Podcast
The Holiday Expert Show
Welcome to The Holiday Expert Show! The only holiday podcast you’ll ever need!
Trying to book Paris without breaking the bank? Curious about the best holiday destinations for solo travelling? Wondering what the latest travel news actually means for your next getaway?
Well, Chelsea Dickenson, AKA The Holiday Expert - trusted by over 1 million followers for her savvy, money-saving travel advice - is here with expert insight, clever hacks and tried and tested recommendations to help you travel more for less. Joined by her travel partner James Robinson - trusted to bring the good vibes, not the itinerary - The Holiday Expert Show is here to help you plan better, spend smarter and feel more clued up, whether you’re a packer or a slacker.
Formerly known as Passports Please, The Holiday Expert Show is bigger, better, and packed with travel tips, tricks and know-how you actually need. Listen twice a week, or watch full episodes …
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- Episodes
- 131
- Releases
- Twice a week
- Typical length
- 27 min
- On air since
- 2021
- Latest episode
- 6 days ago
Episodes
131 episodes, newest first
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34 min
Don’t Make These Mistakes When Buying Your Travel Insurance!
Season 2026, Episode 35
Show notes
It's easy to buy the wrong travel insurance or get caught out when trying to make a claim, so join Chelsea and James as they break down the mistakes you should avoid when buying travel insurance for your next trip!
They also chat about a recent discovery of bed bugs on a plane...could anything be worse?
Have you got a question for Chelsea or James? Email it to podcast@holidayexpert.com
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25 min
San Sebastian Half Marathon & an AI Trip?!
Season 2026, Episode 34
Show notes
Chelsea's back from the San Sebastian Half Marathon, but did she manage to complete it or did the Grim Reapers catch up to her?!
She's also testing James' knowledge on the latest travel trends, before discussing whether AI can actually plan your next trip?
Have you got a question for Chelsea or James? Email it to podcast@holidayexpert.com
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39 min
These Passport Mistakes Could Ruin Your Trip
Season 2026, Episode 33
Show notes
These Passport Mistakes Could Ruin Your Trip!
Chelsea and James are here with real life mistaakes from you lot about all the things that have gone wrong with their passports and who knows - maybe listening to this episode may just save your next holiday.
Have you got a topic that you'd love James and Chelsea to cover? Well send it in to podcast@holidayexpert.com
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22 min
Round The World Flights & Budapest's Ruined Bars
Season 2026, Episode 32
Show notes
Chelsea and James have just returned from Budapest where they took full advantage of all the ruined bars! They also respond to more of your postcards and digital questions, including whether or not you can still buy round the world tickets?
PLUS, James tests Chelsea's overseas products knowledge again in Supermarket Sweep!
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37 min
The Best Christmas Markets to Book for 2026
Season 2026, Episode 31
Show notes
It might only be October, but if you’re dreaming of a festive getaway, now’s the time to get booking! Chelsea’s visited her fair share of Christmas markets, so she’s sharing her top recommendations, which ones are worth the trip, and which might be a little overhyped.
PLUS, in this week’s travel news, James and Chelsea discuss driverless taxis and reveal the world’s most disappointing tourist attraction.
Have you got a topic that you'd love James and Chelsea to cover? Well send it in to podcast@holidayexpert.com
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24 min
Chelsea's Mystery Man & Guess That Cuisine!
Season 2026, Episode 30
Show notes
Chelsea and James are back with updates from their recent trip round the Greek islands, where Chelsea met a new mystery man...
James tests Chelsea's knowledge of various national cuisines, PLUS the pair work out whether it's possible to book out an entire plane if all the seats are ridiculously cheap?!
Have you got a question for Chelsea or James? Email it to podcast@holidayexpert.com
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32 min
How To Be A Better Tourist
Season 2026, Episode 29
Show notes
Join Chelsea and James as they discuss how to be a better tourist! They cover cultural differences, travelling sustainably, not getting too drunk, and different ways to spend your money more wisely!
PLUS, there's been big train news recently! A cocktail bar on the Eurostar? Sign us up!
Have you got a topic that you'd love James and Chelsea to cover? Well send it in to podcast@holidayexpert.com
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20 min
Tech Travel Pouches & Sleepwalking Naked?
Season 2026, Episode 28
Show notes
If you're unsure which leads to pack for your next trip, well look no further as James introduces us to his ultimate tech travel pouch!
Chelsea and James also take on the 'a thousand miles' travel game, followed by a listener story about an unfortunate sleepwalking incident...
