Winging It Travel Podcast

The Winging It Travel Podcast is your weekly ticket to the world—dropping every Monday and hosted by me, James Hammond, proudly part of the Voyascape Network. This is more than just a travel podcast—it's a cinematic audio experience that takes you deep into the heart of each journey. Through rich immersive soundscapes, on-the-ground reactions, and authentic storytelling, I bring you right alongside me—whether I’m hiking up volcanoes in Guatemala, navigating the chaos of a city market in India, or camping under the stars in British Columbia. With over fifteen years of travel behind me, I've met incredible people, seen breathtaking places, and collected unforgettable stories—and now I get to share them with you. Expect a mix of: 🎧 Immersive-Audio episodes that let you hear the world as I experience it 🎙️ Raw, reflective solo episodes filled with insights, tips, and honest travel tales 🌍 Guest conversations with some of the most diverse and well-travelled people I've encountered on the road Every episode blends anecdotes, practical advice, cultural insight, and moments of pure adventure. This podcast is for travellers, dreamers, backpackers, and anyone who’s ever thought, what if I just went for it? So, if you're looking for stories to tell, tips to share, and experiences to inspire, you're in the right place. There’s so much travel content coming your way, it just might spark that trip you’ve been dreaming about for years. Welcome to a world of travel! Thank you for listening in. Please get in touch with us below. Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Finally, please rate the podcast five stars on your podcast app and give a positive written review. This helps the podcast grow, for free. Website - https://www.wingingittravelpodcast.com Buy Winging It a coffee - buymeacoffee.com/wingingit Voyascape - https://voyascape.com Linktree - https://linktr.ee/jameshammondtravel Email - jameshammondtravel@gmail.com Roaming with Hammo YouTube channel - https://www.youtube.com/@roamingwithhammo Happy Winging It!

Winging It Travel Podcast is a society podcast hosted by Unknown Host, with 371 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Unknown Host hosts Winging It Travel Podcast, a society show with 371 episodes published.

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  Winging It Travel Podcast

  Winging It On Location – Days 9-11 - Finnish Lakelands: A Deserted Resort By The Lake, Epic Morning Drone Views + Helsinki Airport Chaos

  Aug 21, 202620 min

  Winging It On Location – Days 9-11 - Finnish Lakelands: A Deserted Resort By The Lake, Epic Morning Drone Views + Helsinki Airport Chaos In Days 9–11 of the Finland road trip, we continue north along Route 62 through the Finnish Lakelands , leaving our remote lakeside cabin behind and heading towards Puumala, where we cross the spectacular Puumalansalmi Bridge. From there, the road trip continues through some of the most beautiful scenery of the journey, with endless lakes, islands and bridges before arriving at Lietvesi and eventually Anttola. We then swap our rustic cabin for a lakeside resort, complete with swimming pool, saunas, paddleboards, canoes and plenty of opportunities to embrace Finnish mökki life . Day 10 is all about slowing down: breakfast, paddleboarding, drone flying, swimming, reading, a run through the local trails and, naturally, plenty of sauna time. We also sample some Finnish pastries and enjoy an excellent final dinner at the resort. Finally, we head to Mikkeli before returning the hire car and taking the train to Helsinki Airport. Along the way, I reflect on the entire Finland trip, including Helsinki, Route 62, the Finnish Lakelands, cabin stays, driving in Finland, costs, and why Finland might just be one of the easiest countries in the world to travel around. And, of course, there's a final introduction to the Finnish way of life: mökki life, saunas, nature, no internet and simply switching off. Finnish Lakelands Accommodation Kuvalusdream Chalet - https://www.booking.com/hotel/fi/kuvalusdream.en-gb.html?label=affnetcj-11916287_pub-5108952_site-101051909_pname-Go+Travel+Un+Limited_clkid-3495d2d3e2334d21a223e3101-370217_cjevent-5b07c05f9dc911f1823700330a82b838&utm_source=affnetcj&utm_medium=bannerindex&utm_term=index-11916287&utm_campaign=xx&aid=818288&ucfs=1&arphpl=1&checkin=2026-08-22&checkout=2026-08-23&adplat=www-homescreen-recently_viewed_carousel-stays-n_a-n_a Saimaanranta Resort by Anttolanhovi - https://www.booking.com/hotel/fi/lake-saimaa-resort-mikkeli.en-gb.html?label=affnetcj-11916287_pub-5108952_site-101051909_pname-Go+Travel+Un+Limited_clkid-3495d2d3e2334d21a223e3101-370217_cjevent-5b07c05f9dc911f1823700330a82b838&utm_source=affnetcj&utm_medium=bannerindex&utm_term=index-11916287&utm_campaign=xx&aid=818288&ucfs=1&arphpl=1&checkin=2026-08-22&checkout=2026-08-23&adplat=www-homescreen-recently_viewed_carousel-stays-n_a-n_a Support Winging It Travel Podcast If you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app ☕ Support the show at buymeacoffee.com/wingingit Explore more episodes at wingingittravelpodcast.com ✈️ Check out more great travel podcasts at https://voyascape.com Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps 00:00 Welcome to Winging It 01:38 Day 9 – Back on Route 62 02:30 Puumala & the Puumalansalmi Bridge 03:30 The bridge, the wind & the ice-free waterway 04:20 Coffee & Finnish snacks in Puumala 05:00 The Lietvesi Scenic Spot 06:00 More Lakeland scenery & arriving in Anttola 06:45 Checking into the lakeside resort 07:30 Finnish pastries & exploring the resort 08:45 Dinner, mushroom soup & Monopoly Deal 09:40 Day 10 – Breakfast & a day on the lake 10:40 Paddleboards, drones & Finnish mökki life 11:45 Swimming, reading & soaking up the Lakelands 12:30 A 5K run, getting lost & sauna time 13:30 Final morning & thoughts on the resort 14:30 Mikkeli & the final coffee stop 15:10 Returning the car & train to Helsinki Airport 16:00 The chaotic end to the trip 16:30 Final thoughts on Helsinki & Route 62 17:15 Why the Finnish Lakelands are worth visiting 17:45 Mökki life, saunas & switching off 18:20 Final thoughts & next time on Winging It -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Network, a collection of some of the world’s best travel podcasts. Explore more at Voyascape Podcast Network . For advertising or sponsorship opportunities on this show and across the network, email advertising@voyascape.com or you can find more information at Voyascape Ads .

