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TRAVEL & VACATION - CONVERSATION QUESTIONS
1. What is your favourite thing about 
travelling?
2. What’s the worst thing about 
travelling?
3. How long do you like your holidays 
to be?
4. What do you like doing on holiday?
5. Which country is your favourite?
6. If you could travel anywhere in the 
world, where would it be?
7. If you had to live in a different 
country, where would it be?
8. If you could be anywhere else right 
now, where would it be?
9. If you had the opportunity to visit an 
English-speaking country, which one 
would you choose?
10.Would you rather spend five days 
exploring Disney World or New 
York?
11.Would you rather spend a week 
exploring Tokyo or Iceland?
12.Where is the most beautiful place 
you’ve ever been?
13.Where is the most beautiful place 
near where you live?
14.What has been your favourite family 
vacation?
15.What’s the most overrated place 
you’ve been to?
16.Where and when was the most 
amazing sunset you have ever 
seen?
17.Where is the worst place you have 
been stuck for a long time?
18.Who was the most interesting 
person you’ve met while traveling.
19.What is the longest plane trip you 
have taken?
20.What is the worst hotel you have 
stayed at?
21.What is the best hotel you have 
stayed at?
22.What sense (sight, smell, hearing…) 
do you value most while traveling?
23.What’s the best food you’ve had on 
vacation?
ice-breaker.pl
24.What was the worst food you’ve had 
on vacation?
25.What is the most unusual thing 
you've ever eaten?
26.What was the strangest object you 
brought back home?
27.Do you prefer going to restaurants 
or preparing meals yourself?
28.How do you choose restaurants in 
new places?
29.Do you travel light or pack 
everything but the kitchen sink?
30.Is it important to connect to wifi and 
social media when travelling?
31.Do you work or disconnect when 
you travel?
32.What’s the first thing you do when 
you get home from a trip?
33.What music do you listen to whilst 
traveling?
34.What is the one thing you always 
travel with?
35.How many photos do you usually 
take during a trip?
36.Do you share photos or videos from 
your trips in online social networks?
37.Do you prefer travelling alone or 
with a group?
38.Where do you get your 
recommendations for what to do 
and where to stay when you travel?
39.What’s your favourite season? 
Why?
40.What’s the most refreshing thing on 
a hot summer day?
41.Do you prefer summer or winter 
activities?
42.What is the best place to travel in 
autumn?
43.Is it better to live where there are 
four seasons or where one season 
takes up most of the year?
44.What do you like to do on a rainy 
day while on vacation?
45.What do you do to stay healthy 
when you travel?
46.Where did you go last weekend? 
What did you do?
47.What are you going to do this 
weekend?
ice-breaker.pl
48.What did you do on your last 
vacation?
49.What would be your perfect 
weekend?
50.Do you prefer active and 
adventurous vacation or just 
relaxing in your free time?
51.What is the difference between a 
tourist and a traveller?
52.Do you prefer to be a tourist or a 
traveller?
53.Do you ever have itchy feet?
54.How do you feel about exploring a 
place as an independent traveller?
55.Do you prefer independent travel or 
package tours?
56.Would you like to go on a jungle 
expedition?
57.What do you think of a two-month 
backpacking trip through Central 
America?
58.If you had two choose between an 
extreme holiday and a relaxing spa 
getaway, which would you prefer 
and why?
59.Where do you prefer to go on 
holiday: a place you have never 
been to before or somewhere you 
have been to many times?
60.Have you ever felt lost during a trip?
61.Do you like visiting museums?
62.Do you like sunbathing? Why (not)?
63.Which do you prefer: sightseeing, 
hiking, shopping or lying on a 
beach?
64.Do you prefer beach holidays or city 
breaks?
65.Where would you like to travel next?
66.What’s the best way to travel? 
(plane, car, bike…)
67.Have you decided where to go on 
your next holiday?
68.What would you miss if you 
emigrated?
69.How do you think travelling to a lot 
of different countries changes a 
person?
70.What do you think the secret to 
having a good holiday is?
ice-breaker.pl