Exploring Key West is a treat, and having a reliable private driver service can make your trip even smoother. Whether you’re arriving at the Key West Airport (EYW) or heading to dinner after a day of sightseeing, these services eliminate the hassle of waiting in long lines or navigating unfamiliar roads yourself. We particularly appreciate services that offer personalized touches—like a driver waiting with your nameplate or tracking your flight to ensure timely pickups—making your experience as stress-free as possible. For example, the private arrival transfer from the airport with experienced drivers and flexible vehicle options shows how effortless island transportation can be.
Key West is a small island, but its popularity means traffic and parking are often tricky, especially during peak season. Having a private driver at your beck and call ensures you can focus on enjoying the laid-back vibe without the logistical headaches. Think about arriving comfortably in a sleek sedan or SUV instead of waiting for a crowded shuttle—these services provide a level of convenience that’s hard to beat. And if you’re planning a full round-trip, some services cater to that with seamless, door-to-door transfers.
Quick Overview
In this guide, we cover six top private driver services in Key West tailored to different needs. From simple airport pickups and drop-offs to round-trip transfers and hotel-to-hotel services, each option offers something unique. Prices vary based on service type, with some packages including luxury vehicles and flight tracking. Check out the details below to find the best fit for your trip, whether you want budget-friendly transportation or a touch of luxury.
1. Private Arrival Transfer from Key West Airport EYW

At number 1 on our list, the Private Arrival Transfer from Key West Airport EYW is a straightforward way to start your vacation with ease. This service allows you to skip the lines at taxis or shuttles—simply book online in advance. You can choose from a luxury sedan for three, an SUV that seats up to five, or a stretch limousine for six, making it suitable for groups of any size. The ride takes about 30 to 40 minutes, depending on your destination, whether it’s downtown Key West, Marathon Key, or even Little Palm Island.
What makes this service stand out is the flexibility it offers. Your driver will wait up to an hour for international arrivals, which is helpful if your flight gets delayed or your luggage takes longer than expected. Reviewers highlight the professionalism and friendliness of drivers like Margaret, who arrived early and offered local tips. The service’s focus on comfort, privacy, and avoiding waiting time makes it ideal for travelers who value a smooth start to their trip.
Bottom Line: If you want a hassle-free, customizable transfer right from the airport, this service delivers reliable, comfortable transportation in stylish vehicles.
2. Key West Airport (EYW) to Key West – Round-Trip Private Transfer

For around $314.55 per person, the Key West Airport (EYW) to Key West – Round-Trip Private Transfer offers a seamless way to handle your entire journey. This service is designed for travelers who want to avoid the hassles of waiting in queues again when returning home. Your driver will meet you at the airport, track your flight, and ensure your ride is waiting right when you need it.
While reviews are not yet available, the focus on door-to-door service and flight tracking shows this service is built for convenience and reliability. It’s perfect if you prefer to plan your transportation in advance and want to avoid crowded taxis or shuttles. The price reflects the luxury and personalized service, making it a good choice for travelers who prioritize comfort and punctuality over budget.
Bottom Line: Ideal for travelers who want a smooth, booked round-trip that guarantees comfort and saves time, especially if you’re arriving and departing on tight schedules.
3. Key West hotels to Key West Int Airport (EYW) Departure Transfer

If you’re heading back home, the Key West hotels to Key West Int Airport (EYW) Departure Transfer is a dependable way to end your trip. This service costs $150.49 per person and takes about 25 minutes. As with other options, it offers door-to-door service, so you won’t have to worry about catching a cab or navigating busy streets with luggage.
What distinguishes this transfer is its emphasis on timeliness and professionalism. The driver will greet you with a nameplate and is committed to tracking your flight to prevent any last-minute surprises. The clean cars and professional drivers ensure comfort from start to finish. For travelers who value early booking and a guaranteed ride, this service adds peace of mind before your flight.
Bottom Line: This service is perfect for those wanting a reliable, stress-free departure from their hotel to the airport, especially if they’re on a tight schedule or arriving late.
4. Key West Int Airport (EYW) to Key West – Arrival Private Transfer

The Key West Int Airport (EYW) to Key West – Arrival Private Transfer offers a quick, 15-minute ride that gets you from the airport straight to your hotel. For $163.52, this service emphasizes comfort, efficiency, and personalized service. Your driver will wait with a nameplate, and the vehicle will be clean and well-maintained.
This transfer is perfect if you’re arriving late or just want to avoid the chaos of airport queues. The driver will track your flight and be ready at your scheduled time, reducing stress after a long flight. Reviewers mention the professionalism and timely service, making it a good choice for travelers who appreciate punctuality and privacy.
Bottom Line: Ideal for quick, hassle-free arrivals, especially if you land during busy hours or have tight hotel check-in windows.
5. Key West Int Airport EYW to Key West Hotels Arrival Transfer

Another reliable option for arriving at your hotel is the Key West Int Airport EYW to Key West Hotels Arrival Transfer. Costing $150.49 per person, this service ensures a door-to-door experience. The driver will greet you with a name plate and confirm your flight details to ensure punctuality.
This service is well-suited for travelers prioritizing ease and reliability over cost. The focus on clean cars and professional drivers guarantees a comfortable start to your vacation. The process is straightforward: you book in advance, and your driver is there when you arrive, helping you skip airport lines and heavy luggage handling.
Bottom Line: Perfect for visitors who want a straightforward, dependable transfer from the airport to their hotel, especially during busy travel times.
6. Key West to Key West Airport (EYW) – Departure Private Transfer

When it’s time to leave, the Key West to Key West Airport (EYW) – Departure Private Transfer provides a 15-minute ride back to the airport for $157.28. It offers door-to-door service with a driver who will track your flight for peace of mind. As with other services, you’ll be greeted with a nameplate and enjoy a clean, comfortable vehicle.
This transfer is suited for those who want to leave their hotel stress-free and on time. The simplicity of the booking process and the reliability of the service make it a popular choice, especially for early morning departures or tight schedules.
Bottom Line: The best option for a smooth, punctual, and stress-free departure from your hotel to catch your flight.
How to Choose the Best Private Driver Service in Key West
Choosing between these options depends on your specific needs. If you’re arriving and want to start your trip smoothly, the Private Arrival Transfer from Key West Airport EYW is a solid choice. For those taking a round-trip or returning home, the Round-Trip Private Transfer ensures consistency and convenience. Budget travelers might prefer the more economical arrival or departure transfers, while luxury seekers will appreciate the limousine options.
Consider your budget, schedule, and comfort preferences. For example, if you’re arriving late at night or leaving early morning, services with flight tracking and punctuality features are essential. Booking in advance is always recommended, especially during peak season, to secure your preferred vehicle and time.
Final Thoughts
Key West offers a variety of private driver services that cater to different styles and needs. For a simple, reliable start, the Private Arrival Transfer from the airport is hard to beat. If you prefer a more comprehensive experience, the round-trip transfer adds convenience and peace of mind. Meanwhile, travelers valuing quick, efficient arrivals or departures should consider the 15-minute airport transfer options.
No matter which service suits you best, booking early can save you stress and ensure your transportation runs smoothly. With so many choices, your biggest task will be deciding whether to ride in a luxury limo or a comfortable SUV—and then enjoying the laid-back charm of Key West without worrying about logistics.
