, and I found out how needy and unreliable he was. It was like traveling with a toddler. So I guess what I’m saying is that I totally agree with you. I didn’t ditch him though, I wanted him to see how patient I was with toddlers like him. And told him afterwards. Thanks for the article tips!

  4. Personally, I can’t imagine roughing it on a road trip. I need my 5-star hotels! (God, I must sound like such a snob…lol)

    • You can always plan your road trip out and stay at 5-star hotels along the way… 😉

  5. Gabrielle Williams

    Oh man, this brings back all sorts of pre-career, pre-marriage memories. I wish I had time to do a road trip now! They were so much fun, but I think to really to a proper road trip it takes a couple of weeks. Don’t you think?

  6. I took a road trip a few years ago and it was a lot of fun. I only wish I’d seen this in advance of my trip — it would’ve helped a lot!

  7. Courtney Watson

    I’ve always wanted to go on a road trip – thanks for making it clear why I should do it.. sooner rather than later!

    PS- I added the Happy Cow app to my phone just now. Really great app! ❤

    • I know! I love Happy Cow! I find out about great restaurants all around the world using it — even in really obscure towns. 🙂

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