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Cycling routes
United States
Florida
Osceola County

Kissimmee

The best cycling routes around Kissimmee

By Fede from komoot

ยท

Updated May 10, 2026

If youโ€™ve ever tried to plan touring cycling around Kissimmee, you know how overwhelming the options can be. With so many trails and paths, itโ€™s tough to figure out which routes are genuinely worth your time and effort, and which are just filler. We get it โ€“ you want the best, not just any ride.

Thatโ€™s where komoot comes in. Our community has mapped, ridden, and reviewed these routes, saving you the guesswork. This guide is your curated shortlist, packed with the touring cycling routes that truly deliver, so you can spend less time planning and more time pedaling.

Kissimmeeโ€™s real charm for touring cyclists lies in its predominantly flat terrain, making it accessible for nearly everyone. Youโ€™ll find an extensive network of paved multi-use trails winding through tranquil lakes, lush conservation areas, and pine forests, often offering glimpses of local wildlife like sandhill cranes and alligators. The area seamlessly blends urban exploration with serene natural escapes, with routes ranging from easy, well-paved surfaces to those with short unpaved segments.

If you only do one route, weโ€™d start with the Shingle Creek Trail โ€“ Kissimmee Trail loop from Publix. This popular 16.5 miles (26.6 km) route is perfect for an easy, scenic ride along Shingle Creek. For a shorter, equally rewarding option, the Nice view of the lake โ€“ Shingle Creek Trail loop from Shingle Creek Station offers 7.0 miles (11.3 km) of beautiful lake views. With more than 70 touring cyclists already exploring Kissimmee with komoot, youโ€™re in good company. Start exploring your next adventure today!

If you only do 3 of these routes

  1. 1

    Shingle Creek Regional Trail
  2. 2

    Shingle Creek Regional Trail
  3. 3

    Shingle Creek Trail โ€“ Kissimmee Trail loop from Publix

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Shingle Creek Regional Trail

19.4ย km

20ย m

Easy

Shingle Creek Regional Trail

18.7ย km

10ย m

Easy

Shingle Creek Trail โ€“ Kissimmee Trail loop from Publix

26.6ย km

30ย m

Easy

Nice view of the lake โ€“ Shingle Creek Trail loop from Hamilton's Reserve

25.9ย km

30ย m

Easy

Nice view of the lake โ€“ Shingle Creek Trail loop from Shingle Creek Station

11.3ย km

10ย m

Easy

East Lake Tohopekaliga loop from Saint Cloud

19.7ย km

10ย m

Easy

Bike loop from Cypress Creek High School

9.14ย km

10ย m

Easy

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1.

Shingle Creek Regional Trail

19.4km

01:10

20m

20m

The Shingle Creek Regional Trail offers a delightful touring cycling experience through Central Florida's varied ecosystems, from serene wetlands and cypress swamps to shaded hardwood forests. You'll pedal along smooth, paved surfaces, including asphalt and concrete, with some charming boardwalk sections over water, all while enjoying frequent views of the tranquil Shingle Creek waterway. Keep an eye out for local wildlife, including sandhill cranes and alligators, as you pass by the historic Pioneer Village.

Planning your ride is straightforward, with ample parking available at various trailheads along the route. The trail is considered easy, covering 12.0 miles (19.4 km) with only 67 feet (21 metres) of elevation gain, making it suitable for all skill levels and typically taking just 1 hour and 9 minutes. For the most pleasant conditions, aim to visit during the cooler, drier months between November and April, and remember that dogs are welcome on a leash.

This trail is notable as the northernmost headwaters of the Florida Everglades, with its waters eventually flowing 350 miles south. It's part of a larger regional network, with over 17 paved miles currently open and plans for a total of 32 miles, blending natural splendor with urban charm. The flat terrain and diverse scenery make it a fantastic option for family cycling or anyone seeking a relaxing, accessible ride.

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2.

Shingle Creek Regional Trail

18.7km

01:18

10m

10m

The Shingle Creek Regional Trail offers a delightful touring cycling experience, winding through a mix of Florida's natural wetlands, hardwood forests, and cypress swamps. This easy 11.6-mile (18.7 km) route, with only 40 feet (12 metres) of elevation gain, takes about 1 hour and 18 minutes to complete, making it perfect for a leisurely ride. You'll enjoy smooth, paved surfaces and charming boardwalks, all while keeping an eye out for wildlife like sandhill cranes and alligators near the Powerline Corridor and Wetland Forest highlight.

