Driving Jobs in Key West, FL — Apply Today
As of April 2026, there are 50+ open driving positions in Key West, FL. Current pay ranges from $500 to $8,500 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.
Lyft
Key West:Event Rideshare Driver(Contractor,$2.8k-$5k/Month) | Hiring
Key West, FL
$2,800 - $5,000
Shipt
Key West Needs:Midday Shopper(Part-Time)
Key West, FL
$1,000 - $2,000
Grubhub
Suburban Route Grubhub Driver
Key West, FL
$2,592 - $4,536
Grubhub
Grubhub Bicycle & Scooter Courier
Key West, FL
$2,500 - $4,500
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Key West, FL
$5,000 - $8,500
Uber
Ubereats Bicycle & Scooter Courier(Gig)-Key West
Key West, FL
$2,275 - $4,095
Uber
WAV Rideshare Driver|Key West,FL|Uber | Hiring
Key West, FL
$3,500 - $5,500
Shipt
$50.25/hr Bulk Order Specialist-Key West(PT)
Key West, FL
$3,200 - $5,500
Shipt
Urgent Hire in Key West:Courier
Key West, FL
$2,000 - $3,500
Lyft
Premium Rideshare Driver Needed-Key West Area | Hiring
Key West, FL
$4,500 - $7,500
Uber
Suburban Route Ubereats Driver(Contract)-Key West,FL
Key West, FL
$2,040 - $3,570
Grubhub
Campus Area Grubhub Driver
Key West, FL
$2,989 - $5,520
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: April 17, 2026