Driving Jobs in Holiday, FL — See Openings

As of May 2026, there are 40+ 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.

FreshDrop Logistics

Hiring in Holiday:Driver Opportunity(Part-Time)

Holiday, FL

$3,150 - $5,775

Final Mile Delivery Co.

$3k-$5.5k/Month Independent Contractor Driver-Final Mile Parcel job in

Holiday, FL

$3,000 - $5,500

Local Shopper Partners

Urgent Hire in Holiday:Courier

Holiday, FL

$2,100 - $3,675

Grubhub

Grubhub Delivery Driver

Holiday, FL

$2,300 - $4,140

Regional Expedite Logistics

Regional Expedite Logistics seeks Independent Contractor Driver-Long

Holiday, FL

$3,500 - $6,000

United Parcel Service (UPS)

Join United Parcel Service(UPS)in Holiday as a UPS Package Delivery

Holiday, FL

$4,000 - $7,500

Wholesale Transit Partners

(Holiday)Part-Time:Driver Opportunity

Holiday, FL

$3,040 - $5,225

Local Merchant Delivery Network

Apply Now:Independent Contractor Driver-Early Morning Bakery/floral in

Holiday, FL

$2,400 - $4,200

Midday Logistics Co.

(Holiday)Part-Time:Driver Opportunity

Holiday, FL

$950 - $1,900

Grubhub

Grubhub Large Order Delivery Driver

Holiday, FL

$3,500 - $6,000

Grubhub

Early Morning Grubhub Driver

Holiday, FL

$2,530 - $4,370

Urban Pedal Logistics

Holiday:Independent Contractor Driver-Urban E-bike/scooter Courier

Holiday, FL

$2,500 - $4,500

Driving Jobs in Holiday — FAQ

How many driving jobs are available in Holiday, FL right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 04, 2026