The Holafly Podcast – Details, episodes & analysis

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The Holafly Podcast

Holafly

Society & Culture

Frequency: 1 episode/7d. Total Eps: 18

The Holafly Podcast is a weekly travel show hosted by Harry Jaggard and Travel with Chris, two of YouTube’s biggest travel creators. Each episode features conversations with travelers, creators, and adventurers about destinations, real experiences, and stories from the road. The podcast offers honest, unfiltered discussions, including behind-the-scenes moments, the business side of YouTube, the realities of being a content creator, and what it’s really like to build a life while traveling the world. It invites listeners to join the adventure and see travel from a more authentic perspective.

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https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast
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https://esim.holafly.com/
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https://hfly.co/qbdem
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Southeast Asia's most OVERRATED and UNDERRATED places | The Holafly Podcast #17

Season 1 · Episode 17

Saturday, October 17, 2026 • Duration 41:35

Thailand, Cambodia, the Philippines, Malaysia… which Southeast Asian destination is actually worth the hype?In this episode of The Holafly Podcast, ⁨@harryjaggardtravel⁩ and ⁨@Travelwithchris⁩ sit down with travel creators Tony and Sara from ⁨@TheDetourDuo⁩ to talk about what years of full-time travel have taught them about Southeast Asia.From Tony’s unexpected journey from the U.S. Navy to travel filmmaking and the couple’s decision to leave everything behind and build a life around travel, the conversation quickly turns to Thailand, Cambodia, the Philippines, Malaysia and some of the most memorable places they’ve experienced.They discuss why Thailand keeps pulling travelers back, whether its popularity has changed the country, the destinations in Asia they believe deserve more attention, and how their own way of traveling has evolved over the years.They also get into tourism, local hospitality, nightlife, food, travel apps, hidden islands, cultural immersion and why slowing down can completely change the way you experience a country.#Thailand #SoutheastAsia #TravelPodcast #TravelCreators #Backpacking #Cambodia #DigitalNomad #TravelTips #Bangkok #HolaflyMore from Holafly:Newsletter with exclusive content: https://theholaflypodcast.substack.comMore from Holafly:LinkedIn: https://www.linkedin.com/company/holafly/Instagram: https://www.instagram.com/holafly_esimWebsite: https://esim.holafly.com/LISTEN TO OUR PODCAST ON:🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-holafly-podcast/id6784201832INDEX00:00 Trailer03:25 A Tinder Love Story That Turned Into a Travel Adventure06:15 Why They Spent 4 Months in Thailand09:50 Harry's Wild Adventure in the Golden Triangle11:00 Is Thailand the Best Country for First-Time Travelers?14:56 Thailand's Best-Kept Secret Island17:12 The Dark Side of Tourism in Thailand20:20 Thailand Is More Than Parties, Drugs & Nightlife26:13 Southeast Asia Showdown: Most Overrated & Underrated Destinations31:00 The Best Food in Southeast Asia

More from Holafly:

Newsletter with exclusive content: https://theholaflypodcast.substack.com

More from Holafly: LinkedIn: https://www.linkedin.com/company/holafly/

Instagram: https://www.instagram.com/holafly_esim

Website: https://esim.holafly.com/

LISTEN TO OUR PODCAST ON:

🎧Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg

🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast

The TRUTH About New York City: Prices, Scams & Tourist Traps | The Holafly Pocast #15

Season 1 · Episode 15

Saturday, October 3, 2026 • Duration 41:03

What is New York City really like beyond Times Square and the tourist attractions? 🗽

In this episode of The Holafly Podcast, ⁨@harryjaggardtravel⁩ and ⁨@Travelwithchris⁩ sit down with New York creator ⁨@SarahFunky⁩ to uncover the real side of NYC.

From $7,000 apartments and expensive hotels to tourist traps, tipping culture, where to actually stay and the mistakes first-time visitors make, Sarah shares the local knowledge you need before your next trip.

She also reveals what happened when she dressed up as a tourist, grabbed a hidden camera and deliberately walked straight into some of New York’s biggest tourist traps.

Is New York still the best city in the world? And is it really worth the price?

More from Holafly:

Newsletter with exclusive content: https://theholaflypodcast.substack.com

More from Holafly:

LinkedIn: https://www.linkedin.com/company/holafly/

Instagram: https://www.instagram.com/holafly_esim

Website: https://esim.holafly.com/

LISTEN TO OUR PODCAST ON:

🎧 Spotify:https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg

🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-holafly-podcast/id6784201832

#Holafly #HolaflyPodcast #NewYork #NYC #NewYorkCity #Travel #TravelTips #SarahFunky #VisitNewYork #TouristTraps #TravelPodcast #HarryJaggard #travelwithchris

I Got Drunk With a North Korean Secret Agent | The Holafly Podcast #14

Season 1 · Episode 14

Saturday, September 26, 2026 • Duration 46:31

In this week’s episode of The Holafly Podcast, ⁨@harryjaggardtravel⁩ and ⁨@Travelwithchris⁩ sit down face-to-face to talk about the side of travel and content creation that rarely makes it into the final video.

Surreal experiences across North Korea, Guatemala, South Sudan and beyond, the conversation quickly goes from creator life to stories that sound almost impossible.

They also get into how travelling changes when your life becomes content, the unexpected people you meet on the road, the risks that come with exploring unfamiliar places, and the moments when an ordinary trip suddenly turns into something much bigger.

Expect honest creator talk, wild travel stories, quick-fire opinions and a few moments that probably shouldn’t have happened.

#Holafly #HolaflyPodcast #HarryJaggard #TravelWithChris #TravelPodcast #TravelStories #NorthKorea #SouthSudan #Guatemala #TravelVlog #AdventureTravel #ContentCreator #YouTubeCreator #WorldTravel #CrazyTravelStories #TravelYouTube

Subscribe for more travel stories, honest conversations and crazy experiences from around the world.

More from Holafly:

Newsletter with exclusive content: https://theholaflypodcast.substack.com

More from Holafly:

LinkedIn: https://www.linkedin.com/company/holafly/

Instagram: https://www.instagram.com/holafly_esim

Website: https://esim.holafly.com/

LISTEN TO OUR PODCAST ON:

🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg

🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast

Our MOST DANGEROUS Experiences EVER | The Holafly Podcast #13

Season 1 · Episode 13

Saturday, September 19, 2026 • Duration 55:39

For the first time ever, The Holafly Podcast goes in person! 🎙️🔥

@harryjaggard and @travelwithchris sit down together in Lebanon to relive some of the wildest travel stories they’ve ever experienced this time with ALL the details.

Some of these moments were caught on camera. Others happened completely off-camera and have never been properly told before.

From a boxing match in Nigeria that went completely wrong, to a terrifying night in Panama, chaos in Cameroon, police encounters, unexpected arrests and travel situations that sound straight out of a movie… this episode is packed with stories you have to hear to believe.

No filters, no short clips, no missing context — just two full-time travellers finally sitting face-to-face and telling the full stories behind some of their craziest moments around the world.

🎧 Full episode out now on YouTube, Spotify and Apple Podcasts.

Subscribe for more travel stories, honest conversations and crazy experiences from around the world.

More from Holafly:

Newsletter with exclusive content: https://theholaflypodcast.substack.com

More from Holafly:

LinkedIn: https://www.linkedin.com/company/holafly/

Instagram: https://www.instagram.com/holafly_esim

Website: https://esim.holafly.com/

LISTEN TO OUR PODCAST ON:

🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg

🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast

This Actually Will Save You Money | The Holafly Podcast #12

Season 1 · Episode 12

Saturday, September 12, 2026 • Duration 44:48

How do you actually afford to travel full time and which travel “hacks” are actually worth listening to?In this episode of The Holafly Podcast, @harryjaggardtravel and @Travelwithchris sit down with @awaytogether to talk about the money behind a life of travel. From leaving the corporate world and turning content creation into a business to earning money on the road, using points and miles, booking smarter, and deciding when it’s actually worth spending more.They also get into travel gear, accommodation, remote work, cheap vs. expensive destinations, business class, and some of the travel advice that sounds great online… but might be complete nonsense.

