Jason Stevens, the CEO of Wayfairer Travel, is an expert at creating extravagant trips, with several of his itineraries hitting upwards of $200,000. Although Stevens does target the ultra-wealthy, he’s got a lot of advice that’s within the reach of anyone who wants to travel.
He has traveled to all seven continents and most of the world’s major cities. This diverse experience has made him an expert on resolving travel challenges and improving the end-to-end travel journey.
Wayfairer Travel focuses on creating once-in-a-lifetime experiences with an average trip value of more than $30,000. Stevens focuses on being as prepared as possible and provides actionable recommendations. He suggests using Google Street View to assess the surroundings of potential accommodations, ensuring travelers have a clear picture of their destinations.
"The staff at the hotel desk will tell you a lot more than people realize." – Jason Stevens
One of Stevens’ tips for jumpstarting better long-haul flight experiences is to bring the basics—and extra change of clothes—in your carry-on. This preparation can be a lifesaver when checked luggage is delayed.
"Your missing bag can come a day later or sometimes two days later, if it's not lost." – Jason Stevens
Stevens emphasizes the need for travelers to know which currencies are accepted at their destination. Although many ideas are still happy to take your U.S. dollars, it’s important to go prepared and know what to expect where you’re going.
"You'd be amazed at how many countries still accept U.S. dollars with a big smile on their face." – Jason Stevens
He warns against using big bills when you travel, particularly in the Middle East.
"Don't expect a cabbie in Bangkok to be able to give you change for a $50 or $100 bill on an $8 ride from the airport." – Jason Stevens
For anyone traveling to large cities such as New York, Santiago, or Lima, Stevens recommends booking a hotel outside the city center. Done the right way, this approach can achieve major savings while maintaining quality.
"If you get outside any major city — and you don't have to go too far — the hotel quality doesn't drop but the hotel prices drop disproportionately." – Jason Stevens
Beyond this advice, Stevens recommends doing some homework to find out if a potential destination easily accepts U.S. dollars. Having this kind of knowledge can help make transactions more efficient and improve the overall travel experience.
While Wayfairer Travel's clientele often indulge in luxury experiences, Stevens' practical advice applies universally. His insights offer a blend of luxury travel wisdom and common-sense solutions, ensuring that all travelers can enjoy their journeys with confidence.