There are 7 ways to get from Kissimmee to Cutler Bay by train, bus (Flixbus), car, plane, bus, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train via Orlando
best- Take the train from Orlando to Miamitrain Blfm
4h 59m$85–222Bus (Flixbus)
cheapest- Take the bus from Orlando to Miami Airport Stationbus FlixBus 2411 / ...
7h 18m$38–63Drive 222.8 mi
- Drive from Kissimmee to Cutler Baycar 222.8 mi
4h 17m$41–59Train to Orlando, fly to Miami International Airport, line 2600 train, line 602 bus, line 97 bus
- Take the train from Kissimmee to Sand Lake Roadtrain
- Fly from Orlando (MCO) to Miami International Airport (MIA)plane MCO - MIA
- Take the train from Miami Airport Station to Dadeland South Stat.Rail Southboundtrain
- Take the bus from Dadeland South Metrorail Station to Transitway & Richmond Dr Stationbus
- Take the bus from Richmond Dr Park-And-Ride to Caribbean Blvd @ Marlin Rdbus
5h 3m$613–1,114Train (Amtrak)
- Take the train from Kissimmee Amtrak Station to Miami Amtrak Stationtrain Silver Meteor / ...
7h 29m$145–217Train to Orlando, fly to Fort Lauderdale–Hollywood International Airport, train, line 2600 train, line 602 bus
- Take the train from Kissimmee to Sand Lake Roadtrain
- Fly from Orlando (MCO) to Fort Lauderdale–Hollywood International Airport (FLL)plane MCO - FLL
- Take the train from Fort Lauderdale Airport Station to Metrorail Transfer Stationtrain
- Take the train from Tri-Rail Station Rail Southbound to Dadeland South Stat.Rail Southboundtrain
- Take the bus from Dadeland South Metrorail Station to Transitway & Richmond Dr Stationbus
6h 16m$316–870Train, bus to Tampa, fly to Miami International Airport, line 2600 train, line 602 bus
- Take the train from Kissimmee Amtrak Station to Tampatrain
- Take the bus from Marion Transit Center to Airport Rental Car Centerbus
- Fly from Tampa (TPA) to Miami International Airport (MIA)plane TPA - MIA
- Take the train from Miami Airport Station to Dadeland South Stat.Rail Southboundtrain
- Take the bus from Dadeland South Metrorail Station to Transitway & Richmond Dr Stationbus
7h 15m$706–1,179
Kissimmee to Cutler Bay by bus and train (Flixbus)
Comparing Your Travel Options
The cheapest way to get from Kissimmee to Cutler Bay is to bus which costs $35 - $65 and takes 7h 18m.
The fastest way to get from Kissimmee to Cutler Bay is to drive which takes 4h 17m and costs $40 - $60.
No, there is no direct bus from Kissimmee to Cutler Bay station. However, there are services departing from N Main St & E Cypress St and arriving at Marlin Rd Station via Orlando and Dadeland South Metrorail Station. The journey, including transfers, takes approximately 7h 18m.
No, there is no direct train from Kissimmee to Cutler Bay. However, there are services departing from Orlando and arriving at Dadeland South Stat.Rail Southbound via Historic Overtown/Lyric Theatre Stat.Rail Southbound. The journey, including transfers, takes approximately 4h 59m.
The distance between Kissimmee and Cutler Bay is 269 miles. The road distance is 224.1 miles.
The best way to get from Kissimmee to Cutler Bay without a car is to train via Orlando which takes 4h 59m and costs $85 - $230.
It takes approximately 4h 59m to get from Kissimmee to Cutler Bay, including transfers.
Kissimmee to Cutler Bay bus services, operated by Flixbus USA, depart from Orlando station.
Kissimmee to Cutler Bay train services, operated by Brightline, depart from Orlando station.
The best way to get from Kissimmee to Cutler Bay is to train via Orlando which takes 4h 59m and costs $85 - $230. Alternatively, you can bus, which costs $35 - $65 and takes 7h 18m.
What companies run services between Kissimmee, FL, USA and Cutler Bay, FL, USA?
Brightline operates a train from Orlando to Miami every 2 hours. Tickets cost $40–170 and the journey takes 3h 36m. Alternatively, Flixbus USA operates a bus from Orlando to Miami Airport Station every 4 hours. Tickets cost $30–55 and the journey takes 4h 20m.
