List of Would You Rather Travel Questions For Adults & Teens

Are you taking a road trip or spending a week with friends? Maybe you’re just hanging out with friends and want to pass the time. Try this ultimate list of Would You Rather travel questions with friends – perfect for all ages, kids, teens, and adults! I always remember playing this game with my friends on long car rides, or during sleepovers, so I thought it would be so much fun to play along! 

How To Play Would You Rather

To play the classic game, “Would You Rather,” follow these simple instructions:

1. Gather a group of friends or family members to participate in the game.

2. Choose a person to start the game as the “chooser.”

3. The “chooser” asks a question starting with “Would you rather…” followed by two options. (full list of silly questions below!)

4. The other players take turns answering the question, expressing which option they would rather choose and explaining their reasoning if desired.

5. After everyone has answered, the “chooser” reveals their own preference.

6. Rotate the role of the “chooser” so that everyone gets a chance to ask a “Would You Rather” question.The game is a fun way to get to know each other’s preferences and can lead to interesting discussions and debates!

The Questions

• Below is a list of would you rather questions for you to discuss with friends or family, this is a great way to pass the time on a road trip or while on vacation! Towards the end of this post you will find my answers to each questions- if you are curious!
• Would You Rather Travel Questions 
• Stay in a 5 star overwater bungalow for 3 days or stay in a 3 star beach resort for 3 weeks?
• Travel for 1 year with no money at the end or focus on your career for 5 years to earn enough to travel for 5 years? 
• Have a $10,000 budget for a holiday and fly first class for $5,000 and stay in mediocre accommodation, or spend $1,000 on economy and stay in luxury accommodation?
• Move away from your best friend or only see your best friend?
• Never take the train or never take an airplane for the rest of your life?
• Stay in a palm hut along the seashore for seven days or stay in a log cabin in the woods for one month?
• Stay off of social media forever, or never go on social media again? 
• Eat your favorite food for 10 days and then never again, or only once a year? 
• Have an awesome job in a mediocre city or a mediocre job in an awesome city?
• Have a famous actor as your one true love or your favorite athlete?
• Be able to teleport to places you’ve already been or only be able to teleport to places you’ve never been before?
• Be stuck on a seven-hour delay, or show up at the airport and realize your flight is tomorrow?
• Be able to play every musical instrument that you touch or speak every language that you hear?
• Would you rather travel along the ocean floor or take a trip to outer space?
• Go on a first date with a famous muscian or get your dream job?
• You have a time machine, will your use it to travel back in time to meet your ancestors or forward to meet your descendants?
• Get into your dream college or be a great singer? 
• Have in-flight WiFi but no legroom (like, zero inches) or in-flight legroom but no WiFi?
• Be able to eat anything and any quantity of food with no negative health effects or be refreshed and well rested after only three hours of sleep? 
• Be the smartest kid in class or have a pet dragon?
• Accidentally spill a drink on a famous musician or have bad breath for a year?
• Eat only ice cream for a week or eat dog food for 1 meal? 
• Go on a double date with your ex or drop a raw egg in the seat of your new car? 
• Start a food fight but never get in trouble or never eat your favorite breakfast foods again?
• Die happy in five years or die unhappy in sixty years?
• Rent a house on the lake or on the beach?
• Live in a big city or in an amusement park? 
• Meet Dolly Parton or the president? 
• Have a photographic memory or always be the smartest person in the room
• Be the best player at one game or a decent player at 10 games? 
• Be able to snap your fingers for your clothes to change color, or snap your fingers to have your favorite meal? 
• Buy your dream house or have a personal chef?
• Only eat breakfast foods or dinner foods for the rest of your life? 
• See the entire world in a single day and then never again or never see the entire world?
• Meet your favorite fictional character or your favorite historial figure? 
• Follow a strict dress code every day or only hear your current favorite songs forever?
• Be able to time travel or have a photographic memory? 
• Eat only spicy food or eat while sitting in a pool of jelly?
• Live in your dream home but make less money or live in a small house and make lots of money? 
• Have unlimited access to a boat on a lake or unlimited access to a jet ski in the ocean?

Travel or focus on your career at the age of 25?

