- 40+ Years of Transportation Service
- 1030 Collier Way, Naples, FL 34110
- Reservations@Naples5Star.com
- (239) 459-5600
Welcome to Naples 5 Star Transportation
Welcome to Naples 5 Star Transportation
With over 40 years in the luxury transportation industry, Stephen DiMarco brings his deep experience and passion for service to Naples and Southwest Florida, where his company proudly calls home. As a Naples-based business, Stephen and his team are dedicated to serving the local community with the same high standards that built his reputation across the Northeast.
Stephen began his career in 1985 by founding his first family-owned company that quickly became known for its attention to detail and exceptional client service. Over the decades, his companies grew into leading providers of luxury ground transportation, serving Fortune 100 clients and offering service in more than 500 cities and 700 airports worldwide.
In 2001, Stephen launched his next transportation venture, building one of the largest and most respected fleets in the Northeast while earning top accolades for excellence in transportation year after year.
Today, Stephen is proud to bring that legacy to Naples, where he has lived, worked, and built strong local relationships. His company provides personalized, first-class chauffeured services for residents, seasonal visitors, corporate travelers, and leisure guests throughout Southwest Florida, including private airport transfers, events, golf outings, and more.
Rooted in Naples, trusted worldwide — Stephen DiMarco continues to raise the bar for luxury transportation in Southwest Florida.
Our mission is to provide exceptional chauffeur‑driven transportation with the highest standards of professionalism, safety, and courtesy. We strive to exceed expectations on every trip, whether it’s an executive ride, a special event, or a casual night out.
Our chauffeurs are carefully vetted, fully licensed, and deeply familiar with the Naples area. They undergo ongoing training in defensive driving, customer service, and local routes, ensuring you enjoy a comfortable and stress‑free ride.
We operate a premium fleet featuring:
Every vehicle is meticulously cleaned, inspected before and after every trip, and outfitted with leather interiors, climate control, bottled water, and optional Wi‑Fi and charging ports.
Count on us for on-time arrivals, clear pricing, and a ride tailored to your comfort and style. Every detail is handled with care to ensure a smooth, personalized experience.
We monitor your flights and schedules to ensure timely arrivals and departures.
Honest pricing with no surprises or hidden fees.
Impeccably maintained vehicles and professionally trained chauffeurs.
From music playlists and beverage preferences to décor for special occasions, we personalize every detail.
As a proud Naples‑based business, we support local events and nonprofit initiatives. We believe in giving back to our community, offering our services to charity fundraisers, school events, and other regional causes.
About Us
Integrity, Leadership, Passion, & Excellence.
A locally-owned and operated luxury car service.
Chauffeurs with in-depth knowledge of southwest Florida.
Impeccable fleet with premium amenities.
Easy reservations with real-time confirmations.
24/7 availability, with last‑minute bookings welcome.
Ready to experience 5-star service on the road?
Get your personalized price. Fast, easy, and commitment-free.
