Driving Jobs in Holiday, FL — Immediate Openings

As of April 2026, there are 30+ open driving positions in Holiday, FL. Current pay ranges from $800 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Night Shift Grubhub Courier

Holiday, FL

$2,380 - $4,080

Suburban Delivery Network

Hiring in Holiday:Driver Opportunity(Part-Time)

Holiday, FL

$2,660 - $4,560

Local Shopper Partners

Urgent Hire in Holiday:Courier

Holiday, FL

$2,100 - $3,675

Grubhub

Suburban Route Grubhub Driver

Holiday, FL

$2,400 - $4,200

Wholesale Transit Partners

(Holiday)Part-Time:Driver Opportunity

Holiday, FL

$3,040 - $5,225

Regional Expedite Logistics

Regional Expedite Logistics seeks Independent Contractor Driver-Long

Holiday, FL

$3,500 - $6,000

Grubhub

Campus Area Grubhub Driver

Holiday, FL

$2,730 - $5,040

Campus Courier Network

Weekend Shift:Driver Opportunity-Holiday

Holiday, FL

$2,600 - $4,800

Heavy Freight Logistics

Hiring in Holiday:Independent Contractor Driver-Cargo Van / Box Truck

Holiday, FL

$5,000 - $8,500

Grubhub

Grubhub Bicycle & Scooter Courier

Holiday, FL

$2,275 - $4,095

Grubhub

Early Morning Grubhub Driver

Holiday, FL

$2,530 - $4,370

Secure Document Couriers

Holiday Career:Independent Contractor Driver-Night Shift

Holiday, FL

$2,800 - $5,000

Driving Jobs in Holiday — FAQ

How many driving jobs are available in Holiday, FL right now?
There are currently 30+ open driving positions in Holiday, 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 Holiday?
Driving job pay in Holiday 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 Holiday?
Yes. Many delivery driver, courier, and DSP positions in Holiday 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 Holiday?
Driving jobs in Holiday 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 Holiday?
Benefits vary by employer, but many driving positions in Holiday 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 Holiday?
Your take-home pay as a driver in Holiday 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 Holiday?
Yes, many driving positions in Holiday 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: April 26, 2026