Driving Jobs in Anna Maria, FL — Apply Today

As of April 2026, there are 100+ open driving positions in Anna Maria, FL. Current pay ranges from $500 to $7,820 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Campus Area Grubhub Driver

Anna Maria, FL

$2,366 - $4,368

On-Demand Tasks Network

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

Anna Maria, FL

$2,200 - $4,400

Lyft

$4k-$6.5k/Month XL Rideshare Driver job in Anna Maria | Hiring

Anna Maria, FL

$4,000 - $6,500

Uber

Night Shift Rideshare Driver($3.2k-$5.5k/Month)-Anna Maria,FL

Anna Maria, FL

$3,200 - $5,500

Grubhub

Grubhub Delivery Driver

Anna Maria, FL

$2,800 - $5,040

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Anna Maria, FL

$2,800 - $4,800

Shipt

Hiring in Anna Maria:Campus Area Shopper(Part-Time)

Anna Maria, FL

$2,600 - $4,800

Uber

Anna Maria Contract:Ubereats Large Order Delivery Driver

Anna Maria, FL

$3,780 - $6,480

Uber

Weekend Ubereats Delivery Professional|Flexible|Anna Maria

Anna Maria, FL

$2,200 - $3,800

Last Mile Logistics Network

Independent Contractor Driver - Last-Mile Logistics

Anna Maria, FL

$2,800 - $5,000

Uber

Anna Maria Contract:Night Shift Ubereats Courier

Anna Maria, FL

$2,800 - $4,800

Shipt

Flexible Hours:Early Morning Shopper-Anna Maria

Anna Maria, FL

$2,200 - $3,800

Driving Jobs in Anna Maria — FAQ

How many driving jobs are available in Anna Maria, FL right now?
There are currently 100+ 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 100+ listings above and apply directly.

Last updated: April 17, 2026