- Recommended
Osceola County Welcome Center and History Museum
Local history museum with exhibits on ranching, tourism, and everyday life in Osceola County.
The best way to find a cheap bus 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 $175 if you buy it on the day, but the cheapest tickets can be found for only $129.
On Wed, Nov 04, we found 2 buses from Boston, MA to Kissimmee, FL, including 2 direct services.
On Wed, Nov 04 the direct buses cover the 1820 km distance in an average of 1 d 19 h 43 m but if you time it right, some buses will get you there in just 1 d 18 h 5 m .
On Wed, Nov 04 the slowest buses will take 1 d 21 h 20 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.

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Buses from Boston, MA to Kissimmee, FL run on average 3 times per day, taking around 32h 35m. Cheap bus tickets for this journey start at $133 but you can travel from only $133 by flight.
The earliest bus runs at 01:30, the last at 23:40. The fastest bus covers the 1130 miles (1820 km) distance in 25h 55m.
Plan this route
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Boston, MA to Kissimmee, FL.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 12:55AM | Arrival Time 10:15PM | Duration 45h20 | Departure days Wed | Cheapest price $129 |
Operator FlixBus | Departure Time 01:30AM | Arrival Time 10:15PM | Duration 44h45 | Departure days Fri, Sat | Cheapest price $278 |
Operator FlixBus | Departure Time 02:30AM | Arrival Time 10:15PM | Duration 43h45 | Departure days Sun | Cheapest price $322 |
Operator FlixBus | Departure Time 05:30AM | Arrival Time 10:15PM | Duration 40h45 | Departure days Mon, Fri, Sat, Sun | Cheapest price $113 |
Operator FlixBus | Departure Time 02:15PM | Arrival Time 10:15PM | Duration 32h00 | Departure days Sat | Cheapest price $340 |
Operator Greyhound | Departure Time 03:00PM | Arrival Time 09:05AM | Duration 42h05 | Departure days Tue, Wed, Fri, Sat, Sun | Cheapest price $143 |
The table below shows live departures for Boston, MA to Kissimmee, FL buses for tomorrow, Tuesday, November 3. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:55 AM Boston, MA | 45h20 | 10:15 PM Kissimmee, FL | 0 transfersDirect | |
![]() | 3:00 PM Boston, MA | 42h05 | 9:05 AM Kissimmee, FL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Buses from Boston, MA to Kissimmee, FL with FlixBus and Greyhound. Overnight buses available on this route with FlixBus and Greyhound. Use the details below to compare onboard facilities.
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
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.
Florida gator tail is a regional specialty, usually fried or blackened. It reflects Central Florida's swamp-to-table identity and is common on local menus.
Cuban sandwich is a Florida staple with roast pork, ham, Swiss cheese, pickles, and mustard on pressed Cuban bread, tied to the state's Cuban heritage.
Key lime pie is Florida's signature dessert, made with tart key lime filling and a crumb crust. Its bright citrus flavor is strongly linked to the state.
Upscale steakhouse with prime cuts, seafood, and polished service. Suitable for a refined dinner near the resort area.
Casual local seafood spot known for fried baskets, oysters, and Florida specialties in a relaxed, family-friendly setting.
Lively Cuban restaurant serving classics like Cuban sandwiches, roast pork, and cafecito in a colorful, casual atmosphere.
Moderate for Florida tourism; lodging near parks is pricier, but chain dining, fast food, and car-based travel keep daily costs below top-tier US resort cities.
Tip 15-20% at restaurants, 18-20% for strong service, $1-2 per drink at bars, and 10-15% for taxis. Cafes often have tip jars or card prompts.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Kissimmee, FL.
Find answers to the most common questions about traveling from Boston, MA to Kissimmee, FL by bus. 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 bus, 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 buses use the Boston, Bus Terminal South Station to station pair. Use this guide to compare Boston, MA and Kissimmee, FL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Boston, Bus Terminal South Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Several fast food and cafe options available.
Free Wi-Fi available throughout the terminal. ATMs are aTMs located inside the terminal.
Ticket office support is available at Boston, Bus Terminal South Station.
Available at Boston, Bus Terminal South Station: Parking, Taxis, WC.
Accessibility facilities are available at Boston, Bus Terminal South Station: Fully accessible with ramps and elevators.