Fairytrail Nomad Travel Stories

Fairytrail is a friend-making app for people who love travel. The app works like Bumble BFF and Tinder with a travel-twist in that you can find potential friends based on current country, upcoming destination, age, work flexibility, nationality, language, profile keywords, and more.  Membership Tiers We have 3 tiers: Free, Silver, and Gold. Users who…

We’re back from sailing the Greek Islands. It was a stunning, magical experience! We set sail with Bonnie (“day in my life”)  Bella (“crazy greece sailing adventure”) Timea (“add sailing the greek islands to your bucket list”) Rohan (“one of the best experiences of my life”) Delia (“7 strangers”) Chris & Aaron from Nomads Insure …

Fairytrail is often described as Tinder for travelers. However, after 5 years of experimenting in dating and becoming the number one dating app for remote workers, we found that the current dating app concept doesn’t work well because of market dynamics and business incentives (see original thesis).  In this article, we’ll share our findings and…

We excited to announce a new feature to help you discover inspiring bucket list activities, create your own bucket list, and connect with fellow travelers who share your dreams. To promote the launch, we’re doing one of the bucket list activities– sail the Greek Islands. We are giving away 5 free spots (3 already filled…

I’m Taige, founder of Fairytrail, a freemium travel buddy app for remote workers. We launched our new monetization feature a month ago. Shoutout to Mixpanel for their startup friendly free plan.   Key Question The question was how much of a free trial should we give to users? If we don’t give enough of a…

Colombia has emerged as a top contender in the digital nomad scene, and for good reason. This captivating South American nation boasts everything a remote worker could dream of: breathtaking landscapes, vibrant culture, friendly locals and a warm, welcoming atmosphere. But with so many incredible destinations, choosing the perfect Colombian base for your remote work…

The allure of Thailand for digital nomads is undeniable. Imagine this: turquoise waters lapping at pristine beaches, vibrant cities buzzing with energy, and delicious street food tantalizing your taste buds – while you try to get to inbox zero with a stunning view. Thailand truly offers the perfect blend of work, play, and affordability, making…

This is a guest post written by Work, Wealth & Travel. As the world becomes increasingly interconnected, the concept of global citizenship is becoming more well-known. More individuals are identifying as global citizens, transcending geographical boundaries and embracing a global identity. An integral part of this global identity is the acquisition of second residencies and…

Craving a unique blend of history, culture, and adventure for your next remote work stint? Look no further than Morocco, the captivating kingdom nestled at the crossroads of Africa and Europe. From bustling medinas to windswept deserts and snow-capped mountains, Morocco offers a kaleidoscope of experiences that will leave you breathless – both literally (those…

Sun-kissed beaches, turquoise lagoons, epic hikes and a (free of charge) digital nomad visa (the Premium Travel Visa) – Mauritius sounds like a digital nomad paradise, right? But Mauritius is more than just a postcard-perfect paradise. This culturally rich island boasts a fascinating history, a delicious fusion cuisine, and friendly locals. Whether you crave adventure,…

Did you know that 60% of gap year travelers find a travel buddy? Embarking on a gap year is a chance to explore new landscapes, cultures, and work opportunities. Whether you dream of teaching English in Asia, working as an au pair in the USA or Europe, or working on an organic farm in South…

Fairytrail is redesigned for finding nomadic friends and adventures worldwide! For those interested in our journey, please read on. Or skip to the bottom to see what’s new.   How It Began My name is Taige, a product manager living in San Francisco at the time. Many of my friends complained they don’t travel because…

Imagine you’re cozied up with your laptop, taking in the breathtaking views of Venice’s romantic canals or any other stunning Italian spot. Italy has opened its doors to remote workers like you, recognizing the shift in how we work and inviting digital nomads to soak in the country’s beauty while still clocking in online. But…

ENFJs (Extroverted, Intuitive, Feeling, Judging) are a personality type that comprises about 2-3% of the population. They are known for their charisma, empathy, and desire to help others. When it comes to planning a vacation, ENFJs may prefer destinations and activities that allow them to connect with others and make a positive impact. Let’s explore…

ENTJs are natural leaders and enjoy new challenges and experiences that allow them to step out of their comfort zone and push themselves. For those with the ENTJ personality type, it can be especially important to find a holiday that aligns with their strong-willed and ambitious nature.  With this in mind, here are a few…

