Bailey Lammon
She/Her
Based in Worldwide: digital nomad who's always in a different country. Currently: Japan
Speaks English, conversational Spanish
Bailey Lammon
Ask me about
My Story
I help curious, conscious travelers design journeys that feel as good as they look. Whether it’s a two-week vacation or a year-long sabbatical, I specialize in creative, well-paced itineraries that prioritize connection, beauty, and depth. I’m also the author of The Adventuras Sabbatical (published October 2025), a roadmap for anyone looking to turn extended travel into a life-changing chapter.
My Travel Style
I specialize in transformative travel—the kind that doesn’t just take you somewhere new, but helps you come home more grounded, more present, and more connected to the world.
Since before Covid, I’ve been living on the road full-time and designing life-altering journeys for clients along the way. My style combines raw adventure with meaningful rest, with thoughtful pacing with space to roam, all grounded in human connection. For me, it’s not about checking boxes. It’s about giving you the kind of trip that shifts your perspective, reawakens your joy, and expands you.
I love blending immersive cultural experiences, awe-inspiring nature, and comfortable, boutique stays that draw you in and make you feel more connected to your destination.
While I’m known for my work with long-term travelers and sabbatical-takers, I bring that same care, creativity, and intentional design to vacations of any length. If you want to travel with purpose—not just to escape, I’m here to help you do it right.
Stay connected
My reviews (28)
Aleza Z.
a month ago
Aleza Z.
2 months ago
Bailey is awesome! I was supposed to go on a tour that was canceled last minute and she helped me plan and book a very similar itinerary and hotels within a week. She had great ideas and provided a Google map with restaurant suggestions too. She checked in on me throughout my travels and was extremely helpful, agile and took initiative to book awesome hotels too.
Aleza Z.
2 months ago
Howard S.
2 months ago
Howard S.
2 months ago
Bailey made this trip a memorable one for us; she did everything right from the planning to staying on top of things as the trip unfolded.
Aleza Z.
a month ago
Aleza Z.
2 months ago
Bailey is awesome! I was supposed to go on a tour that was canceled last minute and she helped me plan and book a very similar itinerary and hotels within a week. She had great ideas and provided a Google map with restaurant suggestions too. She checked in on me throughout my travels and was extremely helpful, agile and took initiative to book awesome hotels too.
Aleza Z.
2 months ago
Howard S.
2 months ago
My travel ideas (2)
Site Inspection: InterContinental Danang Sun Peninsula Resort
During my 10-day trip around Vietnam in May 2024, I stayed at the InterContinental Danang for two nights. As this is a resort that I often book for my clients, I was thrilled to stay and, as expected, it was my favorite stop on the trip! I relished every moment I got to enjoy the property and I guarantee whoever gets the opportunity to stay will equally love it. It will continue to be my most recommended resort in Vietnam thanks to the attentive staff, stunning views and beach, relaxing spa, spacious suites, mouthwatering food and, of course, the creative Bill Bensley design!
Site Inspection: InterContinental Danang Sun Peninsula Resort
During my 10-day trip around Vietnam in May 2024, I stayed at the InterContinental Danang for two nights. As this is a resort that I often book for my clients, I was thrilled to stay and, as expected, it was my favorite stop on the trip! I relished every moment I got to enjoy the property and I guarantee whoever gets the opportunity to stay will equally love it. It will continue to be my most recommended resort in Vietnam thanks to the attentive staff, stunning views and beach, relaxing spa, spacious suites, mouthwatering food and, of course, the creative Bill Bensley design!
Top 5 Things to Do in Peru Besides Machu Picchu
All too often, when people think of Peru, their mind jumps straight to Machu Picchu and then stops. While this breathtaking site is a must-do activity on any Peruvian itinerary, there are tons of other experiences to be had across the diverse landscape— especially if you’re into a bit of adventure or if you're looking for off-the-beaten-path experiences in Peru. Here are my top five activities to add to your itinerary.
Top 5 Things to Do in Peru Besides Machu Picchu
All too often, when people think of Peru, their mind jumps straight to Machu Picchu and then stops. While this breathtaking site is a must-do activity on any Peruvian itinerary, there are tons of other experiences to be had across the diverse landscape— especially if you’re into a bit of adventure or if you're looking for off-the-beaten-path experiences in Peru. Here are my top five activities to add to your itinerary.
Site Inspection: InterContinental Danang Sun Peninsula Resort
During my 10-day trip around Vietnam in May 2024, I stayed at the InterContinental Danang for two nights. As this is a resort that I often book for my clients, I was thrilled to stay and, as expected, it was my favorite stop on the trip! I relished every moment I got to enjoy the property and I guarantee whoever gets the opportunity to stay will equally love it. It will continue to be my most recommended resort in Vietnam thanks to the attentive staff, stunning views and beach, relaxing spa, spacious suites, mouthwatering food and, of course, the creative Bill Bensley design!
Site Inspection: InterContinental Danang Sun Peninsula Resort
During my 10-day trip around Vietnam in May 2024, I stayed at the InterContinental Danang for two nights. As this is a resort that I often book for my clients, I was thrilled to stay and, as expected, it was my favorite stop on the trip! I relished every moment I got to enjoy the property and I guarantee whoever gets the opportunity to stay will equally love it. It will continue to be my most recommended resort in Vietnam thanks to the attentive staff, stunning views and beach, relaxing spa, spacious suites, mouthwatering food and, of course, the creative Bill Bensley design!
Top 5 Things to Do in Peru Besides Machu Picchu
All too often, when people think of Peru, their mind jumps straight to Machu Picchu and then stops. While this breathtaking site is a must-do activity on any Peruvian itinerary, there are tons of other experiences to be had across the diverse landscape— especially if you’re into a bit of adventure or if you're looking for off-the-beaten-path experiences in Peru. Here are my top five activities to add to your itinerary.
Top 5 Things to Do in Peru Besides Machu Picchu
All too often, when people think of Peru, their mind jumps straight to Machu Picchu and then stops. While this breathtaking site is a must-do activity on any Peruvian itinerary, there are tons of other experiences to be had across the diverse landscape— especially if you’re into a bit of adventure or if you're looking for off-the-beaten-path experiences in Peru. Here are my top five activities to add to your itinerary.
My travel photos
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