Updated September 2026
Best Owner-Operator Companies in Delray Beach, Florida (September 2026)
559 carriers are hiring owner-operators in Delray Beach, Florida right now, per Lanefinder's September 2026 snapshot. RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/week gross. 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 September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Delray Beach, Florida vs Florida: the numbers that diverge
| Delray Beach, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,611 | $5,326 | +24% |
| Riders-allowed policies | 92% | 84% | +8 pt |
| Dedicated routes | 41% | 35% | +6 pt |
| Pet-friendly fleets | 88% | 82% | +6 pt |
Source: Lanefinder index, September 2026
Among the figures above, average weekly pay is where Delray Beach, Florida differs most from Florida — 24% above statewide.
Where owner-operator pay is strongest in Delray Beach, Florida this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC leads the Delray Beach, Florida market on combined gross revenue and ranking score this month. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 94th percentile across Delray Beach, Florida. Strongest FMCSA dimension is driver fitness — 87th percentile. Application-response data flags this carrier as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC ranks in the 92nd percentile for driver fitness on FMCSA SAFER data. Lanefinder's application data flags WINNERS TRANSPORTATION LLC as a responsive employer.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. Driver applications get a faster-than-median response in Delray Beach, Florida.
Also in the top 10: #4 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #5 WIDER GROUP INC at $6,250/wk, #6 BLUE LIGHTNING LOGISTICS at $7,000/wk, #7 Ali Star Inc at $10,000/wk, #8 KILO METER LOGISTIC INC at $7,500/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 AIA TRUCKING INC at $3,450/wk.
How drivers spend their time on the road in Delray Beach, Florida
8% of Delray Beach, Florida's active CDL postings are regional and 91% are OTR; local plus semi-local accounts for the rest (1%).
Guaranteed pay is on offer at 2% of Delray Beach, Florida postings; dedicated routes at 27%; take-truck-home at 91%. Pet-friendly policies appear at 72% and riders-allowed at 68%.
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 trucking companies in Delray Beach, Florida
- CDL driver salary in Delray Beach, Florida
- Best owner-operator companies in Florida
How we compile these rankings
Composite-score formula: compensation × 0.30, FMCSA safety × 0.25, benefits × 0.25, operational performance × 0.20. Compensation is anchored on pay percentile and lifted by sign-on bonus tier and guaranteed-pay availability. Operational performance is built mostly from driver-application response data in Lanefinder's platform, with fleet-scale percentile contributing a smaller portion. Updated September 2026.