Updated September 2026
Best Owner-Operator Companies in Boca Raton, Florida (September 2026)
As of September 2026, 561 carriers in Boca Raton, Florida are posting active jobs for owner-operators. 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.
How Boca Raton, Florida compares to Florida
| Boca Raton, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,479 | $5,326 | +22% |
| Dedicated routes | 43% | 35% | +8 pt |
| Riders-allowed policies | 92% | 84% | +8 pt |
| Pet-friendly fleets | 88% | 82% | +6 pt |
Source: Lanefinder index, September 2026
Boca Raton, Florida's biggest divergence from Florida is on average weekly pay, 22% above the state baseline.
Where owner-operator pay is strongest in Boca Raton, 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 tops the Boca Raton, Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. Pay sits above the 89th percentile in the Boca Raton, Florida market. RAY'S TRANSPORT INC's FMCSA score is strongest on driver fitness — 87th percentile. Lanefinder's application data flags RAY'S TRANSPORT INC as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. LOAD MONSTER INC tracks as a responsive employer on application-response data.
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 Freight X LLC at $6,000/wk, #8 Ali Star Inc at $10,000/wk, #9 KILO METER LOGISTIC INC at $7,500/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
What Boca Raton, Florida drivers actually run
Of active CDL postings in Boca Raton, Florida this month, 8% are regional and 91% are OTR (long-haul). Local and semi-local routes account for the remaining 1%.
Across Boca Raton, Florida CDL postings: 2% with guaranteed pay, 27% dedicated, 91% take-truck-home, 72% pet-friendly, 68% riders-allowed.
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 Boca Raton, Florida
- CDL driver salary in Boca Raton, Florida
- Best owner-operator companies in Florida
Where this data comes from
Lanefinder's ranking algorithm weights compensation at 30%, FMCSA SAFER safety at 25%, benefits at 25%, and operational performance at 20%. Compensation reflects pay percentile plus sign-on bonus, guaranteed pay, and settlement-frequency adjustments. Benefits scoring is hiring-type-aware. Operational performance comes mostly from how carriers handle real driver applications. Updated September 2026.