Driving Jobs in Anna Maria, FL — Immediate Openings

As of May 2026, there are 80+ open driving positions in Anna Maria, FL. Current pay ranges from $14 to $138,000 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Postmates

Postmates seeks Same-day Delivery Driver in Anna Maria | Hiring

Anna Maria, FL

$2,912 - $4,914

Express Logistics

Express Logistics seeks Delivery Driver-Full Time Local Routes in Anna

Anna Maria, FL

$19 - $24

Instacart

Instacart Needs Delivery Driver-Grocery Same Day Service in Anna Maria

Anna Maria, FL

$16 - $23

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck Specialist-Anna

Anna Maria, FL

$5,000 - $8,500

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter Courier Position in

Anna Maria, FL

$2,500 - $4,500

On-Demand Tasks Network

Hiring:Independent Contractor Driver-On-demand Errands in Anna

Anna Maria, FL

$2,000 - $4,000

United Parcel Service (UPS)

UPS Package Delivery Driver Position in Anna Maria | Hiring

Anna Maria, FL

$4,000 - $7,500

Matheson Postal Services

Hiring:USPS Mail Haul Truck Driver-CDL A Contractor in Anna Maria,FL

Anna Maria, FL

$70,000 - $90,000

First Student

Join First Student in Anna Maria as a School Bus Driver-CDL B With

Anna Maria, FL

$22 - $30

Uber Eats

Alcohol Delivery Driver Needed-Anna Maria Area | Hiring

Anna Maria, FL

$2,550 - $4,250

Wayfair

Wayfair Needs Delivery Driver-Furniture And Appliance Home

Anna Maria, FL

$21 - $27

Corporate Catering Couriers

Anna Maria-based Independent Contractor Driver-Catering Logistics

Anna Maria, FL

$3,500 - $6,000

Driving Jobs in Anna Maria — FAQ

How many driving jobs are available in Anna Maria, FL right now?
There are currently 80+ 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 80+ listings above and apply directly.

Last updated: May 13, 2026