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We're a preferred provider
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Your checkup and cleaning will be covered! Request an appointment to have a friendly member of our team get back to you with more information.

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We take your dental insurance!

While we are not a preferred provider with your insurance, there is a 90% chance your checkup and cleaning will be covered! Request an appointment to have a friendly member of our team get back to you with more information.

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Welcome to Caring Way Dentistry of Port Charlotte

Our Dental Mission

The smile is a universal language, and our intent is to take inspired action in helping people to become the best versions of themselves. We are committed to provide comprehensive dental treatment while utilizing the most current technology and practices to restore, maintain, and improve our patient’s quality of life. We strive to create a calm environment that is inclusive comfortable and safe. With meticulous providence, we will relentlessly serve with integrity, compassion, honesty, and enthusiasm. Foremost, we treat our patient’s as we would our own family.

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Meet Our Dentists

Caring, Qualified,

We understand that our patients aren’t just a set of teeth we need to fix—they are living, breathing people with unique lives that we strive to make better through our dental care. We do this first by listening to someone so we can prioritize what matters most to them when it comes to their dental visits, and then we take the time to deliver care in the most comfortable and effective way possible.

Get to Know Our Dentists R. Boyd Gilleland, DDS Bryan Villescas, DDS
Click any icon below to learn about Our Dental Office Philosophy.

To be the premier comprehensive dental clinic of Port Charlotte. To deliver complete and comprehensive dental treatment in a fun, prudent, inviting, safe, comfortable, and caring environment.

Dental Care

How we do anything is how we do everything. We will attempt to unearth a patient’s desires and goals by building value and properly educating them for what is possible to achieve and improve their lives. We will achieve this through skillset, continuing education, empathy, active listening, inclusiveness, and authenticity.

Dental Team

We care about what we do, and we do it with care. We are an awesome super-rad, highly trained, empowered team that absolutely crushes our tasks with enthusiasm, organization, and relentless servitude. Not only do we value and treat our patients with respect and courtesy, but we absolutely do it for each other.


We treat educated patients. If our patients understand the value and possibilities of what we can achieve, then we have succeeded. We’re in it for the long-haul with our patients.

Continuing Education

Learn as if we live forever. Essential to our commitment to personal, high-quality healthcare is improvement of skills, techniques, and materials. Our office understands that dental care is ever-changing and improving. Our office must always learn new and improved methods with which our patients will benefit.


We inspect what we expect. Because we are leaders in our area of expertise, we are constantly looking within for ways to improve and take accountability. Furthermore, we inspire those in front of us to act. We praise in public and perfect in private. This message must be delivered in an enthusiastic, constructive, and positive sense. We will advocate for people through open communication, honesty, and integrity. Continuous support is paramount to usher growth and maintain excitement in our office.

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Port Charlotte’s Trusted 5-Star Dentists

What Others Are Saying

"I am so blessed to have found a dentist! The customer service and care I received at Caring Way Dental lives up to the name for sure! I was treated with respect and courtesy by ALL the staff and they really helped me out with some serious issues. I pray that the Lord blesses them all. I HIGHLY recommend them."

Christine P., Port Charlotte, FL

"They are very friendly and helpful. Always call me the next day to check in. Very understanding and accommodating with my dental anxiety. Great dental work and even pulled me in to look at a concern, same day at no extra charge."

Carolyn T., Punta Gorda, FL

"Was treated very well on my first visit to this dental practice. The dental hygienist who checked my teeth was one of the best I have ever encountered. she was very professional, thorough and gentle when working on my teeth. I would strongly recommend this dental practice to any newcomers to the Port Charlotte, Florida area."

Gregory M., Sidell, FL

Paying for Dentistry
Should be Crystal Clear

I Have Dental Insurance

We’ll be more than happy to work with your plan and will even file your claims to guarantee you maximize your coverage at each visit.

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I Don't Have Dental Insurance

Can’t pay for everything right now? With our low-to-no interest financing options, you can break up any costs into small installments designed to fit your budget.

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Ready to Get Started?

Have a question for our team? Ready to schedule a visit? Click the button below to reach out to us today!

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Our Convenient Location

If you’re in Port Charlotte, then we’re easy to find! We’re right next to US-41/Tamiami Trail.

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