Kissimmee
Kissimmee
Boston
Boston
Train Flight

Kissimmee to Boston

Updated: 28 May 2026

The journey from Kissimmee to Boston covers approximately 2,000 kilometers. The most practical way to travel is by flying from Orlando International Airport (MCO) to Boston Logan International Airport (BOS). Alternatively, you can take an Amtrak train from the Orlando station for a long, scenic journey. This route connects the sunshine of Florida to the historic, urban landscape of Boston.

Total Distance: Driving distance 2,000 km, Air distance 1,700 km.
Fastest Way
Flight is the fastest method to reach Boston.
Cheapest Way
Flight is usually the most cost-effective and fastest method.
Compare Kissimmee to Boston Routes
Train
Direct
Flight
Direct
Duration 28 hours 3 hours
Avg Price $150 - $350 $150 - $450
Operator Amtrak JetBlue
Route Orlando to Boston South Station. MCO to BOS.
Tip The Silver Service train offers a comfortable, scenic journey. Book flights in advance for the best prices.
Travel Tips
  • Public Transit
    Use the MBTA 'T' subway system to navigate the city efficiently.
  • Airport Transit
    Use the Silver Line or water taxi to get from the airport to downtown.
  • Flight Travel
    Arrive at MCO 2 hours before departure.
  • Weather
    Boston weather can be extreme; check the forecast.
  • Planning
    Book tickets and reservations in advance for popular attractions.
Safety Tips
  • Urban Safety
    Stay aware of your surroundings in crowded tourist areas.
  • Public Transit
    Keep your belongings secure on the 'T'.
  • Weather
    Be prepared for cold winters and hot summers.
  • Emergency
    Keep your phone charged and have emergency contacts saved.
People Also Ask
  • Is there a train?
    Yes, Amtrak provides service from Orlando to Boston.
  • How long is the flight?
    It typically takes 3 hours.
  • Is it expensive?
    Flight prices vary; train prices depend on booking time.
  • What is the best way to travel?
    Flight is the fastest; train is the most scenic.
  • Is Boston safe?
    It is a major city; exercise standard urban safety precautions.
Quick Info
  • From Kissimmee, Florida, United States
  • To Boston, Massachusetts, United States
  • Modes
Best Time to Travel

Spring and Fall for the best weather in both locations.

Things to Do in Boston
1
Freedom Trail
Walk this historic path that takes you through Boston's most significant sites.
2
Fenway Park
Visit the oldest ballpark in Major League Baseball.
3
Museum of Fine Arts
View an extensive collection of art from around the world.
4
Quincy Market
Explore this historic market with its many food stalls and shops.
Tags
Kissimmee to Boston flights to Boston train to Boston Kissimmee travel Boston travel US travel best way to get to Boston Central Florida travel Kissimmee to Boston distance long distance travel