Updated September 2026
Best Trucking Companies in Clearwater, Florida (September 2026)
Clearwater, Florida, September 2026: 239 active W2 trucking carriers. JK MOVING & STORAGE INC leads with an average weekly pay of $2,200. Covenant Transport Inc follows at $1,762/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 September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Clearwater, Florida's top trucking carriers right now
The top of the list is JK MOVING & STORAGE INC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC leads the Clearwater, Florida market on combined pay and ranking score this month. JK MOVING & STORAGE INC pays above the 90th percentile on weekly pay for the Clearwater, Florida market. On unsafe-driving avoidance, the carrier ranks in the 93rd percentile per FMCSA SAFER data.
#2Covenant Transport Inc — $1,762/wk
Covenant Transport Inc ranks in the 99th percentile for driver fitness on FMCSA SAFER data.
#3PRAIRIE FIELD SERVICES LLC — $1,750/wk
PRAIRIE FIELD SERVICES LLC's top FMCSA dimension is unsafe-driving avoidance, in the 98th percentile.
Also in the top 10: #4 South East Carriers INC at $1,600/wk, #5 True Transport Inc. at $2,250/wk, #6 Diaz Stone & Pallet Inc. at $1,750/wk, #7 G-DIAMOND TRANSPORT INC at $2,045/wk, #8 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk, #9 BRADY TRUCKING INC at $1,750/wk, #10 MC CARRIER LLC at $1,700/wk.
What Clearwater, Florida drivers actually run
Of active CDL postings in Clearwater, Florida this month, 18% are regional and 80% are OTR (long-haul). Local and semi-local routes account for the remaining 2%.
Guaranteed pay is on offer at 3% of Clearwater, Florida postings; dedicated routes at 26%; take-truck-home at 81%. Pet-friendly policies appear at 63% and riders-allowed at 67%.
Clearwater, Florida vs Florida: the numbers that diverge
Among the figures above, dedicated routes is where Clearwater, Florida differs most from Florida — 12 points above 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 Clearwater, Florida
- CDL driver salary in Clearwater, Florida
- Best trucking companies in Florida
Where this data comes from
Pay carriers in the same market against each other (30% of the score). Add a five-dimension FMCSA safety percentile from SAFER (25%). Score benefits based on whether the carrier hires W2 drivers or contractors (25%). Layer on employer responsiveness and fleet scale (20%). The weights are fixed and public. Updated September 2026.