Updated May 2026
Best Trucking Companies in Pinellas Park, Florida (May 2026)
In Pinellas Park, Florida as of May 2026, 253 carriers are actively hiring W2 company drivers. 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.
Pinellas Park, Florida's top trucking carriers right now
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 Pinellas Park, Florida this month on the composite ranking. KEEP TRUCKING LLC pays above the 90th percentile on weekly pay for the Pinellas Park, Florida market. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Pinellas Park, Florida.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 97th percentile for weekly pay among Pinellas Park, Florida carriers. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 99th percentile. Driver applications get a faster-than-median response in Pinellas Park, Florida.
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 pays above the 90th percentile on weekly pay for the Pinellas Park, Florida market. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile.
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.
Lane mix and benefits across Pinellas Park, Florida
Of active CDL postings in Pinellas Park, Florida this month, 17% are regional and 80% are OTR (long-haul). Local and semi-local routes account for the remaining 3%.
Across Pinellas Park, Florida CDL postings: 2% with guaranteed pay, 27% dedicated, 81% take-truck-home, 62% pet-friendly, 66% riders-allowed.
Pinellas Park, Florida vs Florida: the numbers that diverge
| Pinellas Park, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Dedicated routes | 41% | 29% | +12 pt |
| Pet-friendly fleets | 71% | 76% | -5 pt |
Source: Lanefinder index, May 2026
The largest gap is on dedicated routes: Pinellas Park, Florida sits 12 points above the Florida 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 Pinellas Park, Florida
- CDL driver salary in Pinellas Park, 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.