Driving Jobs in Big Pine Key, FL — Open Positions

As of September 2026, there are 40+ open driving positions in Big Pine Key, FL. Current pay ranges from $1,092 to $9,775 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

Big Pine Key, FL

$3,080 - $5,280

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Big Pine Key, FL

$2,750 - $4,950

On-Demand Tasks Network

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

Big Pine Key, FL

$2,000 - $4,000

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Big Pine Key, FL

$5,750 - $9,775

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Big Pine Key, FL

$3,219 - $5,750

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Big Pine Key, FL

$2,184 - $3,822

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Big Pine Key, FL

$4,024 - $6,899

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Big Pine Key, FL

$2,760 - $5,060

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Big Pine Key, FL

$3,136 - $5,376

United Parcel Service (UPS)

UPS Package Delivery Driver

Big Pine Key, FL

$3,520 - $6,600

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Big Pine Key, FL

$3,185 - $5,460

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Big Pine Key, FL

$2,625 - $4,725

Driving Jobs in Big Pine Key — FAQ

How many driving jobs are available in Big Pine Key, FL right now?
There are currently 40+ open driving positions in Big Pine Key, 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 Big Pine Key?
Driving job pay in Big Pine Key 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 Big Pine Key?
Yes. Many delivery driver, courier, and DSP positions in Big Pine Key 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 Big Pine Key?
Driving jobs in Big Pine Key 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 Big Pine Key?
Benefits vary by employer, but many driving positions in Big Pine Key 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 Big Pine Key?
Your take-home pay as a driver in Big Pine Key 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 Big Pine Key?
Yes, many driving positions in Big Pine Key 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