Have you got a question for Chelsea or James? Email it to podcast@holidayexpert.com
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28 min
Your Halloween Trip Guide
Season 2026, Episode 27
Show notes
Halloween is fast approaching, so Chelsea and James are here to guide you through some brilliant trip ideas for the upcoming holiday!
From where the idea of Dracula was sparked in Whitby, to being chased onto the streets of Blackpool by Freddie Krueger - they discuss it all!
If we've missed any brilliant Halloween trips, please let us know about them by emailing podcast@holidayexpert.com
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22 min
Expert Packing & Berghain Experiences
Season 2026, Episode 26
Show notes
Chelsea and James reminisce about making it into Berghain… and then nearly getting kicked straight back out!
Plus, the pair are off to Greece, prompting Chelsea to reveal that she’s not just a holiday expert - she’s a packing expert too!
Have you got a question for Chelsea or James? Email it to podcast@holidayexpert.com
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36 min
How To Do A Hen And Stag Do On The Cheap
Season 2026, Episode 25
Show notes
Let's talk about stag and hen dos! Chelsea has recently returned from a boozy do in Liverpool, while James reminisces about how he made his friend's raucous stag a little classier.
The pair also talk about how to do hen/stags on the cheap and alternative ways to do them. PLUS, they touch upon a news story about 10 Downing Street and whether or not you can rent it on Booking.com?!
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25 min
Eurostar Upgrade & Wiki Races
Season 2026, Episode 24
Show notes
Chelsea's back with top tips for getting a Eurostar upgrade, whilst James brings a new game to the podcast!
The pair also chat about airport shut downs and free perks!
Got a question for Chelsea or James? Email it to podcast@holidayexpert.com
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27 min
Why is Everyone Going on Active Holidays?
Season 2026, Episode 23
Show notes
Why are active holidays on the rise? Well, Chelsea joined the craze and she's got 3 potential active holidays for James to choose from!
If you've got an active holiday planned, we wanna hear about it! Email podcast@holidayexpert.com
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24 min
Even MORE Travel Influencer Secrets
Season 2026, Episode 22
Show notes
Chelsea had loads more to spill on the life of a travel influencer after last Wednesday's ep! Join Chelsea and James for part 2 of their Q&A!
Got a question for Chelsea or James? Email it to podcast@holidayexpert.com
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34 min
Reality Of Life As A Travel Influencer
Season 2026, Episode 21
Show notes
What’s it really like to make a living as a travel influencer?
On today’s episode, James grills Chelsea on the reality behind the world of travel influencing. Chelsea reveals how she first started making money from her content, whether influencers really tell the truth online, and who she thinks deserves the title of best travel influencer of all time.
Got a question for Chelsea or James? Email it to podcast@holidayexpert.com
Hosted on Acast. See https://acast.com/privacy for more information.
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16 min
Booking Flight Seats & Supermarche Sweep
Season 2026, Episode 20
Show notes
What on earth is Pee Cola? And have you ever come into contact with IBum? This week, Chelsea takes on the challenge of deciphering James’ mysterious (and very questionable) products, before the pair dive into all things travel. From flight prices to Greece and booking seats with British Airways, to their favourite travel hacks and top tips
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27 min
Should You Book Your 2027 Summer Holiday Now?
Season 2026, Episode 19
Show notes
Are you already thinking about booking your 2027 summer holiday? Chelsea and James weigh up the pros and cons of planning that far ahead in today’s episode. PLUS, the pair discuss dining in Bridget Jones’s actual living room, and the surprising UK addition to the list of the best beaches in the world!
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25 min
Error Fares & Questionable Road Signs
Season 2026, Episode 18
Show notes
Have you found an incredible cheap flight recently? Well, it could be an error fare, but fear not, as the holiday expert is here to break it down for you!
James also wants to test Chelsea on her knowledge of unusual road signs - head over to our socials to see if you can guess them too @holidayexpertshow
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29 min
The Best Cities for Solo Travel
Season 2026, Episode 17
Show notes
Planning your first solo adventure or looking for inspiration for your next one? Chelsea and James are here with brilliant suggestions, top tips and plenty of ideas to help you make the most of your upcoming trip.
Plus, they reveal the ultimate solo short-haul and long-haul destinations, as voted for by you! But where made the cut? Tune in to find out…
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19 min
Last Minute Trips & Unusual Solo Activities
Season 2026, Episode 16
Show notes
Chelsea considers attending an event called '100 People Do Nothing For 3 Hours', but can she convince James?
The pair also give themselves 60 seconds to decide which train they'll be hopping on that evening, but not before they asnwer your postcards and emails! If you've got a question that you need answering, send it over to podcast@holidayexpert.com
Hosted on Acast. See https://acast.com/privacy for more information.
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