Established in April 2017 and officially launched in April 2018, we aim to enhance client transportation experiences with dedication, diligence, and community-based research. Our main priority is customer safety, ensured by our skilled and caring chauffeurs.
Our Journey
Our Key Family Milestones!
John Kesler, World War II Veteran
John Kesler Jr., born in 1927, who served in the U.S. Army during World War II. Beginning his service as a teenager, he contributed to the Red Ball Express, which played a critical role in supplying the U.S. forces.S. Army the most mobile and mechanized force of the war. This operation was composed of approximately 23,000 personnel, roughly 70% of whom were Black Americans. As drivers and cargo carriers, they were responsible for moving 400,000 tons of essential supplies.
John Kesler Jr. Leadership
John Kesler has risen to a high-ranking position within World War II, serving with distinction as a transportation chauffeur, mechanic, and chef. He has become a trusted advisor to his sergeant and a respected leader among his peers.
Life After WWII
After John Kesler honorable discharge, he begin to share his skills and resources with his family and the community.
Milestone Title
A key moment in our journey that shaped who we are today.
Milestone Title
A key moment in our journey that shaped who we are today.
Everything you need to know — answered.
Community?
Eastern Shore Transportation LLC is all about making every trip special, no matter the occasion or destination. Known for our worldwide service, we focus on building strong, lasting relationships with our clients. Our customized transportation options celebrate diversity and inclusion, meeting the unique needs of each traveler while delivering comfort and style every time.
Eco-Conscious
A sustainable transportation company committed to promoting eco-friendly vehicle choices, focusing on the development and use of low-emission, fuel-efficient vehicles that help reduce our carbon footprint and promote a healthier planet. By utilizing Stripe Payment Services, you can now donate at the time of checkout to support the creation of a better future, as your contribution plays a vital role in enhancing our air quality. Stripe supports carbon removal projects rather than specifically air quality donation initiatives While enhancing air quality can be a beneficial result of minimizing carbon emissions, Stripe Climate prioritizes funding technologies designed to eliminate carbon dioxide (CO₂) from the atmosphere.
These initiatives encompass: Frontier Technologies: Concentrating primarily on procuring permanent CO₂ removal solutions from innovative and emerging technologies.
Advancing the Carbon Removal Ecosystem: Backing other organizations that can aid in the evolution of carbon removal methods, even if they do not yet provide net-negative removal. This may involve financing academic research or initiatives centered on specific elements like carbon capture or storage.
It’s important to note that Stripe does not operate as a charity, so contributions to Stripe Climate are not eligible for tax deductions.
Safety
Committed to safety, we set ourselves apart from other rideshare and limousine services by performing extensive State and Federal background checks on all our drivers, ensuring a consistent rapport between drivers and passengers. Prior to the start of each service, we conduct rigorous vehicle and safety inspections. Our dedication to driver safety also encompasses ongoing training reminders focused on attaining a 0% accident rate, equipping drivers with essential defensive driving skills.
State & Federal Verified
Committed to safety, we set ourselves apart from other rideshare and limousine services by performing extensive State and Federal background checks on all our drivers, ensuring a consistent rapport between drivers and passengers. Prior to the start of each service, we conduct rigorous vehicle and safety inspections. Our dedication to driver safety also encompasses ongoing training reminders focused on attaining a 0% accident rate, equipping drivers with essential defensive driving skills.
Technology
Integrating cutting-edge technology is crucial for improving safety in your transportation services. This can be accomplished through features like real-time vehicle tracking, which delivers precise location information at all times. Furthermore, providing detailed vehicle information, including driver photos and comprehensive vehicle descriptions, guarantees that everyone involved remains well-informed. To enhance communication and safety even further, you'll receive prompt notifications for any vehicle. These alerts can come with secondary contact options, enabling you to remain updated on both the vehicle's status and the overall transportation service, ensuring peace of mind for all parties concerned. Learn more>>
Confirmation
Please be advised that you will receive a 24-hour confirmation notice, followed by an additional notice one hour prior to the scheduled time.
