Isn’t it time you went somewhere with Callaway?

From logistics to execution, our experienced professionals have you covered.  For excellence that delivers more than people, let Callaway handle your next mass transportation event.


Convention | Tradeshows | Associations

We practice a customized, full-service management approach regardless of size every time.


Large Events | Air Shows | Sporting Events

When we say we know how to coordinate large event needs, we mean it – with the track record to prove it.


Corporate and VIP Events

Step up your first impression by letting us go above and beyond the status quo.


National Security Events

From Presidential Inaugurations to a visit from the Pope, we have experience with all levels of security needs.

Our Fleet of Vehicles








Sedan / Limo

Transportation Managed to Excellence

  • Advance Site Survey

    Site surveys prior to an event ensure smooth flow with ample transport accommodations.  Our experience allows us to manage conventions of all sizes, even up to 250,000+.

  • Secure, Quality Transportation

    Besides all of our coaches having high-end amenities, each vehicle is checked for safety and reliability. We require all vehicles used to be 5 years old or less. Our drivers, who must pass background checks and drug screens, are experienced, safe and professional.

  • Operations Plans

    Every detail of your needs is pre‑planned and checked for accuracy. Our coordinators are in constant communication to ensure a smooth execution and on-time arrivals. We are fully equipped to handle ADA lift service upon request.

  • Clear Routes

    We’ll always use the fastest, safest pre-planned route to your destination. We always check for construction, closures and special events ahead of time with a solid backup route to use if needed.

Why Choose Callaway?

Callaway Transportation will always manage your transportation services with a commitment to excellence in every detail, making you look good while your guests, clients or employees are treated with concierge-level service. Whatever your needs, from:

  • Event Transportation

  • Airport Pickups

  • City-Wide Shuttles

  • Nationwide and Canadian Travel Service

…the unique Callaway approach to your VIP, group or event transportation management leaves no room for anything but professionalism and perfection.

With a variety of vehicle and transportation options, Callaway will always have the ability to meet every desire, situation and budget.


Jason Weinstein

Director, National Events

Callaway was quick to fact gather, offer suggestions and best practices, and steer our team to success. One of the highest compliments I can offer is to take a vendor for granted and know that they will hold our attendees, our members in the same high regard that AARP does. I am pleased to say that Callaway Transportation can be taken for granted.


Jeffrey O.Brown

Executive Director

Carl Levi, Vice Chairman of The American Legion's National Finance Commission consistently raves about the great service and care he receives from your employee, Dana Brown, each year. Ms. Brown has been a real blessing to Carl, making sure transportation is there for him and ready to meet his special needs. For Carl Levi and myself, thank you and Ms. Brown for your amazing service.


Eris T. Sims

Senior Director, Events Planning

Thank you for being a part of the NAACP 108th Annual Convention in Baltimore, MD. We greatly appreciate the transportation services provided by Callaway Transportation Services. Your contribution has helped to make this convention a successful one. The more than 7,000 people in attendance would concur that it was beyond compare.


Michael Thompson

VP, Event Marketing

Callaway Transportation has been a trusted transportation vendor the the National Urban League since 2009. They have always shown a great degree of stability, reliability, and the ability to execute no matter what city our events are located, even if it is a last minute request. Their team has always been engaged and flexible demonstrating problem solving skills while being active in budget management.


Deborah Sexton

President and CEO

On behalf of the entire Professional Convention Management Association, I would like to express our sincere gratitude for your participation and support of our 2011 Education Conference in Baltimore. The time, energy and dedication you provided played an integral role in making this meeting a tremendous success! Thanks for personally making sure that PCMA was taken care of and for the excellent transportation services.

Isn’t it time you went somewhere with Callaway?

Our experienced staff will listen to your plans, offer suggestions to optimize your travel experience and develop solutions which accommodate every conceivable need and budget.

Transportation is what we do. Sit back and let us handle every detail.


1341 W Liberty Road
Sykesville, MD 21784

950 22nd Street North, Suite 648
Birmingham AL 35203


About Us

Callaway Transportation is one of the most respected transportation management services in the United States. We offer professional planning and attention to detail for everything from local event coordination, individualized VIP service, and attendee transportation to large events across the USA.

The unique Callaway approach to your travel service needs includes carefully maintained, high-end vehicles built for pampering comfort, best‑in‑Class professional service, and attention to every imaginable detail. A Callaway experience will always exceed the expectations of your clients, guests or employees.

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