Children participating in a supervised group outing supported by charter transportation services.

Transforming Transportation With Integrity

Cypress Tree Transportation was created from a genuine desire to help and a commitment to providing safe, dependable group transportation for student programs, athletic teams, adult organizations, and community groups.

As a woman-owned transportation company with over 10 years of experience as a professional school bus driver, and as a parent, we understand the level of trust it takes to place people, especially children, in someone else’s care. Whether we’re supporting summer programs, year-round youth activities, athletic events, church organizations, or adult group outings, we approach every trip with patience, care, and clear communication.

In 2024, we officially launched our operations with a small fleet of school buses and a clear vision to grow at a steady, thoughtful pace. We believe in building a strong foundation first, showing up consistently, doing things the right way, and growing only in ways that allow us to continue serving our community with excellence.

We specialize in athletic transportation, field trips, and charter services, and our goal is to be a true solution, helping ease transportation concerns while offering fair, competitive, and transparent pricing without ever compromising safety or service quality.

At Cypress Tree Transportation, service is personal, growth is intentional, and every group we transport matters, because caring for people and supporting our community is at the heart of everything we do.

Students riding together on a charter school bus for safe group transportation.

Built on Trust and Responsibility

Transportation issues can disrupt an entire school day, which is why our service is built around reliability and problem-solving. Cypress Tree Transportation approaches each route, trip, and schedule with careful planning and attention to detail.

We work closely with schools and organizations to address transportation gaps, supplement existing services, and support both short-term and long-term needs. Through punctual service, clear expectations, and honest communication, we help eliminate uncertainty and create dependable transportation solutions that schools can rely on.

Transportation coordinator planning group travel and charter scheduling.

From Vision to Service

Cypress Tree Transportation was created to be more than a transportation provider; we were built to be a solution. What started as an idea has grown into a service designed to support schools and organizations facing evolving transportation demands.

By offering transparent pricing, flexible planning, and consistent service, we help our partners manage transportation needs efficiently and responsibly. Whether supporting daily routes, special trips, or ongoing service, our focus remains the same: providing practical, well-managed transportation solutions delivered with professionalism and integrity.

Cypress Tree Transportation is proud to be a woman-owned and operated, MBE/WBE-certified transportation provider serving Baltimore City, Baltimore County, and surrounding metropolitan communities. We remain committed to integrity, reliability, and delivering transportation solutions that support schools, families, and the communities we serve.

Rooted in integrity. Driven by reliability. Built on trust.