Holidays are a time for relaxation, rejuvenation, and disconnecting from the daily grind. For those with the INTP personality type, it can be especially important to find a holiday that aligns with their introspective and analytical nature. INTPs tend to enjoy solitude and intellectual pursuits, and are always looking for new experiences and ways to…

INTJs (Introverted, Intuitive, Thinking, Judging) are a rare personality type that comprises only about 2% of the population. They are known for their intelligence, independence, and strategic thinking. When it comes to planning a holiday, INTJs may prefer destinations and activities that stimulate their minds and allow them to engage in meaningful experiences. If you…

Personality types can have a significant impact on an individual’s preferences and behaviors, including their choice of holiday destination and activities. Understanding these personality differences can help individuals and couples plan the perfect vacation that aligns with their unique characteristics and interests. Let’s explore four major personality types and suggest some holiday ideas that may…

When we launched Fairytrail, the goal was to help people explore the world with someone they like.    Today, we’d like to announce… friends mode.   Why We Made “Only Friends”  We surveyed our existing users and found that 68% of our users are interested in making friends. The vast majority of those who answered…

People solo travel for two main reasons. Some solo travel because they don’t have anyone to travel with, so they decide to just go alone. Others purposefully choose to solo travel to find themselves or feel freedom. Often I’ll be having dinner with friends who dream of traveling and complain that they don’t have anyone…

Updated March 14, 2025: Fairytrail is now a travel buddy finder app with an ad-supported free plan. We combine advanced behavior-based fraud detection, financial and device telemetry, human moderation, and community reporting to ensure a safe and authentic community. Usage anomalies or device telemetry inconsistencies may prompt a verification process. There may be a cost…

Balancing leisure and work is challenging for digital nomads. Burnout and loneliness were cited as top struggles for remote workers even before the pandemic, and now with limited social events and interactions, restricted travel, and shut offices, it has become exacerbated. The Martec Group surveyed 1,214 individuals to identify how working from home during the pandemic…

Recently, we received an email with some constructive feedback from a kind user who was LGBT. She expressed concerns about the queer friendliness of our app.  We’re a really different kind of dating app and there are many things we do that are not orthodox. For example, we monetize on travel bookings (suspended due to…

Want to know what people picked for their first virtual dates? You’re in luck because we have the data! Perhaps these insights could help you next time you suggest or plan a date. At Fairytrail, we ask users to choose dates before connecting them for fun and to determine compatibility. Since the pandemic, we’ve added…

How to work and live abroad?  Get ideas about how you can live in other countries ranging from study abroad, work exchange, remote work, working holiday, investment, marriage, WWOOF. Here are the top 19 ways.   Do you remember the first time you ever travelled abroad? Do you remember how eye opening it was to…

Maintaining physical fitness while freelancing. “Women who reported sitting for more than 6 hours during their leisure time had an approximately 40% higher all-cause death rate, and men had an approximately 20% higher death rate.” – American Journal of Epidemiology  “Women who sat more than 7 hours a day and women who did no physical…

Big news! We’re the first dating app to offer people the ability to match and go on virtual adventures powered by Airbnb, Walk, and Viator  (part of TripAdvisor).   Here’s how it started. The Coronavirus is lockdown is really getting to me and everyone on the Fairytrail team. Many of us are feeling like we’re…

Maintaining physical fitness may be more of a struggle now that gyms are closed due to COVID-19. If this is something that rings true with you, keep on reading! It’s easy enough to say to ourselves that we are going to make the best of these wild times by getting in shape or trying out…

One month ago, we alerted our community about the dangers of COVID and strongly advised against traveling before lockdowns began. Since then the world has changed dramatically. Although our community has always embraced remote life (93% of our members are fully remote or aspire to be), it seems the whole world is talking about it…

The Impact of Coronavirus On Society The Coronavirus should not be taken lightly but 92% of people are dating as normal and many millennials are taking advantage of cheap travel deals. Today, Covid-19 was officially designated as a pandemic by WHO.  We strongly advise not to travel for your own safety, to minimize the disaster impact,…

Here are the things we believe at Fairytrail and serve as our guiding principles.   1. The world is a beautiful, magical place. We see what we want to see. There’s beauty in our world and we choose not to let it pass us by. That’s not to say the world isn’t a cruel and…

Fairytrail Campfire is meant to let nomads and world citizens help each other achieve their business and personal goals (aka make dreams come true). Some of us want to have the freedom to be anywhere which means having a job that lets them work remotely. Here’s a list of 1600+ remote jobs from companies who…

