Three parts of a landscaping fleet get underwritten differently, and the open trailer is usually the one that is missing coverage.
Crew Trucks and Route Vehicles
Pickups and crew cabs pulling trailers from stop to stop need liability set at the limit your HOA and commercial contracts request, typically a $1,000,000 combined single limit in Tampa Bay. Physical damage covers the truck itself, and Florida's baseline underneath every registered vehicle, $10,000 in personal injury protection and $10,000 in property damage liability (ss. 627.736, 324.022, Fla. Stat.), is far below what those contracts expect. Truck-specific coverage is on our commercial pickup truck insurance page.
Open Trailers and Mowers
Liability generally follows a trailer while it is behind the truck, but physical damage on the trailer itself, and on the zero-turns, trimmers and blowers riding on it, has to be scheduled separately. An open trailer parked overnight in a Brandon or Riverview lot is an easy target for theft.
Weight adds up on a loaded landscaping trailer faster than most owners expect, and any trailer with three or more axles counts as a commercial motor vehicle under Florida law regardless of what it weighs (s. 320.01(25), Fla. Stat.). Full detail is on our trailer and equipment insurance page.
Seasonal Crews and Personal Vehicles
Landscaping crews expand and contract with the season, and it is common for an extra hand to follow the route in a personal car. The moment that crew member carries tools or drives between properties for the business, it is a non-owned auto exposure. Our hired and non-owned auto insurance page explains how it is priced.

