Flight
Driving
Lebanon to Key West
Updated: 28 May 2026
The journey from Lebanon, Oregon to Key West, Florida is an epic 5,200-kilometer cross-country trip. Driving is a massive undertaking, typically requiring 5-6 days on the road via I-80 and I-95. You will cross the entire United States, ending with the scenic Overseas Highway in the Florida Keys. Flying from Portland International Airport (PDX) to Key West International Airport (EYW) is the most practical alternative. Key West is famous for its tropical climate, vibrant nightlife, and historic sites.
Total Distance: 5,200 km driving distance; 4,300 km straight-line air distance.
Fastest Way
Flying from PDX to EYW is the fastest, taking about 9 hours.
Cheapest Way
Driving is cheaper for groups, but flying is much faster.
Compare Lebanon to Key West Routes
|
Connecting
|
Direct
|
|
|---|---|---|
| Duration | 9 hours | 50 hours driving time |
| Avg Price | $500 - $1,200 | $750 - $1,100 in fuel |
| Operator | American Airlines, Delta | Personal Vehicle |
| Route | PDX to EYW via MIA or ATL. | I-84 E to I-80 E to I-95 S to US-1 S. |
| Tip | Connecting through Miami (MIA) is the most common route. | The drive down the Overseas Highway is beautiful but can be slow due to traffic. |
Travel Tips
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Sun ProtectionThe Florida sun is intense; wear sunscreen and hats.
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TransportationKey West is very walkable; you don't need a car once you arrive.
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HydrationDrink plenty of water to stay hydrated in the tropical heat.
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ParkingParking in Key West is limited and expensive; use public lots.
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Local CuisineTry the famous Key Lime Pie at a local bakery.
Safety Tips
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Hurricane SeasonMonitor weather reports if traveling in late summer or autumn.
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Urban SafetyStay in well-lit areas when walking at night.
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Vehicle SecurityKeep your car locked and valuables out of sight.
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Water SafetyBe cautious when swimming in the ocean.
People Also Ask
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How long is the drive?It takes about 50 hours of driving time.
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What is the best time to visit?Winter is the most comfortable season.
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Are there direct flights?No, you will need to connect through a hub.
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Is Key West safe?Yes, the tourist areas are generally safe.
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What should I pack?Pack light, tropical clothing and sunscreen.
Quick Info
- From Lebanon, Oregon, United States
- To Key West, Florida, United States
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Modes
Best Time to Travel
Winter or early spring for the most pleasant tropical weather.
Things to Do in Key West
1
Duval Street
The heart of Key West's nightlife, featuring bars, restaurants, and shops.
2
Ernest Hemingway Home
Visit the historic home of the famous author and see his six-toed cats.
3
Mallory Square
Famous for its nightly sunset celebration with street performers and vendors.
4
Southernmost Point
Take a photo at the iconic buoy marking the southernmost point in the continental US.
Tags
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