This is so tough. While I am so excited to be starting to do something that I absolutely love, I am also constantly planning where to travel next. Whether it is a new state, country or continent, I can’t wait to see as much as possible. In the end my answer would likely be travel, but I would hope that my career would still be there when I return.

Have a $10,000 budget for a holiday and fly first class for $5,000 and stay in mediocre accommodation, or spend $1,000 on economy and stay in luxury accommodation?

Absolutely the luxury accommodation. Flights are over in less time than the overall trip, and luxury is a huge aspect of the vacation, if that is what you are going for. At this point in my life, I enjoy reading and writing while I fly, and then sleeping in a big comfy bed when I get to my destination.

Never take the train or never take an airplane again?

I would ditch the train. I have only been on a train a few times, and while it is nice, I can get to more places by flying.

Stay in a palm hut along the seashore for seven days or stay in a log cabin in the woods for one month?

I try to avoid spiders as much as possible, and I am pretty sure they are all over the woods where this log cabin is. I also need a little bit of civilization, so an entire month in the woods wouldn’t work out well for me, I would indeed go stir crazy.

Be left behind in the bush on an African safari or be left behind in the water on a scuba trip?
I would rather not have either of these, but I am going to go with the bush. I can swim and tread water pretty well, but I don’t think I could do it for days. I would hope that I could survive a little longer being left behind from an African Safari.

Have an awesome job in a mediocre city or a mediocre job in an awesome city?

This is another tough on. I would like to say that my life doesn’t revolve around my job, which means the awesome city would win. However, if I am able to do my dream job, I don’t think the location would matter. I’m going to go with awesome job in a mediocre city. This will also help my traveling heart be able to go more places because there is less to do where I am.

Be able to teleport to places you’ve already been or only be able to teleport to places you’ve never been before?

Teleport to places I have never been! I am sure the past has it’s positives as well, but I would love to see what else there is on this beautiful planet. There are plenty of places I am sure I will never be able to travel to, and teleporting to them would be perfect! Maybe I’ll ask Santa for this.

Be stuck on a seven-hour delay, or turn up at the airport and realize your flight is tomorrow?

Seven-Hour delay. This happened when we were leaving for Paris 2 years ago. We ended up there much later than expected, but not a whole 24 hours later. I also don’t totally hate being in an airport before a vacation, it’s getting stuck on the way back that is a bummer.

Be able to play every musical instrument that you touch or speak every language that you hear?
I’m going to go with speak every language I hear. This would be a huge benefit, and it would help me be more comfortable when I travel to new places. Just think about how convenient it would be to be lost in a new city but know exactly what to say to find where you want to go.

Would you rather travel along the ocean floor or take a trip to outer space?

Ocean floor! This would be incredible. I love the water and I am so intrigued by all of the beings in the ocean, especially sharks! Dave would be very mad to know I picked this if I had a real life opportunity, because he would pick outer space in a heartbeat.  We have talked about it several times, he actually wanted to see if there was a way for us to be married on the moon…no thanks!

Travel back in time to meet your ancestors or forward to meet your descendants?
Forward to meet my descendants. I would love to know what my future great-great-grandchildren look like, what kind of pets they have, what their names are, if they ever heard about me or Dave. It would be amazing to know what they are interested in and what the latest technologies are.

Have in-flight WiFi but no legroom (like, zero inches) or in-flight legroom but no WiFi?
Legroom all the way! I hardly ever use or buy the wifi anyways. I like to come prepared with pre-downloaded movies, books and music.

Be able to eat anything and any quantity of food with no negative health effects or be refreshed and well rested after only three hours of sleep? 

I would love to be able to eat anything without the negative effects. I feel as if I have a constant stomach ache most of the time, and of course it’s a shame how many calories are in all of the good stuff. Bring me all of the goodies!

Die happy in five years or die unhappy in sixty years?

This is very difficult because I would hate to leave Dave, my family and hopefully my children in five years, but I would also hate to live an unhappy life. I feel like it would affect everyone around me, so why would I wish that. It’s a toss up, and I really can’t choose with this one!

Some of these were tough! I’d love to know your answers to these would you rather travel questions!