There are 10 ways to get from Kissimmee to Islamorada by train, bus, bus (Greyhound), car, plane, shuttle, 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.
Train, bus
best- Take the train from Kissimmee Amtrak Station to Hollywood Amtrak Stationtrain Silver Meteor / ...
- Take the bus from Miami Airport Station to Islamoradabus Greyhound US0720s
8h 42m$144–223Bus via Pembroke Pines
cheapest- 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 Islamoradabus Greyhound US0720s
8h 42m$48–73Drive 275.6 mi
- Drive from Kissimmee to Islamoradacar 275.6 mi
5h 36m$51–73Fly 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 Islamorada, FL
5h 40m$724–1,245Bus
- Take the bus from Orlando to Miami Airport Stationbus FlixBus 2411 / ...
- Take the bus from Miami Airport Station to Islamoradabus Greyhound US0720s
8h 54m$50–77Bus, shuttle
- Take the bus from Orlando - RedCoach Station, FL to Miami Airportbus Tallahassee
- Take a shuttle bus from Miami, FL - International Airport to Islamorada, FLTo the Keys
9h 20m$177–222Fly Orlando to Fort Lauderdale–Hollywood International Airport, shuttle
- Fly from Orlando (MCO) to Fort Lauderdale–Hollywood International Airport (FLL)plane MCO - FLL
- Take a shuttle bus from Fort Lauderdale, FL - International Airport to Islamorada, FL
6h 5m$444–1,015Fly Orlando to Key West International Airport, bus
- Fly from Orlando (MCO) to Key West International Airport (EYW)plane MCO - EYW
- Take the bus from Key West Airport to Islamoradabus
6h 8m$83–497Train to Tampa, fly to Miami International Airport, shuttle
- Take the train from Kissimmee Amtrak Station to Tampatrain
- Fly from Tampa (TPA) to Miami International Airport (MIA)plane TPA - MIA
- Take a shuttle bus from Miami, FL - International Airport to Islamorada, FL
7h 52m$767–1,610Train to Tampa, fly to Fort Lauderdale–Hollywood International Airport, shuttle
- Take the train from Kissimmee Amtrak Station to Tampatrain
- Fly from Tampa (TPA) to Fort Lauderdale–Hollywood International Airport (FLL)plane TPA - FLL
- Take a shuttle bus from Fort Lauderdale, FL - International Airport to Islamorada, FL
8h 19m$277–510
Kissimmee to Islamorada by train and bus
Comparing Your Travel Options
The cheapest way to get from Kissimmee to Islamorada is to bus which costs $50 - $80 and takes 8h 54m.
The fastest way to get from Kissimmee to Islamorada is to drive which takes 5h 36m and costs $50 - $75.
No, there is no direct bus from Kissimmee to Islamorada. However, there are services departing from E Vine St & Brack St and arriving at Islamorada via Kissimmee -1471 East Osceola Parkway and Miami Airport Station. The journey, including transfers, takes approximately 8h 42m.
The distance between Kissimmee and Islamorada is 327 miles. The road distance is 277.2 miles.
The best way to get from Kissimmee to Islamorada without a car is to train and bus which takes 8h 42m and costs $140 - $230.
It takes approximately 8h 42m to get from Kissimmee to Islamorada, including transfers.
Kissimmee to Islamorada bus services, operated by Jet Set Express, depart from Kissimmee -1471 East Osceola Parkway station.
Kissimmee to Islamorada bus services, operated by Jet Set Express, arrive at Sheridan Tri-Rail Station.
Yes, the driving distance between Kissimmee to Islamorada is 277 miles. It takes approximately 5h 36m to drive from Kissimmee to Islamorada.
There are 183+ hotels available in Islamorada.
What companies run services between Kissimmee, FL, USA and Islamorada, FL, USA?
You can take a bus from E Vine St & Brack St to Islamorada 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 8h 42m.
- Website
- aa.com
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $35–270
Flights from Orlando to Key West International Airport via Miami International Airport
- Ave. Duration
- 3h 19m
- When
- Every day
- Estimated price
- $35–250
Flights from Tampa to Miami International Airport
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $35–280
- Website
- southwest.com
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $35–270
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $40–300
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $40–320
- Website
- flybreeze.com
Flights from Orlando to Key West International Airport
- Ave. Duration
- 1h 23m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $65–470
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $100–270
- Website
- jetblue.com
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $40–300
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 4m
- When
- Every day
- Estimated price
- $40–320
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
- $120–200
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $40–65
- Website
- Amtrak
Train from Kissimmee Amtrak Station to Tampa
- Ave. Duration
- 1h 44m
- Frequency
- Once daily
- Estimated price
- $40–65
- 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 Islamorada
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $13–20
- Website
- Greyhound
Bus from Miami Airport Station to Islamorada
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $13–20
- Website
- Greyhound
Bus from Miami Airport Station to Islamorada
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $13–20
- Website
- Greyhound
Bus from Key West Airport to Islamorada
- Ave. Duration
- 2h
- Frequency
- 3 times a day
- Estimated price
- $14–22
- Website
- Greyhound
- 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 (305) 289-9997
- [email protected]
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Islamorada, FL
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $120–140
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Islamorada, FL
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $120–140
- Website
- Keys Shuttle
Shuttle from Fort Lauderdale, FL - International Airport to Islamorada, FL
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $130–160
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Islamorada, FL
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $120–140
- Website
- Keys Shuttle
Shuttle from Fort Lauderdale, FL - International Airport to Islamorada, FL
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $130–160
- Website
- Keys Shuttle
- 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
- $35–55
- Schedules at
- Flixbus USA
- 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
- $55–80
- Website
- RedCoach
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