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

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

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 Sanford, taxi

    best
    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
    $149–449

  2. Drive  356 mi

    cheapest
    1. Drive from Key West to Kissimmeecar car 356 mi
    7h 28m
    $61–88

  3. Bus

    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 12m
    $66–100

  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
    $152–249

  5. Fly to Orlando

    1. Fly from Key West International Airport (EYW) to Orlando (MCO)plane plane EYW - MCO
    2h 48m
    $73–661

  6. 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 50m
    $92–238

  7. 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 International Airport to Kissimmee -1471 East Osceola Parkwaybus bus Miami to Orlando
    11h 29m
    $230–285

Key West (Island) to Kissimmee by bus

Calendar38Weekly Buses
Duration10h 12mAverage Duration
Ticket$66Cheapest Price
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Comparing Your Travel Options

Map of how to get from Key West (Island) to Kissimmee.ExpandLaunch map view
  • Distance: 331.5 mi
  • Duration: 2h 11m

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

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 12m. Alternatively, Breeze Airways flies from Key West International Airport (EYW) to Orlando (MCO) 4 times a week.

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