Travel in Comfort and Style with Bailey's Transportation

At Bailey’s Transportation, we specialize in reliable, executive-level chauffeured transportation tailored for today’s busy professionals. Whether you’re heading to the airport, an important meeting, a conference, or another city, we deliver consistent, on-time service that gives you peace of mind and professional polish.

Serving Orlando, Daytona, The Villages, Mount Dora, Clermont, Leesburg, and beyond, our corporate and city-to-city services are trusted by executive assistants, business leaders, and event planners across Central Florida.

From quick point-to-point transfers to hourly charter service, Bailey’s Transportation is your trusted partner for business travel. We offer:

• Instant booking confirmations
   
• Real-time vehicle tracking
   
• 24/7 live support and dispatch
   
• Professional, uniformed chauffeurs trained in executive and VIP service
   
• A modern fleet of sedans, SUVs, Sprinter vans, mini buses, and stretch limousines, all equipped with GPS and the latest technology
   

Whether it’s one meeting or a full day of appointments, our hourly charter service ensures your chauffeur and vehicle stay with you throughout, giving you maximum flexibility and comfort. There’s no need to watch the clock or wait on a ride—we’re right where you need us, when you need us.

Need to get from Orlando to Daytona, The Villages to MCO, or Clermont to a downtown meeting? Our City-to-City chauffeured transportation provides a safer, more productive, and more comfortable alternative to commercial flights, ride shares, or rental cars.

• Depart on your own schedule—no need to coordinate with airline timetables or train schedules
   
• Focus on work or unwind in a quiet, spacious vehicle while we handle the road
   
• One-way or round-trip service with the option for return pickups after your meeting or event
   
• Customizable rides with your choice of luxury vehicle from our fleet
   

Whether it’s for business or personal travel, Bailey’s Transportation offers a level of service that makes every mile feel effortless. Our commitment to professionalism, safety, and client satisfaction is what sets us apart.

At Bailey’s Transportation, we understand that your time is valuable and your travel experience matters. That’s why we’re dedicated to providing punctual, polished, and personalized transportation for every client—every ride.

Let us take care of the driving so you can focus on what matters most.