Driving Jobs in Anna Maria, FL — Open Positions

As of September 2026, there are 40+ open driving positions in Anna Maria, FL. Current pay ranges from $1,056 to $8,500 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Anna Maria, FL

$3,675 - $6,300

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Anna Maria, FL

$2,300 - $4,140

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Anna Maria, FL

$1,840 - $3,680

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Anna Maria, FL

$4,600 - $7,820

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Anna Maria, FL

$3,219 - $5,750

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Anna Maria, FL

$2,208 - $3,864

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Anna Maria, FL

$3,920 - $6,720

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Anna Maria, FL

$3,150 - $5,775

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Anna Maria, FL

$2,940 - $5,040

United Parcel Service (UPS)

UPS Package Delivery Driver

Anna Maria, FL

$4,000 - $7,500

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Anna Maria, FL

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Anna Maria, FL

$2,750 - $4,950

Driving Jobs in Anna Maria — FAQ

How many driving jobs are available in Anna Maria, FL right now?
There are currently 40+ open driving positions in Anna Maria, FL. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Anna Maria?
Driving job pay in Anna Maria varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Anna Maria?
Yes. Many delivery driver, courier, and DSP positions in Anna Maria require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Anna Maria?
Driving jobs in Anna Maria offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Anna Maria?
Benefits vary by employer, but many driving positions in Anna Maria offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Anna Maria?
Your take-home pay as a driver in Anna Maria depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Anna Maria?
Yes, many driving positions in Anna Maria are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 40+ listings above and apply directly.

Last updated: September 11, 2026