Flight
Driving
Brookline to Key West
Updated: 28 May 2026
The journey from Brookline to Key West covers about 2,500 kilometers. Flying from Boston Logan to Key West International Airport (EYW) is the most practical choice. Driving is a very long, multi-day trip down the entire East Coast and through the Florida Keys. Key West is famous for its tropical climate, nightlife, and water activities. Plan your travel to avoid peak hurricane season.
Total Distance: Driving distance 2,500 km, air distance 2,200 km.
Fastest Way
Flight from BOS to EYW takes 6 hours.
Cheapest Way
Driving is the most economical for groups.
Compare Brookline to Key West Routes
|
Connecting
|
Direct
|
|
|---|---|---|
| Duration | 6 hours | 26 hours |
| Avg Price | $400 - $900 | $350 in fuel |
| Operator | American Airlines | Personal Vehicle |
| Route | BOS to EYW via CLT or MIA. | I-95 S to US-1 S. |
| Tip | Connecting flights are standard for this route. | The drive through the Florida Keys is scenic. |
Travel Tips
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DrivingBe prepared for long, traffic-heavy stretches.
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WeatherSummers are hot; avoid hurricane season.
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TransportA car is not needed in Key West.
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DiningTry the local key lime pie.
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AirportEYW is about 10 minutes from downtown.
Safety Tips
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DrivingStay alert on long highway stretches.
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Urban SafetyStandard city safety applies.
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WeatherWatch for severe thunderstorms.
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EmergencyKeep extra supplies in your car.
People Also Ask
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Is Key West safe?Yes, it is generally safe in tourist areas.
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What is the best time to visit?Winter.
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Is it expensive?Key West can be pricey.
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Are there direct flights?No, expect a connection.
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What is the drive like?It is a very long, multi-day drive.
Quick Info
- From Brookline, Massachusetts, United States
- To Key West, Florida, United States
-
Modes
Best Time to Travel
December to April for pleasant weather.
Things to Do in Key West
1
Duval Street
The heart of Key West nightlife.
2
Ernest Hemingway Home
A historic home and museum.
3
Mallory Square
Famous for its sunset celebrations.
4
Dry Tortugas National Park
A remote park accessible by ferry or seaplane.
Tags
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