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How to get fromKissimmee to Key West, FLby plane, train, bus, shuttle, bus (Greyhound), car, taxi, bus (Greyhound, Flixbus), or ferry

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There are 9 ways to get from Kissimmee to Key West, FL by plane, train, bus, shuttle, bus (Greyhound), car, taxi, bus (Greyhound, Flixbus), or ferry

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Orlando to Key West International Airport

    best
    1. Fly from Orlando (MCO) to Key West International Airport (EYW)plane plane MCO - EYW
    4h 23m
    $144–565

  2. Bus

    cheapest
    1. Take the bus from Kissimmee -1471 East Osceola Parkway to Sheridan Tri-Rail Stationbus bus
    2. Take the bus from Miami Airport Station to Big Pine Keybus bus
    3. Take the bus from Big Pine Key - CVS / MM30 to Whitehead & Eatonbus bus Lks
    12h 52m
    $60–92

  3. Train, bus, shuttle

    1. Take the train from Kissimmee Amtrak Station to Delray Beach Amtraktrain train
    2. Take the train from Delray Beach Station to Miami Airport Stationtrain train
    3. Take the bus from Miami Airport Station to Big Pine Keybus bus
    4. Take a shuttle bus from Big Pine Key, FL to Key West, FLshuttle bus
    11h 58m
    $229–324

  4. Drive  357.7 mi

    1. Drive from Kissimmee to Key West, FLcar car 357.7 mi
    7h 31m
    $62–89

  5. Taxi to Orlando Sanford, fly to Key West International Airport

    1. Take the taxi from Kissimmee to Orlando-Sanford-Airport-SFBtaxi taxi
    2. Fly from Orlando Sanford (SFB) to Key West International Airport (EYW)plane plane SFB - EYW
    3h 33m
    $217–466

  6. Train to Tampa, fly to Key West International Airport

    1. Take the train from Kissimmee Amtrak Station to Tampatrain train
    2. Fly from Tampa (TPA) to Key West International Airport (EYW)plane plane TPA - EYW
    6h 30m
    $212–760

  7. Fly Orlando to Miami International Airport, shuttle

    1. Fly from Orlando (MCO) to Miami International Airport (MIA)plane plane MCO - MIA
    2. Take a shuttle bus from Miami, FL - International Airport to Key West, FLshuttle bus
    7h 55m
    $774–1,305

  8. Bus via Fort Lauderdale

    1. Take the bus from Kissimmee -1471 East Osceola Parkway to Fort Lauderdale - Broward Blvd Park and Ridebus bus
    2. Take the bus from Ft Lauderdale Broward Park & Ride to Miami Airport Stationbus bus
    3. Take the bus from Miami Airport Station to Big Pine Keybus bus
    4. Take the bus from Big Pine Key - CVS / MM30 to Whitehead & Eatonbus bus Lks
    13h 11m
    $61–94

  9. Bus, ferry

    1. Take the bus from Orlando to Fort Myers Bus Stopbus bus FlixBus 2421
    2. Take the ferry from Fort Myers Beach, FL to Key West, FLferry ferry Fort Myers Beach
    15h 12m
    $170–196

Kissimmee to Key West, FL by train, bus, and shuttle

Calendar7Weekly Services
Duration11h 58mAverage Duration
Ticket$229Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Kissimmee to Key West, FL.ExpandLaunch map view
  • Distance: 301.8 mi
  • Duration: 4h 23m

What companies run services between Kissimmee, FL, USA and Key West, FL, USA?

Breeze Airways and American Airlines fly from Orlando (MCO) to Key West International Airport (EYW) twice daily. Alternatively, you can take a bus from E Vine St & Brack St to Whitehead & Eaton via Osceola Pkwy Walmart, Kissimmee -1471 East Osceola Parkway, Sheridan Tri-Rail Station, Sheridan Street Station, Miami, Airport Intermodal Station, Miami Airport Station, Big Pine Key, and Big Pine Key - CVS / MM30 in around 12h 52m.

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Need to know: Greyhound

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