Driving Jobs in Naples, FL — Now Hiring

As of September 2026, there are 20+ open driving positions in Naples, FL. Current pay ranges from $1,200 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

Naples, FL

$2,975 - $5,100

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Naples, FL

$2,200 - $3,960

On-Demand Tasks Network

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

Naples, FL

$2,000 - $4,000

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Naples, FL

$5,000 - $8,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Naples, FL

$3,136 - $5,600

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Naples, FL

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Naples, FL

$3,500 - $6,000

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Naples, FL

$3,150 - $5,775

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Naples, FL

$2,464 - $4,224

United Parcel Service (UPS)

UPS Package Delivery Driver

Naples, FL

$4,400 - $8,250

Domino's Pizza

Pizza Delivery Driver($2.5k-$4.2k/Month)-Naples,FL | Hiring

Naples, FL

$2,500 - $4,200

Amazon DSP

Amazon DSP Needs Delivery Driver in Naples | Hiring

Naples, FL

$3,500 - $4,800

Driving Jobs in Naples — FAQ

How many driving jobs are available in Naples, FL right now?
There are currently 20+ open driving positions in Naples, 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 Naples?
Driving job pay in Naples 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 Naples?
Yes. Many delivery driver, courier, and DSP positions in Naples 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 Naples?
Driving jobs in Naples 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 Naples?
Benefits vary by employer, but many driving positions in Naples 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 Naples?
Your take-home pay as a driver in Naples 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 Naples?
Yes, many driving positions in Naples 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 20+ listings above and apply directly.

Last updated: September 11, 2026