There are 9 ways to get from Kissimmee to Key West, FL by train, plane, bus, shuttle, bus (Greyhound), car, taxi, or ferry
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train to Orlando, fly to Key West International Airport
best- Take the train from Kissimmee to Sand Lake Roadtrain
- Fly from Orlando (MCO) to Key West International Airport (EYW)plane MCO - EYW
4h 16m$144–745Drive 357.7 mi
cheapest- Drive from Kissimmee to Key West, FLcar 357.7 mi
7h 31m$66–95Train, bus, shuttle
- Take the train from Kissimmee Amtrak Station to Delray Beach Amtraktrain
- Take the train from Delray Beach Station to Miami Airport Stationtrain
- Take the bus from Miami Airport Station to Big Pine Keybus
- Take a shuttle bus from Big Pine Key, FL to Key West, FL
11h 58m$196–305Bus
- Take the bus from Kissimmee to Miami Airportbus
- Take the bus from Miami Airport Station to Big Pine Keybus
- Take the bus from Big Pine Key - CVS / MM30 to Whitehead & Eatonbus Lks
12h 31m$74–106Taxi to Orlando Sanford, fly to Key West International Airport
- Take the taxi from Kissimmee to Orlando-Sanford-Airport-SFBtaxi
- Fly from Orlando Sanford (SFB) to Key West International Airport (EYW)plane SFB - EYW
3h 30m$217–466Train to Tampa, fly to Key West International Airport
- Take the train from Kissimmee Amtrak Station to Tampatrain
- Fly from Tampa (TPA) to Key West International Airport (EYW)plane TPA - EYW
6h 33m$175–535Fly Orlando to Miami International Airport, shuttle
- Fly from Orlando (MCO) to Miami International Airport (MIA)plane MCO - MIA
- Take a shuttle bus from Miami, FL - International Airport to Key West, FL
7h 56m$774–1,305Bus, train
- Take the bus from Kissimmee -1471 East Osceola Parkway to Fort Lauderdale - Broward Blvd Park and Ridebus
- Take the train from Fort Lauderdale Station to Miami Airport Stationtrain
- Take the bus from Miami Airport Station to Big Pine Keybus
- Take the bus from Big Pine Key - CVS / MM30 to Whitehead & Eatonbus Lks
12h 58m$73–112Bus, ferry
- Take the bus from Orlando to Fort Myers Bus Stopbus FlixBus 2421
- Take the ferry from Fort Myers Beach, FL to Key West, FLferry Fort Myers Beach
15h 42m$170–201
Kissimmee to Key West, FL by train, bus, and shuttle
Questions & Answers
The cheapest way to get from Kissimmee to Key West, FL is to drive which costs $65 - $95 and takes 7h 31m.
The fastest way to get from Kissimmee to Key West, FL is to taxi and fly which takes 3h 30m and costs $210 - $470.
No, there is no direct bus from Kissimmee to Key West, FL. However, there are services departing from N Main St & E Orange St and arriving at Whitehead & Eaton via Kissimmee, Miami Airport Station and Big Pine Key - CVS / MM30. The journey, including transfers, takes approximately 12h 31m.
The distance between Kissimmee and Key West, FL is 304 miles. The road distance is 359.8 miles.
The best way to get from Kissimmee to Key West, FL without a car is to train and bus and shuttle which takes 11h 58m and costs $190 - $310.
It takes approximately 4h 16m to get from Kissimmee to Key West, FL, including transfers.
Kissimmee to Key West, FL bus services, operated by RedCoach, depart from Kissimmee station.
Kissimmee to Key West, FL bus services, operated by RedCoach, arrive at Miami Airport station.
Yes, the driving distance between Kissimmee to Key West, FL is 360 miles. It takes approximately 7h 31m to drive from Kissimmee to Key West, FL.
There are 958+ hotels available in Key West, FL.
What companies run services between Kissimmee, FL, USA and Key West, FL, USA?
You can take a bus from N Main St & E Orange St to Whitehead & Eaton via Osceola Pkwy Walmart, Kissimmee, Miami Airport, Miami International Airport, Miami, Airport Intermodal Station, Miami Airport Station, Big Pine Key, and Big Pine Key - CVS / MM30 in around 12h 31m.
