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Travel Would You Rather
Pack your bags — these dilemmas will test your inner explorer.
30 questions in this category
Browse all Travel dilemmas
Visit every country in the world, but only for one day each or Visit just five countries, but for a full month each?Travel back in time to witness any historical event or Travel forward in time to see the world 100 years from now?Have unlimited flights, but always in economy class or Have unlimited first-class flights, but only once a year?Backpack across a continent with no plan at all or Take a fully planned, luxury guided tour?Live abroad for a year, completely alone or Travel with a group for a month?Explore a new city entirely on foot or Explore a new city entirely by bike?Get stuck in an airport overnight or Get stuck on a delayed train for 12 hours?Visit space once in your life or Visit the deepest part of the ocean once in your life?Travel with unlimited luggage, but it's always heavy to carry or Travel with only one bag, but you never forget anything you need?Have a guide who knows everything but talks constantly or Have no guide at all and figure everything out yourself?Stay in hostels and meet new people every single night or Stay in one quiet rental for your entire trip?Go on a road trip with absolutely no destination in mind or Fly directly to a destination, but have very little time to explore once there?Learn the local language before every trip you take or Rely on translation apps and figure it out as you go?Visit a destination during its most famous festival, when it's extremely crowded or Visit during the quiet off-season, when there's less happening?Travel somewhere where you don't speak the language at all or Travel somewhere where everyone speaks your language, but the culture feels unfamiliar?Have your luggage lost for the first two days of your trip or Have your flight delayed by two full days before you even leave?Camp under the stars in the desert or Camp in a treehouse in the rainforest?Take one direct flight that's 20 hours long or Take three separate flights with layovers, totaling the same time?Visit a famous landmark while it's closed for renovation or Visit a famous landmark while it's packed with tourists?Travel with your family for two weeks or Travel completely solo for two weeks?Discover a hidden gem destination that almost no one talks about or Visit the single most famous tourist attraction in the world?Buy travel insurance you never end up needing or Skip travel insurance, and something minor goes wrong?Wake up early to catch the sunrise at your destination or Stay up late to catch the sunset at your destination?Get a surprise upgrade to first class on a short flight or Get a surprise upgrade to a suite on a long hotel stay?Travel only by train for an entire month or Travel only by boat for an entire month?Visit a country known for its food, but skip the famous landmarks or Visit a country known for its landmarks, but skip trying the local food?Take a spontaneous trip with only an hour's notice or Plan a dream trip for a year, but it keeps getting postponed?Have a travel companion who's always up for anything, but unreliable with plans or Have a travel companion who's extremely organized, but a bit too cautious?Get a passport stamp from every country you visit, even briefly or Spend extended time in fewer countries, with no proof of having been there?Experience a layover in a city you've always wanted to visit, but only for 3 hours or Experience a layover in a city you've never heard of, for 12 hours?