Updated November 2026
Best Trucking Companies in Clearwater, Florida (November 2026)
Clearwater, Florida, November 2026: 243 active W2 trucking carriers. Herrington Transportation Inc. leads with an average weekly pay of $2,000. 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 November 2026
Mountain States L.P. Gas at #4 and ARKA EXPRESS INC at #8 are new to the top 50 in Clearwater, Florida. Biggest climbs: DICK LAVY TRUCKING (#29 → #6) and Herrington Transportation Inc. (#20 → #1). Biggest fall: REISCH TRUCKING INC (#28 → #45). WILLIAMS PRESTIGE ENTERPRISE (was #10) left the top 50. Average weekly pay moved most at DICK LAVY TRUCKING (up 28.5% from $1,517 to $1,950). Elsewhere in the top 50, 2 carriers joined, 3 left, and 37 changed rank.
All changes since October 2026
| Carrier | Last month | This month | Change |
|---|---|---|---|
| Herrington Transportation Inc. | #20 | #1 | Up 19 places |
| True Transport Inc. | #5 | #2 | Up 3 places |
| JK MOVING & STORAGE INC | #1 | #3 | Down 2 places |
| Mountain States L.P. Gas | Not ranked | #4 | New |
| Covenant Transport Inc | #2 | #5 | Down 3 places |
| DICK LAVY TRUCKING | #29 | #6 | Up 23 placesweekly pay up 28.5% ($1,517 → $1,950) |
| PRAIRIE FIELD SERVICES LLC | #4 | #7 | Down 3 places |
| ARKA EXPRESS INC | Not ranked | #8 | New |
| South East Carriers INC | #3 | #9 | Down 6 places |
| G-DIAMOND TRANSPORT INC | #6 | #10 | Down 4 places |
| ELBERTA LOGISTICS INTERNATIONAL LLC | #8 | #11 | Down 3 places |
| Diaz Stone & Pallet Inc. | #7 | #12 | Down 5 places |
| BRADY TRUCKING INC | #9 | #13 | Down 4 places |
| MC CARRIER LLC | #11 | #14 | Down 3 places |
| A & H INC | #19 | #15 | Up 4 places |
| M&D TRANSPORT | #14 | #16 | Down 2 places |
| HOLLAND ENTERPRISES INC | #15 | #17 | Down 2 places |
| NEIER INC | #13 | #18 | Down 5 places |
| GALWAY BAY TRANSPORT INC | #17 | #19 | Down 2 places |
| G & C FOOD DISTRIBUTORS & BROKERS INC | #18 | #20 | Down 2 places |
| RIVER CITY TRANSPORT INC | #12 | #21 | Down 9 places |
| LUCKY WORLD INC | Not ranked | #22 | New |
| Excel Trucking LLC | #16 | #23 | Down 7 places |
| Z TRANSPORTATION INC | #23 | #25 | Down 2 places |
| AN ENTERPRISE INC | #22 | #26 | Down 4 places |
| Brenny Specialized Inc | #25 | #27 | Down 2 places |
| ROWLAND TRUCK LINES INC | #26 | #28 | Down 2 places |
| HUTCHINSON TRUCKING LLC | #27 | #29 | Down 2 places |
| COYOTE XPRESS LLC | Not ranked | #30 | New |
| Cross Integrated Transport, LLC | #32 | #31 | Up 1 place |
| REVV TRANSPORT | #33 | #32 | Up 1 place |
| Caravan Inc | #30 | #33 | Down 3 places |
| CTK LOGISTICS LLC | #31 | #34 | Down 3 places |
| Southland Transportation | #34 | #35 | Down 1 place |
| JL LOGISTICS INC | #35 | #37 | Down 2 places |
| VITAL TRANSPORTATION CORP | #40 | #38 | Up 2 places |
| Idea Transport LLC | #37 | #39 | Down 2 places |
| Bakers Express | #38 | #40 | Down 2 places |
| REISCH TRUCKING INC | #28 | #45 | Down 17 places |
| LIBERTY HAULERS INC | #45 | #46 | Down 1 place |
| 1 MTX LLC | #46 | #47 | Down 1 place |
| Parks Motor Group Inc | #47 | #48 | Down 1 place |
| Detmar Logistics | #48 | #49 | Down 1 place |
| BROADWATER LOGISTICS & TRANSPORTATION INC | #49 | #50 | Down 1 place |
| WILLIAMS PRESTIGE ENTERPRISE | #10 | Not ranked | Dropped out |
| Creedence Energy Services LLC | #21 | Not ranked | Dropped out |
| STONE TRANSPORT | #39 | Not ranked | Dropped out |
| HORIZON TRANSPORTATION | #50 | Not ranked | Dropped out |
Clearwater, Florida's top trucking carriers right now
The top of the list is Herrington Transportation Inc. at $2,000/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. tops the Clearwater, Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. Pay sits above the 85th percentile in the Clearwater, Florida market. Herrington Transportation Inc. responds to driver applications more reliably than the Clearwater, Florida median.
#2True Transport Inc. — $2,250/wk
True Transport Inc.'s weekly pay ranks in the 96th percentile across Clearwater, Florida. True Transport Inc. ranks in the 98th percentile for unsafe-driving avoidance on FMCSA SAFER data.
For pure pay maximization, True Transport Inc. beats the #1-ranked carrier weekly at $2,250.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC pays above the 89th percentile on weekly pay for the Clearwater, Florida market. On vehicle maintenance, the carrier ranks in the 94th percentile per FMCSA SAFER data.
Also in the top 10: #4 Mountain States L.P. Gas at $2,000/wk, #5 Covenant Transport Inc at $1,762/wk, #6 DICK LAVY TRUCKING at $1,950/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 ARKA EXPRESS INC at $1,750/wk, #9 South East Carriers INC at $1,600/wk, #10 G-DIAMOND TRANSPORT INC at $2,045/wk.
What Clearwater, Florida drivers actually run
Of active CDL postings in Clearwater, Florida this month, 17% are regional and 80% are OTR (long-haul). Local and semi-local routes account for the remaining 3%.
Guaranteed pay is on offer at 2% of Clearwater, Florida postings; dedicated routes at 27%; take-truck-home at 82%. 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 — 10 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. Miami-area I-95 is among the more congested US corridors, 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 November 2026.