Ever wonder what it’s like to chase powder in the winter, sunshine in the summer, and still have time to travel the country in between? In this episode, I chat with Taylor Oswalt who mastered the art of seasonal work in Colorado, swapping between ski resorts and summer tiki bars, while squeezing in epic adventures all across the US during the off season. If you’ve ever daydreamed about ditching the desk job for a life of flexibility and adventure, you’ll want to tune in.

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

Ready to daydream about your next getaway? In this episode, Josey takes us on a journey through Portugal — from the colorful streets and cozy cafés of the mainland to the jaw-dropping landscapes of the Azores. If you've ever wondered what it’s like to experience both sides of Portugal in one trip, this one's for you!

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

Elliot Rosenburg joins us for Episode 2 of Season 2 to teach us all of the tips & tricks on capitalizing on points and miles to plan and pay for the ultimate luxury honeymoon (or other dream vacations!)

Check out Check out ⁠https://www.stratystravel.com/⁠ (newly rebranded from Hack My Honeymoon) if you're interested in Elliot personally helping you use your points and miles for free travel.

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

Can you imagine a more perfect place to honeymoon than Bali!? Check out our newest episode where we unravel both the beaches and the mountains of Bali with Karris & Josiah! We talk about the super high highs, super low lows and everything in between from their 2 week trip...let's jump in!

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

You have always loved to travel and now you have a kid....or kids.....now what!? I'm here to give you 12 tips for traveling with a toddler! You can do it AND actually enjoy your trip! Check out the episode now :)

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

Chandler & Julia got married this summer and took the most dreamy honeymoon throughout Italy! Take a listen at their highs and lows and what they would've done differently with a lot of laughs along the way☺️

Travel Hacking: Get the Chase Sapphire Preferred Card for free flights & hotels✈️

Follow Julia on Instagram

Follow Chandler on Instagram

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

An episode that started about Seamus' travels through Europe quickly became an overarching conversation of the value of travel and the life, personality, or values shift one can have while they embark on new adventures around the world. Travel can be so much more than a trip and Seamus & I were able to dive into that in this newest episode. Enjoy!

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

Lauren and I sit down to talk about how she capitalized on traveling around Italy by using her pre-existing babysitting and child development skills to become an Au Pair for the summer. We talk about what she loved and what she would've done differently. It's a great listen; hope you enjoy!

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

Have you ever wondered what it's like to travel to Antarctica? Did you know you can CAMP in Antarctica!? Check out this latest episode of How Was Your Trip? where we chat with Jackie Swayze from Maximizing My PTO about her adventure travels to the least visited continent.

Follow Jackie @maximizingmypto on IG or check out her blog maximizingmypto.com

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)

Paul Johnson took 3 weeks away from his American University to travel across the world to New Zealand to study sports management. Partnering with some of the local universities and professional sports teams, Paul learned about more than just sports -- the takeaways of the Maori people and culture truly impacted Paul and gave him a further appreciation and global perspective than he had learned on his first two study abroad programs....you read that right; this was his THIRD study abroad!

How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨

Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠ and tiktok ⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠

Have questions or want to chat? You can email me at [email protected] :)