There are 7 ways to get from Key West to Kissimmee by plane, train, bus, shuttle 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.

Recommended option

Fly to Orlando, train  •  4 h 19 min

  1. Fly from Key West (EYW) to Orlando (MCO) EYW - MCO
  2. Take the train from Sand Lake Road to Kissimmee

$117 - $441

Cheapest option

Bus, train via West Palm Beach Station  •  10 h 50 min

  1. Take the bus from Key West, Fl to Miami, Fl
  2. Take the train from Miami Airport Station to West Palm Beach Station
  3. Take the bus from West Palm Beach, Fl to Kissimmee, Fl

$49 - $112

5 alternative options

Fly to Tampa, train  •  6 h 21 min

  1. Fly from Key West (EYW) to Tampa (TPA) EYW - TPA
  2. Take the train from Tampa Amtrak to Kissimmee Amtrak

$131 - $492

Bus, train Amtrak  •  11 h 23 min

  1. Take the bus from Key West, Fl to Miami, Fl 3718 / ...
  2. Take the train from Hollywood Amtrak to Kissimmee Amtrak Silver Meteor / ...

$71 - $179

Bus, train Amtrak #2  •  11 h 28 min

  1. Take the bus from Key West, FL - Mel Fisher Museum to Miami, FL - Airport Regency Hotel 401
  2. Take the train from Hollywood Amtrak to Kissimmee Amtrak Silver Meteor / ...

$80 - $192

Shuttle, bus  •  12 h 34 min

  1. Take a shuttle bus from Key West, FL to Miami, FL - International Airport To the Airports
  2. Take the bus from Miami International Airport to Kissimmee, FL - Walmart Supercenter Jet Set Express

$115 - $139

Drive  •  7 h

  1. Drive from Key West to Kissimmee 377.5 miles

$35 - $55

Questions & Answers

The cheapest way to get from Key West to Kissimmee is to drive which costs $35 - $55 and takes 7 h.

More details

The quickest way to get from Key West to Kissimmee is to fly and train which costs $110 - $450 and takes 4 h 19 min.

More details

The distance between Key West and Kissimmee is 262 miles. The road distance is 377.5 miles.

Get driving directions

The best way to get from Key West to Kissimmee without a car is to bus and train which takes 10 h 50 min and costs $45 - $120.

More details

It takes approximately 4 h 19 min to get from Key West to Kissimmee, including transfers.

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The quickest flight from Key West Airport to Orlando Airport is the direct flight which takes 1 h 28 min.

Search flights

Yes, the driving distance between Key West to Kissimmee is 377 miles. It takes approximately 7 h to drive from Key West to Kissimmee.

Get driving directions

Silver Airways and American Airlines offer flights from Key West Airport to Orlando Airport.

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There are 8022+ hotels available in Kissimmee. Prices start at $68 USD per night.

More details

The best way to get from Key West to Key West Airport is to bus which takes 9 min and costs $2 - $4.

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Map of how to get from Key West to Kissimmee.
Launch map view
  • Distance: 261.6 miles
  • Duration: 4 h 19 min

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

There is no direct connection from Key West to Kissimmee. However, you can take the bus to Airport/Beaches, take the walk to Key West airport, fly to Orlando, take the walk to Oia Transfer Center, take the line 111 bus to Sand Lake Rd Sunrail Station, take the walk to Sand Lake Road, then take the train to Kissimmee. Alternatively, you can take the bus to Airport/Beaches, take the walk to Key West airport, fly to Tampa, take the walk to SkyConnect Passenger Terminal Station, take the bus to SkyConnect Rental Car Facility Station, take the walk to Airport Rental Car Facility, take the bus to Florida Ave @ Polk St, take the walk to Tampa Amtrak, then take the train to Kissimmee.

Airlines
Silver Airways
Website
silverairways.com
Flights from Key West to Orlando
Ave. Duration
1 h 28 min
When
Every day
Estimated price
$160 - $800
Flights from Key West to Orlando via Fort Lauderdale
Ave. Duration
3 h 37 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$160 - $800
Flights from Key West to Tampa
Ave. Duration
1 h 18 min
When
Every day
Estimated price
$200 - $850
Flights from Key West to Tampa via Fort Lauderdale
Ave. Duration
3 h 24 min
When
Every day
Estimated price
$200 - $850
American Airlines
Website
aa.com
Flights from Key West to Orlando via Miami
Ave. Duration
3 h 24 min
When
Every day
Estimated price
$180 - $650
Flights from Key West to Tampa via Miami
Ave. Duration
3 h 32 min
When
Every day
Estimated price
$250 - $1,100
Train operators
SunRail
Website
sunrail.com
Train from Sand Lake Road to Kissimmee
Ave. Duration
18 min
Frequency
Hourly
Estimated price
$2 - $4
Schedules at
sunrail.com
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Tampa Amtrak to Kissimmee Amtrak
Ave. Duration
1 h 21 min
Frequency
Once daily
Estimated price
$27 - $55
Website
amtrak.com
Coach Seat
$27 - $40
Flexi Coach Seat
$45 - $70
Business Coach Seat
$35 - $55
Room
$150 - $210
Train from Hollywood Amtrak to Kissimmee Amtrak
Ave. Duration
4 h 22 min
Frequency
Twice daily
Estimated price
$45 - $120
Website
amtrak.com
Coach Seat
$45 - $70
Flexi Coach Seat
$80 - $120
Business Coach Seat
$80 - $120
Room
$210 - $300
Bus operators
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Key West, Fl to Miami, Fl
Ave. Duration
4 h 15 min
Frequency
Hourly
Estimated price
$21 - $50
Website
greyhound.com
Economy
$21 - $35
Flexible
$35 - $50
Bus from West Palm Beach, Fl to Kissimmee, Fl
Ave. Duration
3 h
Frequency
Hourly
Estimated price
$20 - $50
Website
greyhound.com
Economy
$20 - $35
Flexible
$35 - $50
The Florida Express Bus
Phone
407-442-2810
Website
busticketreservations.com
Bus from Key West, FL - Mel Fisher Museum to Miami, FL - Airport Regency Hotel
Ave. Duration
3 h 30 min
Frequency
Once daily
Estimated price
$27 - $60
More information at
American Bus Tickets
Keys Shuttle
Phone
+1 (888) 765-9997 | (305) 289-9997
Website
keysshuttle.com
Shuttle from Key West, FL to Miami, FL - International Airport
Ave. Duration
4 h
Frequency
Every 4 hours
Estimated price
$90 - $110
Schedules at
keysshuttle.com
Jet Set Express
Phone
(+1) 407 649 4994
Email
tours@jetsetusa.com
Website
miamiorlando.com
Bus from Miami International Airport to Kissimmee, FL - Walmart Supercenter
Ave. Duration
5 h
Frequency
Twice daily
Estimated price
$20 - $22
Schedules at
miamiorlando.com
Book at
gotobus.com

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