- Recommended
Osceola County Welcome Center and History Museum
Local history museum with exhibits on ranching, tourism, and everyday life in Osceola County.
Cheapest price on Sep 20
€289
Average ticket price on Sep 20
€289
Fastest journey on Sep 20
1 d 3 h 58 m
Average journey duration on Sep 20
1 d 3 h 58 m
Trains on Sep 20
1
Distance
1820 km
The best way to find a cheap train ticket from Boston, MA to Kissimmee, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Boston, MA to Kissimmee, FL will cost around €289 if you buy it on the day, but the cheapest tickets can be found for only €289.
On Sun, Sep 20, we found 1 trains from Boston, MA to Kissimmee, FL, including 1 direct services.
On Sun, Sep 20 the direct trains cover the 1820 km distance in an average of 1 d 3 h 58 m but if you time it right, some trains will get you there in just 1 d 3 h 58 m .
On Sun, Sep 20 the slowest trains will take 1 d 3 h 58 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Omio recommends booking the train as it is the most popular option from Boston, MA to Kissimmee, FL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of €244 For those with little time, consider booking a flight, which has an average total journey time of 8h 16m. Average ticket prices depend on the travel mode: a bus costs an average of €244, while a train costs an average of €566.
Distance: 1130 miles (1820 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
€566 Average price | €488 Average price | €244 Average price Cheapest | €218 Average price (fuel + tolls) |
27h 33m Average total duration 27h 3m Onboard + 30m Additional time* | 8h 16m Average total duration Fastest 6h 16m Onboard + 2h 0m Additional time* | 32h 2m Average total duration 31h 32m Onboard + 30m Additional time* | 20h 57m Average total duration (door-to-door) |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Boston, MA to Kissimmee, FL:
A bus is €243 less than a flight for this route with tickets for a flight from Boston, MA to Kissimmee, FL costing on average €488.
A bus is €322 less than a train for this route with tickets for a train from Boston, MA to Kissimmee, FL costing on average €566.
Other travel options to Kissimmee, FL take longer:
Train takes on average 27h 3m.
Bus takes on average 31h 32m.
Tickets start at around €566 compared to roughly €218 in fuel and tolls — a saving of about €-348.52. The journey takes 27h 3m versus 20h 57m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Boston, MA to Kissimmee, FL trains for today, Saturday, September 19. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:40 PM Boston, MA | 27h58 | 5:38 PM Kissimmee, FL | 0 transfersDirect | |
![]() | 2:35 PM Boston, MA | 28h03 | 6:38 PM Kissimmee, FL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Trains from Boston, MA to Kissimmee, FL run on average 5 times per day, taking around 27h 3m. Cheap train tickets for this journey start at €381 but you can travel from only €111 by flight.
The earliest train runs at 05:05, the last at 18:10. The fastest train covers the 1130 miles (1820 km) distance in 26h 5m.
Distance 1130 miles (1820 km) |
Average train duration 27h 3m |
Cheapest ticket price €381 |
Trains per day 5 |
Fastest train 26h 5m |
First train 5:05 AM |
Last train 6:10 PM |
Cheapest Month Nov |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Oct - Dec |
Best time to book 63 days |
Discover the best of Kissimmee, FL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Kissimmee, FL trip today.
Local history museum with exhibits on ranching, tourism, and everyday life in Osceola County.
Interactive military history museum with restored vehicles, aircraft displays, and veteran-focused exhibits.
Compact illusion museum with 3D photo sets and interactive rooms suited to families and casual visitors.
Lakeside park with walking paths, fishing pier, playgrounds, and broad views over Lake Tohopekaliga.
Old-town main street district with preserved storefronts, events, shops, and a walkable small-town atmosphere.
Conservation area with flat trails, wildlife viewing, and a peaceful boardwalk through wetlands and pine forest.
Find answers to the most common questions about traveling from Boston, MA to Kissimmee, FL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Kissimmee, FL, this guide helps you travel smarter and with confidence.

Most Boston, MA to Kissimmee, FL trains use the South Station to Kissimmee Station station pair. Use this guide to compare Boston, MA and Kissimmee, FL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Back Bay Station is 1 km from Boston city centre. Public transport options include:
Back Bay Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Car Rental, Information Desk, and Luggage Carts.
Food options include: Sorellina, Atlantic Fish Company
Free. ATMs are available in the train station.
Ticket office support is available at Back Bay Station. Information desks are located in the main hall.
Luggage storage is available at Back Bay Station. Lost and found is available at the station.
Available at Back Bay Station: Parking, Taxis, WC.
Available at Back Bay Station: Bike Parking, Bike Rental, Car Rental.
Accessibility facilities are available at Back Bay Station: Elevators, ramps, restrooms.
Nearby hotels include Copley Square Hotel, The Westin Copley Place, Fairmont Copley Plaza.
South Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Car Rental, Information Desk, and Luggage Carts.
Food options include: Legal Sea Foods, Tavern in the Square
Free. ATMs are available in the train station.
Ticket office support is available at South Station. Information desks are located in the main hall.
Luggage storage is available at South Station. Lost and found is available at the station.
Available at South Station: Parking, Taxis, WC.
Available at South Station: Bike Parking, Bike Rental, Car Rental.
Accessibility facilities are available at South Station: Elevators, restrooms.
Nearby hotels include InterContinental Boston, The Langham, Boston, Boston Harbor Hotel.
Kissimmee Station is 1 km from Kissimmee city centre. Public transport options include:
Kissimmee Station has practical services for this route, including Parking, Dining, Taxis, Accessibility, WC, Hotel, Ticket Office, Information Desk, and Luggage Carts.
Food and drink options are available at Kissimmee Station.
Ticket office support is available at Kissimmee Station. Information desks are located in the main hall.
Available at Kissimmee Station: Parking, Taxis, WC.
Accessibility facilities are available at Kissimmee Station: Elevators, ramps.
Nearby hotels include Gaylord Palms Resort and Convention Center, Embassy Suites by Hilton Orlando Lake Buena Vista South, Magic Moment Resort and Kids Club.
Here are some other resources that might have the information you need