Your journey, our priority.

Professional passenger transportation across Maryland, Virginia, and DC: airport transfers, corporate travel, weddings, and special events. Licensed, insured, and available 24/7 by appointment.

Local pick up and drop off services

At Top Hat Transportation Services, LLC, local pick-up and drop-off services are always available to meet your needs, ensuring convenient and timely travel within the entire Maryland/Va vicinities and the surrounding areas. Need a ride to Annapolis? Airport? DC? Easton? Ocean City? Or just wanna go local to a neighborhood bar/eatery? Contact us to schedule your ride.

Airport transfers

Reliable and timely airport transportation to and from all major airports. Start or end your trip with peace of mind, knowing your ride is handled professionally.

Corporate travel

Seamless and professional transportation for business meetings, conferences, and executive commutes. Impress your clients and ensure your team arrives refreshed and on time.

Special events

Elegant transportation for weddings, proms, concerts, and other special occasions. Make your event unforgettable with our luxurious vehicles and impeccable service.

Customized Events

Tailored transportation solutions for group outings, tours, and specific itineraries. Whatever your destination, we provide a comfortable and convenient travel experience.

"Top Hat Transportation Services, LLC made my airport transfer a breeze. Professional, punctual, and extremely comfortable. I won't travel any other way!"— A satisfied client

Ready for a comfortable ride?

Book your next journey with Top Hat Transportation Services, LLC and experience the highest standard in passenger transportation.

Frequently asked questions

Have questions about our services, pricing, or booking process? Find answers to common inquiries here or contact us directly for personalized assistance.

How do I book a ride?

Call us at 610-256-1060 or use the Booking & Reservations page on this site. We recommend booking at least 24 hours ahead for weddings and events, but we also accommodate same-day requests when possible.

What areas do you serve?

We cover the Eastern Shore (Kent Island and surrounding areas), the Western Shore (Annapolis and surrounding areas), Washington DC, and Northern Virginia — including all major airports.

Do you track flights for airport pickups?

Yes. We monitor your flight in real time, so if you're delayed, your pickup adjusts automatically at no extra charge.

What's included in the price?

Every fare includes your professional driver, fuel, and standard wait time. Tolls are billed at cost when applicable. Gratuity is customary but not required.

Can I book a vehicle for a wedding or event?

Absolutely. We offer hourly booking for weddings, proms, and special events, with sedans, SUVs, and vans available depending on your group size. See our Pricing & Fares page for hourly rates.

How far in advance should I book?

For weddings and large events, 2-4 weeks ahead is ideal to guarantee your preferred vehicle. Corporate and airport transfers can typically be booked with 24 hours' notice, and we do our best to accommodate same-day requests.

Is gratuity included?

No — gratuity is customary (15-20% is standard in the industry) but not automatically added to your fare.

What if my flight is delayed?

No problem — we track your flight and adjust your pickup time automatically. There's no extra charge for reasonable delays.

Contact Top Hat Transportation Services, LLC

Serving Eastern Shore (Kent Island and all surrounding areas), Western Shore(Annapolis and all surrounding areas), DC, NOVA (ALL AIRPORTS)

Hours of operation

Available 24/7 by appointment