Delivery Driver Jobs in Captiva, FL — Start This Week

As of September 2026, there are 38 delivery driver openings in Captiva, FL. Local pay ranges from $1,020 to $8,625/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Captiva, FL

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Captiva, FL

$2,500 - $4,500

On-Demand Tasks Network

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

Captiva, FL

$2,160 - $4,320

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Captiva, FL

$5,000 - $8,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Captiva, FL

$3,024 - $5,400

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Captiva, FL

$2,208 - $3,864

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Captiva, FL

$4,024 - $6,899

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Captiva, FL

$3,150 - $5,775

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Captiva, FL

$2,800 - $4,800

United Parcel Service (UPS)

UPS Package Delivery Driver

Captiva, FL

$4,600 - $8,625

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Captiva, FL

$3,080 - $5,280

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Captiva, FL

$2,750 - $4,950

Delivery Driver Jobs in Captiva — FAQ

How many delivery driver jobs are open in Captiva, FL?
There are currently 38+ delivery driver positions in Captiva, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Captiva?
Delivery Driver pay in Captiva 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 Captiva require experience?
Many delivery driver positions in Captiva 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 Captiva?
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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Last updated: September 11, 2026