People often ask us how they can have a remote lifestyle. In fact, 42% of our community aspire to be remote. There isn’t one path to it, but perhaps the best way to begin is to simply to read about people who have done it.  But there are so many digital nomad and travel bloggers out…

I’m excited to share with you some data about the state of Fairytrail, a remote dating app for people passionate about travel. 93% of our users are fully remote or aspire to be. 60% of our users are women. 84% of our users are heterosexual.  25-29 year olds are our biggest segment, followed by 18-24 year…

On Jan 4th, 2020, Maggie from New York, NY and Jun Xiang from Sunnyvale, CA traveled to Denver, CO on a Fairytrail Adventure supplied by Airbnb. The Glacier Hike and Geothermal Cave Pools experience was led by Tyler, a local tour guide who started his tour company in 2019. The travel group size was 7…

When it comes to dating and relationships, personality is immensely important. Perhaps you have a certain “type” that you find irresistible. Or maybe you’ve had bad luck with one type and want to try something different. Here’s why we have Fairytale characters on Fairytrail.   1. Myers Briggs Personality Tests Personality assessments like the widely-accepted…

Tribe Theory is a new category in hospitality. Their mission is to connect, inspire, and empower the world’s entrepreneurs and enable the creation of ONE MILLION businesses worldwide by 2030. Through their global hostel chain, they are aggregating talent and ideas from every corner of the world and building a full-fledged ecosystem for business services…

Stressing about holiday gifts and looking for alternatives to expensive toys for your children? We have exciting news for you. Gifting your children experiences coupled with bonding time might be better for their soul and mind rather than breakable toys!    In 2017, The Journal of Social and Personal Relationships surveyed close to 500 women…

Dear Explorer, We believe the world is a beautiful, magical place. And it’s no surprise, we are attracting those who think like us. Through this app, I’ve connected with CEOs of tech companies, professional athletes, TED speakers, Google employees, Harvard grads, airline employees, journalists, doctors, college students, and even people who have lived in a small town their whole…

We gave you the rundown of the Female Fairytrail characters; now we would like to invite you to get to know the Male Fairytrail characters. Interested in knowing which one you are? To read about why Fairytrail uses Fairytale characters to help people get to know their matches, read this article. The Myers-Briggs and Enneagram…

Tired of underwhelming coffee dates and telling people about how many siblings you have? If you’re frustrated by the limited dating pool in your city, it’s time to shake up your routine by adding adventure and excitement. Try replacing your usual date script with the unknown— find someone you get along with, and go travel…

Starting today, Fairytrail travel agents will be able to help you plan and book your next adventure. It doesn’t matter if you’re a solo traveler or already in a relationship. This service is available to anyone through the Fairytrail app. Wait, why would I pay someone to book my travel? You’re already paying a commission…

So what do people love the most about Fairytrail? Here’s a short summary of why travelers love Fairytrail. 1. Biggest EVER Olympic-sized dating pool.  We have one dating market instead of tiny fragmented markets. This means more efficiency and choice. Instead of only being seen in your city, you can be seen in hundreds of…

My parents met in the university through a mutual friend. My dad had just graduated from the Navy Academy and had started working as a merchant marine. My mom was becoming a medical doctor and doing her residency at the hospital. Both were living in Dalian, China at the time. After a mutual friend introduced…

On Fairytrail, we use fairytale characters to help people quickly understand your identity and personality. But which character to choose?  Read about the personalities below or look up your MBTI or Enneagram to find the character that most closely represents you. If you don’t know your MBTI or Enneagram, you can take a free test…

When you are feeling a little down, there’s nothing like the instant hit of buying something on Amazon or going on a little shopping spree. Spending money can bring you happiness, but only temporarily. Traveling makes us happier than any material wealth. Making new purchases may give you a quick rush but it isn’t able…

Why do we have characters from folklore on Fairytrail?   Fairytrail uses widely-recognized characters mapped to Myers Briggs and Enneagram types to help people get a sense of personality before meeting in person. This can help you find compatible travel partners, friends, and even romantic relationships.   1. To elevate personality. It’s very hard to…

We destroyed the iPod business with the iPhone. At Fairytrail, it’s no different. We believe we can only be successful when we put our users’ interests ahead of ours. Here’s how we are reinventing the online dating business. — Dear Brave, Early Explorers of Fairytrail,  We are at 200+ strong monthly active users just a couple…