120+ Would You Rather Travel Questions For Ultimate Wanderers

If you’re like me and enjoy some games while getting to know people, no doubt you’ve heard of the typical would you rather questions. However, this time I’m putting a new spin on it for all my fellow backpackers, travelers, and everyone in between with these Would You Rather travel questions!


So, if you’ve ever traveled, no doubt you’ve spent hours bored on a bus, been stuck at a border crossing, or rolled up to a hostel. As soon as you meet someone else, it’s the same generic questions.

What’s your name (you’ll forget this in 5 seconds)? Where are you from? What are your travel plans?

Well, I for one am taking a stand against this and looking to mix it up a bit.

Yes, that’s right, I’m talking about Would You Rather travel questions!

I’ve tried to keep things open in terms of destinations and types of travel you may be interested in!

This way it’ll really help you get to know each other and discover those very niche differences that may just be make or break.



Find Your Travel Style Would You Rathers

1. Would you rather head off to explore ancient ruins on holiday or simply relax on a beautiful beach?

2. Would you rather go on a roadie or take a cruise?

3. Would you rather venture off solo or with a group of friends from home?

4. Would you rather spend your holiday time in a crazy, full on city or in the quiet countryside?

5. Would you rather hit up a popular tourist destination or check out somewhere off the beaten track?

6. Would you rather go on an adventure trip out of your comfort zone or have a chill vacation where you can switch your mind off?

7. Would you rather hike through mountains breathing in the fresh air or explore a bustling concrete city?

8. Would you rather visit a popular tourist destination where you can’t escape the crowds or a quiet destination where there is minimal information on?

9. Would you rather travel to a foreign country where you don’t speak the language or stick to what’s familiar?

10. Would you rather only be able to visit famous landmarks on holiday or only check out the under rated gems?

tasha amy in a green flannel shirt stands in a windswept Tibetan landscape, with dramatic, snow-covered peaks rising in the distance
exploring the rugged mountainscape on the way to EBC in tibet

11. Would you rather be only able to travel to a new destination or only revisit your favorite places?

12. Would you rather visit a famous landmark or hit up those that are off the beaten path?

13. Would you rather experience culture shock or stick to just familiar tourist destinations?

14. Would you rather travel during peak season and deal with the crowds or during off season and figure it out with questionable weather?

15. Would you rather splash out on luxury hotels or save your money for more activities and experiences?

16. Would you rather travel with a large group on a bus tour or go solo?

17. Would you rather have limited internet access during your trip (only wifi in hotels ) or constantly be connected?

18. Would you rather travel solo, where you have to plan EVERYTHING, or with friends that’ve planned it all but you have no idea?

19. Would you rather have a super structured itinerary or wing it when you arrive?

20. Would you rather travel to a place where there will be a language barrier or to an English speaking country?

Vendors serve various skewered sausages and meats to customers at a vibrant market stall, with handwritten signs showing prices in thailand
affordable kebabs at the market in thailand

21. Would you rather learn about the history and culture on holiday or simply relax beachside?

22. Would you rather forget your passport at your last hostel or your phone on the bus?

23. Would you rather have a trip where you have to pack for all seasons, cause you’ll be visiting many places, or just stay in one area, which’ll make packing easier?

24. Would you rather have free flights but nowhere booked to stay or free accommodation but no flights?

25. Would you rather accidentally offend locals with a cultural faux pas or get absolutely lost in a foreign city?

26. Would you rather volunteer abroad with turtles in Costa Rica or have a luxury experience on a river cruise?

27. Would you rather travel solo or with a group of mates?

28. Would you rather travel multiple countries on a 4 week trip or just super thoroughly explore 1 country?

29. Would you rather save your $$$ by backpacking on a tight budget or splurge that cash on a luxe trip away?

Looking across Marina Bay in Singapore, two ladies look at the modern skyscrapers with sunset overhead and boats below.
looking out over marina bay in singapore

30. If you had the option, would you travel with no plan whatsoever, just winging it, or have an intense itinerary you MUST follow exactly?

