One of the best ways to keep the fun going on vacation—whether lounging on a beach or stuck on a long road trip—is with a classic game of “Would You Rather.” These best ‘Would You Rather’ questions for an unforgettable vacation will spark hilarious debates and reveal surprising truths about your travel buddies. From awkward travel dilemmas to bizarre food choices, this list is packed with everything from the absurd to the thought-provoking. So, gather your friends, pick a question, and get ready for some unforgettable laughs!

175 Best ‘Would You Rather’ Questions for an Unforgettable Vacation!

Ultimate Vacation Dilemmas

1. Would you rather go on vacation but forget your suitcase or forget your phone?
2. Would you rather always have sand in your shoes or always have sunscreen in your eyes?
3. Would you rather stay in a luxury hotel with no Wi-Fi or a cheap motel with the fastest internet?
4. Would you rather go on a vacation alone or with a group of strangers?
5. Would you rather get sunburned on the first day or have it rain every day of your trip?
6. Would you rather take only selfies on your vacation or let strangers take all your pictures?
7. Would you rather visit a new country every month or stay in your dream destination forever?
8. Would you rather always overpack or always forget something important?
9. Would you rather travel to a cold place in summer or a hot place in winter?
10. Would you rather always have a perfect itinerary or be totally spontaneous?

️ Bizarre Food Adventures

11. Would you rather eat only melted ice cream or only overcooked food?
12. Would you rather drink only coconut water or never drink anything cold again?
13. Would you rather eat a seafood pizza with extra anchovies or a chocolate-covered hotdog?
14. Would you rather have to eat everything with chopsticks or only with your hands for the whole vacation?
15. Would you rather eat something extremely spicy or something extremely sour every meal?
16. Would you rather eat at a sketchy street food stall or an overpriced tourist restaurant?
17. Would you rather try a bizarre local delicacy or eat only fast food on your trip?
18. Would you rather never eat dessert again or never drink coffee on vacation?
19. Would you rather have unlimited free drinks or unlimited free snacks on your trip?
20. Would you rather always have to share your food or never try anything new?

️ Outdoor Adventures & Thrills

21. Would you rather try surfing but always wipe out or play beach volleyball but always miss the ball?
22. Would you rather go snorkeling and see a shark or go hiking and get chased by a wild animal?
23. Would you rather skydive over the ocean or scuba dive deep underwater?
24. Would you rather go on a zipline over a jungle or bungee jump off a bridge?
25. Would you rather ride a camel through the desert or a dogsled in the Arctic?
26. Would you rather always have to hike everywhere or always take the most expensive transport?
27. Would you rather get lost in a beautiful city or stuck in a remote village?
28. Would you rather do a 10-hour trek to a breathtaking view or take a quick ride with a crowded view?
29. Would you rather never be able to swim or never be able to ride a bike?
30. Would you rather sleep in a tent under the stars or in a 5-star hotel with no windows?

Travel Mishaps & Funny Situations

31. Would you rather lose your passport or your luggage?
32. Would you rather be stuck in an airport for 24 hours or have a 10-hour delay on the plane?
33. Would you rather get food poisoning on vacation or lose all your photos from the trip?
34. Would you rather have a terrible sunburn or mosquito bites all over?
35. Would you rather have to wear a swimsuit everywhere or winter clothes in the heat?
36. Would you rather accidentally book a ticket for the wrong date or for the wrong destination?
37. Would you rather get scammed by a street vendor or lose your wallet at the beach?
38. Would you rather always be late for flights or always arrive way too early?
39. Would you rather sit next to a crying baby or a nonstop talker on a long flight?
40. Would you rather deal with bad weather or bad accommodations on vacation?

Unforgettable Travel Moments

Would you rather travel without a phone or travel without a camera?

Would you rather watch a beautiful sunset every day or see the Northern Lights once?

Would you rather always have a personal tour guide or explore on your own?

Would you rather travel the world for free but stay in hostels or pay for luxury stays?

Would you rather take a year-long road trip or visit five dream destinations in one year?

Would you rather have unlimited flight tickets or unlimited hotel stays?

Would you rather experience a different culture for a month or visit 10 countries in a week?

Would you rather always have perfect weather or always get free upgrades?

Would you rather have a famous travel vlog or be an anonymous world traveler?

Would you rather only take night flights or only take layovers?

Would you rather wake up to a mountain view or an ocean view every day?

Would you rather go on a food tour or an adventure tour?

Would you rather take a luxury cruise or an off-the-grid backpacking trip?

Would you rather have no itinerary or follow a strict travel plan?

Would you rather always travel solo or always travel in a group?

Would you rather only visit historical sites or only visit natural wonders?

Would you rather visit a country with no internet or a country with no public transport?

Would you rather only take road trips or only fly everywhere?

Would you rather live in a foreign country for a year or visit a new country every month?

Would you rather be famous for your travel photos or for your travel writing?

Would you rather visit a place where no one speaks your language or a place where everyone does?

Would you rather always find hidden gems or always get VIP treatment?

Would you rather never experience jet lag or always have first-class flights?

Would you rather travel only with a backpack or always have to bring three suitcases?

Would you rather take the scenic route every time or always arrive at your destination quickly?

Would you rather have an amazing travel story or a perfect travel experience?

Would you rather always get free souvenirs or always get free meals?

Would you rather take incredible travel photos but forget them or never take photos but remember everything?

Would you rather always get lost or always ask for directions?

Would you rather go on a trip without planning anything or plan every detail in advance?

Would you rather only stay in cities or only stay in remote areas?

Would you rather have unlimited budget but limited time or unlimited time but a small budget?

Would you rather always get room upgrades or always get free excursions?

Would you rather visit only places with beaches or only places with mountains?

