High-paying driving jobs in Annapolis
Driving involves operating vehicles to transport passengers or goods safely. Drivers must follow traffic laws and ensure the vehicle's maintenance. They need good reflexes, focus, and the ability to navigate roads efficiently, often in various weather conditions.
We found 857 high-paying for you in Annapolis, MD. These driving jobs pay well, with salaries between $58,956 to $208,448 per hour. Popular roles include Truck Driver, Owner Operator Driver and Driver.
Job title
Updated Sep 08, 2026
Job title
Annapolis, MD
Maryland
Job openings (Annapolis)
Owner Operator Driver
Annapolis
$3,813
per week
Maryland
$3,093
per week
Driver (independent Contractor)
Annapolis
$45.65
per hour
Maryland
$30.42
per hour
Truck Driver
Annapolis
$1,688
per week
Maryland
$1,718
per week
Driver
Annapolis
$17.82
per hour
Maryland
$20.75
per hour
Tanker Driver
Annapolis
$307
per day
Maryland
$293
per day
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Owner Operator Driver
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Please refer to the employers job description for complete details.
Owner Operator Drivers transport goods safely, manage logistics, and ensure compliance with regulations. Skills in route planning, knowledge of trucking regulations, and strong self-discipline are essential.
The top companies hiring Owner Operator Driver in Annapolis, MD are Evans Network of Companies (10 jobs), Forward Air (2 jobs), and Panther Premium Logistics (2 jobs).
Owner Operator Driver jobs take 63 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 264 jobsAverage pay
Annapolis
$3,813 per weekMaryland
$3,093 per weekSkills
- Driving
- Van driver
- Tractor-trailer
- Truck driving
- Commercial driving
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Driver (independent Contractor)
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Please refer to the employers job description for complete details.
Independent contractor drivers use their own vehicles for deliveries, managing their own schedules and client interactions. Strong self-management skills, reliable transportation and knowledge of local routes are essential in this role.
Driver (independent Contractor) jobs take 56 days on average from job posting to starting date. Currently, 86% of job openings are part-time roles.
See 12 jobsAverage pay
Annapolis
$45.65 per hourMaryland
$30.42 per hourSkills
- Driving
- Delivery driver experience
- Customer service
- Heavy lifting
- Route driving
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Truck Driver
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Please refer to the employers job description for complete details.
Truck Drivers transport goods, maintain logs, and ensure vehicle safety. A valid commercial driver's license, adherence to regulations, and time management skills are essential. Experience in long-haul driving is advantageous.
The top companies hiring Truck Driver in Annapolis, MD are Valor (6 jobs), Alabama Motor Express (3 jobs), and Crosby trucking Service, Inc. (2 jobs).
Truck Driver jobs take 90 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 433 jobsAverage pay
Annapolis
$1,688 per weekMaryland
$1,718 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
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Driver
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Please refer to the employers job description for complete details.
Drivers operate vehicles safely, follow schedules, and handle delivery documentation. A valid driver's license, time management skills, and navigation abilities are essential.
The top companies hiring Driver in Annapolis, MD are Uber Drivers (2 jobs), Advance Auto Parts (1 job), and Chick-fil-A Restaurants (1 job).
Driver jobs take 71 days on average from job posting to starting date. Currently, 38% of job openings are part-time roles.
See 136 jobsAverage pay
Annapolis
$17.82 per hourMaryland
$20.75 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair
-
Tanker Driver
Review job description
Please refer to the employers job description for complete details.
Tanker drivers transport liquid cargo while adhering to safety regulations. Key qualifications for this role include specialized training, attention to detail and experience working with hazardous materials.
Tanker Driver jobs take 81 days on average from job posting to starting date. Currently, 1% of job openings are part-time roles.
See 12 jobsAverage pay
Annapolis
$307 per dayMaryland
$293 per daySkills
- Tanker
- Driving
- Truck driving
- English
- Regional lane