There are 8 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 7m$100–358Bus
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 42m$55–96Bus, shuttle
- Take the bus from Kissimmee -1471 East Osceola Parkway to Bayside Marketplacebus To Miami
- Take a shuttle bus from Bayside Marketplace to Plaza Hotel
11h 53m$109–126Train, 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 39m$62–129Drive 356.3 mi
- Drive from Kissimmee to Key Westcar 356.3 mi
7h 27m$65–94Train 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 16m$129–415Taxi 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$175–536Bus 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 39m$58–107
Kissimmee to Key West by train, bus, and foot
Questions & Answers
The cheapest way to get from Kissimmee to Key West is to bus which costs $55 - $100 and takes 12h 42m.
The fastest way to get from Kissimmee to Key West is to taxi and fly which takes 2h 23m and costs $170 - $550.
No, there is no direct bus from Kissimmee to Key West. However, there are services departing from N Main St & E Cypress St and arriving at N Roosevelt & 3rd Street via Orlando, Miami Airport Station and Big Pine Key - CVS / MM30. The journey, including transfers, takes approximately 12h 42m.
The distance between Kissimmee and Key West is 302 miles. The road distance is 358.4 miles.
The best way to get from Kissimmee to Key West without a car is to bus and shuttle which takes 11h 53m and costs $100 - $130.
It takes approximately 3h 7m to get from Kissimmee to Key West, including transfers.
Kissimmee to Key West bus services, operated by Flixbus USA, depart from Orlando station.
The best way to get from Kissimmee to Key West is to fly which takes 3h 7m and costs $100 - $360. Alternatively, you can bus via Pembroke Pines, which costs $55 - $110 and takes 12h 39m.
Kissimmee to Key West bus services, operated by Flixbus USA, arrive at Miami Airport Station.
Yes, the driving distance between Kissimmee to Key West is 358 miles. It takes approximately 7h 27m to drive from Kissimmee to Key West.
What companies run services between Kissimmee, FL, USA and Key West, 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 N Roosevelt & 3rd Street via Bill Beck Blvd & E Osceola Pkwy, 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 39m.
- Website
- flybreeze.com
Flights from Orlando to Key West International Airport
- Ave. Duration
- 1h 16m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–470
Flights from Tampa to Key West International Airport
- Ave. Duration
- 1h 9m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–320
- Website
- aa.com
Flights from Orlando to Key West International Airport via Miami
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $50–340
Flights from Tampa to Key West International Airport via Miami
- Ave. Duration
- 3h 7m
- When
- Saturday
- Estimated price
- $55–370
- Website
- spirit.com
Flights from Tampa to Key West International Airport via Fort Lauderdale
- Ave. Duration
- 3h 18m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–380
- Website
- allegiantair.com
Flights from Orlando Sanford to Key West International Airport
- Ave. Duration
- 1h 20m
- When
- Thursday and Sunday
- Estimated price
- $60–400
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Kissimmee Amtrak Station to Hollywood Amtrak Station
- Ave. Duration
- 4h 40m
- Frequency
- Twice daily
- Estimated price
- $30–85
- Website
- https://www.amtrak.com/home.html
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $11–25
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-407-370-3001
- reservations@supertours.com
- Website
- supertours.com
Bus from Kissimmee -1471 East Osceola Parkway to Bayside Marketplace
- Ave. Duration
- 4h 25m
- Frequency
- Once daily
- Estimated price
- $45–60
- Schedules at
- supertours.com
Bus from Kissimmee -1471 East Osceola Parkway to Sheridan Tri-Rail Station
- Ave. Duration
- 3h 15m
- Frequency
- Twice daily
- Estimated price
- $45–60
- Schedules at
- supertours.com
- Phone
- (+1) 305-600-2226
- lyberi.com@gmail.com
- Website
- lyberi.com
Shuttle from Bayside Marketplace to Plaza Hotel
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $60
- Website
- https://lyberi.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 35m
- Frequency
- 3 times a day
- Estimated price
- $23–35
- Website
- https://www.greyhound.com/
- 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
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
- Phone
- (+1) 407 649 4994
- support@miamiorlando.com
- Website
- miamiorlando.com
Bus from Kissimmee -1471 East Osceola Parkway to Sheridan Tri-Rail Station
- Ave. Duration
- 3h 15m
- Frequency
- Twice daily
- Estimated price
- $28–40
- Website
- https://miamiorlando.com
- Schedules at
- https://miamiorlando.com/schedule.php
- Book at
- https://miamiorlando.com/search-results.php
- Adult
- $28–40
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Orlando to Miami Airport Station
- Ave. Duration
- 4h 15m
- Frequency
- Every 4 hours
- Estimated price
- $28–55
- Schedules at
- flixbus.com
- Ave. Duration
- 58 min
- Estimated price
- $100–130
Wheeler Taxi Service
- Phone
- +1 321-662-9111
Rapid Transportation Service
- Phone
- +1 407-557-5143
24Seven Taxi
- Phone
- +1 407-502-5111
- Website
- 24seven-taxi.com
Orlando Cab Co.
- Phone
- +1 407-575-7757
- Website
- myorlandocab.com
Diamond Cab Company
- Phone
- +1 407-523-3333
- Website
- diamondcabco.com
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