There are 9 ways to get from Kissimmee to Key West by plane, bus, shuttle, train, car, taxi, bus (Greyhound), or bus (Flixbus, Greyhound)
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 6m$80–668Bus
cheapest- Take the bus from Orlando to Miami Airport Stationbus
- Take the bus from Miami Airport Station to Big Pine Keybus
- Take the bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Streetbus Lks
12h 52m$52–96Bus, 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
12h 39m$229–316Train, bus
- Take the train from Kissimmee Amtrak Station to Hollywood Amtrak Stationtrain
- Take the bus from Miami Airport Station to Big Pine Keybus
- Take the bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Streetbus Lks
12h 44m$92–192Drive 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 23m$153–389Train 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 25m$114–487Train to Saint Petersburg–Clearwater International Airport, fly
- Take the train from Kissimmee Amtrak Station to Tampatrain
- Fly from Saint Petersburg–Clearwater International Airport (PIE) to Key West International Airport (EYW)plane PIE - EYW
6h 35m$73–310Bus via Pembroke Pines
- Take the bus from Kissimmee -1471 East Osceola Parkway to Sheridan Tri-Rail Stationbus
- Take the bus from Miami Airport Station to Big Pine Keybus
- Take the bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Streetbus Lks
12h 43m$55–92
Kissimmee to Key West by bus and shuttle
Questions & Answers
The cheapest way to get from Kissimmee to Key West is to bus which costs $50 - $100 and takes 12h 52m.
The fastest way to get from Kissimmee to Key West is to taxi and fly which takes 2h 23m and costs $150 - $390.
No, there is no direct bus from Kissimmee to Key West. However, there are services departing from E Vine St & Brack St and arriving at N Roosevelt & 3rd Street via Kissimmee -1471 East Osceola Parkway, Miami Airport Station and Big Pine Key - CVS / MM30. The journey, including transfers, takes approximately 12h 43m.
The distance between Kissimmee and Key West is 302 miles. The road distance is 358.3 miles.
The best way to get from Kissimmee to Key West without a car is to bus and shuttle which takes 12h 39m and costs $220 - $320.
It takes approximately 3h 6m to get from Kissimmee to Key West, including transfers.
Kissimmee to Key West 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 is to fly which takes 3h 6m and costs $80 - $700. Alternatively, you can bus via Pembroke Pines, which costs $55 - $95 and takes 12h 43m.
Kissimmee to Key West bus services, operated by Jet Set Express, arrive at Sheridan Tri-Rail Station.
Yes, the driving distance between Kissimmee to Key West is 358 miles. It takes approximately 7h 28m to drive from Kissimmee to Key West.
What companies run services between Kissimmee, FL, USA and Key West, FL, USA?
Breeze Airways flies from Orlando (MCO) to Key West International Airport (EYW) 4 times a week. Alternatively, you can take a bus from E Vine St & Brack St to N Roosevelt & 3rd Street via Osceola Pkwy Walmart, Kissimmee -1471 East Osceola Parkway, Sheridan Tri-Rail Station, Sheridan Street Station, Miami, Airport Intermodal Station, Miami Airport Station, Big Pine Key, and Big Pine Key - CVS / MM30 in around 12h 43m.
- Website
- allegiantair.com
Flights from Orlando Sanford to Key West International Airport
- Ave. Duration
- 1h 20m
- When
- Thursday and Sunday
- Estimated price
- $35–250
Flights from Saint Petersburg–Clearwater International Airport to Key West International Airport
- Ave. Duration
- 1h 3m
- When
- Wednesday, Monday, Friday, Saturday, Sunday, and Thursday
- Estimated price
- $30–240
- Website
- flybreeze.com
Flights from Orlando to Key West International Airport
- Ave. Duration
- 1h 15m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $65–650
Flights from Tampa to Key West International Airport
- Ave. Duration
- 1h 18m
- When
- Thursday, Sunday, Monday, Wednesday, Friday, and Tuesday
- Estimated price
- $75–420
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
- $65–150
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $22–50
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $22–50
- Website
- Amtrak
- Phone
- +1 877 733 0724
- Website
- RedCoach
Bus from Orlando - RedCoach Station, FL to Miami Airport
- Ave. Duration
- 4h 25m
- Frequency
- 4 times a day
- Estimated price
- $55–110
- Website
- RedCoach
- Phone
- +1 (305) 289-9997
- [email protected]
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Key West, FL
- Ave. Duration
- 4h
- Frequency
- 3 times a day
- Estimated price
- $170–200
- Website
- Keys Shuttle
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $18–35
- Website
- Greyhound
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $18–35
- Website
- Greyhound
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $18–35
- Website
- Greyhound
- Phone
- +1 305-809-3700
- Website
- cityofkeywest-fl.gov
Bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Street
- Ave. Duration
- 1h 9m
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- Key West Transit
Bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Street
- Ave. Duration
- 1h 9m
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- Key West Transit
Bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Street
- Ave. Duration
- 1h 9m
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- Key West Transit
- Phone
- (+1) 407 649 4994
- [email protected]
- Website
- Jet Set Express
Bus from Kissimmee -1471 East Osceola Parkway to Sheridan Tri-Rail Station
- Ave. Duration
- 3h 15m
- Frequency
- Twice daily
- Estimated price
- $30–45
- Website
- Jet Set Express
- Schedules at
- Jet Set Express
- Book at
- Jet Set Express
- Adult
- $30–45
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Orlando to Miami Airport Station
- Ave. Duration
- 4h 20m
- Frequency
- Every 4 hours
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
- 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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