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Key West, Florida

Key West Car Service — Overseas Highway, Old Town, and EYW

Island-based dispatch for Duval, Casa Marina, and Stock Island, plus long-haul mainland runs up US-1 when EYW diverts.

EYW· 2 mi· ~5-12
MIA· 160 mi· ~210-260
FLL· 190 mi· ~240-300
8 neighborhoods covered

Chauffeured service at the end of the Overseas Highway covering Old Town, New Town, and Stock Island, plus long-haul transfers from Key West up US-1 to Miami. EYW is a single-terminal airport 2 miles from Duval Street.

Neighborhoods we cover in Key West

Door-to-door pickup across every Key West neighborhood listed below. Each driver on our Key West roster knows the loading zones, building access protocols, and traffic patterns for these areas.

Old Town

Duval St, Mallory Square, Hemingway Home, Key West Historic Seaport. Narrow streets, valet loading at hotels.

New Town

East of White St, residential and commercial. Home of EYW, Key West Golf Club, and Higgs Beach.

Duval Street

0-1200 blocks running north-south across the island. Pedestrian-heavy, closes for Fantasy Fest and other festivals.

Bahama Village

Historic neighborhood west of Duval, Petronia St restaurants (Blue Heaven). Quiet residential loading.

Casa Marina

Waldorf Astoria Casa Marina resort and adjacent residential blocks. Reynolds St and Seminole St load.

Truman Annex

Gated former naval base including the Truman Little White House. Secure entry required for residential loads.

Stock Island

First island north of Key West. Perry Hotel, Oceans Edge, working waterfront. 5-10 min to EYW.

Key Haven

Residential community on Raccoon Key off US-1. Quiet loading, quick US-1 mainland access for Marathon runs.

Popular routes from Key West

High-frequency corridors our Key West drivers cover daily. Travel times reflect typical traffic; live-traffic routing adjusts within that range.

Casa Marina Waldorf Astoria → EYW

5-12 min

Reynolds St to S Roosevelt Blvd; short run, but add buffer for TSA line at single terminal.

Duval St hotel (the Marker) → EYW

8-15 min

Front St to Palm Ave to S Roosevelt Blvd; avoid Duval directly during Fantasy Fest closures.

Old Town hotel → Mallory Square Sunset Celebration

3-8 min

Short walk or short ride; we stage on Wall St during sunset hours.

Key West → Marathon (7 Mile Bridge area)

55-75 min

US-1 North; 7 Mile Bridge closures affect timing — monitor MCSO advisories.

Perry Hotel (Stock Island) → EYW

5-10 min

US-1 South across Cow Key Channel to S Roosevelt Blvd.

Key West → MIA Terminal D (Overseas Highway)

210-260 min

113 miles on US-1 across 42 bridges; single lane each way much of the run.

Mallory Square Cruise Pier → EYW

8-15 min

Wall St to Whitehead St to Palm Ave; multi-ship days back up Front St.

Local tips for getting around Key West

Operational notes from our Key West dispatch team — the kind of routing detail that saves 15 to 30 minutes on a bad day.

  • US-1 is the only road in or out of Key West — a crash on the Overseas Highway can shut down all traffic for hours with no alternate.

  • EYW has a short runway and weather diversions to MIA or FLL happen — we run the 4-hour Overseas Highway leg to retrieve diverted passengers.

  • Fantasy Fest (late October) is the largest annual closure on Duval St — Old Town traffic grinds to a halt for 10 days.

  • 7 Mile Bridge closures for maintenance reroute to the narrower Old 7 Mile Bridge — add 20+ minutes for mainland runs when active.

  • Cruise ships dock at the Outer Mole, Mallory Square Pier, and Pier B (Opal Key Resort, private access) — confirm pier before arrival.

  • Mandatory Monroe County evacuation orders close the island ahead of hurricanes — book well clear of named storm windows in summer.

About Key West car service

Key West is a physically constrained operation — the entire island is about 4 miles long and 2 miles wide, and US-1 is the only road in or out. The Overseas Highway (US-1) carries 113 miles of two-lane road from Florida City to Key West across 42 bridges, including the 7 Mile Bridge at Marathon. A crash anywhere on US-1 between Key Largo and Key West can shut down all traffic in one direction for hours because there is no alternate route — chauffeurs monitor Monroe County Sheriff and FHP advisories before departure for any mainland run. EYW (Key West International Airport) is a single-terminal regional field on the east end of the island at the corner of S Roosevelt Boulevard and Faraldo Circle, serving American, Delta, United, JetBlue, Allegiant, and Silver Airways. The short runway (5,076 ft) limits aircraft to regional jets and smaller, and weather diversions to Miami or Fort Lauderdale are a known disruption — when EYW closes or a flight diverts, we run the 3.5-4 hour Overseas Highway leg to MIA or FLL to retrieve passengers. Old Town is the historic district with Duval Street, Mallory Square, the Ernest Hemingway Home, and the Truman Little White House; streets are narrow, pedestrian-heavy, and parking is scarce. We load at hotel valet (Casa Marina, Waldorf Astoria Pier House, Southernmost Beach Resort, the Marker, Havana Cabana) and at the Mallory Square taxi stand for Sunset Celebration pickups. Duval Street between the 0 and 500 blocks is pedestrian-heavy nightly and closes for Fantasy Fest (late October), Hemingway Days (July), and the Conch Republic Independence Celebration (April). Stock Island is the first island north across Cow Key Channel and houses the working waterfront, Perry Hotel, Oceans Edge, and boat yards; transfers from Stock Island to EYW are 5-10 minutes. Higgs Beach, Smathers Beach, and Fort Zachary Taylor are the main beach pickup points. Cruise ships dock at the Outer Mole (Navy Mole), Mallory Square Pier, and Pier B at the Opal Key Resort — Pier B is private resort property and requires authorization. The 7 Mile Bridge is the halfway marker for mainland runs; it closed periodically for maintenance in 2023-2024 and any bridge closure automatically routes traffic onto the Old 7 Mile Bridge, which is narrower and slower. Hurricane evacuation is mandatory for Monroe County ahead of any storm — the island closes and US-1 becomes outbound only. Summer afternoon thunderstorms are brief but intense; winter cold fronts can cause sustained high wind advisories affecting the 7 Mile Bridge.