- Website
- aa.com
Flights from Orlando to Key West International Airport via Miami International Airport
- Ave. Duration
- 3h 10m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $35–230
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $35–250
- Website
- southwest.com
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $35–250
- 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
- $70–390
- Website
- allegiantair.com
Flights from Orlando Sanford to Key West International Airport
- Ave. Duration
- 1h 18m
- When
- Thursday, Sunday, Monday, and Friday
- Estimated price
- $35–250
- Phone
- +1 855-724-5411
- [email protected]
- Website
- sunrail.com
Train from Kissimmee to Sand Lake Road
- Ave. Duration
- 18 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- https://sunrail.com
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Kissimmee Amtrak Station to Delray Beach Amtrak
- Ave. Duration
- 3h 52m
- Frequency
- Twice daily
- Estimated price
- $65–140
- Website
- https://www.amtrak.com/home.html
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $24–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 800-874-7245
- [email protected]
- Website
- tri-rail.com
Train from Delray Beach Station to Miami Airport Station
- Ave. Duration
- 1h 24m
- Frequency
- Hourly
- Estimated price
- $5–9
- Website
- https://www.tri-rail.com
- Weekend | Holiday
- $5
- Weekday
- $6–9
Train from Fort Lauderdale Station to Miami Airport Station
- Ave. Duration
- 50 min
- Frequency
- Hourly
- Estimated price
- $4–6
- Website
- https://www.tri-rail.com
- Weekend | Holiday
- $5
- Weekday
- $4–6
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Book at
- https://www.jeffersonlines.com
- Adult
- $35–55
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Book at
- https://www.jeffersonlines.com
- Adult
- $35–55
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Book at
- https://www.jeffersonlines.com
- Adult
- $35–55
Bus from Orlando to Fort Myers Bus Stop
- Ave. Duration
- 5h 35m
- Frequency
- 3 times a day
- Estimated price
- $55–85
- Book at
- https://www.jeffersonlines.com
- Adult
- $55–85
- Phone
- +1 (305) 289-9997
- [email protected]
- Website
- keysshuttle.com
Shuttle from Big Pine Key, FL to Key West, FL
- Ave. Duration
- 30 min
- Frequency
- Once daily
- Estimated price
- $90–110
- Website
- https://www.keysshuttle.com
Shuttle from Miami, FL - International Airport to Key West, FL
- Ave. Duration
- 4h
- Frequency
- 3 times a day
- Estimated price
- $170–200
- Website
- https://www.keysshuttle.com
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Kissimmee to Miami Airport
- Ave. Duration
- 4h
- Frequency
- Every 4 hours
- Estimated price
- $55–110
- Website
- https://www.redcoachusa.com
- Phone
- (+1) 407 649 4994
- [email protected]
- Website
- miamiorlando.com
Bus from Kissimmee to Miami Airport
- Ave. Duration
- 5h 10m
- Frequency
- Twice daily
- Estimated price
- $35–45
- Website
- https://miamiorlando.com
- Schedules at
- https://miamiorlando.com/schedule.php
- Book at
- https://miamiorlando.com/search-results.php
- Adult
- $35–45
Bus from Kissimmee -1471 East Osceola Parkway to Fort Lauderdale - Broward Blvd Park and Ride
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $30–45
- Website
- https://miamiorlando.com
- Schedules at
- https://miamiorlando.com/schedule.php
- Book at
- https://miamiorlando.com/search-results.php
- Adult
- $30–45
- Phone
- +1 305-809-3700
- Website
- cityofkeywest-fl.gov
Bus from Big Pine Key - CVS / MM30 to Whitehead & Eaton
- Ave. Duration
- 1h 17m
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
Bus from Big Pine Key - CVS / MM30 to Whitehead & Eaton
- Ave. Duration
- 1h 17m
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Orlando to Fort Myers Bus Stop
- Ave. Duration
- 5h 45m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Schedules at
- flixbus.com
- Phone
- +1 239-463-5733
- Website
- keywestexpress.net
Ferry from Fort Myers Beach, FL to Key West, FL
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $130
- Website
- https://www.keywestexpress.net
- 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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