Jordan Bailey is a Manager from USA based in San Francisco, USA. It’s something that I’ve aspired to do for a very long time and the time was just right to finally pull the trigger. I felt like the longer I waited the more likely it’d be that I’d end up in some other pressing commitment that would prevent a trip such as this from ever taking place. Whether it be a girl, a career, or more school holding me at home I knew that something was creeping towards me day by day; something that would prevent me from having an experience that so few ever really experience.
The Snapshot
- Departure: 2006
- Age at departure: 24
- Duration: 6-12 months
- Original budget: $20,000 (approximately $32,700 in 2026 dollars)
- Regions: Europe, Southeast Asia, Oceania
The Route
USA to Fiji Fiji to NZ NZ to OZ OZ to Thailand and SE Asia Thailand to UK and the rest of Europe
Note: Originally planned for 2006, this route represents the traveler's intended RTW journey.
The planned route through Europe, Southeast Asia, Oceania reflects a strategic approach to experiencing vastly different cultures, climates, and ways of life. Each region offers distinct advantages for travelers: rich historical sites, contemporary culture, unique cuisines, and opportunities for meaningful connections with local communities.
In Their Words
Here's what Jordan Bailey shared about their RTW journey:
Why did you decide to take this trip? What got you into this type of travel, and/or influenced you to go? It’s something that I’ve aspired to do for a very long time and the time was just right to finally pull the trigger. I felt like the longer I waited the more likely it’d be that I’d end up in some other pressing commitment that would prevent a trip such as this from ever taking place. Whether it be a girl, a career, or more school holding me at home I knew that something was creeping towards me day by day; something that would prevent me from having an experience that so few ever really experience.
What is your biggest fear about this trip? Dying. (hahaha) Honestly, not too much. I really don’t know what to expect. I try not to think about aspects of the trip that “scare” me. Obviously it’s very important to be mindful of the potential risks associated with a trip of this magnitude, but mostly, I try not to dwell on them.
What is your advice for people planning their own RTW trip? Go big or go home.
If you had to sum up your thoughts/feelings about your round-the-world trip in one sentence, what would it be? A quote from my grandfather years ago. “Never plan ahead, you never know when it will rain.”
What is the biggest myth that people have about round-the-world traveling? Dunno, I’ll get back to you in a year.
Why do you like to travel? Haven’t really done it too much before this, but I guess it’s mostly because I want to see and do as much as I possibly can while my ticker is still tickin’.
Reflections on RTW Travel
Round-the-world travel represents a significant undertaking that combines careful planning with flexibility and adaptability. Jordan's experience demonstrates the importance of balancing preparation with spontaneity, understanding both the practical and emotional dimensions of extended travel. Whether traveling solo or with companions, the RTW journey offers unparalleled opportunities for personal growth, cultural understanding, and expanded global perspective. The stories and advice from travelers like these continue to inspire new generations to explore the world.
2026 Context
- Budget inflation: This traveler's original budget of $20,000 would equate to approximately $32,700 in 2026 purchasing power, reflecting roughly 64% inflation over the intervening years.
- Travel landscape: Since 2006, global travel patterns, visa requirements, and infrastructure have evolved significantly, impacting how travelers plan and execute RTW journeys.
- Legacy perspective: The original concerns, excitement, and travel advice captured here reflect a specific moment in travel history and offer valuable insight into how traveler motivations and planning approaches have evolved.