Driving Jobs in Big Pine Key, FL — Hiring Now

As of May 2026, there are 100+ open driving positions in Big Pine Key, FL. Current pay ranges from $440 to $9,350 per year. Top hiring areas include Delivery Driver, General and Grocery. New roles are posted daily — listings on this page are verified and updated regularly.

Metro Pedal Express

Urban Bicycle Courier (Downtown Dispatch)

Big Pine Key, FL

$2,375 - $3,800

Secure Legal Logistics

Legal & Secure Document Courier

Big Pine Key, FL

$3,500 - $5,500

Uber

Uber seeks Ubereats Large Order Delivery Driver in Big Pine Key

Big Pine Key, FL

$3,500 - $6,000

Uber

Ubereats Shop And Pay Expert(Contract)-Big Pine Key | Hiring

Big Pine Key, FL

$2,800 - $4,800

Urban Pedal Logistics

Urban Pedal Logistics Needs Independent Contractor Driver-Urban

Big Pine Key, FL

$2,700 - $4,860

Uber

Part-time Driver Position in Big Pine Key | Hiring

Big Pine Key, FL

$540 - $1,620

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Big Pine Key, FL

$5,000 - $8,500

Uber

Uber(Big Pine Key)Hiring:Black Driver | Apply Now

Big Pine Key, FL

$4,860 - $8,100

Regional Expedite Logistics

Regional Expedite Logistics(Big Pine Key)Hiring:Independent Contractor

Big Pine Key, FL

$3,185 - $5,460

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Big Pine Key, FL

$3,800 - $5,700

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands•Big Pine

Big Pine Key, FL

$2,000 - $4,000

Uber

Apply Now in Big Pine Key:Campus Area Ubereats Driver | Hiring

Big Pine Key, FL

$2,600 - $4,800

Driving Jobs in Big Pine Key — FAQ

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

Last updated: May 03, 2026