31 Would you rather travel for longer, so you can really explore a place in depth, or take 4 shorter trips throughout the year?

32. Would you rather travel in a way that’s good for the Earth, even if it means giving up some comfort, or would you rather just go all-out on comfort, no matter the impact?

33. Would you rather go on a solo trip or with all your immediate family members?

34. Would you rather explore a country on a tour with a big group of 20+ people or a small group of 3 people?

35.Would you rather immerse yourself in the local culture or capture those social media curated photos? (Be honest here!)

36. Would you rather drive around on a road trip to multiple places or spend your entire holiday just chilling in one location?

37. If you could choose, would you rather travel to a place known for its nightlife where you can party all night or its nature?

38. Would you rather visit a country for its natural beauty or for its attractions?

tasha amy stands at the ship’s railing under a blue sky, looking toward the sea with waves stretching into the distance.
views from the cruise ship on a sea day
The ship leaves a white trail of wake behind it under a clear sky, with multiple decks and balconies visible along its length.
looking down the length of the cruise ship

Destination Based Travel Questions

39. Would you rather spend 1 week in the Australian Outback with just a boomerang to keep you entertained, or spend JUST 1 night alone in the catacombs beneath Paris?

40. Would you rather go on the longest Zip Line through the Costa Rican rainforest in Monteverde or dive with reef sharks in the Great Barrier Reef?

41. Would you rather make some underwater friends while diving the Great Barrier Reef or get some shredded legs hiking to the summit of Mount Kilimanjaro?

42. Would you rather be the first up to check out Stonehenge at the crack of dawn or watch the magical sky during the Northern Lights in the dead of night?

43. Would you rather go on a spiritual holiday exploring the temples of Tibet or join in the crazy celebrations of Mardi Gras in New Orleans?

44. Would you rather experience Tokyo’s fish market in the crazy early morning or the relaxed atmosphere of Bali’s rice terraces away from other tourists?

45. Would you rather hang out with penguins on a day landing from your Antarctic cruise or trek alongside a family of gorillas in Rwanda?

46. Would you rather hike the Inca Trail to Machu Picchu in Peru, or try to navigate the full on maze like alleys of Fez in Morocco?

47. Would you rather visit the modern skyscrapper city of Tokyo or relax in the chill Gili Islands off the coast of Bali in Indonesia?

48. Okay, if you had to decide, would it be going on a pretty damn awesome wildlife safari to spot the Big 5 in South Africa or check out those iconic pyramids and venture inside them in Egypt?

The Sydney Opera House with a ferry in the water, tall buildings and a clear sky.
views of sydney from the harbor

49. Would you rather tick off that bucket list hot air balloon ride over Cappadocia during sunrise, or enjoy life on a gondola ride in Venice with a glass of wine?

50. If you had to choose, would you rather hire a car and go on a road trip through the Scottish Highlands (no kilt required), or would you book a cruise through the impressive fjords of Norway?

51. Now, if you had to choose, would you spend your holiday living your #bestlife splurging out for 1 week in the Maldives, or it’s trekking through the beautiful Himalayas in Nepal?

52. Would you rather visit the chaos of Marrakech in Morocco and get lost in the medina or relax in the countryside of Tuscany in Italy, eating and drinking all the goodies?

53. Would you rather have a super cultural experience by joining in on a traditional tea ceremony in Japan, or spend the afternoon sipping wine overlooking the vineyards of Napa Valley?

54. Would you rather go on a wildlife safari in Kenya to see the Wildebeest Migration or swim at Shark Ray Alley in Belize?

55. Would you rather camp on an unrestored portion of The Great Wall of China, or hike the famous Milford Track, one of the Great Walks of New Zealand?

56. Would you rather spend your day eating all the foodie goals on a tour in Mexico City (hell yeah tacos!), or explore the beautiful architecture in Barcelona, Spain?

