Winging It Travel Podcast

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Ep 194 Part 2 - The Ultimate Kenya Safari Guide: Masai Mara, Amboseli, Tsavo, Tracking Lions & Super Tusker Elephants Get ready for the ultimate mast...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Unlocking Kenya: Unfiltered Nairobi, Exploring Kibera and the Magic of Lamu's Car-Free Coast Join me, James Hammond, on the Winging It Travel Podcast as...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Hornby Island Travel Guide 2026: Costs, Top Activities, Best Beaches + Journey Information I'm heading back to one of my absolute favourite places in Can...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Back in 2014, I was working my way through the Caribbean as a solo traveller and my last stop was Puerto Rico. It was an interesting time to say the leas...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast The Post-Trip Hangover, Notriphobia, and Chasing Your Travel Self Ever find yourself late at night, staring at a video timeline or scrolling through old...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Winging It for 7 Months in Melbourne: From $0 to $14K in Savings, South Melbourne Living & Grim Infections In this episode of the Winging It Travel P...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast IMMERSIVE - 20 Minutes at the Finnish Lakelands: Unwind at Lake Maunolanselkä (ASMR style) Grab a pair of headphones, find a quiet space, and step onto a...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Winging It On Location – Days 12-17 - UK + Paris: A 30k Step Day In Paris, 4 English Breakfasts in 4 Days + Thoughts on Home In this episode, I wrap up m...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast 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...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast 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 int...

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 wal...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast 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 s...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast 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...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast A year ago, my partner Emma was diagnosed with celiac disease, completely changing the way we think about travel. In this special episode, I'm sharing my...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Some travel memories fade over time, but others stay with you forever. In this solo episode of the Winging It Travel Podcast, I'm sharing ten very specif...

Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast Five years ago, I recorded one of the earliest solo episodes of Winging It, sharing ten pieces of travel advice that I wished someone had told me before...

Why the World Cup Proves Travel Brings People Together | My Updated 2026 Travel Plans & Recovering From Kidney Stones This week I'm sharing a more personal update as I recover from kidney stones, reflect on the incredible atmosphere surrounding the FIFA World Cup, and look ahead to an exciting second half of the year packed with travel. After a slower start to 2026, I'm finally getting ready t...

This week is a little different. I went back through the Winging It archives and handpicked 15 previous guests, asking each of them the same quick-fire question: "What would you say to someone who's nervous about travelling and why they should go?" Their answers are honest, inspiring, funny and thought-provoking. Whether you're dreaming about your first solo trip, planning a career break, or simpl...

Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover) This week on Winging It , I'm sharing a special crossover episode from my other podcast, Taking A Career Break with Katrina McGhee . I really feel our two audiences do crossover, so I am sharing one of our most popular episodes with you. Please check out the rest of the catalogue...

Why Travel Changes Everything - A Deep Dive with James Hammond on the Island Vacation Travel Podcast Hello guys! Another guest appearance on another travel podcast today, and this time it is the Island Vacation Travel Podcast with Al Philogene, as we take a deep dive into the impact of travel on our daily lives, as a lifestyle choice and the impact on me personally too. You can watch this episode...

Wellington Travel Guide: Why I Spent a Year Living in New Zealand's Capital Wellington is one of my favourite cities in the world, and in this episode I'm sharing exactly why. I first visited New Zealand's capital in 2013 on the Kiwi Experience and instantly connected with the city. In 2017, when Emma and I arrived in New Zealand on a working holiday visa, we spent weeks road-tripping around both...

Welcome to this special episode where I am on the other side of the mic! I recently joined the Temporary Locals Podcast to share my experience travelling through the fascinating Himalayan kingdom of Bhutan. In this conversation, we dive into what makes Bhutan one of the most unique travel destinations on Earth, from its strict tourism policies and sustainable tourism model to its rich Buddhist cul...

Gabriola Island Travel Guide: British Columbia’s Peaceful Gulf Island Escape + Camping, Cafes & Beaches In this immersive episode of the Winging It Travel Podcast, I head over to beautiful Gabriola Island in British Columbia for a peaceful weekend of camping, beaches, coffee shops, sunsets, ferries, and slow island living. Located just off the coast of Nanaimo on Vancouver Island, Gabriola is...

Why Waiting Until Retirement To Travel Will Be Your Biggest Regret Have you ever said to yourself, “I’ll travel when I retire”? In this solo episode of the Winging It Travel Podcast, I dive into why I believe waiting until retirement to travel could become one of your biggest regrets. After travelling to more than 75 countries over the last 15 years, I’ve realised that there will always be another...

IMMERSIVE - The Soundscapes of Oaxaca, Mexico - Colourful Streets, The Zocalo, Busy Markets + A Local Food Tour Oaxaca, Mexico, had been on my travel list for years, and in 2024, I finally got the chance to experience it for myself. In this immersive soundscape episode of the Winging It Travel Podcast, I take you with me through the colourful streets, lively markets, rooftop cafés and buzzing Zóca...