Whether you’re planning one big trip or trying to build a lifestyle that lets you travel more often, this episode is packed with lessons on getting more value from your money while seeing the world.More from Holafly:Newsletter with exclusive content: https://theholaflypodcast.substack.comMore from Holafly:LinkedIn: https://www.linkedin.com/company/holafly/Instagram: https://www.instagram.com/holafly_esimWebsite: https://esim.holafly.com/LISTEN TO OUR PODCAST ON:🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-holafly-podcast/id678420183200:00 Trailer01:02 The Money Behind Full-Time Travel05:19 When Content Became a Career06:02 How Travel Creators Actually Make Money11:20 Making Money While Traveling16:28 Travel Hacks That Actually Work19:24 The Points & Miles Game22:20 Staying Connected Anywhere23:32 The Two-Card Travel Rule25:47 What’s Actually Worth the Splurge?31:14 Travel Gear Worth Paying For36:31 Cheapest vs. Most Expensive Countries#Holafly #HolaflyPodcast #AwayTogether #TravelHacks #TravelTips #BudgetTravel #TravelMoney #FullTimeTravel #DigitalNomad #TravelCreator #TravelFinance #TravelSmart #ContentCreator #TravelPodcast

She traveled ALONE to Russia, Azerbaijan and Venezuela | The Holafly Podcast #11

Season 1 · Episode 11

Saturday, September 5, 2026 • Duration 39:03

Some of the countries we’re most afraid to visit can completely change the way we see the world.In this episode of The Holafly Podcast, ⁨@harryjaggardtravel⁩ and ⁨@Travelwithchris⁩ sit down with ⁨@aventuralina⁩ to talk about traveling through some of the world’s most misunderstood destinations including Russia, Venezuela, Azerbaijan, Colombia and more. Alina shares why she continued traveling even when the government told her not to, what it’s really like traveling solo as a woman in these destinations, and how reality often compared with the image she had been given before arriving.They also talk about Harry’s nightmare Azerbaijan road trip, crossing the Russian border, Venezuela’s incredible landscapes, safety versus perceived danger, and why separating a country’s people from its government can completely change the way you travel.Plus: their most overrated and underrated destinations, the best food in the world and the cities they would actually choose to live in.More from Holafly:Newsletter with exclusive content: https://theholaflypodcast.substack.comMore from Holafly:LinkedIn: https://www.linkedin.com/company/holafly/Instagram: https://www.instagram.com/holafly_esimWebsite: https://esim.holafly.com/LISTEN TO OUR PODCAST ON:🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-holafly-podcast/id6784201832Summary:00:00 Trailer01:54 Traveling solo to “crazy” destinations05:22 Azerbaijan completely surprised them10:30 Why fewer women travel these countries12:10 The scary reality of solo travel14:50 Russia: completely different than expected20:38 The truth about traveling Venezuela31:00 Rapid-fire travel hot takes31:42 The most overrated destinations32:41 The world’s most underrated countries35:05 Best city in the world to live36:58 Spain vs Germany: where would she live?#Holafly #HolaflyPodcast #Travel #SoloTravel #Russia #Venezuela #Azerbaijan #TravelStories #FemaleTravel #AdventureTravel #MisunderstoodCountries #TravelPodcast

More from Holafly:

Newsletter with exclusive content: https://theholaflypodcast.substack.com

More from Holafly:

LinkedIn: https://www.linkedin.com/company/holafly/Instagram: https://www.instagram.com/holafly_esimWebsite: https://esim.holafly.com/

LISTEN TO OUR PODCAST ON:

🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg

🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-holafly-podcast/id6784201832

Summary:

00:00:00 Intro

00:00:43 Welcome to the Podcast

00:02:15 Jonathan’s Story

00:05:00 Why the Philippines?

00:08:05 Living in Bohol

00:10:23 Filipino Culture

00:13:07 Leaving the US for Asia

The BEST and the WORST country in the world | The Holafly Podcast #09

Episode 9

Saturday, August 22, 2026 • Duration 01:01:39

India is one of those countries that refuses to leave you indifferent.In this episode os The Holafly Podcast, @harryjaggardtravel and @Travelwithchris unpack what keeps pulling travelers back to India from the intensity of the first few hours to the huge differences between regions, people, food, cities and travel experiences.

