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Boston, MA, USA to Kissimmee, FL, USA from $100: 9 ways by bus, train, flight or car

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from
Boston, United States of America
to
Kissimmee, United States of America

How to Get from Boston to Kissimmee: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$100 by busBest price
2110 kmDistance
5h 47m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Boston to Kissimmee with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
Various
Plane
Average Duration
5h  47m
Estimated price
$61-463
Recommended
route map
Distance: 2110 km
Duration: 5h 47m

See more options

Company
Various
Bus
Plane
Average Duration
8h  13m
Estimated price
$66-457
Company
Various
Plane
Train
Average Duration
8h  18m
Estimated price
$91-610
Company
Various
Bus
Plane
Average Duration
6h  54m
Estimated price
$100-590
Company
Various
Bus
Bus
Average Duration
28h  54m
Estimated price
$100-619
Company
Various
Train
Plane
Average Duration
6h  55m
Estimated price
$101-820
Company
Various
Train
Plane
Average Duration
8h  56m
Estimated price
$611-612
Company
Amtrak
Train
Average Duration
27h  7m
Estimated price
$613-614
Company
Various
Drive
Average Duration
22h  11m
Estimated price
$617-618
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Traveling From Boston to Kissimmee

This journey from the historical charm of Boston to the vibrant energy of Kissimmee offers a fascinating contrast between urban sophistication and laid-back Florida sunshine.

Best Neighbourhoods in Kissimmee

Kissimmee boasts diverse neighborhoods, each offering its own charm and attractions.

Historic Downtown Kissimmee
• Quaint shops with local art and crafts.
• Charming restaurants serve delicious cuisine.
Kissimmee Bay
• Scenic views of beautiful lakes and golf courses.
• Family-friendly amenities and parks abound.
Celebration
• Designed with a picturesque small-town feel.
• Close proximity to theme parks and attractions.

Best Times To Visit Kissimmee's Attractions

Timing your visit can greatly enhance your experience in Kissimmee.

Walt Disney World
Early mornings on weekdays offer shorter lines and cooler weather.
Universal Orlando Resort
Visit during January or February for fewer crowds and pleasant temperatures.
Gatorland
Late afternoons provide a quieter experience as crowds begin to thin.

Kissimmee Weather: What to Expect Year-Round

Kissimmee enjoys a warm, subtropical climate, making it a great destination year-round, though late fall through early spring tends to be the most pleasant for outdoor activities. Understanding the seasonal changes helps you plan the best times to explore attractions without weather interruptions.

Dining Recommendation in Kissimmee

Head to El Tapatio for mouthwatering authentic Mexican cuisine that brings a burst of vibrant flavors and local ingredients to your palate, a stark contrast to Boston's seafood-centric fare. The lively atmosphere, complete with colorful decor and festive music, creates a dining experience that embraces the warm hospitality of Florida.

Boston - Kissimmee operators

Explore transport companies operating between Boston and Kissimmee, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane Show flights
Website
jetblue.com

Plane from Boston (BOS) to Orlando (MCO)

Average Duration
3h 21m
Estimated price
$1002-46320
Website
delta.com

Plane from Boston (BOS) to Orlando (MCO)

Average Duration
3h 21m
Estimated price
$5901-5902
Website
spirit.com

Plane from Boston (BOS) to Orlando (MCO)

Average Duration
3h 23m
Estimated price
$1006-1007
Website
southwest.com

Plane from Manchester (MHT) to Orlando (MCO)

Average Duration
3h 20m
Estimated price
$4634-4635
Website
united.com

Plane from Boston (BOS) to Orlando (MCO)

Average Duration
4h 56m
Estimated price
$5901-1003
Bus Show bus routes
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from Boston to Hartford

Average Duration
1h 40m
Estimated price
$1012-1016

Bus from Boston to Baltimore

Average Duration
8h 30m
Estimated price
$8207-1004
Contact phone
1-800-343-9999
Website
peterpanbus.com

Bus from South Station, Boston, MA to Union Station, Hartford, CT

Average Duration
1h 50m
Estimated price
$8202-663
Train Show train routes
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Boston to Kissimmee Amtrak Station

Average Duration
27h 7m
Estimated price
$613-614

Train from Boston to Providence

Average Duration
49m
Estimated price
$8205-10110
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Boston to New York Penn Station

