Regional Flatbed CDL Jobs in Fort Myers, FL for New and Experienced Drivers
Fort Myers serves as a key freight corridor along Florida’s Gulf Coast, with direct access to I-75 and strong regional lanes moving north into Central Florida and across the Southeast. This location allows drivers to stay consistently moving while running efficient routes throughout Florida and neighboring states.
Drivers based in Fort Myers earn $1,400 to $1,800 per week with guaranteed home time every weekend and access to steady, year-round freight. Cypress Truck Lines offers paid flatbed training, modern equipment, and long-term opportunities for both recent CDL graduates and experienced drivers looking for a more reliable regional schedule.
Consistent Miles, Strong Pay, and Weekly Home Time in Southwest Florida
- All the Miles You Want: Get consistent miles every week!
- Great Pay: Regional CDL drivers average $1,400-$1,800.
- Paid for Every Mile: Loaded or empty, you get paid.
- Guaranteed Home Time: Regional Drivers are home every weekend, no exceptions!
- Paid Training: Exp. CDL-A Drivers up to $1,000/Week
- Regional Southeast Freight: Consistent lanes throughout FL, GA, TN, AL, SC, NC and VA.
- 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.
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.
Home Every Weekend
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.
Our Reputation
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 Equipment
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.
Qualifications
- Valid CDL-A License
- 0-6 Months Experience
- Must Be 21 years Of Age
- No DUI In Last 10 Years
- No Felony’s In The Last 7 Years
- 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.
Regional CDL Jobs Near Fort Myers, Florida
Drivers living near Fort Myers, FL can also explore Regional Flatbed CDL opportunities across Southwest Florida while running freight throughout the Southeast. Many drivers in this area operate along the I-75 corridor and surrounding Gulf Coast routes, with consistent lanes extending into Florida, Georgia, Alabama, South Carolina, North Carolina, Tennessee, Virginia, and Texas. This allows drivers to stay based locally while covering a wide regional network.