Updated May 2026
Best Trucking Companies in Tallahassee, Florida (May 2026)
Tallahassee, Florida, May 2026: 262 active W2 trucking carriers. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. Florida trucking runs on I-95 / I-75 north-south spines and the I-4 Tampa-Orlando-Daytona cross, with Port of Miami and Port of Jacksonville as major gateways alongside heavy citrus and produce agriculture freight.
What changed in May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where CDL pay is strongest in Tallahassee, Florida this month
The top of the list is KEEP TRUCKING LLC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1KEEP TRUCKING LLC — $2,200/wk
KEEP TRUCKING LLC is number-one in Tallahassee, Florida this month on the composite ranking. KEEP TRUCKING LLC sits in the 95th percentile for weekly pay among Tallahassee, Florida carriers. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. Lanefinder's application data flags KEEP TRUCKING LLC as a responsive employer.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 92nd percentile on weekly pay for the Tallahassee, Florida market. On unsafe-driving avoidance, the carrier ranks in the 99th percentile per FMCSA SAFER data. Lanefinder's application data flags True Transport Inc. as a responsive employer.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 95th percentile across Tallahassee, Florida. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 HMD TRUCKING INC at $1,800/wk, #6 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #7 JS HELWIG & SON LLC at $1,850/wk, #8 Diaz Stone & Pallet Inc. at $1,750/wk, #9 DIVINE ENTERPRISES at $1,375/wk, #10 G-DIAMOND TRANSPORT INC at $2,045/wk.
What Tallahassee, Florida drivers actually run
The route mix in Tallahassee, Florida this month tilts OTR: 17% regional, 82% OTR, 1% local, 0% semi-local — drawn from active postings, not historical surveys.
Across Tallahassee, Florida CDL postings: 2% with guaranteed pay, 26% dedicated, 85% take-truck-home, 66% pet-friendly, 69% riders-allowed.
Tallahassee, Florida vs Florida: the numbers that diverge
Tallahassee, Florida's biggest divergence from Florida is on dedicated routes, 5 points above the state baseline.
Driving CDL in Florida
Florida CDL work splits cleanly between coastal port-and-tourism freight (Miami, Jacksonville, Tampa, Port Everglades) and Central Florida last-mile distribution. The hurricane season — June through November — drives both stress and opportunity: insurance rates climb, freight rates spike around storm-recovery windows, and shutdown days are a real income variable. Florida has no state income tax. The traffic on I-95 and I-4 is consistently in the top tier of US congestion, so HOS planning around peak commute windows matters more here than in most states. Reefer and produce work pays well; OTR pulling out of the state is steady year-round.
Related guides
- Best owner-operator companies in Tallahassee, Florida
- CDL driver salary in Tallahassee, Florida
- Best trucking companies in Florida
How we compile these rankings
The score is built from four buckets. Thirty percent compensation, drawn from real active job postings and modified by bonus and settlement structure. Twenty-five percent safety, from FMCSA SAFER. Twenty-five percent benefits, scored hiring-type-aware. Twenty percent operational performance, drawn from how carriers actually behave toward applicants. Updated May 2026.