Driving Jobs in Key West, FL — See Openings

As of October 2026, there are 50+ open driving positions in Key West, FL. Current pay ranges from $14 to $85,000 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

US Postal Service Contractors

Key West Career:Highway Contract Route(HCR)Driver at US Postal Service

Key West, FL

$4,000 - $7,000

United Parcel Service (UPS)

UPS Package Delivery Driver

Key West, FL

$4,400 - $8,250

XPO Logistics

Key West Job:Driver Opportunity(No Exp Req*)

Key West, FL

$22 - $28

Instacart

Flexible Hours:Driver Opportunity-Key West

Key West, FL

$2,900 - $4,800

Walmart Spark

$2.6k-$4.1k/Month Delivery Driver job in Key West | Hiring

Key West, FL

$2,576 - $4,140

FedEx Ground

[Part-Time] Driver Opportunity-Key West

Key West, FL

$21 - $26

Schneider National

Driver Opportunity(Part-Time)@ Schneider National-Key West

Key West, FL

$70,000 - $85,000

Roadie

Box Truck Delivery Driver(Last-mile Logistics And Big And Bulky

Key West, FL

$4,725 - $8,190

United States Postal Service

United States Postal Service(Key West)Hiring:Assistant Rural Carrier

Key West, FL

$1,500 - $2,500

Amazon DSP

Key West Delivery Driver($4k-$5.5k/Month) | Hiring

Key West, FL

$4,024 - $5,520

Instacart

Evening Role:Driver Opportunity(Key West)

Key West, FL

$16 - $23

Postal Transport Network

Key West,FL:Local Mail Transport & Logistics Driver at Postal

Key West, FL

$3,800 - $5,500

Driving Jobs in Key West — FAQ

How many driving jobs are available in Key West, FL right now?
There are currently 50+ open driving positions in Key West, 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 Key West?
Driving job pay in Key West 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 Key West?
Yes. Many delivery driver, courier, and DSP positions in Key West 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 Key West?
Driving jobs in Key West 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 Key West?
Benefits vary by employer, but many driving positions in Key West 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 Key West?
Your take-home pay as a driver in Key West 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 Key West?
Yes, many driving positions in Key West 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 50+ listings above and apply directly.

Last updated: October 03, 2026