May 30, 2023
conversation starters

Thinking about hitting the highway this summer? We’re big believers that road trips are one of the best ways to see the country, but we’re also the first to admit that hours spent in the car – no matter who you’re with – can get boring. Like, really boring. And you can only play so many rounds of eye spy and listen to so many true crime podcasts before things get stale. Even road trip games lose their luster after a certain period of time. That’s why we’ve created a list of road trip conversation starters to help keep things interesting even when the miles start to stretch on – check it out!

Our favorite “Would You Rather” road trip conversation starters

Everyone’s played “Would You Rather” at some point in their life, and the game is a great way to pass the time AND get to know your fellow passengers better. Here are some conversation starters for this category:

  • Would you rather live in outer space or at the bottom of the ocean?
  • Would you rather be able to fly or turn invisible?
  • Would you rather never have to sleep or never have to eat?
  • Would you rather be fluent in every language or know how to play every instrument?
  • Would you rather watch Star Wars or Marvel movies for the rest of your life?
  • Would you rather be able to control the weather or see the future?
  • Would you rather live in a place that sees extreme heat or extreme cold?
  • Would you rather give up your phone or give up your streaming accounts?
  • Would you rather face a room full of snakes or a room full of tarantulas?
  • Would you rather live on the beach or in the mountains?
  • Would you rather sit in traffic or have to walk?

Road trip conversation starters for families

Toyota road trip tips

Thinking about taking on the highway with your family? You can only hear “Are we there yet?” so many times before you start to lose it. Here are some family road trip conversation starters specifically for you.

  • If you could only eat one thing for the rest of your life, what would it be?
  • If you could travel anywhere in the world right now, where would you go?
  • If you could have any superpower, what would it be?
  • What is your favorite family tradition?
  • What is your favorite holiday?
  • What is your favorite vacation so far?
  • What is your earliest memory?
  • If you could open a store, what would you sell?
  • If someone gave you $1,000, what would you do with it?
  • If your pet could talk, what would they say?
  • If you could drive any car, what would you drive?

Road trip conversation starters to get to know people

Toyota of Orlando tips

Traveling with new friends or a new significant other? Random questions can sometimes get you the most interesting answers. Here are Toyota of Orlando’s favorite random road trip conversation starters.

  • If money were no object, what would you be doing right now with your life?
  • Are you a morning person or a night person?
  • Where would you live if you could live anywhere in the world?
  • What are the small things that make your day brighter?
  • What’s the bravest thing you’ve ever done?
  • What’s the weirdest dream you’ve ever had?
  • What’s your favorite breakfast?
  • If you could be an expert at anything, what would it be?
  • What’s your favorite thing about traveling?
  • When you were a kid, what did you want to be when you grew up?
  • If you had a time machine, what era would you visit?

Ready to hit the open road? We’ve got the perfect new Toyota for it at Toyota of Orlando. See all of our road-trip-ready vehicles today – we’re open seven days a week at 3575 Vineland Road, just off I-4 near the Millenia Mall. Call us for a test drive at (407) 298-4500!