They talk about the side of India tourists often see, the side social media doesn’t always show fairly, the challenges of traveling around the country, unexpected acts of kindness, unforgettable food, hidden destinations and why your experience can completely change depending on where you go.

They also compare their experiences across India, Pakistan and Bangladesh, discuss the surprising luxury side of India, and share what they wish they had known before their first trip.One country.

Very different experiences. And definitely no simple answer.🎧 Watch the full episode and tell us in the comments: Have you travel to India?

Did you love it or hate it ?😉

Get your eSIM here: https://hfly.co/qbdem

More from Holafly:

Newsletter with exclusive content: https://theholaflypodcast.substack.com

More from Holafly:LinkedIn: https://www.linkedin.com/company/holafly/

Instagram: https://www.instagram.com/holafly_esim

Website: https://esim.holafly.com/

LISTEN TO OUR PODCAST ON:

🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg

🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-holafly-podcast/id6784201832

INDEX

25 MILLION Views From Getting a Haircut?! | The Holafly Podcast #08

Season 1 · Episode 8

Saturday, August 15, 2026 • Duration 01:03:39

In this episode of The Holafly Podcast, @harryjaggardtravel and @Travelwithchris are joined by German travel creator @KenAbroad to talk about his experiences exploring the US from New York and Los Angeles to Miami, Las Vegas and beyond.Ken reveals how his haircut videos unexpectedly became some of his most viral content, including a Los Angeles barber video that reached around 25 million views across platforms. But the conversation quickly goes much further than travel content.The three compare their experiences of American culture, discuss whether the US really deserves its “greatest country in the world” reputation, and break down some of the biggest surprises for international travelers: expensive Ubers, tipping culture, huge food portions, friendly locals and the massive contrast between different American cities.They also talk about the best places to visit beyond the obvious tourist destinations, from Yellowstone and Wyoming to Seattle and the Pacific Northwest, before getting into a more serious conversation about safety in the US compared with Southeast Asia.Plus, Ken shares what life behind the scenes of being a travel creator actually looks like, why he chooses to live in Jakarta, and how he balances traveling the world with having a home and relationship.Would you rather travel around the United States or Southeast Asia? Let us know in the comments 👇#Holafly #HolaflyPodcast #USA #TravelUSA #USATravel #TravelPodcast #KenAbroad #TravelSafety #America #TravelTips #DigitalNomad #HaircutGet your eSIM here: https://hfly.co/qbdemMore from Holafly:Newsletter with exclusive content: https://theholaflypodcast.substack.comMore from Holafly:LinkedIn: https://www.linkedin.com/company/holafly/Instagram: https://www.instagram.com/holafly_esimWebsite: https://esim.holafly.com/LISTEN TO OUR PODCAST ON:🎧 Spotify: https://open.spotify.com/show/033ErockaMiqATlYCzSjBV?si=bn51HMopTrm6mf8DZGn5dg🎧 Amazon Music: https://music.amazon.es/podcasts/e78b7798-086e-474b-a662-c63672228390/the-holafly-podcast🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-holafly-podcast/id678420183200:00:00 Intro00:02:19 Meet Ken Abroad00:05:12 How Ken became a TikTok meme00:07:35 Why his haircut videos go viral00:09:38 The $100 haircut & 25M views00:12:36 Is America really the greatest country?00:15:24 Why Ken keeps returning to the US00:21:10 The best cities in America00:26:14 The reality of traveling around the US00:31:18 American tipping culture is out of control00:40:37 Staying connected while traveling the US00:44:12 Is American food really that unhealthy?00:49:04 The best places to visit in America00:53:59 Is the United States safe for tourists?01:00:44 Why they prefer spending time in Asia01:02:31 Leaving Germany & building a life abroad01:05:07 The reality behind being a travel creator

The Holafly Podcast – Details, episodes & analysis

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The Holafly Podcast – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

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RSS feed quality and score

Publication history

Latest published episodes

Similar podcasts and content

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