Do you have that one friend who always seems to be traveling or a friend who recently came back from a trip? Or want to discuss travel with your social media followers? With these travel questions, you can start conversations about your friend or follower’s travel experiences.
I like to ask a question on Instagram along with my daily photo and have had lots of fun conversations and ideas for new travel destinations because of it. So I’ve listed fill in the blank, multiple choice and would you rather style questions that you can play around with. Enjoy!
Some links found in this post are affiliate links, meaning we may receive a commission if you decide to make a purchase, at no additional cost to you.
Travel Questions
In this section I’ve listed travel questions covering everything from sharing about your favorite destinations and crazy or recent experiences to travel aspirations and future plans. These are questions that can inspire more questions and lengthier conversations. I answered a few for myself too and found I could elaborate way more on a lot of them, so I think these will work as great travel conversation starters!
1. Which frequent flyer programs are you a part of?
I join the frequent flyer programs of all airlines that I take. But the main one that I use and am a fan of is Delta’s SkyMiles program because your miles never expire. Also, they fly routes that I frequently take and have an American Express credit card that I can earn extra miles with. I also use the Chase Sapphire to earn extra miles. You earn points through every purchase you make with the Sapphire card, and those points can be converted into miles and transferred to their airline and hotel partners. Plus, an added benefit is your points hold more value if you book your flight through Chase Sapphire’s booking platform.
2. How would you describe your favorite travel destination?
3. How many days was the longest cruise you’ve taken?
4. What’s your favorite capital city?
5. What’s one drink you always get during a flight?
6. What’s the name of the smallest town you’ve ever visited?
7. Have you ever missed a flight?
Yes, but only because it was a connecting flight. I’m always early before a flight because I would hate to have any extra stress of being late added to the already stressful experience of airports and flying. Plus, I also have TSA pre-check which has been a time saver, especially at really busy airports like JFK, where I usually fly from.
8. What inspires you to travel?
9. Do you keep a journal while traveling?
10. In your opinion, which city has the best architecture?
11. Which is your favorite European city?
I adore Edinburgh. The first time I went was on an assignment with VisitBritain, the tourist board of Great Britain. I loved it so much that I went back to Edinburgh two more times just a few months later. This is rare for me since I usually choose to visit new destinations rather than revisiting. Even after my third trip I still feel like there’s so much I need to do in Edinburgh, so I’m already planning a fourth trip…
12. How many countries do you want to visit in your lifetime?
13. What do you think is the most stressful thing about traveling?
14. Have you been to Disney World?
15. What was the most interesting place you have ever visited?
16. What is the tallest building you’ve been in?
17. What’s your favorite Caribbean island?
I take frequent trips to the Caribbean because it’s so convenient to travel there from New York. You can usually find direct flights at really good rates during off season to various islands. My favorite so far has been to St. Kitts and Nevis. I experienced one of my favorite hotel stays at Park Hyatt St. Kitts. The views were amazing. But I also can’t talk about the Caribbean without mentioning Barbados. They were a British colony and still have British cultural influences like afternoon tea.
18. What do you still have to cross off your travel bucket list?
19. What’s the most money you’ve ever spent on a plane ticket?
20. Which travel apps are you currently using?
If I’m on my phone to browse for places to stay, I use the Airbnb or Booking.com app. I also check Hotel Tonight periodically just because I’m curious about prices of hotel rooms around me in New York City. When I’m flying I use the airline’s app for the boarding pass and to stay informed of any updates about the flight. And also since getting around New York City is also an adventure, I use the Citymapper app to get around and to know when there’s a subway delay.
Read More: The Ultimate NYC Subway Guide for Tourists by a Local
21. What’s your favorite country in South America?
22. What’s the strangest souvenir you’ve bought on your travels?
23. What tips would you give someone traveling abroad for the first time?
24. Which movie or book has inspired you to travel?
I read a lot of classic books and have a goal of reading all of the classic books published in the Penguin English Library collection, which are 126 of the best fiction books written in English from the 18th century to the end of World War II. Lots of these books are set in England and some of my favorite classics that I’ve read so far are ones by Jane Austen. She used to live in Bath and there’s a museum and many bookstores there that are must visits for Jane Austen fans. So Bath is high on my travel list.
Read More: A Bibliophile’s Guide to the Best Bookstores in NYC
25. What’s your biggest concern when you travel?
26. How would you describe your travel style?
27. What’s your least favorite thing about traveling?
28. Have you been on a safari?
29. Have you ever traveled without an itinerary?
30. What’s the most popular destination for tourists where you live?
I live in New York City so the list is endless. I see the Empire State Building on a daily basis, which is one of the most iconic buildings in New York City’s skyline.
Read More: 15 Essential Things to Know Before Visiting NYC: Tips from a Local
31. What have you learned from traveling?
32. What is your earliest travel memory?
33. Have you ever taken a vacation by yourself?
Yes. My first truly solo trip was to London. (I traveled to Ecuador by myself for a few weeks but was living with friends so I don’t really count that as solo.) Up until that point I’d only traveled with my parents, so it felt so different to be able to do exactly what I wanted to do whenever I wanted to during that trip to London.
