Updated May 2026
Best Trucking Companies in Tampa, Florida (May 2026)
There are 257 W2 trucking carriers currently posting jobs in Tampa, Florida. The ranking below reflects active jobs as of May 2026, not historical pay surveys. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. Tampa Bay handles Port Tampa Bay, Florida's largest port by tonnage, with petroleum, phosphate, and dry bulk dominating, and I-75 / I-4 corridors connecting it to Central Florida and statewide distribution networks.
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 Tampa, 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 Tampa, Florida this month on the composite ranking. KEEP TRUCKING LLC sits in the 95th percentile for weekly pay among Tampa, Florida carriers. KEEP TRUCKING LLC's top FMCSA dimension is controlled-substances compliance, in the 88th percentile. Lanefinder's application data flags KEEP TRUCKING LLC as a responsive employer.
#2True Transport Inc. — $2,250/wk
True Transport Inc.'s weekly pay ranks in the 97th percentile across Tampa, Florida. 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 sits in the 95th percentile for weekly pay among Tampa, Florida carriers. JK MOVING & STORAGE INC ranks in the 94th percentile for unsafe-driving avoidance on FMCSA SAFER data.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #6 KOTTKE TRUCKING INC at $2,000/wk, #7 Diaz Stone & Pallet Inc. at $1,750/wk, #8 DIVINE ENTERPRISES at $1,375/wk, #9 G-DIAMOND TRANSPORT INC at $2,045/wk, #10 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk.
How drivers spend their time on the road in Tampa, Florida
17% of Tampa, Florida's active CDL postings are regional and 79% are OTR; local plus semi-local accounts for the rest (4%).
Across Tampa, Florida CDL postings: 2% with guaranteed pay, 28% dedicated, 82% take-truck-home, 62% pet-friendly, 65% riders-allowed.
Where Tampa, Florida differs from the Florida baseline
| Tampa, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Dedicated routes | 41% | 29% | +12 pt |
| Pet-friendly fleets | 71% | 76% | -5 pt |
Source: Lanefinder index, May 2026
Tampa, Florida's biggest divergence from Florida is on dedicated routes, 12 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 Tampa, Florida
- CDL driver salary in Tampa, Florida
- Best trucking companies in Florida
The methodology behind the 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.