Lowest Prices
We find the cheapest bus & train tickets, so you can wander for less.
Best Travel Options
We partner with 500+ carriers to bring you the most bus & train options.
Quick & Easy Booking
Book trips quickly with a simple, hassle-free checkout – online & on our app.
Fast Customer Support
We don’t monkey around. We respond within minutes to help you out.
Trip Summary
2 trains operate daily from Stamford to Kissimmee. The train trip from Stamford to Kissimmee is usually about 25 hours and 52 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 24 hours and 43 minutes.
| Distance | 988 mi (1589 km) |
| Fastest train | 24h 43m |
| Lowest price | $177.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Which train should you take from Stamford to Kissimmee?
Amtrak is the one and only train line which connects Stamford to Kissimmee. The schedule is relatively limited as the train only runs twice a day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 1d 1h 52m | $281.84 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 2 Amtrak trains from Stamford to Kissimmee every day, as well as 2 trips on the weekends, with prices starting from $177.
Frequently Asked Questions
The distance between Stamford and Kissimmee is approximately 988 miles, or 1589 kilometers. The average train journey between these two cities takes 25 hours and 52 minutes, although the absolute fastest you could get there is 24 hours and 43 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
On a weekly basis, the greatest number of passengers tend to travel by trains from Stamford to Kissimmee on Wednesday. Tickets for Wednesday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Monday. Monday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Stamford at 7:00am while the last train of the day leaves at 12:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
Trains leave the station in Stamford twice a day, so there are a couple of options depending on your preferred travel time. However, there are no direct trains. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you change trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Kissimmee to Stamford.
City Information
Stamford
Stamford is one of the most populous cities in the state of Connecticut, and many residents commute into New York City, about 30 miles southwest. You can even see NYC from Greenwich Point Park, a scenic spot on Long Island Sound. But don't get too distracted by the Big Apple; there is plenty to enjoy in Stamford itself!
The Stamford Museum and Nature Center is a 118-acre museum that includes a working farm, an art gallery, outdoor trails, a planetarium, an otter pond, and endless activities for visitors of all ages. Visitors of legal ages will also love the many clubs, bars, and breweries in downtown Stamford. Some popular spots for drinks and dinner are Olio, Brasitas, and ZAZA Italian Gastrobar.
Stamford is a major transportation hub for travelers in the region. The Stamford train station is the second-busiest in the Metro-North system, after only Grand Central Station. Commuter rails connect Stamford to New York City and New Haven, and Amtrak trains provide service to Boston, Washington, and beyond. Or, OurBus and Greyhound offer intercity bus tickets as a more affordable alternative to trains. Stamford benefits from many airports in the region, but the closest international airport is LaGuardia in Queens.
Kissimmee
Image credit: Unsplash
Image credit: Pixabay
Image credit: Pixabay
A small town in central Florida, Kissimmee is a popular destination for fans of amusement parks and other landmarks. The city is very close to many different amusement parks, including the world-famous Walt Disney World Resort, which is why Kissimmee is a popular place to stay for park-goers. Other surrounding amusement parks to check out include the Universal Orlando Resort and the SeaWorld Parks & Resorts. If amusement parks are not your thing, you could also check out the local Titanic: The Artifact Exhibition, which showcases artifacts related to the ill-fated ship. And don't miss the Bok Tower Gardens, which offers an amazing green space for picnics.
If you wish to try the best dishes in town, try Del Frisco's Double Eagle Steak House, which offers some of the best authentically American steaks in town, coupled with fine wine. Another great choice is Jaleo, run by the award-winning chef José Andrés.
The principal train station in Kissimmee is the Grand Central Station, which serves Amtrak Silver Service trains. The main bus station is located at 1979 E Osceola Pkwy. Both bus and train service connect Kissimmee to cities including Orlando, Miami, Atlanta, and more.
Station Information
Where is the train station in Stamford?
Main departure station: Amtrak/Metro North Station
There is one train station in Stamford.
All train stations in Stamford:
Amtrak/Metro North Station
Where is the train station in Kissimmee?
Main arrival station: Grand Central Station - 111 E Dakin Ave
The Kissimmee Amtrak Station is located at 111 E Dakin Ave in Kissimmee, Florida. The station is served by Amtrak's Silver Star and Silver Meteor trains, plus SunRail, the area's commuter rail system. The station has a waiting room and restrooms but no free WiFi. Luckily, you can connect to WiFi once on the train! Because the station is in downtown Kissimmee, many coffee shops, bars, and restaurants are within a short walk.
All train stations in Kissimmee:
Grand Central Station - 111 E Dakin Ave
Get around town with Moovit
Need a return trip from Kissimmee to Stamford?
Search Train Tickets
Wanderu is the simplest way to book bus and train travel.
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.
Book buses and trains on the go with the Wanderu app.
Download our app and snag the best travel deals across North America & Europe.Learn more