Traveling to Japan is a dream trip for many — but the logistics of visiting can be intimidating. Girl Around The Globe, run by Dominique Jackson, will host an eight-day guided excursion to three of the country’s most desirable cities in October 2025. Guests will experience the culture, food, and sights of Japan, and as Jackson explains, have plenty of time to reflect on the experience and allow it to shape their worldview for the better. Jackson shared the details on this exclusive trip opportunity with Matador. Follow her Instagram account for updates.
Photo: Stockbym/Shutterstock
Experience the Culture, Food, and Vibes of Modern Japan in 2025 on This Immersive Guided Trip
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Matador: When and how did you first experience Japan?
Jackson: I first visited Japan in 2018 with a group of college friends. That trip was a transformative experience for me, and I was responsible for organizing everything from the itinerary to the logistics. The blend of ancient tradition and futuristic innovation in Japan fascinated me. Whether we were exploring the quiet serenity of Kyoto’s temples or the electric buzz of Tokyo’s streets, I was captivated by how Japan balances the old and the new so seamlessly. It was during that trip that I realized how much I loved creating immersive experiences for others. The idea of starting a group travel company took root then, as I wanted to share the joy of exploring new cultures with a community of like-minded travelers.
Matador: What drew you to Japan?
Jackson: What initially drew me to Japan was its rich cultural heritage and its incredible balance between the ancient and the modern. I was intrigued by the concept of wabi-sabi, the Japanese philosophy of embracing imperfection, and how that applies to both their art and way of life. Japan is a country that invites you to slow down, notice the details, and appreciate both simplicity and complexity. As someone who loves to explore both the quiet and vibrant aspects of a place, Japan felt like the perfect destination. After visiting twice and developing a deep respect for the culture, I knew that Japan had to be the first location for my group travel experience.
Matador: When did you have the idea to host this trip?
Jackson: The idea to host this trip came to me after I became a full-time digital nomad in 2021. Traveling solo and in community allowed me to see the incredible value of shared experiences. I wanted to create a space where adventurous creatives, like myself, could travel together, be inspired by new surroundings, and experience personal growth through the journey. Organizing that first trip to Japan back in 2018 made me realize my passion for curating these kinds of experiences, and now, three years later, I’m excited to bring that vision to life. This trip is not just about visiting Japan; it’s about self-discovery, inspiration, and seeing life through a new lens.
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Matador: Give us the details of the trip, as much as you can.
Jackson: The trip is set for October 5th to 12th, 2025, and it’s designed for those seeking to experience both the traditional and modern sides of Japan. We’ll explore three incredible cities along Japan’s Golden Route, starting in Osaka, traveling to the ancient city of Kyoto, and finishing in Tokyo. The theme is ‘All Things New,’ and it’s all about encountering new places while allowing ourselves to see our lives in a new light. From timeless temples to futuristic cityscapes, this adventure will take us through Japan’s most iconic spots while giving travelers the space to reflect on their own journeys. We’ll focus on experiencing Japan’s culture, food, and history while staying in boutique accommodations. Booking opened November 1st, and those interested can already view the detailed itinerary and register via my website.
Matador: What unique angle will be uncovered by traveling with you?
Jackson: Traveling with me offers a unique blend of adventure, creativity, and personal reflection. I bring a deeply personal touch to this trip because my own life has been transformed by travel. From selling all my belongings to become a full-time traveler to writing for major publications like Travel + Leisure and Travel Noire, I’ve cultivated an eye for creating meaningful, immersive experiences. This trip is not just about sightseeing; it’s about seeing yourself in new ways. With my background in journalism and storytelling, I create itineraries that allow travelers to not only connect with the destination but also reflect on their personal stories and how they can move forward into new seasons of life.
Matador: Anything you’re nervous about in regards to planning or executing the trip?
Jackson: Like any dream, there’s always some level of nervousness involved—mainly around whether people will book the trip. You put your heart and soul into creating something, and there’s always a risk that the response won’t meet your expectations. But with every risk comes the possibility of great reward. I believe in the vision for this trip and trust that the right people will see the value in it. Japan is such a special place, and this trip is designed for those who are ready to take a leap of faith, experience something new, and grow in community. As long as I keep that mission at the forefront, I know it will resonate with the right people.
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Matador: What else do people need to know?
Jackson: If you’re someone who’s been feeling stuck or ready for a fresh perspective, this trip is for you. It’s not just about exploring a new country; it’s about stepping into the unknown and trusting that something beautiful awaits you on the other side. Whether you’re a creative person looking for inspiration, a solo traveler wanting to experience Japan in community, or someone who just wants to see the world differently, this trip offers something for everyone. There will be a perfect balance of adventure, rest, and moments for reflection. People can follow me and stay updated by viewing the full trip details on the website. The trip costs $3,699 with a $350 deposit required to secure a spot. 