Driving Jobs in Key West, FL — Apply Today
As of March 2026, there are 30+ open driving positions in Key West, FL. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.
Grubhub
Early Morning Grubhub Driver
Key West, FL
$2,200 - $3,800
Grubhub
Campus Area Grubhub Driver
Key West, FL
$2,989 - $5,520
Grubhub
Part-Time Grubhub Driver (Lunch Rush)
Key West, FL
$840 - $1,890
Grubhub
Suburban Route Grubhub Driver
Key West, FL
$2,592 - $4,536
Grubhub
Grubhub Bicycle & Scooter Courier
Key West, FL
$2,500 - $4,500
Grubhub
Night Shift Grubhub Courier
Key West, FL
$2,800 - $4,800
Grubhub
Grubhub Shop and Pay Driver
Key West, FL
$3,024 - $5,184
Grubhub
Weekend Grubhub Delivery Professional
Key West, FL
$2,002 - $3,458
Grubhub
Grubhub Large Order Delivery Driver
Key West, FL
$3,500 - $6,000
Grubhub
Grubhub Delivery Driver
Key West, FL
$2,625 - $4,725
Uber
Key West Contract:Campus Area Ubereats Driver
Key West, FL
$2,366 - $4,368
Uber
Key West Contract:Connect Package Delivery Driver
Key West, FL
$2,640 - $4,840
Driving Jobs in Key West — FAQ
How many driving jobs are available in Key West, FL right now?
There are currently 30+ 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 30+ listings above and apply directly.
Last updated: March 13, 2026