Delivery Driver Jobs in Big Pine Key, FL — Immediate Openings

As of September 2026, there are 38 delivery driver openings in Big Pine Key, FL. Local pay ranges from $1,092 to $9,775/year. Listings are updated daily — benefits start Day 1 for most positions.

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

Delivery Driver Jobs in Big Pine Key — FAQ

How many delivery driver jobs are open in Big Pine Key, FL?
There are currently 38+ delivery driver positions in Big Pine Key, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Big Pine Key?
Delivery Driver pay in Big Pine Key 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 Big Pine Key require experience?
Many delivery driver positions in Big Pine Key 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 Big Pine Key?
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