Regional CDL Jobs in Florida

Cypress Truck Lines; Tampa (FL); On-site; USD 64,000 - 82,000; Full time

Benefits offered by this job

Medical Insurance

Dental Insurance

Vision Insurance

401(k) with company match

Paid Time Off

Paid Training

Job summary

Cypress Truck Lines is seeking regional flatbed CDL-A drivers for Florida routes, offering steady miles, strong weekly pay, and reliable home time with weekend starts. Regional positions cover North and Central Florida, ensuring a predictable schedule and consistent freight lanes.

New and experienced drivers can benefit from paid training, pre-loaded and tarped loads, and a robust benefits package including medical, dental, vision, and a 401(k) with company match.

Qualifications

• Must hold a valid CDL-A license on file with the state.

Responsibilities

• Regional flatbed CDL-A driving across Florida and Southeast.
• Maintain safe driving practices and adhere to company policies.
• Complete trips with consistent miles and home time on weekends.

Job description

We're Hiring New and Experienced CDL-A Drivers in Florida

Looking for CDL jobs in Florida with steady miles, strong weekly pay, and reliable home time? Cypress Truck Lines is hiring Regional Flatbed CDL-A drivers across North and Central Florida, offering consistent Southeast freight and home every weekend. Whether you’re based near Jacksonville, Orlando, Ocala, Tampa, Tallahassee or along our primary hiring corridors, our regional positions are built for drivers who want dependable work and a predictable schedule.

Why Cypress Truck Lines is a Top Choice for Florida Class A CDL Drivers

Drivers across Florida choose Cypress Truck Lines for the stability of a long-established carrier, consistent Southeast regional freight, and dependable weekly miles.

• All the Miles You Want: Get consistent miles every week!
• Paid for Every Mile: Loaded or empty, you get paid.
• Guaranteed Home Time: Regional Drivers arehome every weekend, no exceptions!
• Paid Training: Exp. CDL-A Drivers up to $1,000/Week
• Pre-Loaded and Tarped: 90% of loads are ready to go.
• Performance Bonuses: Quarterly safety and performance bonuses up to $600.
• Seniority Bonus: Annual bonuses from $500 to $2,500 for loyal drivers.
• Comprehensive Benefits Package: Medical Insurance, Dental Insurance & Vision Insurance
• Retirement Package: 401(k) with a 50% company match up to 6% to secure your future.
• Paid Time Off: Enjoy paid holidays and vacation time.
• The Best Equipment on the road, see for yourself here .

Regional CDL Jobs Available Across Florida

We are actively hiring regional flatbed CDL-A drivers throughout Florida.

Drivers living near these areas are well-positioned to take advantage of Cypress’s regional freight lanes throughout Florida and the Southeast.

Why Drive for Cypress Truck Lines in Florida?

Our drivers are the backbone of everything we do. At Cypress Truck Lines, we support our Florida drivers with consistent Southeast freight, strong weekly pay, and the benefit that matters most. Reliable weekend home time. Whether you are based in Jacksonville, Orlando, Tampa, or anywhere across Florida, our regional flatbed positions are built for long-term success.

Assigned Equipment - No Slip Seating

When you’re ready to hit the road, you’ll be assigned your own truck. We do not run teams or slip seating. This is your truck and your home away from home. Our sleeper trucks are equipped with the comforts you need on the road. If you live within range of one of our terminals and have a safe place to park, you may be able to take your truck home on weekends.

Consistent Miles and Strong Pay

Our Florida drivers run steady regional routes throughout the Southeast with reliable freight year-round. Regional flatbed CDL drivers average $1,400 to $1,800 per week, with consistent miles and dependable schedules that support predictable income.

We know home time matters. Our regional CDL drivers in Florida are home every weekend with a schedule you can count on. No long-haul uncertainty - just consistent routes that keep you moving during the week and back home when it matters most. Whether you’re planning time with family or just need a predictable routine, our drivers know when they’re getting home.

Since 1972, Cypress Truck Lines has built a reputation for stability, reliability, and respect for drivers. We partner with leading companies across the Southeast and provide the kind of consistency drivers are looking for in today’s market.

Our people are the best, but we also have the top-of-line equipment that helps them perform their jobs in the safest, efficient way possible.

• Clean MVR/No More Than 2 Violations In 5 Years

Don’t have your CDL yet? Get paid to train at Cypress CDL School and start your driving career.