- Website
- aa.com
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $40–280
Flights from Tampa to Miami International Airport
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $40–290
- Website
- southwest.com
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $40–280
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $40–300
- Website
- jetblue.com
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $40–300
- Phone
- +1 831-539-2901
- [email protected]
- Website
- gobrightline.com
Train from Orlando to Miami
- Ave. Duration
- 3h 36m
- Frequency
- Every 2 hours
- Estimated price
- $40–170
- Book at
- Brightline
- Smart
- $40–90
- Premium
- $110–170
- Phone
- +1 855-724-5411
- [email protected]
- Website
- SunRail
Train from Kissimmee to Sand Lake Road
- Ave. Duration
- 18 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- SunRail
Train from Kissimmee to Sand Lake Road
- Ave. Duration
- 18 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- SunRail
- Phone
- 305-891-3131
- Website
- Miami Dade Transit
Train from Miami Airport Station to Dadeland South Stat.Rail Southbound
- Ave. Duration
- 34 min
- Frequency
- Every 30 minutes
- Estimated price
- $3
- Website
- Miami Dade Transit
- Schedules at
- World Cup Info: Miami Dade Transit
- Adult
- $3
Train from Tri-Rail Station Rail Southbound to Dadeland South Stat.Rail Southbound
- Ave. Duration
- 40 min
- Frequency
- Every 20 minutes
- Estimated price
- $3
- Website
- Miami Dade Transit
- Schedules at
- World Cup Info: Miami Dade Transit
- Adult
- $3
Train from Miami Airport Station to Dadeland South Stat.Rail Southbound
- Ave. Duration
- 34 min
- Frequency
- Every 30 minutes
- Estimated price
- $3
- Website
- Miami Dade Transit
- Schedules at
- World Cup Info: Miami Dade Transit
- Adult
- $3
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Miami Amtrak Station
- Ave. Duration
- 5h 18m
- Frequency
- Twice daily
- Estimated price
- $130–210
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $40–65
- Website
- Amtrak
- Phone
- +1 800-874-7245
- [email protected]
- Website
- Tri Rail
Train from Fort Lauderdale Airport Station to Metrorail Transfer Station
- Ave. Duration
- 28 min
- Frequency
- Hourly
- Estimated price
- $3–6
- Website
- Tri Rail
- Weekend | Holiday
- $5
- Weekday
- $3–6
- 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
- Phone
- 305-891-3131
- Website
- Miami Dade Transit
Bus from Dadeland South Metrorail Station to Transitway & Richmond Dr Station
- Ave. Duration
- 21 min
- Frequency
- Every 10 minutes
- Estimated price
- $3
- Website
- Miami Dade Transit
- Schedules at
- World Cup Info: Miami Dade Transit
- Adult
- $3
Bus from Richmond Dr Park-And-Ride to Caribbean Blvd @ Marlin Rd
- Ave. Duration
- 9 min
- Frequency
- Hourly
- Estimated price
- $3
- Website
- Miami Dade Transit
- Schedules at
- World Cup Info: Miami Dade Transit
- Adult
- $3
Bus from Dadeland South Metrorail Station to Transitway & Richmond Dr Station
- Ave. Duration
- 21 min
- Frequency
- Every 10 minutes
- Estimated price
- $3
- Website
- Miami Dade Transit
- Schedules at
- World Cup Info: Miami Dade Transit
- Adult
- $3
Bus from Dadeland South Metrorail Station to Transitway & Richmond Dr Station
- Ave. Duration
- 21 min
- Frequency
- Every 10 minutes
- Estimated price
- $3
- Website
- Miami Dade Transit
- Schedules at
- World Cup Info: Miami Dade Transit
- Adult
- $3
- Phone
- +1 813-254-4278
- Website
- HART
Bus from Marion Transit Center to Airport Rental Car Center
- Ave. Duration
- 32 min
- Frequency
- Every 30 minutes
- Estimated price
- $1–2
- Website
- HART
- Phone
- +1 727-540-1900
- [email protected]
- Website
- Pinellas Suncoast Transit Authority
Bus from Marion Transit Center to Airport Rental Car Center
- Ave. Duration
- 18 min
- Frequency
- Every 3 hours
- Estimated price
- $3
- Schedules at
- Pinellas Suncoast Transit Authority
- Adult
- $3
Want to know more about travelling around United States
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Booking & Getting There
Kissimmee to Cutler Bay bus services, operated by Flixbus USA, arrive at Miami Airport Station.
Kissimmee to Cutler Bay train services, operated by Brightline, arrive at Miami station.
Yes, the driving distance between Kissimmee to Cutler Bay is 224 miles. It takes approximately 4h 17m to drive from Kissimmee to Cutler Bay.
There are 210+ hotels available in Cutler Bay.