57. Would you rather head off on a bike tour through the lavender filled fields in the countryside of France or go on a shopping spree in London?

tasha amytraveler in a red coat walks across a golden plain with jagged peaks dusted in snow at Fiordland National Park
admiring the views at eglinton valley in new zealand

58. Would you rather visit the iconic Taj Mahal at sunrise while in India or witness the Northern Lights on a camping expedition in Iceland?

59. Would you rather live your best life at Coachella in California, or party it up hard at Tomorrowland in Belgium?

60. Would you rather take a hot air balloon ride over the Serengeti spotting animals or embrace the cold and go dog sledding in Alaska through the wilderness?

61. Would you rather spend a day exploring the ancient ruins of Machu Picchu and making friends with the llamas or sunbathing on the beaches of Nusa Peida off the coast of Bali?

62. Would you rather hire a camper and go on an epic East to West coast road trip through the USA or spend the summer backpacking through Europe?

63. Would you rather stroll through the historic streets of Edinburgh or experience the bustling nightlife of Bangkok by tuk tuk?

64. If you had the choice, would it be hitting up the Australian Outback on a tour to Uluru or getting absolutely damn lost the souks of Marrakech?

65. Would you rather head off on a #eatpraylove yoga retreat in Bali to find yourself or simply relax with all the massages and facials at a spa retreat in Thailand?

66. Would you rather witness the beauty of Niagara Falls from Canada or take a scenic boat ride along the fjords of Norway?

67. Would you rather explore the dense Amazon jungle with a local tribe or forget about the real world by hitting up Las Vegas?

68. Would you rather spend a day reliving your youth at Disneyland in California, or Disney World in Florida?

69. Would you rather check out those incredible views at the Grand Canyon in Arizona, or hike to the absolutely mind blowing Machu Picchu in Peru?

70. Would you rather attend a tea ceremony in Kyoto, where you learn about the local culture, or dance your heart out in a Tango class in Buenos Aires?

71. Would you rather go on a safari adventure in the South of Sri Lanka, spotting elephants, or hike through the stunning Middle Earth landscapes of New Zealand at Tongariro National Park?

72. Would you rather live and teach children English in Thailand, or have a beach vacation in Hawaii?

73. If you could, would you choose a local cooking class learning how to make pasta & pizza from scratch in Italy, or learn how to surf some decent waves at Red Island in Indonesia?

74. Would you rather join the crowds checking out the Colosseum in Rome or wander through the pretty damn charming towns along the Amalfi Coast in Italy?

75. Would you rather join in the festivities during Holi (the color festival) in India or celebrate Carnival by partying the night away in Brazil?

76. Would you rather visit the ancient ruins of Angkor Wat Archeological Park in Cambodia, or check out the crazy Mayan temples along the Yucatan peninsula in Mexico?

77. Would you rather hike to the top of the mountainside Tiger Nest Monastery in Bhutan or go on the epic trans Mongolian train journey from Moscow to Beijing?

tasha amy in black stands near oleander flowers, with the Roman Colosseum behind her.
loving exploring the beautiful country of italy
tasha amy poses next to the iconic Trevi Fountain, surrounded by intricate sculptures and pale blue water with historic buildings in the background.
checking out the trevi fountain

78. Would you rather go on a tiger safari in a decked out jeep in Rathambore National Park in India, or watch colorful Macaws flying free at the Copan Mayan Ruins in Honduras?

79. Would you watch a camp on the side of a volcano in Guatemala, or spend a month hiking in Patagonia in Southern Chile?

80. Would you rather spend your sunrise exploring the temples in Bagan, Myanmar, or visit the place to first see the sun each day in Gisborne, New Zealand?

81. Would you rather take a cooking class learning how to make Khao Soi in Northern Thailand, or learn how to much a traditional Indian curry in Amritsar, India?

