Compass City Guides

Orlando → Key West road trip (Overseas Highway)

Facts checked November 1, 2026

From Orlando it’s about 388 miles to Key West: Florida’s Turnpike down the peninsula, then US-1 across the Keys. You can do it in one long day, but splitting it at Key Largo means you drive the Overseas Highway rested and in daylight, which is the point of the trip.

The route at a glance

DayLegDistanceDrive time*Main roads (map)
Day 1Orlando International Airport (MCO) → Key Largoabout 289 miabout 5 h 40 minFlorida’s Turnpike, then US-1 (route)
Day 2Key Largo → Key West (Mallory Square area)about 99 miabout 2 h 40 minUS-1 (Overseas Highway) (route)
Day 4 (optional)Key West (Mallory Square area) → Orlando International Airport (MCO)about 388 miabout 8 h 15 minUS-1 and Florida’s Turnpike · back to Orlando in one go (route)

*Distances and times from OpenStreetMap directions (OSRM car routing), checked Nov 1, 2026: the router’s estimate with no traffic and no stops. Real drives usually take longer; check a live map on the day.

The Overseas Highway: Visit Florida Keys describes it as 113 miles of roadway with 42 bridges from Key Largo to Key West, including the Seven Mile Bridge at Marathon (actually 6.79 miles). Addresses go by green mile markers, from 113 at the Miami-Dade/Monroe county line down to 0 in Key West.

Tolls: Florida’s Turnpike uses cashless electronic tolls (SunPass, compatible transponders or Toll-By-Plate), so ask the rental company how it bills tolls (Visit Florida Keys).

Suggested itinerary

What to see on the way

Where to stay at each stop

Key Largo (1 night)

We may earn a commission when you book through our links, at no extra cost to you. Details

Key West (2 nights)

More options in our Key West where-to-stay guide.

Rental car

Pick up at Orlando International (MCO). For a one-way trip, set Key West (EYW) or Miami (MIA) as the drop-off in the search; otherwise return to MCO.

One-way drop fees vary. Dropping the car in a different city from where you picked it up often adds a one-way fee, and it differs by company, location and date. Set your drop-off location in the search and check the total (fees, tolls policy, extra drivers, mileage) at booking before you pay.

Tours worth booking on this route

Key West · Viator

Dry Tortugas National Park day trip by catamaran

  • Price Check current price on the listing
  • Good to know The operator’s day trip includes the park entrance fee, breakfast snack, box lunch, snorkel gear and a guided fort tour (from our Dry Tortugas guide). Book early for winter dates.
Key West · Viator

Key West sunset sail

  • Price Check current price on the listing
  • Alternative Sunset Celebration at Mallory Square is free
Key West · Viator

Conch Tour Train

  • Price Check current price on the listing
  • Why A seated overview of Old Town on day 3, with the car parked

Our city guides on this route

FAQ

How long is the drive from Orlando to Key West?

About 388 miles and about 8 h 15 min with no traffic or stops (OpenStreetMap routing, checked Nov 1, 2026). Splitting it at Key Largo makes day 1 about 289 miles and day 2 about 99 miles.

How long is the Overseas Highway?

Visit Florida Keys puts it at 113 miles with 42 bridges from Key Largo to Key West, including the 6.79-mile Seven Mile Bridge at Marathon.

Do I need the car in Key West?

Not in Old Town. The Florida Keys tourism council calls Key West one of the easiest places in the Keys to explore without a car. Many people drop the car at EYW (check the one-way fee) or park it for the stay.

Sources