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Key West car service — frequently asked questions

Common questions from passengers booking car service in Key West. Each answer includes Key West-specific routing and operational detail.

How far is Key West International Airport from Duval Street?
EYW is 2 miles and 5-12 minutes from Duval Street via S Roosevelt Boulevard and Flagler Avenue. It is a single-terminal regional airport on the east end of the island at the corner of S Roosevelt and Faraldo Circle. Because EYW has only one TSA checkpoint and the terminal is small, we recommend pickup 90 minutes before departure for domestic flights — the TSA line can back out to the ticketing lobby during peak morning and evening departures.
Can you drive from Key West to Miami?
Yes, regularly. The Overseas Highway (US-1) runs 113 miles from Key West to Florida City across 42 bridges, including the 7 Mile Bridge at Marathon. Door-to-door to MIA Terminal D is typically 3.5 to 4.5 hours depending on time of day and bridge conditions. We run this leg most often when EYW weather-diverts a flight or when the desired airline service is only available at MIA. There is no alternate road — a crash or hurricane-related closure anywhere on US-1 can shut down the route entirely, so we monitor Monroe County Sheriff and FHP advisories before every departure.
How does Fantasy Fest affect car service in Key West?
Fantasy Fest runs for 10 days in late October and is the largest annual disruption in Key West. Duval Street closes to traffic from Front Street to Truman Avenue for parades, events, and the masquerade march. Hotel pickups at the Marker, La Concha, Pier House, and Ocean Key Resort reroute via Simonton Street and Whitehead Street; we load on the hotel side streets instead of Duval. Fantasy Fest weekend pickups should be booked 72+ hours ahead, and chauffeurs carry the daily event map to know which blocks are closed.
Do you handle cruise ship passengers in Key West?
Yes. Key West cruise ships dock at three piers: the Outer Mole (Navy Mole) at the end of Trumbo Road, Mallory Square Pier downtown, and Pier B at Opal Key Resort. Pier B is private resort property and requires authorization for ground transportation pickup. For multi-ship days we confirm the exact pier in advance — a Mallory Square Pier drop when the ship is at the Outer Mole means a long walk. Common cruise-day runs include Fort Zachary Taylor State Park, the Hemingway Home, Truman Little White House, and the Key West Historic Seaport.
Is Stock Island covered by your Key West service?
Yes. Stock Island is the first island north of Key West across Cow Key Channel and houses the Perry Hotel, Oceans Edge, Stock Island Marina Village, and the working waterfront. It is 5-10 minutes from EYW via US-1 South and is fully within our Key West coverage. Common routings include Perry Hotel to Duval Street (10-15 minutes), Perry Hotel to EYW (5-10 minutes), and Stock Island Marina Village fishing-charter pickups.
What happens if a Key West flight gets weather-diverted?
EYW has a 5,076-foot runway and limited aircraft types, so thunderstorms and strong crosswinds can divert flights to Miami or Fort Lauderdale. When that happens, we run the 3.5-4 hour Overseas Highway leg to retrieve passengers from MIA or FLL. This is a planned service for us — we keep a Key West-based chauffeur on call during storm windows specifically for weather diversions. The return trip uses the same US-1 corridor and is subject to the same bridge and traffic considerations.
How does hurricane season affect Key West car service?
Monroe County issues mandatory evacuation orders ahead of major hurricanes, and when that happens US-1 becomes outbound-only and the island essentially closes. We do not book new trips into the island during active evacuation orders, and we work with existing guests to reschedule or reroute via the Overseas Highway before the outbound lanes are reversed. Summer afternoon thunderstorms are brief and rarely disrupt service; winter cold fronts produce sustained high-wind advisories that can affect the 7 Mile Bridge on mainland runs.

Nearby service areas

We also dispatch from these Florida cities near Key West. Each has its own routing playbook and dedicated driver pool.

Book your Key West ride

Fixed-rate pricing, flight-tracked airport pickups, and chauffeurs who know Key West street by street. Dispatch is staffed 24/7 — no after-hours surcharge.

Serving Key West and surrounding Florida communities 24/7