Hi! I’m Daniel Milks, the owner of My XO Adventures. I never saw myself traveling as much as I have, but I’m certainly grateful for it. My career began in 2011 as a sales agent, and from there I worked my way up and through a number of directorships.
I absolutely love travel for so many reasons. It’s in my lifeblood and an integral part of my life. My favorite place is the place I haven’t been. Most of my offerings are created from first hand experience in the places I go. If you see it on the website it’s because something personally touched me about the region and I’m certain you’ll love it.
I’m a native from Erie, PA and lived most of my life in Sarasota Florida. Most recently, I’ve moved to the Black Hills of South Dakota and I love it here. I spend my summers in the Black Hills providing the best private tours possible. During the cooler months is when I’lll soon offer my international destinations.
I realize that you’re looking for an experience more than anything, which is what I offer. I personally escort each tour to make sure everything goes well, but also to get to know you. My XO Adventures has quite a few repeat guests and I give everything I’ve got to make that happen! 😉
At My XO Adventures, our journey began in 2018, fueled by a deep love for travel and the belief that exploring the world has the power to connect cultures, broaden perspectives, and uplift the human spirit. Every experience we offer is thoughtfully designed to foster these connections and inspire meaningful moments.
We believe diversity is a gift. Through understanding the richness of different cultures and traditions, we come to better understand ourselves. Our mission is to explore as much of this beautiful planet as we can, for as long as we can, while celebrating the unique stories and histories of the places we visit.
Nature has blessed us with breathtaking landscapes, and we recognize the responsibility to preserve them. In the Black Hills of South Dakota, we see firsthand the importance of protecting our environment. Our tours aim to deepen your connection to the natural world while highlighting the impact our actions have on the planet. By fostering awareness, we empower change.
We believe in the power of people, not politics, to make the world a better place. My XO Adventures is proud to welcome all individuals, embracing the diversity and uniqueness of every traveler. Our journeys are a chance to disconnect from the noise of daily life and reconnect with reality—nature, culture, wildlife, and the essence of why we’re here.
We’re dedicated to making a positive impact through responsible travel practices. Learn more about our efforts by visiting our page on Corporate Responsibility. Together, we can create unforgettable experiences while leaving a positive legacy for future generations.
My XO Adventures began in Sarasota, Florida, in 2018, driven by founder Daniel Milks‘ deep love for travel and his belief in its transformative power. After years of working for a large tour operator, Daniel learned the value of trust, honesty, and relationships in creating exceptional travel experiences. Dissatisfied with mass-market tours catering to thousands of travelers, he envisioned something different—a boutique approach to travel that prioritizes connection, authenticity, and adventure.
Daniel’s unique approach included being upfront with guests, listening to their needs, and providing personalized follow-ups. This philosophy built a loyal client base and inspired him to launch My XO Adventures, quickly known for its focus on meaningful, immersive travel.
After leaving his corporate role, Daniel worked briefly as an administrator for Harvest Sarasota, where he refined his organizational skills and managed social events. During this time, his former employer went bankrupt, releasing him from a non-compete agreement. Recognizing an opportunity, Daniel set out to create travel experiences that combined his love for exploration with a commitment to excellence.
In August 2018, My XO Adventures launched with an emphasis on trust, quality, and personalization. Starting small with local tours, Daniel quickly built a reputation for unique and memorable experiences, eventually expanding his offerings to international destinations like Cuba, Peru, Ecuador, South Africa, and several National Parks across the U.S.. His mantra: “If I don’t love exploring a destination, I won’t sell it.”
In March 2020, while leading a tour group in Cuba, Daniel faced a new challenge—the onset of a global pandemic. Forced to pivot, he returned to the U.S. and began brainstorming ways to keep his travel business alive. Stripping his life down to the essentials, Daniel transformed his van into a mobile home and hit the road, embarking on an epic journey across 38 states.
This bold move led him to the Black Hills of South Dakota, where he fell in love with the region’s breathtaking landscapes, rich history, and cultural significance. Inspired by the area’s beauty and potential, Daniel decided to make the Black Hills his new home and the foundation of My XO Adventures’ operations.
Arriving in South Dakota with determination and resourcefulness, Daniel quickly established connections with local tour operators, tourism boards, and small businesses. By focusing on the needs of his guests and the unique stories of the region, he created tours that stood out for their depth and authenticity.
Despite challenges, Daniel grew My XO Adventures from a solo operation to a trusted, family-run business. His offerings expanded to include private tours of Badlands National Park, Mount Rushmore, Spearfish Canyon, Devils Tower, and beyond. Guests appreciate the focus on small-group experiences, personal connections, and attention to detail.
Daniel believes in the power of travel to inspire, connect, and heal. His experiences taught him that obstacles are opportunities for growth and that dreams are worth pursuing, no matter the odds. From supporting local businesses during the pandemic to immersing himself in Indigenous cultures in Ecuador, Daniel’s journey reflects his dedication to making a positive impact.
