- WELCOME TO LEGACY CHAUFFEURS
Luxury Private
Chauffeur Serving
Orlando
Complimentary Flight Tracking
MCO arrivals monitored in real time
Meet & Greet Available
Greeted at arrivals with your name
Professional Chauffeurs
Uniformed, vetted & discreet
Rolls-Royce Luxury Fleet
Cullinan · Mercedes GLE · Escalade
24/7 Airport Transportation
Early flights · Late arrivals · Always ready
- What We Offer
Chauffeur Services in Orlando
From luxury airport transfers to unforgettable special occasions, every Legacy ride is delivered with professionalism, comfort, and complete discretion.
VIP Rolls-Royce Chauffeur Service
A premier Rolls-Royce Cullinan chauffeur experience in Orlando. Available for weddings, VIP occasions, corporate entertainment & special events. From $350.
Port Canaveral Transportation
Luxury private transfers from Orlando & MCO Airport to all Port Canaveral cruise terminals. Family-friendly Cadillac Escalade available. From $120.
Executive Transportation Orlando
Professional corporate chauffeur service for meetings, conferences, airport transfers & client entertainment. Discreet, punctual & impeccably presented. From $95/hr.
DISNEY LUXURY TRANSPORTATION
Premium private transportation to Walt Disney World, Universal Studios & Orlando theme parks. Family-friendly Cadillac Escalade & Rolls-Royce available. From $120.
MCO AIRPORT TRANSPORTATION
Luxury transfers to and from Orlando International Airport with real-time flight tracking, meet-and-greet service, and 24/7 availability. From $120.
Orlando Chauffeur Service
Premium private chauffeur service throughout Orlando — airport transfers, corporate travel, weddings & VIP transportation. Rolls-Royce, Mercedes-Benz & Cadillac Escalade fleet. Available 24/7. From $120.
Trusted across Orlando
24/7 Availability
- about us
Redefining Luxury Travel Orlando
At Legacy Chauffeurs, we believe arriving should feel as memorable as the destination. We provide premium private transportation for executives, travelers, weddings, and VIP clientele throughout Orlando. From luxury airport transfers to special occasions, every journey is delivered with professionalism, comfort, and complete discretion.
- CHOOSE YOUR CAR
Our Luxury Fleet
Travel in elegance with our meticulously maintained fleet. From the iconic Rolls-Royce to the executive Mercedes-Benz GLE and the spacious Cadillac Escalade, every vehicle delivers comfort, style, and a flawless arrival.
Mercedes-Benz GLE
Executive comfort and sophistication for corporate travel, airport transfers, and business transportation throughout Orlando and Central Florida.
- Executive transportation
- Hourly chauffeur service
- Business meetings
- Date nights
- Local luxury transportation
Cadillac Escalade
Spacious luxury SUV ideal for families, groups, and executive teams. Perfect for airport transfers and VIP group travel across Orlando.
- MCO Airport transfers
- Disney families
- Cruise transfers
- Group travelers
- Corporate airport pickups
Rolls-Royce Cullinan
The crown jewel of our fleet ù Orlando's most exclusive chauffeur experience. Featured for weddings, VIP occasions, and unforgettable arrivals.
- Weddings
- VIP clients
- Luxury experiences
- Photoshoots
- High-end events
- Premium hourly bookings
- TRANSPARENT PRICING
Simple, Honest Pricing
No hidden fees. No surprises. Every Legacy Chauffeurs booking comes with upfront pricing, instant confirmation, and the assurance of Orlando’s most professional chauffeur service.
- Service
- Vehicle
- Starting Price
- Airport Transfer (MCO)
- Mercedes-Benz GLE / Cadillac Escalade
- $120
- Hourly Chauffeur
- Mercedes-Benz GLE / Cadillac Escalade
- $95 / hr
- Rolls-Royce Experience
- Rolls-Royce Cullinan
- $350
- Wedding Package
- Rolls-Royce Cullinan / Full Fleet
- Contact for Quote
- Corporate Day Rate
- Full Fleet
- Contact for Quote
- WHY CHOOSE US
Why Trust Legacy Chauffeurs
Legacy Chauffeurs delivers more than transportation — we deliver an experience defined by discretion, elegance, and reliability. From the moment you book to the moment you arrive, every detail is handled with the care our clients expect across Orlando.
Licensed
Licensed & Insured Transportation Provider. — fully compliant with all regulations
Fully Insured
Comprehensive insurance coverage on every journey — complete peace of mind
Professional Chauffeurs
Trained, uniformed & discreet — vetted professionals on every single booking
Flight Monitoring
Real-time MCO tracking on every airport transfer — complimentary, always included
24/7 Service
Available day and night — early flights, late arrivals, last-minute bookings
Complete Discretion
Trusted by Orlando's executives and VIP clients — absolute confidentiality, every ride.
- FAQs
Frequently Asked Questions
24/7 support
Which areas do you serve?
We provide luxury chauffeur service throughout Orlando and all surrounding areas — including Winter Park, Windermere, Lake Nona, Dr. Phillips, Celebration, Kissimmee, and Sanford. We also serve Disney Resorts, Universal Studios, International Drive, and Orlando International Airport (MCO).
How do I book a chauffeur with Legacy?
What vehicles are available in your fleet?
Our fleet includes the Rolls-Royce Cullinan for VIP occasions, the Mercedes-Benz GLE for executive travel, and the Cadillac Escalade for group and family transportation.
How far in advance should I book?
How is pricing determined?
- BOOK YOUR RIDE
Luxury Begins The Moment You Arrive
Reserve your private chauffeur today and experience Orlando’s most refined transportation. Serving Orlando, Winter Park, Windermere, Lake Nona, Disney Resorts, Universal Studios, International Drive, and MCO Airport. Effortless booking, impeccable service, unforgettable arrivals.