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  Winging It Travel Podcast

  Winging It On Location – Days 7-8 - Finnish Lakelands - Mökki Life, More Saunas and Our Own Little Cabin Along Route 62

  Aug 18, 202623 min

  Winging It On Location – Days 7-8 - Finnish Lakelands - Mökki Life, More Saunas and Our Own Little Cabin Along Route 62 Days 7 and 8 take us properly into the Finnish Lakelands as we leave Helsinki behind and hit the road along Route 62. After an early train from Helsinki to Lappeenranta, we pick up our hire car, stock up on food and begin our four-night road trip through some of Finland's most idyllic lake country. The aim of this part of the trip is simple: get away from the cities, slow down and experience a traditional Finnish summer. The first two nights are spent in a tiny cabin in the woods at Kouvalas Dream Chalet , right beside a lake and complete with its own jetty, boat and, most importantly, a huge wood-fired sauna. Getting there is part of the adventure, including a short journey on a free motor launch after the paved road eventually comes to an end! Once we're settled in, it's time to embrace mökki life: cooking dinner, sitting beside the lake, rowing the boat, swimming, reading, flying the drone and spending plenty of time in the sauna. It's about as far removed from Helsinki city life as you can get. Day eight is particularly special. With clear skies, calm water and barely another person around, we get out onto the lake and experience exactly the kind of Finnish summer we'd imagined before the trip. There's even time to finally get the drone into the air after owning it for two years — resulting in some spectacular footage of the cabin and lake. We also get into what mökki actually means and why these small countryside cabins are such an important part of Finnish summer culture. After two nights, it feels like we've experienced our own little slice of that lifestyle. It's peaceful, it's remote, it's rustic — and it's exactly what this part of the Finland trip was supposed to be. Things of Interest Getting around Finland: Taking the train from Helsinki to Lappeenranta and using the VR app to book tickets ☕ Helsinki breakfast: St George's Cafe and Bakery for coffee and croissants Route 62: A road trip through Finland's Lakelands, with lakes, forests and tiny villages Lappeenranta: The starting point for the road trip and a good place to stock up on supplies Near the Russian border: Imatra is only around 10–15km from the Russian border ⛴️ A free motor launch: Crossing the river with the car as the road suddenly ends Kouvalas Dream Chalet: A tiny cabin in the woods with its own lake access and jetty The Finnish sauna experience: A traditional wood-fired sauna reaching around 60–70°C Bucket showers: No conventional shower — hot and cold water are mixed manually for a very rustic experience The pit toilet: Another reminder that this really is a cabin in the middle of nature! Rowing on the lake: Exploring the lake using the cabin's own boat The drone finally flies: After owning the mini drone for two years, James finally gets it into the air Lake life: Swimming, reading, relaxing on the jetty and enjoying the complete lack of people Sauna → lake → sauna: The recurring routine that becomes the theme of the stay Mökki life: The Finnish tradition of escaping to a small countryside cabin or summer house during the summer Support Winging It Travel Podcast If you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app ☕ Support the show at buymeacoffee.com/wingingit Explore more episodes at wingingittravelpodcast.com ✈️ Check out more great travel podcasts at https://voyascape.com Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps 00:00 Welcome to the Finnish Lakelands 01:40 From Helsinki to Lappeenranta and onto Route 62 04:20 The road trip begins through Finland's Lakelands 07:00 A motor launch, an unpaved road and our cabin in the woods 09:00 Inside our rustic Finnish cabin and its sauna 11:30 Settling into Mökki life 13:30 Waking up beside the lake 15:00 Rowing, swimming and the perfect Finnish summer 17:30 Finally flying the drone over the lake 19:30 What is Mökki life? 21:00 Leaving the cabin and continuing along Route 62 -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Network, a collection of some of the world’s best travel podcasts. Explore more at Voyascape Podcast Network . For advertising or sponsorship opportunities on this show and across the network, email advertising@voyascape.com or you can find more information at Voyascape Ads .