82. Would you rather venture up the tallest building in the world in Dubai, or go swim in the lowest place on earth, the Dead Sea in Jordan?

83. Would you rather do a liveaboard trip in a sailboat exploring the islands in Komodo National Park in Indonesia, or do a boat trip to spot Polar Bears in the Arctic?

84. Would you rather swim in the incredible waterfalls around Bali, or go on a dog sledding adventure in Alaska?

85. Would you rather feel the rush from a bungee jumping off the side of a cliff in New Zealand or swim with those famous pigs in the Bahamas?

86. If you could choose, would you pick shark cage diving off the coast of South Africa, or diving the massive Blue Hole in Belize?

87. Would you rather experience the Northern Lights in Scandinavia or the cherry blossom season in Japan?

A volcanic landscape of Mt Bromo in Java with slopes covered in ash and steam rising from the crater
climbing mt bromo in java

Accommodation Would You Rather Travel Questions

88. Would you rather stay at a fancy all inclusive resort for a week or backpack through multiple countries staying in hostels for 6 weeks?

89. Would you rather stay in a treehouse or an underwater hotel?

90. Would you rather stay in a lux, 5 star hotel or go glamping under the stars?

91. Would you rather stay in a super fancy hotel in EVERY place you visit or only ever do local homestays?

92. Would you rather sleep in an ice hotel in Sweden, where your bed is also a slab of ice, or in a handmade treehouse in the Costa Rican jungle with all the bugs around?

93. Would you rather sleep in an uncomfortable bed with springs sticking up from the mattress or deal with a noisy snoring bunkmate in a hostel? I’ve, of course, been lucky enough to have firsthand experience in both.

94. Would you rather stay in a super luxe resort (whooooo), a bit further out of the main city (booooooo), or opt for a hostel right in the middle of the tourist center?

95. If you had the option, would you travel around long term, living that nomad life and working online, or have a base in your home country and just take occasional trips?

96. Would you rather sleep straight under the stars in the Sahara Desert (remember it gets cold here at night) or stay in an overwater bungalow in the Maldives?

Foreign tourists explore a narrow, vibrant street in India, passing a bright blue guesthouse and freely roaming cows under a clear sky.
wandering past a couple cows in the streets of puskhar in india
A local man tends to tasks beside a lakeside temple in Pushkar, India, with still waters reflecting surrounding buildings and mountains.
beautiful views over the lake in pushkar

97. Okay, let’s do a not fun one. Would you rather stay in a treehouse, knowing all the creepy crawlies that may come in, or an Irish castle in the freezing cold with no blankets?

98. Would you rather just embrace nature and go camp in the wilderness, just bringing what you can carry on your back, or live it up a bit and go glamping in a bougie tent?

99. Would you rather stay somewhere that is part of the culture, such as a traditional ryokan in Japan, or a modern hotel with all the comforts?

100. If you HAD to save money, would you rent an Airbnb and risk having a bad host or stay at a hostel knowing someone in the dorm is likely to snore?

102. Would you rather book a private room or stay in a dormitory with other travelers when on holiday?

105. Would you rather have a view of the ocean or the mountains from your room?

106. Would you prefer to book somewhere with a pool and spa onsite you can use anytime, or a free breakfast every morning?


Would You Rather Travel Questions For Foodies

107. Would you try out the different types of street food in a new country, or dine in at a fancy restaurant where you don’t have to worry about hygiene standards?

108. Would you rather take yourself on a food tour, eating your way through all the Thai food in Bangkok, or would it be Italian cuisine in Rome?

109. If you were going on a foodie trip, would you rather check out the spice markets of Marrakech or sip on wines in Tuscany?

110. Would you rather take a cooking class learning the local dishes so you can make them back home, or just take it easy and try a different restaurant for each meal?

