Delivery Driver Jobs in Anna Maria, FL — Hiring Now

As of September 2026, there are 38 delivery driver openings in Anna Maria, FL. Local pay ranges from $1,056 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

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

Delivery Driver Jobs in Anna Maria — FAQ

How many delivery driver jobs are open in Anna Maria, FL?
There are currently 38+ delivery driver positions in Anna Maria, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Anna Maria?
Delivery Driver pay in Anna Maria varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Anna Maria require experience?
Many delivery driver positions in Anna Maria welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Anna Maria?
Browse the 38+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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2 open positions

Last updated: September 11, 2026