How to Get to Key West (flights, Driving and Travel Tips)
How to Get to Key West and Start Your Trip the Right Way
Flying to Key West is easier than most people expect, but how you plan your arrival can make a big difference in how your trip starts.
Key West is a small island, and once you arrive, everything is close. Within minutes, you can be at your hotel, exploring Old Town, or heading out on the water.
If you arrive before check-in, most hotels will hold your luggage. In some cases, your room may even be ready early. That makes it easy to settle in and start your trip without wasting time.
Getting to your hotel is simple. Taxis are lined up outside the arrivals area, many hotels offer shuttle service, and rideshares like Uber are readily available.

Should You Drive or Fly to Key West?
For most visitors, flying is the easiest and fastest way to get to Key West, especially if you are short on time.
Driving down the Florida Keys is a beautiful experience and something many people want to do at least once. The Overseas Highway offers incredible views, but it is mostly a two-lane road, and traffic can slow things down, especially on weekends and holidays.
A drive from Miami to Key West typically takes about 3.5 to 4 hours without heavy traffic, but delays can easily add more time.
Because of that, many visitors choose to drive down the Keys when arriving, since they have more flexibility if traffic slows them down. For the return trip, flying out of Key West is often the better option when you need to get back home on schedule.
👉 Local tip: If you want the full experience, plan your drive down the Keys when you have time to stop and explore places like Key Largo, Islamorada, and Marathon. Then fly home from Key West for a faster and more predictable return.

Flights to Key West
Key West has direct flights from a mix of nearby Florida cities and larger hubs across the country. The most consistent options are short flights from South Florida, while longer nonstop routes are often seasonal.
If you are traveling from farther away, you will usually have a choice between nonstop flights during peak seasons or a simple one-connection route through a major hub.
Top Cities with Direct Flights
Miami and Fort Lauderdale offer the most reliable and frequent service, with multiple flights daily. Orlando and Tampa also have regular direct flights and are convenient options for travelers already in Florida.
From the Northeast and Midwest, nonstop flights are more limited and tend to be seasonal. Cities like New York, Boston, Philadelphia, and Chicago typically see more direct service during winter and spring.
Best Connection Cities
If you cannot find a nonstop flight, connecting through a major hub is usually simple. Atlanta, Charlotte, and Dallas are some of the most common connection points, with frequent service into Key West.
From smaller cities, most travelers will connect through Florida or a southeastern hub, often with just one stop.
How to Find Better Flights to Key West
Because Key West is a smaller island airport, flight prices can change quickly depending on the season, events, and how far in advance you book.
Travelers usually find the best prices by:
- Booking earlier during peak season
- Flying midweek instead of weekends
- Comparing nonstop flights with one-stop connections through Florida hubs
If direct flights to Key West are expensive, another option is flying into Miami or Fort Lauderdale and driving down the Florida Keys. Some visitors choose this route so they can experience the Overseas Highway while saving money on airfare.
During busy periods like Fantasy Fest, spring break, holidays, and winter weekends, flights and hotels can sell out much earlier than many visitors expect.
Tips for Finding Better Flights to Key West
Booking earlier usually gives you the best selection and pricing, especially during winter, holidays, spring break, and major events like Fantasy Fest.
If your travel dates are flexible, mid-week flights and shoulder season travel often offer better prices and fewer crowds.
Nonstop flights are convenient, but they are not always the best value. Many travelers save money by taking a short connection through South Florida cities like Miami or Fort Lauderdale.
When comparing flights, make sure to check the total trip cost, including baggage fees, seat selection, and flight times.
👉 Local tip: Flights connecting through South Florida during the middle of the week often offer the best balance of price, availability, and shorter travel times.
What to Expect When You Arrive
The airport is small and easy to navigate. You can usually get from the plane to baggage claim and out the door in just a few minutes.
One of the biggest advantages is how close everything is. Most hotels, Old Town, and the beaches are only about 10 to 15 minutes away.
Getting to Your Hotel
Transportation is simple.
- Taxis are lined up outside arrivals
- Rideshares like Uber are readily available
- Many hotels offer shuttle service
If you are considering a car, keep in mind that many visitors do not need one once they arrive. Golf carts, bikes, and walking are often easier ways to explore the island.
👉 See: Best Ways to Get Around Key West

Key West is warm year-round, but weather can still impact travel plans. Winter and early spring usually offer the most consistent conditions and the highest number of flight options.
Summer brings higher humidity and occasional afternoon storms. Late summer and early fall are part of hurricane season, so flexible travel plans are helpful during that time.
💡 Local tip: Many visitors choose to purchase travel insurance when traveling between July and October. While most trips go smoothly, weather patterns during this time can occasionally affect flights or travel plans, and having coverage can provide additional peace of mind.
Events That Affect Flights and Prices
Events and peak travel periods can significantly impact flight availability and hotel pricing in Key West.
Fantasy Fest in October, Hemingway Days in July, spring break, and major holiday weekends all bring increased demand.
The week between Christmas and New Year’s is one of the busiest travel periods of the entire year in Key West. Flights and accommodations often sell out well in advance, and prices are usually at their highest during this time.
💡 Local insight: If you plan to visit during major events or holiday weeks, booking flights and accommodations as early as possible usually gives you the best selection, pricing, and location options.
What to Do After You Arrive
Once you arrive and get settled, the best way to start your trip is to get out on the water.
Key West is surrounded by coral reefs, sandbars, backcountry waters, and marine wildlife. Many of the most popular activities are just minutes from where you will be staying.
Because everything is so close, it is easy to plan your first day around your arrival time.
👉 See: Best Things To Do in Key West

Plan Your Arrival and Start Your Trip Right
Getting to Key West is straightforward, and once you arrive, everything is within reach.
The island is designed for convenience. You can go from landing to relaxing, exploring, or heading out on the water in a matter of minutes.
A little planning ahead of time will help you make the most of your trip from the moment you arrive.
Flying FAQs
What cities have direct flights to Key West?
Direct flights are available from cities like Miami, Fort Lauderdale, Orlando, Tampa, Atlanta, Dallas, Chicago, and New York, depending on the time of year.
Which airline is best for flying to Key West?
The best airline usually depends on your location and schedule. Choosing a nonstop or simple one-connection route is usually more important than the airline itself.
Does Southwest fly to Key West?
Yes, Southwest offers flights to Key West from select cities, usually with a connection. Routes and availability can vary, so it is best to check current schedules when planning your trip.
How can I find the most affordable flights to Key West?
Booking early, flying mid-week, and being flexible with routes can help you find better prices. Connecting through South Florida often offers more options.