View Driver's Contact
You will receive a 24-hour, 1 hour prior to confirmation notice and will be able to confirm the driver's contact details to call and text at the time of service.
Track Your Vehicle
You can track your vehicle anytime for your safety and peace of mind by using the links received via text and email!
Share Reservation Details
Stay safe by always sharing your trip details with someone or adding a second passenger, so they get the same route, driver, vehicle, and confirmation information.
All Questions at a Glance
Community?
Eco-Conscious
Safety
State & Federal Verified
Technology
Confirmation
View Driver's Contact
Track Your Vehicle
Share Reservation Details
The Journey Continues
John Kesler, World War II Veteran
John Kesler Jr., born in 1927, who served in the U.S. Army during World War II. Beginning his service as a teenager, he contributed to the Red Ball Express, which played a critical role in supplying the U.S. forces.S. Army the most mobile and mechanized force of the war. This operation was composed of approximately 23,000 personnel, roughly 70% of whom were Black Americans. As drivers and cargo carriers, they were responsible for moving 400,000 tons of essential supplies.
John Kesler Jr. Leadership
John Kesler has risen to a high-ranking position within World War II, serving with distinction as a transportation chauffeur, mechanic, and chef. He has become a trusted advisor to his sergeant and a respected leader among his peers.
Life After WWII
After John Kesler honorable discharge, he begin to share his skills and resources with his family and the community.
Milestone Title
A key moment in our journey that shaped who we are today.
Milestone Title
A key moment in our journey that shaped who we are today.
Our Achievements
Verified Numbers that speak for themselves
Prime Locations
- Baltimore, MD- Headquarters 145 West Ostend Street, Baltimore, Maryland 21230, United States
- Washington, DC 50 M Street Southeast, Washington, District of Columbia 20003, United States
- Virginia Beach 329 Virginia Beach Boulevard, Virginia Beach, Virginia 23451, United States
- Rehoboth Beach 511 North Boardwalk, Rehoboth Beach, Delaware 19971, United States
- Norfolk, Virginia 1225 West 25th Street, Norfolk, Virginia 23508, United States
- North Hills- Raleigh, North Carolina 4242 Six Forks Road, Raleigh, North Carolina 27609, United States
- Downtown-Charlotte, NC 128 South Tryon Street, Charlotte, North Carolina 28202, United States
- Montreal, Canada 5455 Avenue De Gaspé, Montreal, Quebec H2T 3B3, Canada
- Toronto, Canada 1 Dundas Street West, Toronto, Ontario M5G 1Z1, Canada
- Portland, Maine 400 Congress Street, Portland, Maine 04101, United States
- Vermont 300 Interstate Corporate Center, Williston, Vermont 05495, United States
- New Hampshire 1087 Elm Street, Manchester, New Hampshire 03101, United States
Latest Technology
Reserve vehicles globally, book transportation services worldwide, and maintain constant communication throughout the entire process! Watch Videos:
Choose your Vehicle
Choose from a variety of vehicles, including Sedans and Charter Buses! Enjoy flexible upgrades or downgrades.

Best for smaller occasions
Sedans
Limitless Riders
Arrange transportation for groups of 50,000 passengers or more, and we will provide the appropriate number of vehicles or establish a customized shuttle service tailored to your event or group needs.
All Services
All listed transportation services are available for use with any vehicle, provided that appropriate passenger accommodations are ensured.
Assigned Chauffeur
All drivers undergo local and federal background checks through the Public Service Commission.
Luggage
Rideshare companies might not offer luxury or elegance, but we help with luggage and ensure the right vehicle is reserved to fit everything. You can even include up to 2,000 pieces of luggage when requesting a quote or making a booking.
Features
Vehicle features may vary depending on the selection. You can view exact details upon submitting a quote. Most vehicles include Bluetooth, AUX, an ice chest, car seats upon request, red carpet service, and much more!
Preferences
You can update your profile to include temperature preferences, coffee choices, dry cleaning details, and more!