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  Winging It Travel Podcast

  Winging It On Location – Days 4-6-Helsinki: Our First Sauna, Trendy Coffees and Dancing On The Street

  Aug 13, 202616 min

  Winging It On Location – Days 4-6-Helsinki: Our First Sauna, Trendy Coffees and Dancing On The Street In this on-location episode of Winging It, I continue the Estonia-to-Finland road trip and spend three packed days exploring Helsinki — a city that quickly became one of my favourite capital cities in Europe. From the ferry across the Gulf of Finland to trendy speciality coffee shops, a free walking tour, and our first proper Finnish sauna experience, this episode captures the atmosphere of Helsinki in real time. I share practical travel tips, food recommendations, transport advice, and the honest reactions that make these live-location episodes feel like you’re travelling alongside us. We start with the Viking Line ferry from Tallinn, settle into central Helsinki, and dive straight into the city’s café culture. After a crash course in Finnish history on a free walking tour, the trip becomes increasingly local: a Saturday morning ParkRun, doing laundry in a quirky neighbourhood café, and then the highlight of the weekend — a two-hour waterfront sauna session at Löyly. The evening turns into an unexpected night out filled with live music, dancing in a closed-off bar street, and one very unusual encounter involving a stranger with a glass of wine. On the final day, we slow things down with outstanding coffee and brunch before taking the ferry to Suomenlinna, Helsinki’s UNESCO-listed sea fortress, for coastal views, cannons, history, and gelato by the water. If you’re planning a Helsinki weekend trip, looking for sauna recommendations, or want a mix of food, coffee, nightlife, and history, this episode is packed with ideas and real-world travel insights. Places & Activities Mentioned Viking Line ferry from Tallinn to Helsinki Hotel Finn (central Helsinki) La Torrefazione specialty coffee café Green Cap Tours free walking tour Helsinki Central Library Oodi Restaurant Khao Tip (Thai food) Tokoinranta ParkRun Café Tin Tin Tango (laundry + café stop) Löyly waterfront sauna Pute’s Bar & Pizza Mummotunneli nightlife area St George’s Café Lazy Fox brunch Ferry to Suomenlinna Esplanadi Park Helsinki Cathedral Senate Square Support Winging It Travel Podcast If you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app ☕ Support the show at buymeacoffee.com/wingingit Explore more episodes at wingingittravelpodcast.com ✈️ Check out more great travel podcasts at https://voyascape.com Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps 00:00 Intro and Tallinn toilet update 01:38 Ferry from Tallinn to Helsinki 02:35 Hotel Finn and arrival in the city 03:10 First Helsinki coffee stop: La Torrefazione 04:05 Free walking tour and Finnish history 04:40 Oodi Library and evening Thai food 05:45 Saturday morning ParkRun in Helsinki 06:35 Coffee, croissants, and ParkRun refuel 07:15 Laundry stop at Café Tin Tin Tango 08:05 First Finnish sauna experience at Löyly 09:25 Pizza, reindeer toppings, and tiramisu 09:50 Night out at Mummotunneli 11:15 Sunday coffee at St George’s Café 11:45 Brunch at Lazy Fox 12:20 Ferry to Suomenlinna 13:05 Exploring the fortress and island views 13:50 Senate Square and Helsinki Cathedral 14:10 Why Helsinki became one of my favourite European capitals -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Network, a collection of some of the world’s best travel podcasts. Explore more at Voyascape Podcast Network . For advertising or sponsorship opportunities on this show and across the network, email advertising@voyascape.com or you can find more information at Voyascape Ads .

