Cappello Legal, P.A


Wrongful Death - Auto Accident - Serious Injury


Dylan Cappello is the managing attorney at Cappello Legal’s office in his hometown of Winter Haven practicing in the areas of personal injury, wrongful death, and first party property claims.

Mr. Cappello obtained his Bachelor’s Degree in Government and World Affairs with a minor in Philosophy from the University of Tampa. While continuing his education full-time, Dylan also continued to work in several personal injury firms throughout the Bay area. While in undergraduate, Mr. Cappello was also a member of UT’s Moot Court Board where he competed in national competitions.

After graduation, Mr. Cappello immediately attended Stetson University College of Law where he continued to gain invaluable experience working alongside trial attorneys in settling high-limit personal injury cases. ​ Upon being admitted to the Florida Bar, Mr. Cappello began Cappello Legal, P.A. in his hometown to ensure that the community would have a lawyer that would fight for them against the sometimes callous decisions of an insurance company.

Dylan serves his community outside the courtroom by volunteering mentorship to high school students in the Take Stock in Children program for Polk County.


Car Accidents

Serious car accidents require an aggressive attorney that will make sure your personal injury claim is handled correctly to maximize any recovery you may be entitled to.

Slip and Fall

When the negligence of a person or organization leaves you injured as a result of a slip and fall, it is important that you speak with an attorney that is prepared to deal with these types of cases.

Trucking Accidents

Immediately after a commercial trucking accident the insurance company will work to devalue your claim. It is important that you have an attorney that will diligently investigate and vigorously represent you while you focus on getting better.

Pedestrian Accidents

Injuries to pedestrians and bicycle riders that are sharing the roadway require an aggressive attorney that is ready to fight for your rights.

Motorcycle Accidents

The devastation that a motorcycle accident can cause on the rider requires an attorney that is ALWAYS available to speak on the phone.

Hurricane Claims

Hurricanes and other windstorms can cause severe damage to homes and businesses. Speak with our attorney today to ensure maximum recovery.

For a FREE case evaluation, please fill out the contact form:


At Cappello Legal, we will strive to always give the client access to their attorney, even on nights and weekends. In fact, you will be provided with a direct number for any concerns that may arise through a client’s most desperate hour. With office hours on Saturdays while other attorneys wouldn’t dream of giving up their weekends.

While injuries can cause severe strain on a person and their family, Cappello Legal will fight the insurance company so that you can focus on getting better. This is different from many of the law firms that have celebrity attorneys who never even meet the person they represent.

Cappello Legal cares, and we will prove it to you.

Client Testimonials

I was in a rear end car accident in March of 2021. “This was my first accident and I was unsure how to go about the process of having my injuries treated and what to do about my vehicle’s damage. I called Cappello Legal, he gave me the best advice on how and where to go. I couldn’t have been happier with his prompt responses and professional advice. He helped me understand the legal procedures and really made things simple for me. Every time I called I reached him personally and if I left a voicemail he’d return my call in before the day was over. I started treatment for my injuries two days after the accident. I received a settlement by mid June and was surprised at the amount I received and the timeframe I got it in. I would definitely recommend Cappello Legal. His number is on speed dial in my phone from now on. Thank you Dylan.

Erick T.

Best experience you could possibly have with these kinds of things. Very responsive and eager to help in any way. I am very satisfied with my end result, and highly recommend.

Jess R.