Best for larger occasions

Limitless Riders
Same features as sedans are available for all vehicles..
All Services
All listed transportation services are available for use with any vehicle, provided that appropriate passenger accommodations are ensured.
Assigned Chauffeur
All drivers undergo local and federal background checks through the Public Service Commission.
Luggage
Rideshare companies might not offer luxury or elegance, but we help with luggage and ensure the right vehicle is reserved to fit everything. You can even include up to 2,000 pieces of luggage when requesting a quote or making a booking.
Features
Vehicle features may vary depending on the selection. You can view exact details upon submitting a quote. Most vehicles include Bluetooth, AUX, an ice chest, car seats upon request, red carpet service, and much more!
Preferences
You can update your profile to include temperature preferences, coffee choices, dry cleaning details, and more!
Charter Buses
Shuttle Services
Streamline your travel with our shuttle software.
Shuttle Options
Accommodations
Corporate Shuttles
Watch VideoThe Ultimate Solution for Your Business Transportation Needs! Focus on growing your business while we take care of the rest.
Are you tired of dealing with the hassle of coordinating transportation for your employees?
Solution: Our team of experienced professionals will create top-notch shuttle transportation services for businesses of all sizes. Whether you need to shuttle employees to and from the office, transport clients to important meetings, or provide transportation for corporate events, we help keep companies organized and ensure booking shuttle seats is easy and the responsibility of your team members.
Wedding Shuttles
Watch VideoWedding Shuttles offer wedding coordinators the option to provide wedding guests with the opportunity to book seats. We create a personalized link under the event coordinator's name or the payor, and as wedding guests book their seats, we automatically receive tracking of the number of passengers and confirmation of passenger's contact information. This eliminates the hassle for wedding coordinators in maintaining RSVP information for transportation servce
School Shuttles
Watch VideoOrganize community shuttle services for zoned schools or reserve individual seats on existing school shuttles.
Individual Travel
Watch VideoWe specialize in connecting our clients to transportation options across the globe. Whether you are traveling alone or need a single shuttle seat, our services ensure seamless and convenient bookings tailored to your needs.
Create Routes
Watch VideoDesign shuttle routes or general transportation plans for your organization, community, or groups.
Booking & Communications
Efficiency
Shuttle App Access
Book transportation seats and more using our text/email App access. You can login or book via website once you view our Leisure Book Trips page.
Payment Options
Payment OptionsOur payment options varies for shuttle services. You can have it under one account as a company transportation provider or individual payment per passenger. Check out all forms of payments from ACH, Credit Card etc.
Professional Driver
Our rideshare app makes modern ride-sharing effortless with top-notch communication. You'll get reminder texts about your reservation 24 hours and 1 hour in advance, plus a confirmation when your driver is on the way, so you can check the exact arrival time. You can even see a photo of your driver to confirm their identity and vehicle. Once your driver arrives, you'll receive a notification, making it easy to call or text them directly. You can also share the service status with others for added safety. Watch the video below for more details!
Accommodations
Accomodations for services varies. You can request any needed accomodations for your transportation shuttles!
Real Time
ButtonCommunications|Tracking-Our rideshare app makes modern ride-sharing effortless with top-notch communication. You'll get reminder texts about your reservation 24 hours and 1 hour in advance, plus a confirmation when your driver is on the way, so you can check the exact arrival time. You can even see a photo of your driver to confirm their identity and vehicle. Once your driver arrives, you'll receive a notification, making it easy to call or text them directly. You can also share the service status with others for added safety. Watch the video below for more details!

Book Trips
Thrilling adventures await you and your group!
Trips
Includes Accommodations
Crab & Cruise
Beach Day
Amusement Parks
Sights & Sounds
Skydive Experience
Accommodations
Overnight, 2 & 10 day Trips
Room & Board
Charter or Shuttle
Professional Chauffeur
Luggage Space
TV | Bathroom





















