Updated May 2026
Best Trucking Companies in Hollywood, Florida (May 2026)
248 W2 trucking carriers are hiring in Hollywood, Florida this May 2026. 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.
The trucking companies leading Hollywood, 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 leads the Hollywood, Florida market on combined pay and ranking score this month. Pay sits above the 90th percentile in the Hollywood, Florida market. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. KEEP TRUCKING LLC responds to driver applications more reliably than the Hollywood, Florida median.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 97th percentile for weekly pay among Hollywood, Florida carriers. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 99th percentile. True Transport Inc. responds to driver applications more reliably than the Hollywood, Florida median.
True Transport Inc. actually pays more weekly than the top-ranked carrier — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 95th percentile across Hollywood, Florida. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile.
Also in the top 10: #4 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #5 Diaz Stone & Pallet Inc. at $1,750/wk, #6 DIVINE ENTERPRISES at $1,375/wk, #7 G-DIAMOND TRANSPORT INC at $2,045/wk, #8 BRADY TRUCKING INC at $1,750/wk, #9 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk, #10 MC CARRIER LLC at $1,700/wk.
How drivers spend their time on the road in Hollywood, Florida
Of active CDL postings in Hollywood, Florida this month, 16% are regional and 79% are OTR (long-haul). Local and semi-local routes account for the remaining 5%.
Across Hollywood, Florida CDL postings: 2% with guaranteed pay, 26% dedicated, 79% take-truck-home, 61% pet-friendly, 64% riders-allowed.
Where Hollywood, Florida differs from the Florida baseline
| Hollywood, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Pet-friendly fleets | 70% | 76% | -6 pt |
| Dedicated routes | 34% | 29% | +5 pt |
Source: Lanefinder index, May 2026
Among the figures above, pet-friendly fleets is where Hollywood, Florida differs most from Florida — 6 points below statewide.
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 Hollywood, Florida
- CDL driver salary in Hollywood, Florida
- Best trucking companies in Florida
The methodology behind the rankings
Compensation is the largest single weight at 30% — pay percentile, sign-on bonus, guaranteed-pay availability, and settlement cadence. FMCSA safety contributes 25%, built from five SAFER dimensions with unsafe-driving and hours-of-service weighted 2× heavier. Benefits contribute 25%, scored separately for W2 versus owner-operator and 1099 carriers. Operational performance — application responsiveness and fleet scale — contributes 20%. Updated May 2026.