The Story of Gypsy Footwear

At Gypsy Footwear, we believe in the freedom to explore, the joy of being yourself, and the power of life’s adventures. Our mission is to provide high-quality, stylish sandals that fit your life, your travels, and your unique story. Because the best memories aren’t made sitting still—they’re made while wandering, discovering, and chasing the moments that truly matter.

A One-Way Ticket and a Dream

Our story began with a leap of faith. Living in Florida, founders Matt Baldwin and Jessi Rogers packed up a couple of backpacks and flew one-way to Vermont to buy an old 1983 International Harvester bus. It wasn’t just a purchase—it was the start of a new way of life. From there, they transformed the bus into a tiny home on wheels, ready to hit the road and chase their dream of creating something meaningful.

While camping and hiking through the Appalachian Mountains, they knew this was where they belonged. The mountains became their inspiration, their backyard, and the heart of Gypsy Footwear. Now, they’re selling everything, starting their brand, and heading out to live and work full-time from their bus, with their beloved huskies, Bella and Gypsy, always by their side.

Freedom in Every Step

Gypsy Footwear isn’t just about what you wear—it’s about how it makes you feel and the life you live in it. Each pair of our sandals, lovingly called “Gypsies,” is designed to be comfortable, durable, and versatile, perfect for wherever your journey takes you. Whether you’re exploring hidden trails, wandering through mountain towns, or dancing under the stars, your Gypsies are ready to go with you every step of the way.

We want our customers to share their stories—where their Gypsies have taken them, the memories they’ve made, and how they feel living life on their own terms. For us, it’s not just about sandals—it’s about building a community of adventurers, dreamers, and explorers who embrace the beauty of the journey.

Giving Back to Our Animal Companions

At Gypsy Footwear, family means more than just people—it includes our four-legged friends, too. For every pair of Gypsies sold, we donate $1 to animal rescues. It’s our way of giving back to the companions who make life’s adventures even better. Bella and Gypsy have been with us every step of the way, and we know how much love, friendship, and joy animals bring into our lives.

Step into the Journey

Gypsy Footwear is about the freedom to be yourself, the connection to something bigger, and the belief that the best moments are simple, spontaneous, and real. With Gypsies on your feet, the world is yours to explore.

So pack your bag, grab your Gypsies, and step into a life of adventure. Whether you’re chasing a mountain sunrise, wandering through hidden trails, or laughing with friends under the stars, Gypsy Footwear is ready to be part of your story.

Gypsy Footwear: Made for the Journey.