Today, My XO Adventures is proud to offer exceptional tours in the Black Hills and Badlands region, blending education, adventure, and respect for nature and culture. The company remains committed to sustainability, inclusivity, and creating unforgettable moments for every guest.
Whether you’re seeking the legends of the Wild West, the stunning beauty of South Dakota’s landscapes, or a deeper connection with nature, My XO Adventures welcomes you to join the journey. For more information, email us at info@myxoadventures.com or explore our tours.
In 2018, Daniel Milks founded My XO Adventures in Sarasota, Florida, with a vision to transform the way people travel. After years of working for a large tour operator in a high-pressure sales environment, Daniel knew he wanted something different—something more personal and meaningful. Selling mass-market tours with thousands of participants was impersonal and left little room for authentic connections.
Determined to stand out, Daniel built his career on honesty, trust, and genuine care for his clients. If he didn’t know an answer, he made it a point to find out. This dedication not only earned him a loyal following but also inspired the creation of a company built on relationships, not transactions.
Daniel’s journey wasn’t always smooth. After climbing the corporate ladder to become Director of Marketing, Product Development, and Principal Buyer, he realized he no longer enjoyed the work due to the business practices and environment. Instead of settling for dissatisfaction, Daniel took a leap of faith. He gave his notice and sought a fresh start.
A chance conversation with his friend and pastor, Dan Minor of Harvest Sarasota, led to an unexpected role as an administrator at the church. For three years, Daniel focused on improving systems, engaging volunteers, and increasing participation in events. During this time, the travel company where he once worked filed for bankruptcy, freeing Daniel from a non-compete agreement.
With his passion for travel reignited, Daniel launched My XO Adventures in August 2018. Initially offering local tours, day trips, and travel clubs, Daniel prioritized building trust with his clients. His honest approach resonated, and soon, guests were eager to join him on larger, international adventures.
Over time, Daniel expanded his offerings to include destinations like Cuba, Ecuador, Germany, Peru, Costa Rica, and the U.S. National Parks. His mantra became clear: “If I don’t love exploring an area, I won’t sell it, no matter how popular it is.”
In March 2020, while leading a tour in Cuba, the global pandemic brought tourism to a halt. Daniel returned to Sarasota and faced an uncertain future as international travel shut down. Refusing to give up on his dream, he adapted by using his van for rideshare services and other creative income streams while honoring all guest commitments.
With a desire to reinvent himself, Daniel packed up his belongings, turned his van into a home, and embarked on a journey across 38 states. His goal was to explore, connect with local businesses, and build something new. This journey ultimately led him to the Black Hills of South Dakota, where he discovered a rich blend of natural beauty, culture, and opportunity.
Daniel fell in love with South Dakota’s landscapes and history. He established My XO Adventures in Rapid City, offering private tours of iconic locations like Badlands National Park, Spearfish Canyon, Mount Rushmore, and Devils Tower. His approach to travel—focusing on small groups, personal connections, and customized experiences—quickly earned him a reputation for excellence.
Despite challenges, including a global pandemic and competitive industry dynamics, Daniel grew his business from a one-person operation to a family-run enterprise. Today, My XO Adventures is a trusted name in the Black Hills, providing guests with unforgettable experiences.
At My XO Adventures, family is at the heart of everything we do, and you’ll feel that the moment you connect with us. Behind the scenes, two extraordinary family members are making a big difference in how we deliver exceptional experiences to our guests.
In 2022, our Marketing Guru—Daniels mom—joined the team. She brings creativity, dedication, and an unwavering passion for helping the business thrive. From designing engaging marketing campaigns to taking reservations and building lasting relationships with our guests, she does it all with care and expertise. Her dedication ensures every detail of your adventure is thoughtfully handled.
You might also find Daniels nephew, Ben Milks, working his magic behind the scenes. He’s our reliable jack of all trades, always stepping up to keep things running smoothly. Whether he’s tackling logistics or handling unexpected challenges, Ben’s enthusiasm and adaptability make him a cornerstone of what we do.
Their hard work and support are a big part of what makes My XO Adventures so special, and we’re proud to have them shaping your experience with us. We have a passionate team of guides, each unique and each dedicated to representing this area in the best way possible.
Daniel’s journey is one of resilience, passion, and dedication. His commitment to sustainability, cultural understanding, and personalized service shines through in every tour. Whether exploring waterfalls in Spearfish Canyon, learning about Lakota history, or witnessing a sunset over the Badlands, My XO Adventures ensures each guest leaves with cherished memories.
Daniel’s story is a testament to the power of persistence and adaptability. Through challenges and uncertainty, he built a thriving business that celebrates the joy of exploration and the strength of community. Today, Daniel shares his passion for travel with guests from around the world, creating experiences that inspire and uplift.
For more information or to join an adventure, visit My XO Adventures or email us at info@myxoadventures.com.