Would you rather never travel again or never have a permanent home?

Would you rather only eat local food when traveling or only eat familiar food?

Would you rather only take red-eye flights or always have layovers?

Would you rather travel with a stranger or never travel again?

Would you rather always find cheap flights or always find cheap accommodations?

Would you rather have unlimited battery life on all of your devices or have free WiFi wherever you go?

Would you rather have Billie Eilish’s future or Madonna’s legacy?

Would you rather have a third nipple or an extra toe?

Would you rather solve world hunger or global warming?

Would you rather have to wear every shirt inside out or every pair of pants backward?

Would you rather live in a treehouse or in a cave?

Would you rather win $25,000 or your best friend win $100,000?

Would you rather be in history books for something terrible or be forgotten completely after you die?

Would you rather travel the world for free for a year or have $50,000 to spend however you please?

Would you rather your to only be able to talk to your dog or for your dog to be able to talk to only you—and everyone thinks you’re nuts?

Would you rather have a mullet for a year or be bald (no wigs!) for six months?

Would you rather go back to the past and meet your loved ones who passed away or go to the future to meet your children or grandchildren to be?

Would you rather have Angelina Jolie’s lips or with Jennifer Aniston’s hair?

Would you rather stay the age you are physically forever or stay the way you are now financially forever?

Would you rather be in a zombie apocalypse or a robot apocalypse?

Would you rather be alone all your life or surrounded by really annoying people?

Would you rather give up your cellphone for a month or bathing for a month?

Would you rather spend a day cleaning your worst enemy’s house or have your crush spend the day cleaning your house?

Would you rather spend a year entirely alone or a year without a home?

Would you rather buy all used underwear or all used toothbrushes?

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Would you rather have a photographic memory or an IQ of 200?

Would you rather go on a cruise with your boss or never go on vacation ever again?

Would you rather forget your partner’s birthday or your anniversary every year?

Would you rather have to wear stilettos to sleep or have to wear slippers everywhere you go?

Would you rather change the outcome of the last election or get to decide the outcome of the next election?

Would you rather lose the ability to read or lose the ability to speak?

Would you rather smooch Chris Pratt, Chris Pine, Chris Evans or Chris Hemsworth?

Would you rather be beautiful and stupid or unattractive but a genius?

Would you rather have seven fingers on each hand or seven toes on each foot?

Would you rather work the job you have now for a year at double your current rate of pay or have one year off with what you are making now?

Would you rather be always stuck in traffic but find a perfect parking spot or never hit traffic but always take forever to park?

Would you rather have super-sensitive taste buds or super-sensitive hearing?

Would you rather ask your ex or a total stranger for a favor?

Would you rather go on tour with Elton John or Cher?

Would you rather eat only pizza for a year or not eat any pizza for five years?

Would you rather never get another present in your life but always pick the perfect present for everyone else or keep getting presents but giving terrible ones to everyone else?

Would you rather sleep in a doghouse or let stray dogs sleep in your bed?

Would you rather be able to speak any language or be able to communicate with animals?

Would you rather have all of your messages and photos leak publicly or never use a cellphone ever again?

Would you rather run at 100 mph or fly at 20 mph?

Would you rather have Adele’s voice or Normani’s dance moves?

Would you rather have to wear sweatpants everywhere for the rest of your life or never wear sweatpants again?

Would you rather have 10,000 spoons when all you need is a knife or always have a knife but never be able to use spoons?

Would you rather detect every lie you hear or get away with every lie you tell?

Would you rather be the funniest person in a room or the smartest person in a room?

Would you rather talk like Yoda or breathe like Darth Vader?

Would you rather people knew all the details of your finances or all the details of your love life?

Would you rather listen to your least-favorite song on a loop for a year or never listen to any music at all for a year?

Would you rather go vegan for a month or only eat meat and dairy for a month?

Would you rather clean up someone else’s vomit or someone else’s blood?

Would you rather work for Michael Scott or Mr. Burns?

Would you rather spend the weekend with pirates or ninjas?

Would you rather end every phone call with “I love you” or accidentally call your partner the wrong name during a fight?

Would you rather get your paycheck given to you in pennies or never be able to use cash again?

Would you rather see Lady Gaga in a movie or see Bradley Cooper in concert?

Would you rather win the lottery but have to spend it all in one day or triple your current salary forever?

Would you rather live until you are 200 and look your age or look like you’re 22 your whole life, but die at age 65?

Would you rather give up cursing forever or give up ice cream for 12 years?

Would you rather hear a comforting lie or an uncomfortable truth?

Would you rather be locked for a week in a room that’s overly bright or a room that’s totally dark?

Would you rather someone see all the photos in your phone or read all your text messages?

Would you rather have a South Park-themed wedding or a Family Guy-themed funeral?

Would you rather have to hunt and gather all of your food or eat McDonald’s for every meal?

Would you rather have fortune or fame?

Would you rather celebrate the Fourth of July with Taylor Swift or Christmas with Mariah Carey?

Would you rather only be able to listen to one song for the rest of your life or only be able to watch one movie for the rest of your life?

Would you rather never use social media again or never watch another movie ever again?

Would you rather have police hunting you down for a crime you didn’t commit or a serial killer actually hunting you?

Would you rather live a peaceful life in a small cabin in the woods or a drama-filled life in a mansion in a big city?

Would you rather find your soulmate or your calling?

In conclusion, these 175 ‘Would You Rather’ questions are your key to unlocking memorable and enjoyable game nights. Whether you’re looking to laugh, learn, or both, this collection has something for everyone. So, don’t hesitate to bring them out at your next gathering and experience the magic they bring to any social setting.”

Come to Alaska to see the rain?

Or go to Lisbon alone