Average Duration
3h 44m
Estimated price
$1016-10160

Train from New York Penn Station to Kissimmee Amtrak Station

Average Duration
22h 23m
Estimated price
$1019-619

Boston to Kissimmee: Overview of Bus, Train, Flight, and Car Trips

Traveling between Boston and Kissimmee offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on an epic road trip from Boston to Kissimmee, covering a distance of 1311 miles through diverse landscapes and charming towns. 💰 The cost of this journey ranges from $230 to $350, offering flexibility for budget-conscious travelers seeking an exciting adventure by car. 🌴 Arrive in sunny Kissimmee after a scenic drive lasting approximately 22 hours and 11 minutes, ready to explore all the thrills and relaxation this vibrant Florida destination has to offer.
Average price
$230 - $350
🚂 Starting from Boston the train journey to Kissimmee involves a transfer at New York Penn Station. The total travel time is approximately 27 hours and 7 minutes. 💰 Ticket prices for the Boston to Kissimmee train can range from $78 to $823 depending on the class of service and time of booking. It's advisable to make reservations in advance to secure the best rates for this extensive rail adventure.
Departure Point
Boston station
Arrival Point
Kissimmee Amtrak Station
🌴 Once you arrive at Orlando Airport, it's just a short drive or shuttle ride to reach the vibrant city of Kissimmee. The total flight time from Boston to Kissimmee is approximately 5 hours and 47 minutes. 💸 Prices for flights between Kissimmee and Boston can range from $61 to $463, making it a flexible and accessible travel option for those looking to enjoy the sunshine state of Florida.
Departure Point
Boston Airport
Arrival Point
Orlando Airport
🚌 Despite there being no direct bus from Boston to Kissimmee, you can still make the journey with a total travel time of approximately 28 hours and 54 minutes. The route involves transfers at different locations such as Baltimore and Orlando. 🚌 The prices for a bus ticket between Boston and Kissimmee can range from $106 to $321, depending on factors such as booking time, availability, and seat class. This affordable travel option allows you to sit back, relax, and enjoy the journey to your destination.
Departure Point
Boston station
Arrival Point
Orlando Bus Station

Frequently asked questions

Find out more about the route from Boston to Kissimmee.

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The distance between Boston and Kissimmee is approximately 1138 miles. By plane, the typical travel time is around 5 hours and 49 minutes. Alternatively, taking a bus from Boston to Kissimmee would take about 29 hours and 7 minutes. If you prefer to drive, the journey usually takes around 22 hours and 11 minutes.
The most cost-effective and time-efficient transportation option for traveling from Boston to Kissimmee is to fly. This option takes approximately 5 hours and 49 minutes and costs around $50-$390. If cost is a priority, taking a bus and then flying is another viable option, with a travel time of around 8 hours and 15 minutes and costs ranging from $60 to $430. These options provide a convenient and relatively quick way to reach Kissimmee from Boston.
The price to travel from Boston to Kissimmee by train ranges from $78 to $821, depending on factors such as class of service and booking in advance. Alternatively, taking a bus from Kissimmee to Boston can cost anywhere between $108 to $323. It is recommended to check with different transportation providers and compare prices to find the best available option for your travel budget.
To get from Boston to Kissimmee without using public transportation, you can opt to drive. The distance between the two cities is approximately 1311 miles, and it takes around 22 hours and 11 minutes to drive from Boston to Kissimmee. The cost of the trip by car can vary between $230 and $350, depending on factors such as gas prices and tolls.
To travel from Boston to Kissimmee without a car, the best option is to take a train which takes approximately 27 hours and 7 minutes. The train journey offers scenic views and comfortable seating options. The cost of the train ticket can range from $75 to $850 depending on the class and type of train service chosen.
There is no direct train from Boston to Kissimmee. However, there are train services available that involve transfers, with the journey taking approximately 27 hours and 7 minutes. Similarly, there is no direct bus route between the two cities, but bus services with transfers are available, taking around 29 hours and 7 minutes. It is advisable to check the specific schedules and connections when planning travel between Boston and Kissimmee.
The flight between Boston and Kissimmee typically takes around 3 hours and 13 minutes on a direct flight. However, the duration may vary depending on factors like air traffic and weather conditions. The cost of a flight between Kissimmee and Boston can range from $54 to $388, depending on factors such as the time of booking, airline, and availability of deals or discounts. It is recommended to check with different airlines and booking platforms to find the best price for your desired travel dates.
There are numerous options for accommodations near Kissimmee. With over 3,084 hotels available, travelers have a wide range of choices in terms of price and amenities. Prices for hotels in Kissimmee start at $43 per night, providing budget-friendly options for those on a tight budget. Whether you're looking for a luxury resort or a more affordable stay, there is plenty of variety to suit every traveler's needs in Kissimmee.

Trips to Kissimmee