Exploring Key West often means navigating narrow streets, avoiding parking headaches, and focusing on relaxing rather than driving. Having a private driver at your disposal can turn a typical island visit into a smooth, stress-free experience. Whether you’re arriving at the airport or heading to dinner, these services make getting around simple and comfortable. Plus, with options ranging from luxury sedans to stretch limousines, there’s a ride for every group size and style.
Key West’s compact layout makes private driver services a practical choice, especially if you’re looking to skip long taxi lines or crowded shuttles. Plus, many of these services offer flight tracking and door-to-door pickup, ensuring you’re never left waiting. If you prefer arriving in style or want to start your trip without fuss, these options are worth considering.
Quick Overview
Below, you’ll find a list of five top private driver services in Key West, offering everything from simple airport arrivals to round-trip transfers. Some options include private arrival transfers, perfect for avoiding taxi lines, while others provide comprehensive round-trip packages like the airport to hotel transfer. Whether you seek a quick 30-minute trip or a more relaxed 50-minute ride, these services cover all your transportation needs.
1. Private Arrival Transfer from Key West Airport EYW

Starting our list is the Private Arrival Transfer from Key West Airport (EYW), a reliable service designed to streamline your first moments on the island. For $144 per group (up to 3 people), you’ll get a luxury sedan, SUV, or stretch limousine depending on your party size. The service lasts approximately 30 to 40 minutes, making it an efficient way to reach your hotel or resort.
One of the key attributes of this transfer is avoiding the usual hassle of taxi queues. Instead, your driver will wait for you, even if your flight is delayed or arrives early, with a waiting time of up to an hour for international arrivals. Each traveler can bring 1 suitcase and 1 carry-on, which is perfect for most travelers. The reviews highlight how seamless and friendly the experience can be, with travelers mentioning drivers like Margaret, Steven, and others who arrive early, explain island tips, and provide helpful recommendations.
What makes this service stand out is the ability to customize your vehicle choice based on your group size. It’s a practical, no-fuss way to kick off your trip—especially if you’re arriving late or with a lot of luggage.
Bottom Line: The private arrival transfer is an excellent choice for small groups wanting to skip lines and start their vacation with a comfortable ride.
2. Key West Airport (EYW) to Key West – Round-Trip Private Transfer

For travelers seeking a convenient round-trip solution, this private transfer service offers a door-to-door experience from Key West Airport to your hotel and back. Priced at $314.55 per person, it might seem higher, but the value lies in the simplicity and comfort of having everything arranged in advance. The trip takes roughly 30 minutes each way, depending on your hotel location.
This service is ideal if you prefer to avoid the chaos of ride-hailing apps or shuttle lines. Your driver will meet you with a nameplate, track your flight, and ensure a smooth pickup or dropoff. The emphasis on professional drivers, clean cars, and no hidden charges makes this service appealing for travelers who prioritize reliability.
While this particular offering currently has no reviews, its features—such as flight tracking and guaranteed meet-and-greet—are proven ways to avoid logistical surprises. It’s especially suited for those who value pre-arranged transportation and want a hassle-free start and end to their stay.
Bottom Line: Perfect for travelers valuing convenience and predictability, especially if arriving late or with tight schedules.
3. Key West Int Airport (EYW) to Key West hotels Round-Trip Transfer

Another round-trip option, this service for $315 offers private, door-to-door transfer from the airport to your hotel and back. The 50-minute journey is ideal if you prefer a relaxed pace, and the service includes flight tracking and a driver greeting you with a name plate.
While it shares similarities with the previous service, the slightly longer duration may reflect additional features or different vehicle options. This service is best suited for travelers who want reliable pickup without any surprises. Like the others, it promises clean cars and professional drivers, making it a solid choice for those who value comfort and punctuality.
The service’s main advantage is its straightforward, no-hidden-fees policy, helping you plan your budget with confidence. It’s ideal for those who want to avoid the unpredictability of taxis or shared shuttles.
Bottom Line: A dependable, straightforward transfer for travelers wanting guaranteed, private transport between airport and hotel.
4. Key West to Key West Airport (EYW) – Departure Private Transfer

When it’s time to leave, this private departure transfer from your hotel to Key West International Airport is a smart choice. For $157.28 per person, you’ll enjoy a 15-minute ride, perfect for early flights or when you want to start your travel day smoothly.
The process includes meeting your driver with a nameplate, tracking your flight, and ensuring door-to-door service. The brief duration minimizes the risk of missing your flight, and the service guarantees no hidden charges with clean, professional cars.
This transfer is particularly suited for travelers who prioritize punctuality and ease, especially if they are on tight schedules or have early flights. It’s a practical way to end your trip without the stress of waiting in line for taxis or shuttles.
Bottom Line: Ideal for those who want a quick, reliable, and comfortable ride to the airport at the end of their stay.
5. Key West Int Airport EYW to Key West Hotels Arrival Transfer

Rounding out our list is the arrival transfer from Key West International Airport to local hotels, priced at $150.49 per person. The 25-minute drive ensures you get to your accommodation quickly without the hassle of waiting in line for taxis or shuttles.
This service includes flight tracking, driver greeting with a name plate, and door-to-door service. The consistent themes of clean cars and professional drivers make it a reliable choice. It’s especially handy if you’re arriving after a long flight and want to start your vacation comfortably.
While the reviews are not available, the service’s features suggest a straightforward, stress-free arrival, making it appealing for travelers who prefer pre-arranged, private transportation.
Bottom Line: Perfect for first-time visitors or those arriving late who want an easy, private transfer to their hotel.
How to Choose the Best Private Driver Service
Choosing among these options depends on your specific needs. If you’re arriving and want to avoid queues, the Private Arrival Transfer from Key West Airport (EYW) offers great flexibility with vehicle choices. For round-trip convenience, services like the Key West Airport to hotel transfer provide a seamless experience with flight tracking.
Travelers with early flights or tight schedules should prioritize departure transfers like the Key West to Airport departure service for quick, reliable rides. Budget-conscious visitors might prefer services that include comprehensive features like flight tracking and professional meet-and-greet.
When booking, consider your group size, luggage needs, and whether you prefer a simple transfer or more personalized service. Booking early, especially during peak season, ensures availability and peace of mind.
Final Thoughts
In Key West, the range of private driver services offers something for all—from small groups arriving in style to families needing straightforward round-trip transfers. For quick arrivals, the Private Arrival Transfer from Key West Airport (EYW) strikes a good balance of convenience and price. If you want a stress-free start and end, the round-trip options provide peace of mind, especially with flight tracking included.
For those who prioritize speed and simplicity, the departure transfer is a smart choice. No matter which you pick, booking in advance ensures a smooth arrival or departure—so don’t wait too long to reserve your ride.
Whether your goal is avoiding lines, traveling in style, or simply keeping things simple, these private driver services will help you enjoy your time in Key West without the usual travel hassles.