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How to get fromWestport to Key Westby train, plane, shuttle, bus (Greyhound, Flixbus), or car

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There are 8 ways to get from Westport to Key West by train, plane, shuttle, bus (Greyhound, Flixbus), or car

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

  1. Train to Laguardia Airport, fly

    best
    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Key West International Airport (EYW)plane plane LGA - EYW
    7h 6m
    $140–594

  2. Train to John F. Kennedy International Airport, fly

    cheapest
    1. Take the train from South Norwalk to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Key West International Airport (EYW)plane plane JFK - EYW
    8h 47m
    $131–455

  3. Train, shuttle

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Miami Amtrak Stationtrain train
    3. Take a shuttle bus from Miami, FL - International Airport to Key West, FLshuttle bus
    38h 35m
    $667–1,225

  4. Bus

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Richmondbus bus
    3. Take the bus from Richmond to Miamibus bus
    4. Take the bus from Miami Airport Station to Big Pine Keybus bus
    5. Take the bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Streetbus bus Lks
    39h 48m
    $255–459

  5. Drive 1,480.2 mi

    1. Drive from Westport to Key Westcar car 1,480.2 mi
    25h 54m
    $271–391

  6. Train to Newark Liberty International Airport, fly

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Key West International Airport (EYW)plane plane EWR - EYW
    8h 7m
    $142–493

  7. Fly from Westchester County Airport

    1. Fly from Westchester County Airport (HPN) to Key West International Airport (EYW)plane plane HPN - EYW
    10h 49m
    $155–635

  8. Train, train to Philadelphia International Airport, fly

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain train
    3. Fly from Philadelphia International Airport (PHL) to Key West International Airport (EYW)plane plane PHL - EYW
    9h 20m
    $175–1,258

Westport to Key West by bus, taxi, and foot

Calendar4Weekly Services
Duration39h 48mAverage Duration
Ticket$255Cheapest Price
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Questions & Answers

Map of how to get from Westport to Key West.ExpandLaunch map view
  • Distance: 1,262 mi
  • Duration: 7h 6m

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

You can take a bus from Post Rd. East at Imperial Ave. to N Roosevelt & 3rd Street via Bridgeport Bus Stop, Port Authority Bus Terminal, Richmond, Miami, Miami Airport Station, Big Pine Key, and Big Pine Key - CVS / MM30 in around 39h 48m. Alternatively, American Airlines and Delta fly from Westchester County Airport (HPN) to Key West International Airport (EYW) 4 times a day.

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