Rome2Rio

How to get fromWestport to Key Westby train, plane, bus, or car

Find Transport to Key West

See all options
QR code to download the Rome2Rio app

Download the Rome2Rio travel app

Scan QR code with your phone to download the app

Download on the App StoreGet it on Google Play

There are 9 ways to get from Westport to Key West by train, plane, bus, 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 13m
    $130–524

  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 59m
    $101–365

  3. Train, bus

    1. Take the train from Bridgeport Amtrak Station to Newark Penn Stationtrain train
    2. Take the bus from Newark Penn Station 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 N Roosevelt & 3rd Streetbus bus Lks
    36h 52m
    $272–421

  4. Train, bus via New York

    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 the bus from Miami Airport Station to Big Pine Keybus bus
    4. Take the bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Streetbus bus Lks
    39h 27m
    $826–1,315

  5. Drive  1,480.2 mi

    1. Drive from Westport to Key Westcar car 1,480.2 mi
    25h 54m
    $253–366

  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 8m
    $145–484

  7. Fly from Westchester County Airport

    1. Fly from Westchester County Airport (HPN) to Key West International Airport (EYW)plane plane HPN - EYW
    10h 13m
    $186–833

  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 30m
    $185–1,319

  9. Fly from Tweed-New Haven Airport

    1. Fly from Tweed-New Haven Airport (HVN) to Key West International Airport (EYW)plane plane HVN - EYW
    7h 23m
    $146–490

Westport to Key West by bus, train, and foot

Calendar4Weekly Services
Duration36h 52mAverage Duration
Ticket$272Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Westport to Key West.ExpandLaunch map view
  • Distance: 1,261.9 mi
  • Duration: 7h 13m

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

American Airlines and Delta fly from Westchester County Airport (HPN) to Key West International Airport (EYW) every 4 hours.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound