How Was Your Trip?

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How Was Your Trip — where the world unfolds through a unique exploration of the globe as we bring you an exclusive interview-style travel podcast that dives into the captivating stories, travel hacks, and invaluable advice from globetrotters of all kinds — from solo adventurers to family explorers, digital nomads to luxury seekers. Tune in and let our diverse travelers inspire your wanderlust and equip you with the insights to make every journey unforgettable.🌍✨

How Was Your Trip?


    • Apr 17, 2025 LATEST EPISODE
    • monthly NEW EPISODES
    • 38m AVG DURATION
    • 17 EPISODES


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    Latest episodes from How Was Your Trip?

    The Life of a Seasonal Worker with Taylor Oswalt

    Play Episode Listen Later Apr 17, 2025 46:35


    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.

    From Lisbon to The Azores: The Best of Portugal

    Play Episode Listen Later Mar 27, 2025 29:32


    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.

    Hack Your Honeymoon - Free Luxury Travel with Points & Miles

    Play Episode Listen Later Mar 13, 2025 45:43


    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.

    The Perfect Bali Honeymoon!

    Play Episode Listen Later Feb 27, 2025 43:50


    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.

    12 Tips for Traveling with a Toddler

    Play Episode Listen Later Oct 8, 2024 28:25


    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.

    A Dreamy Honeymoon in Italy

    Play Episode Listen Later Sep 18, 2024 44:13


    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.

    The Truth & Value of Travel

    Play Episode Listen Later Aug 27, 2024 39:03


    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! 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.

    Traveling Italy for Free as a Summer Au Pair

    Play Episode Listen Later Aug 13, 2024 32:39


    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! 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.

    Traveling to Antarctica: Sailing, Camping & More!

    Play Episode Listen Later Jul 16, 2024 40:19


    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.

    Studying Sports Management Abroad in New Zealand

    Play Episode Listen Later Jul 2, 2024 26:41


    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.

    A Royal Carribean Cruise Through Norway

    Play Episode Listen Later Jun 18, 2024 46:39


    My husband & I went on a family trip with Royal Carribean, cruising through the Fjords of Norway for 8 days. We stop in Bergen, Olden, Geiranger, and Haugesund. We discuss the air travel there/back, the Royal Carribean ship experience, as well as the full itinerary stop by stop. 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.

    From Israel to Alabama: A 10 Year Recap

    Play Episode Listen Later Jun 4, 2024 44:53


    At 15 years old, Avery Miller moved from Tel Aviv, Israel to Huntsville, Alabama USA. We talk about the experiences of entering the American high school system, hardships, funny cultural differences, religion, and more. 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.

    Havasu Falls + The Grand Canyon (with Kayla Range pt. 2)

    Play Episode Listen Later May 21, 2024 33:55


    Welcome back to pt. 2 of Kayla's and my conversation on our Great American Road Trip! Today's episode dives into all of the details of our adventure down into the Grand Canyon where we hiked through the Supai reservation to see the beautiful Havasu Falls and slept at the bottom of the Grand Canyon for 3 days! Follow Kayla on ⁠Instagram⁠ and watch our travel diary from this trip on ⁠YouTube⁠! 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.

    The Great American Road Trip with Kayla Range

    Play Episode Listen Later Apr 30, 2024 52:04


    11 days on the road with Kayla Range from Alabama to the Grand Canyon and back. We turned on Life is a Highway and hit the nostalgic Route 66 with all windows down! Come along with us today while we recap our entire, highly sought out itinerary and all of our travel tips specific to an American road trip! Follow Kayla on Instagram and watch our travel diary from this trip on YouTube! 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.

    Travel Hacking with Expert Mike Dodge

    Play Episode Listen Later Apr 16, 2024 44:23


    Want to learn how to earn (almost) FREE TRAVEL!? Today we dive into travel hacking with Mike Dodge, expert travel hacker and head writer for Daily Drop, the travel hacking platform founded by Kara & Nate. I hope you learn a thing or two that you can apply to your own lives that brings you very subsidized (or even free!!) travel! Subscribe to Daily Drop HERE to read Mike's daily travel tips! 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.

    Sailing Around the World in 104 Days -- A Semester at Sea with Katelyn Larson

    Play Episode Listen Later Apr 2, 2024 52:58


    Katelyn & I sailed together around the entire world for 104 days on a Semester at Sea, stopping in 11 different countries....all while going to college!?!? Talk about a Suite Life on Deck. Today's episode is a fusion of wanderlust, inspiration, and excitement as we sail through our own voyage of anecdotes. Let's dive in! Follow Katelyn's blog at katelynlilian.com or on Instagram @larson.katelyn 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 — from solo trips to family vacations to study abroad, digital nomads luxury seekers and more

    Introducing: How Was Your Trip?

    Play Episode Listen Later Mar 17, 2024 1:12


    How Was Your Trip has officially launched, so I wanted to provide a short preview as to what to expect! 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 — from solo trips to family vacations to study abroad, digital nomads luxury seekers and more

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