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How to get fromKey West (Island) to Kissimmeeby plane, shuttle, bus, train, car, taxi, or bus (Greyhound, Flixbus)

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There are 7 ways to get from Key West (Island) to Kissimmee by plane, shuttle, bus, train, car, taxi, or bus (Greyhound, Flixbus)

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 to Orlando

    best
    1. Fly from Key West International Airport (EYW) to Orlando (MCO)plane plane EYW - MCO
    2h 45m
    $73–650

  2. Bus

    cheapest
    1. Take the bus from Key West Airport to Miami Airport Stationbus bus Greyhound US0720s
    2. Take the bus from Miami Airport Station to Orlandobus bus FlixBus 2411 / ...
    10h 17m
    $62–109

  3. Shuttle, bus

    1. Take a shuttle bus from Key West, FL to Miami, FL - International Airportshuttle bus To the Airports
    2. Take the bus from Miami Airport to Kissimmee -1471 East Osceola Parkwaybus bus Miami / ...
    10h 13m
    $210–245

  4. Bus, train

    1. Take the bus from Key West Airport to Miami Airport Stationbus bus Greyhound US0720s
    2. Take the train from Hollywood Amtrak Station to Kissimmee Amtrak Stationtrain train Silver Meteor / ...
    10h 43m
    $103–213

  5. Drive 356 mi

    1. Drive from Key West to Kissimmeecar car 356 mi
    7h 28m
    $65–94

  6. Fly to Orlando Sanford, taxi

    1. Fly from Key West International Airport (EYW) to Orlando Sanford (SFB)plane plane EYW - SFB
    2. Take the taxi from Orlando-Sanford-Airport-SFB to Kissimmeetaxi taxi
    2h 11m
    $144–399

  7. Fly to Tampa, train

    1. Fly from Key West International Airport (EYW) to Tampa (TPA)plane plane EYW - TPA
    2. Take the train from Tampa to Kissimmee Amtrak Stationtrain train
    4h 48m
    $102–441

Key West (Island) to Kissimmee by shuttle and bus

Calendar21Weekly Services
Duration10h 13mAverage Duration
Ticket$210Cheapest Price
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Questions & Answers

Map of how to get from Key West (Island) to Kissimmee.ExpandLaunch map view
  • Distance: 287.3 mi
  • Duration: 2h 45m

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

Breeze Airways and American Airlines fly from Key West International Airport (EYW) to Orlando (MCO) twice daily. Alternatively, you can take a bus from Key West Airport to N Main St & W Cypress St via Miami Airport Station, Orlando, and Florida Mall in around 10h 17m.

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