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The Holafly Podcast

The Holafly Podcast

Holafly 8 episodes Nov 7, 2026

Weekly travel podcast hosted by YouTubers Harry Jaggard and Travel with Chris, featuring conversations with travelers, creators, and adventurers. Each episode explores destinations, real experiences, and stories from the road, with honest and unfiltered discussions. The show also covers the behind-the-scenes realities of being a content creator, the business side of YouTube, and what it’s like to build a life while traveling the world.

Episodes

How we MAKE, SPEND and INVEST our money | The Holafly Podcast #20
How we MAKE, SPEND and INVEST our money | The Holafly Podcast #20 Nov 7, 2026 49:17 How much money do travel YouTubers REALLY make? 💰🌍In this episode of the Holafly Podcast,  @harryjaggardtravel  and  @Travelwithchris  reveal how they make money while traveling the world, which social media platforms pay the most, and what it actually takes to build a successful career as a content creator.From YouTube ad revenue and Instagram brand deals to Facebook monetization, sponsorships, a
3 times trusting strangers went TOO FAR | The Holafly Podcast #19
3 times trusting strangers went TOO FAR | The Holafly Podcast #19 Oct 31, 2026 38:31 Sometimes, saying yes to a stranger leads to the most unforgettable experiences of your life. Other times, it turns into your worst travel nightmare.In Ep.19 of the Holafly Podcast,  @harryjaggardtravel  and  @Travelwithchris  are back together in Lisbon, Portugal, sharing their wildest experiences of trusting strangers around the world.From a bizarre night with a Couchsurfing host in Budapest to
How I ended up in a Lebanese PRISON | The Holafly Podcast #18
How I ended up in a Lebanese PRISON | The Holafly Podcast #18 Oct 24, 2026 56:54 In this week's episode of The Holafly Podcast, @harryjaggard and @travelwithchris reunite in Lisbon, Portugal, for one of their wildest conversations yet.What happens when an adventure goes completely wrong? Harry shares the unbelievable story of how a travel challenge in Lebanon turned into an experience he'll never forget, while Chris reveals what was happening behind the scenes.From une
Southeast Asia's most OVERRATED and UNDERRATED places | The Holafly Podcast #17
Southeast Asia's most OVERRATED and UNDERRATED places | The Holafly Podcast #17 Oct 17, 2026 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
From DAKAR Rally to Racing BOATS for Will Smith | The Holafly Podcast #16
From DAKAR Rally to Racing BOATS for Will Smith | The Holafly Podcast #16 Oct 10, 2026 42:53 In this week’s episode of The Holafly Podcast, @sarapricemx joins @harryjaggard and @TravelWithChris to talk about a life built around speed, risk and competition. From starting motocross at just eight years old to racing at the X Games, becoming a professional stunt driver and taking on one of the toughest motorsport events in the world, Sara’s career has taken some unexpected turns.She opens up
The TRUTH About New York City: Prices, Scams & Tourist Traps | The Holafly Pocast #15
The TRUTH About New York City: Prices, Scams & Tourist Traps | The Holafly Pocast #15 Oct 3, 2026 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, Sa
I Got Drunk With a North Korean Secret Agent | The Holafly Podcast #14
I Got Drunk With a North Korean Secret Agent | The Holafly Podcast #14 Sep 26, 2026 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
Our MOST DANGEROUS Experiences EVER | The Holafly Podcast #13
Our MOST DANGEROUS Experiences EVER | The Holafly Podcast #13 Sep 19, 2026 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 comple
This Actually Will Save You Money | The Holafly Podcast #12
This Actually Will Save You Money | The Holafly Podcast #12 Sep 12, 2026 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,
She traveled ALONE to Russia, Azerbaijan and Venezuela | The Holafly Podcast #11
She traveled ALONE to Russia, Azerbaijan and Venezuela | The Holafly Podcast #11 Sep 5, 2026 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 travelin
Why Foreigners Are Moving to the Philippines | The Holafly Podcast #10
Why Foreigners Are Moving to the Philippines | The Holafly Podcast #10 Aug 29, 2026 37:08 Jonathan from  ⁨@TravelEscapesVlogs⁩  joins  ⁨@harryjaggardtravel⁩  and  ⁨@Travelwithchris⁩  talk about what life in the Philippines is really like as a foreigner. 🇵🇭After leaving the US 12 years ago and living across Thailand, Vietnam, Colombia, Spain and Nicaragua, Jonathan eventually made the Philippines his home.They talk about why more Americans are moving to Southeast Asia, why Filipinos mak
The BEST and the WORST country in the world | The Holafly Podcast #09
The BEST and the WORST country in the world | The Holafly Podcast #09 Aug 22, 2026 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 socia

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