There are 8 ways to get from Kissimmee to Key West (Island) by plane, train, bus, bus (Greyhound), car, taxi, bus (Flixbus, Greyhound), 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.
Fly from Orlando
best- Fly from Orlando (MCO) to Key West International Airport (EYW)plane MCO - EYW
3h 8m$69–655Bus
cheapest- Take the bus from Orlando to Miami Airport Stationbus FlixBus 2411 / ...
- Take the bus from Miami Airport Station to Key West Airportbus Greyhound US0720s
11h 26m$57–97Train, bus
- Take the train from Kissimmee Amtrak Station to Hollywood Amtrak Stationtrain Silver Meteor / ...
- Take the bus from Miami Airport Station to Key West Airportbus Greyhound US0720s
11h 17m$92–207Bus via Pembroke Pines
- Take the bus from Kissimmee -1471 East Osceola Parkway to Sheridan Tri-Rail Stationbus Orlando to Miami
- Take the bus from Miami Airport Station to Key West Airportbus Greyhound US0720s
11h 17m$60–93Drive 356.3 mi
- Drive from Kissimmee to Key Westcar 356.3 mi
7h 28m$65–94Taxi to Orlando Sanford, fly
- Take the taxi from Kissimmee to Orlando-Sanford-Airport-SFBtaxi
- Fly from Orlando Sanford (SFB) to Key West International Airport (EYW)plane SFB - EYW
2h 12m$142–386Train to Tampa, fly
- Take the train from Kissimmee Amtrak Station to Tampatrain
- Fly from Tampa (TPA) to Key West International Airport (EYW)plane TPA - EYW
5h 15m$76–388Bus, shuttle
- Take the bus from Orlando - RedCoach Station, FL to Miami Airportbus Tallahassee
- Take a shuttle bus from Miami, FL - International Airport to Key West, FLTo the Keys
11h 35m$227–282
Kissimmee to Key West (Island) by train and bus
Comparing Your Travel Options
The cheapest way to get from Kissimmee to Key West (Island) is to bus which costs $55 - $100 and takes 11h 26m.
The fastest way to get from Kissimmee to Key West (Island) is to taxi and fly which takes 2h 12m and costs $140 - $390.
No, there is no direct bus from Kissimmee to Key West (Island). However, there are services departing from E Vine St & Brack St and arriving at Key West Airport via Kissimmee -1471 East Osceola Parkway and Miami Airport Station. The journey, including transfers, takes approximately 11h 17m.
The distance between Kissimmee and Key West (Island) is 300 miles. The road distance is 358.3 miles.
The best way to get from Kissimmee to Key West (Island) without a car is to train and bus which takes 11h 17m and costs $90 - $210.
It takes approximately 3h 8m to get from Kissimmee to Key West (Island), including transfers.
Kissimmee to Key West (Island) bus services, operated by Jet Set Express, depart from Kissimmee -1471 East Osceola Parkway station.
The best way to get from Kissimmee to Key West (Island) is to fly which takes 3h 8m and costs $65 - $700. Alternatively, you can bus via Pembroke Pines, which costs $60 - $95 and takes 11h 17m.
Kissimmee to Key West (Island) bus services, operated by Jet Set Express, arrive at Sheridan Tri-Rail Station.
Yes, the driving distance between Kissimmee to Key West (Island) is 358 miles. It takes approximately 7h 28m to drive from Kissimmee to Key West (Island).
What companies run services between Kissimmee, FL, USA and Key West (Island), FL, USA?
Breeze Airways and American Airlines fly from Orlando (MCO) to Key West International Airport (EYW) twice daily. Alternatively, you can take a bus from E Vine St & Brack St to Key West Airport via Osceola Pkwy Walmart, Kissimmee -1471 East Osceola Parkway, Sheridan Tri-Rail Station, Sheridan Street Station, Miami, Airport Intermodal Station, and Miami Airport Station in around 11h 17m.
- Website
- flybreeze.com
Flights from Orlando to Key West International Airport
- Ave. Duration
- 1h 23m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $65–650
Flights from Tampa to Key West International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $50–330
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Hollywood Amtrak Station
- Ave. Duration
- 4h 40m
- Frequency
- Twice daily
- Estimated price
- $60–170
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $20–55
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Miami Airport Station to Key West Airport
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $25–40
- Website
- Greyhound
Bus from Miami Airport Station to Key West Airport
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $25–40
- Website
- Greyhound
Bus from Miami Airport Station to Key West Airport
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $25–40
- Website
- Greyhound
- Ave. Duration
- 58 min
- Estimated price
- $100–130
24Seven Taxi
- Phone
- (321) 247 8294
- Website
- 24seven-taxi.com
Orlando Taxi 24
- Phone
- (407) 529-4848
Quick Cab
- Phone
- (407) 447-1444
Diamond Cab Company
- Phone
- +1 407-523-3333
- Website
- diamondcabco.com
Orlando Cab Co.
- Phone
- +1 407-575-7757
- Website
- myorlandocab.com
Yellow Meter Taxicab
- Phone
- (407) 422-2222
- Website
- yellowmetertaxicab.com
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Booking & Getting There
There are 964+ hotels available in Key West (Island).





