Island Trailers Towing the Line

By Sandra Zunino

Venturing out on the road these days is dangerous enough. Towing a boat, utility or horse trailer adds another level of complexity to the task, but making sure the hitch and trailer is well maintained and in perfect condition takes the added worry out of towing.

Island Trailers in Chester provides parts, installation and service of hitches and any kind of trailer pulled behind a vehicle. Opened March 8 by Sean Hampton and his wife Stephanie, Island Trailers is a new much-needed business to Kent Island.

Sean brings 15 years of trailer experience to the shop, working as a technician and eventually managing Tow Rite Trailers in Grasonville. Tow Rite’s closing last fall presented a new opportunity for Sean as a business owner. “My wife and I discussed the possibility of opening our own place because we saw such a need in the area to do strictly trailer-related work,” he says.

Different from an automotive store, Island Trailers exclusively carries trailer and towing parts. If it’s not in stock, customers can special order from numerous distributors. Island Trailers also offers Pequea dump, equipment, landscape and enclosed trailer for sale. “These are commercial-grade trailers tailored to contractors,” says Sean. “They are built heavier and last longer than economy trailers.”

Sean says the focus of the business is hitches, parts and service with an emphasis on service. Family owned and operated, Manager Lennie Anthony is also Sean’s father in law. According to Sean, when shop operators are invested in the business, customers are ensured of the highest level of professionalism.

With customers from Anne Arundel County to Salisbury, Island Trailers is centrally located in Chester Centre on Main Street next to Chesapeake Real Estate. Sean searched for months for the site seeking both a spacious and attractive facility to house the new state-of-art equipment. “I want the customers to feel comfortable about leaving their expensive automobile here to be outfitted for a hitch,” he says.

Because trailer emergencies can happen on the road, Island Trailers is equipped and insured to handle trailer repairs outside the shop. “If someone breaks down, loses a hub, axel or brakes on the road, we can come and service the trailer on the spot,” he says.

With mobile service equipment, Island Trailers can visit a marina or home to make repairs if a trailer is not movable. Sean says he plans to expand that phase of the business in the future.

Sean stresses preventative maintenance is the best insurance for avoiding emergencies.  For boat trailers, he recommends yearly inspections and replacement of seals and wheel bearings. In fact, all trailers require scheduled maintenance and inspections of brakes, tires and other parts for optimum towing safety. Island Trailers provides a safety checklist and towing tips on their website at

Contributing to the community, Island Trailers recently donated more than $1500 to local Dream Rider’s 4H Club.

Island Trailers will be hosting an open house on April 24th from 9:00 a.m. to 3:00 p.m. so customers can visit and learn about the services and merchandise offered. There will be a new Pequea trailers on display.

To learn more about Island Trailers or to schedule an appointment call 410-604-0301.