34. What’s the most interesting thing you’ve eaten while traveling?
35. What’s the weirdest museum you’ve been to?
36. What’s the craziest thing that happened to you while traveling?
37. What is your biggest concern about traveling?
38. How do you pick your next travel destination?
Recently, I’ve been trying to reach a goal of visiting 50 countries before my birthday. So I’ve been basing my next travel destinations on where I haven’t been to yet and countries that are nearby to each other so I can go to a few during the same trip. Apart from this, I’d pick a destination based on flights and accommodation prices. If I see a cheap flight to a city I have on my list, I’ll go if the price is agreeable.
39. What’s the least ‘touristy’ thing you’ve ever done?
40. Have you ever flown in a private jet and do you travel first or business class frequently?
41. What’s one place you must visit before you die?
42. What’s the best gift to give to a traveler?
I’m big into eco friendly travel products, so I’d give someone an eco friendly backpack or eco friendly luggage. But if I knew the traveler already is set on the type of luggage they’ve used for years, I’d go with something like travel inspired jewelry or for something more unique, I’ve also put together a list of weird travel gifts that includes everything from a book on how to swear in every language to a burrito printed blanket.
Read More: 25 Travel Inspired Jewelry
43. Have you ever gotten lost while traveling?
44. Do you consider yourself a traveler or tourist?
45. What was the last road trip you took?
46. What makes a great travel companion?
Would You Rather Travel Questions
For quick answers, start a conversation with these would you rather questions. Some will be easy to answer, others will make you think and even inspire more conversations.
Would you rather…
47. Vacation at the mountains or beaches?
48. Travel around the world by plane or boat?
49. Spend a day hiking or visiting museums?
50. Travel with a backpack or suitcase?
51. Take a long plane or car ride?
52. Travel in summer or winter?
53. Taking a group or private tour?
54. Visit a small town or big cities?
55. Travel internationally or domestically?
56. Go camping or stay in a hotel?
57. Take lots of small trips or one long trip?
58. Traveling in local or touristy places?
59. Go somewhere you’ve been before or somewhere new?
60. Take a Transatlantic or river cruise?
61. Use a hard shell or soft sided luggage?
62. Go on an active or relaxing holiday?
63. Travel light or with a lot of luggage?
64. Check in or carry on your bags?
65. Take a day or night flight?
66. Sit at a window or aisle seat?
Multiple Choice Travel Questions
Change the format a little and ask travel questions in multiple choice format. You can also potentially use the would you rather questions and turn them into multiple choice questions by adding more possibilities. Here are a few examples you can start with.
67. Pick one: I prefer to travel in:
- A. Summer
- B. Fall
- C. Winter
- D. Spring
68. How US states have you been to?
- A. 0-15
- B. 16-30
- C. 31-50
69. How many countries have you been to?
- A. 0 – 25
- B. 26 – 100
- C. More than 100
70. Do you like traveling solo?
- A. Yes
- B. No
- C. Not sure
71. What’s your favorite way to travel?
- A. Airplane
- B. Train
- C. Car
Fill in the Blank Travel Questions
These fill in the blank travel questions can either be easy one word answers or also lengthen the conversation when something interesting comes up.
72. I absolutely cannot travel without __________________.
73. My favorite country in South America is __________________.
74. Today I’d rather be in __________________.
75. I love traveling more than __________________.
76. __________________ is the best cure for jet lag.
77. The best trip I’ve ever taken was __________________.
78. __________________ is the scariest thing that has happened to me while traveling.
79. My favorite state in the US is __________________.
80. __________________ is the most adventurous thing I’ve done while traveling.
81. __________________ is the best place to hike!
82. __________________ is my favorite person to travel with.
83. If I could be anywhere in the world today, it’d be __________________.
84. __________________ is a city I’d like to visit!
85. I really wanted to visit __________________ when I was a child.
86. In my opinion, __________________ is the world’s most beautiful city.
87. The most beautiful beach is located in __________________.
88. The biggest city I’ve visited is __________________.
89. __________________ is the best city to visit for coffee.
90. If I could have dinner anywhere in the world tonight, it’d be in __________________.
91. There are __________________ days until my next vacation!
92. I think everyone should travel to __________________ at least once in their lives.
93. I’ve visited __________________ of the 7 Wonders of the World.
94. __________________ is the coldest place I’ve visited.
95. I’ve renewed my passport __________________ times!
96. You know you love to travel when __________________.
97. __________________ is the best city to people watch.
98. __________________ is the best airport to be at during a long layover.
99. __________________ is the biggest mistake I’ve made while traveling.
100. My favorite national park is __________________.
101. __________________ is one place I don’t think I’ll visit again!
Let’s start a conversation! Share an answer to one of these questions in a comment below.
Leave a Reply