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

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

    best
    1. Fly from Key West International Airport (EYW) to Orlando (MCO)plane plane EYW - MCO
    2h 51m
    $81–670

  2. Bus

    cheapest
    1. Take the bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30bus bus Lks
    2. Take the bus from Big Pine Key to Miami Airport Stationbus bus
    3. Take the bus from Miami Airport Station to Orlandobus bus
    11h 34m
    $59–106

  3. Bus, train

    1. Take the bus from N Roosevelt & 4th Street to Big Pine Key - Auto Store / NAPA MM30bus bus Lks
    2. Take the bus from Big Pine Key to Miami Airport Stationbus bus
    3. Take the train from Hollywood Amtrak Station to Kissimmee Amtrak Stationtrain train
    11h 59m
    $100–210

  4. Drive 356 mi

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

  5. 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 17m
    $152–404

  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 54m
    $117–620

  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
    12h 35m
    $229–316

Key West to Kissimmee by bus and foot

Calendar19Weekly Services
Duration11h 34mAverage Duration
Ticket$59Cheapest Price
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Questions & Answers

Map of how to get from Key West to Kissimmee.ExpandLaunch map view
  • Distance: 289.5 mi
  • Duration: 2h 51m

What companies run services between Key West, 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 N Roosevelt & 3rd Street to N Main St & W Cypress St via Big Pine Key - Auto Store / NAPA MM30, Big Pine Key, Miami Airport Station, Orlando, and Florida Mall in around 11h 34m.

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