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  Winging It Travel Podcast

  Winging It On Location – Days 2-3-Tallinn: A Trendy Old Town, Estonian History and Monopoly Deal

  Aug 8, 202615 min

  Winging It On Location – Days 2-3-Tallinn: A Trendy Old Town, Estonian History and Monopoly Deal In this second instalment of my Winging It On Location series from the Baltics, I spend two full days exploring Estonia’s capital beyond the first evening impressions. From avocado toast in one of Tallinn’s trendiest cafés to a deep dive into the country’s Soviet history, this episode blends food, culture, history and the small moments that make a trip memorable. I wander through the cobbled streets of the Old Town in the sunshine, join a free walking tour to learn about Estonia’s path to independence, and take in panoramic views across the city. The next day I head out to the seaside district of Pirita, visit the Soviet memorials and cemetery, and reflect on how Estonia preserves difficult parts of its past. There’s also excellent coffee, cardamom buns, goulash in a bread bowl, jazz at Philly Joe’s, and the beginning of a travel obsession that may last the rest of the trip: Monopoly Deal. If you’re considering a European city break that feels safer, quieter and less crowded than many of the continent’s major capitals, Tallinn might be the perfect choice. In this episode: Exploring Tallinn’s Old Town, cafés and bakeries Learning about Estonia’s history on a free walking tour Visiting Soviet memorials and Pirita Beach Jazz, wine and final thoughts on Tallinn as a city break Support Winging It Travel Podcast If you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app ☕ Support the show at buymeacoffee.com/wingingit Explore more episodes at wingingittravelpodcast.com ✈️ Check out more great travel podcasts at https://voyascape.com Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps 00:00 Back in Tallinn and exploring the Old Town in daylight 02:30 Cafés, bakeries and the free walking tour 05:00 Evening food stops and first impressions of Tallinn 06:30 Morning coffee crawl and hidden gems around Rotermann 08:00 Pirita Beach, Soviet memorials and Estonia’s history 10:30 Monopoly Deal, seaside lunch and a slower afternoon 11:45 Jazz, wine and a trendy final night in Tallinn 12:30 Final thoughts: is Tallinn one of Europe’s best city breaks? -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James.

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  Winging It Travel Podcast

  Winging It On Location – Day 1: 5-Hour Layover in Amsterdam & Arriving in Tallinn

  Aug 5, 202612 min

  Winging It On Location – Day 1: 5-Hour Layover in Amsterdam & Arriving in Tallinn The European tour is officially underway. In this first on-the-road episode, I take you through my journey from Toronto to Tallinn via Amsterdam, including what you can realistically do with a 5-hour layover at Schiphol Airport. I share the exact train route into the city, why I chose the Jordaan district, and the coffee stop that made the short visit worthwhile. After a quick wander through Amsterdam’s canals, bridges, and tree-lined streets, I head back to the airport for my flight to Estonia. Once in Tallinn, I give my first impressions of the city, explain the easiest tram connection from the airport, and meet up with friends for dinner in the heart of the Estonian capital. If you’re planning an Amsterdam layover, a Tallinn city break, or simply enjoy hearing authentic travel stories from the road, this episode is for you. In this episode: How to do Amsterdam on a short layover Using contactless payment on Dutch trains The best area to wander for 2–3 hours in Amsterdam Coffee recommendation in the Jordaan district Arriving in Tallinn and getting into the city for €2 Hotel information Dinner, drinks, and the start of the Baltic adventure Support Winging It Travel Podcast If you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app ☕ Support the show at buymeacoffee.com/wingingit Explore more episodes at wingingittravelpodcast.com ✈️ Check out more great travel podcasts at https://voyascape.com Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps 00:00 Intro & recording live from Tallinn 01:38 Toronto to Amsterdam: the journey begins 02:20 Getting through Schiphol and heading into the city 03:15 The fastest train from Amsterdam Airport to Central Station 04:05 Why I chose the Jordaan district for a short layover 05:30 Canals, bridges, sunshine, and wandering without a plan 06:40 Coffee stop recommendation: KOF Café 07:30 The unexpected challenge of finding a public toilet 08:10 Where to see the famous houses sitting on the water 09:05 Is a 5-hour Amsterdam layover actually worth it? 09:45 Flying to Tallinn and first impressions of Estonia 10:20 Tallinn hotel, tram tips, and city-centre arrival 10:55 Dinner with friends and Estonian food prices 11:10 What’s coming up next on the Baltic tour -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James.

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