Driving Jobs in Captiva, FL — Open Positions

As of May 2026, there are 80+ open driving positions in Captiva, FL. Current pay ranges from $14 to $124,200 per year. Top hiring areas include Delivery Driver, Cdl Driver and Yard Jockey. New roles are posted daily — listings on this page are verified and updated regularly.

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter

Captiva, FL

$2,500 - $4,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand

Captiva, FL

$2,000 - $4,000

Instacart

Captiva-based Delivery Driver-Grocery Same Day Service Opening

Captiva, FL

$16 - $23

Urban Pedal Logistics

Apply Now:Independent Contractor Driver-Urban E-bike/scooter Courier

Captiva, FL

$2,500 - $4,500

Penske Logistics

CDL A Yard Hostler Truck Driver-Trailer Spotter•Captiva,FL•Penske

Captiva, FL

$25 - $32

FedEx Custom Critical

Now Hiring:Expedited Sprinter Van Driver-Time Critical Cargo in

Captiva, FL

$69,000 - $124,200

United Parcel Service (UPS)

UPS Package Delivery Driver($4k-$7.5k/Month)-Captiva,FL | Hiring

Captiva, FL

$4,000 - $7,500

Amazon Flex

Captiva Holiday Peak Delivery Driver($4.5k-$7.5k/Month) | Hiring

Captiva, FL

$4,500 - $7,500

DoorDash

Morning Shift Delivery Driver Position in Captiva | Hiring

Captiva, FL

$2,484 - $4,232

Schneider National

Captiva:Delivery Driver-CDL Class A Regional Routes

Captiva, FL

$70,000 - $85,000

Granite Construction

CDL B Water Truck Driver-Construction Site Dust

Captiva, FL

$29 - $36

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Captiva, FL

$5,000 - $8,500

Driving Jobs in Captiva — FAQ

How many driving jobs are available in Captiva, FL right now?
There are currently 80+ open driving positions in Captiva, 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 Captiva?
Driving job pay in Captiva 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 Captiva?
Yes. Many delivery driver, courier, and DSP positions in Captiva 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 Captiva?
Driving jobs in Captiva 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 Captiva?
Benefits vary by employer, but many driving positions in Captiva 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 Captiva?
Your take-home pay as a driver in Captiva 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 Captiva?
Yes, many driving positions in Captiva 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 80+ listings above and apply directly.

Last updated: May 13, 2026