111. Would you rather try new foods local to the country you’re traveling, or stick to what you know?

112. Would you rather go on a food tour through Greece or Mexico?

An italian pasta meal at a restaurant in bangkok
enjoying dinner at a restaurant in bangkok
The stall features stacks of mangoes, oranges, dragon fruit, and bananas with a large drink menu hanging overhead and blenders on the counter in bangkok
affordable streetside smoothies in bangkok

Activity Would You Rathers’ Around The World

113. Would you rather train and go on a space mission to Mars or dive to the deepest point of the ocean, the Mariana Trench, in a submersible?

114. Would you trek to Everest Base Camp in flip-flops or spend a week in the Sahara Desert the only your winter wardrobe? (I did see someone hiking the Annapurna Circuit in Nepal in flip flops, so it’s a possibility!)

115. Would you rather do the famous La Tomatina festival in Spain or give the English Cheese Rolling event a go?

116. Would you rather be part of a mosh pit at a German music festival or test out your fitness by running with the bulls in Pamplona, Spain?

117. Would you rather try to find the Big 5 on a safari, or scuba dive down to 20 meters to make some new underwater friends?

118. If you had the option, would you book a guided tour or explore solo around a new city?

119. Would you rather try some adventurous, heart pumping activities like bungee jumping, or stick to some less death defying sightseeing?

Tasha amy near a sign marking Thorong La Pass, surrounded by prayer flags and snowy peaks.
hiking the highest trekking pass in the world in nepal

Transport Travel Questions

120. Would you rather travel by plane or train for long distances?

121. Would you rather spend 7 days on a road trip or stuck on a cruise ship?

122. If you had to take to the skies, would you rather check out the damn good views from a hot air balloon, or instead a helicopter?

123. You’re in a new city, and keen to explore. Would you rather have a private taxi take you around or figure out a new public transport system on your own?

124. Would you rather rent a car and drive yourself around a brand new coutnry, or try and use their public transport system?

125. Would you rather be super bougie and fly first class, or instead have an unlimited budget for all your travel expenses, such as accommodation, food, activities etc?

126. Would you rather have your luggage lost from your airline when you arrive in a new country or miss your connecting flight?

127. Would you rather have your flight delayed for 4 hours, or have a seat next to the toilet?

A palm tree casts a shadow on the shore with a calm sea behind.
enjoying island life in vanuatu
Sandy feet resting on a royal blue towel with scattered rocks and people swimming in the clear, shallow water ahead.
enjoying the beach at mystery island on a cruise

Reasons to Ask “Would You Rather” Questions While Traveling

Honestly, I know that was a hell of a list, so congrats on making it through.

Though, in case you’re wondering what the point was in writing it anyway. Well, when you’re traveling, especially long term you’ll find yourself having to make new friends in every other town.

Now, of course, there are the standard boring questions that we all ask. But now hopefully you’ll be able to have a good yarn and get to know someone else’s travel style a bit better.

Either that, or you’ll be questioning their sanity and probably skipping that friendship. Which, by the sounds of things, will be the smartest decision.

Especially if they are someone who would prefer to eat at fancy restaurants rather than try out the street food. Bullet dodged, I say.

A busy street food area, with blurred market stalls and people in Chiang Mai, Thailand.
enjoying some streetfood in chiang mai

Wrap Up: Would You Rather Travel Questions

Now your memory should be full of random Would You Rather travel questions to ask. Perfect if you’re like me and are pretty bad at thinking of things on the spot.

Whether you want to compare your travel style to a mate or partner, or just want to quiz some random people. Hopefully, you’ll be all sorted thanks to this epic list.


Have I missed anything? Let me know in the comments below


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If you're like me and enjoy some games while getting to know people, no doubt you've heard of the typical would you rather questions. However, this time I'm putting a new spin on it for all my fellow backpackers, travelers, and everyone in between with these Would You Rather travel questions!

Disclaimer: This post contains affiliate links. So, if you click on it and purchase something, I get a small percentage at no extra cost to you. As always, all opinions are my own, and your support is much appreciated.

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