When planning your visit, you'll find convenient Shingle Creek Regional Trail parking at multiple trailheads, along with amenities like restrooms and picnic areas. The trail is multi-use and wide, accommodating cyclists, pedestrians, and other users comfortably. It's an accessible option for most, and the clear signage helps you navigate the various Shingle Creek bike paths with ease.

This trail is particularly notable for tracing the northernmost headwaters of the Florida Everglades, offering a unique ecological connection. Beyond its natural beauty, you can explore historical landmarks such as the Osceola County Pioneer Village, adding a cultural dimension to your ride. The Shingle Creek Regional Trail is also part of a larger vision, eventually connecting Orange and Osceola Counties and linking to the Florida Coast-to-Coast Trail.

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3.

Shingle Creek Trail โ€“ Kissimmee Trail loop from Publix

26.6km

01:34

30m

30m

This easy 16.5-mile (26.6 km) touring cycling loop, with just 106 feet (32 metres) of elevation gain, offers a fantastic blend of natural Florida landscapes and urban exploration, taking about 1 hour and 33 minutes to complete. You'll pedal through shaded cypress swamps and oak hammocks on boardwalks over wetlands, then transition to urban paths winding past local parks and historic landmarks like the red steel trestle bridge over John Young Parkway.

Starting from a Publix provides convenient parking and access to this well-maintained route. Be sure to bring plenty of water and bug spray, especially when near water, and exercise caution on boardwalk sections that can become slippery when wet. The trail offers benches and rest areas along the way for breaks.

The Shingle Creek Trail is notable as the northernmost headwaters of the Everglades watershed, offering a chance to spot alligators, birds, and turtles in a wilderness-adjacent setting. This loop connects two extensive trail networks, providing a diverse cycling experience that highlights both Kissimmee's natural beauty and its urban charm.

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5.

Nice view of the lake โ€“ Shingle Creek Trail loop from Shingle Creek Station

11.3km

00:42

10m

10m

The Shingle Creek Trail loop from Shingle Creek Station offers a wonderfully accessible touring cycling experience, winding through a captivating mix of wetlands, hardwood forests, and cypress swamps. You'll enjoy peaceful views of the Shingle Creek waterway, often from scenic bridges and boardwalks, with glimpses of local wildlife. The route is primarily paved, making for a smooth ride, and it's a great option for those seeking family friendly bike routes with a nice view of the lake.

This easy 7.0-mile (11.3 km) loop, with a minimal 40 feet (12 metres) of elevation gain, can be comfortably completed in about 42 minutes. Trailheads, like the one at Shingle Creek Regional Park, provide convenient restrooms and parking. It's a well-signed path with plenty of shaded spots and benches for breaks, making it ideal for a relaxed outing any time of year, though mornings are often cooler.

Often referred to as the "Birthplace of the Everglades," Shingle Creek holds significant ecological importance. Along the trail, you'll find educational signs detailing the environment and local wildlife, and you can even access historical landmarks like the Pioneer Village. This trail seamlessly blends natural beauty with cultural insights, offering more than just a ride; it's an exploration of Florida's heritage.

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7.

Bike loop from Cypress Creek High School

9.14km

00:32

10m

10m

The Bike loop from Cypress Creek High School offers a wonderfully easy and accessible touring cycling experience, tracing the paved Cypress Creek Hike and Bike Trail. You'll glide along the smooth asphalt path, following the Faulkey Gully, and enjoy views of natural surroundings, including mature post oaks and forested wetlands, with several bridges adding visual interest. This 5.7-mile (9.1 km) route, with only 20 feet (6 metres) of elevation gain, is perfect for a relaxed 31-minute spin, making it an excellent choice for families or anyone seeking a gentle ride.

Starting directly from Cypress Creek High School, this loop is incredibly convenient for local cyclists. As a multi-use path, it connects to various community points like schools and shopping areas, so consider riding during off-peak times if you prefer fewer pedestrians. Parking is generally available in the vicinity of the high school, making for a straightforward start to your ride.

This paved trail is a distinct part of the wider Cypress Creek area, which is also known for its more technical mountain biking trails. Unlike those challenging singletracks, this easy route is specifically designed for touring bicycles, offering a comfortable and smooth journey through the local landscape. It's a great option if you're looking for family-friendly bike loops near Cypress Creek High School or beginner touring cycling routes in the area.

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Tips from the Community

mtm05005
July 8, 2024, Shingle Creek Trail

The Shingle Creek Trail is an almost 18-mile trail that runs through Orlando and Kissimmee. It is mostly paved walking trails, but at times it joins up with quiet roads to connect between different paths.

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This area is very popular for kayaking and offers guided nature tours along the creek. It provides stunning views of the water, making it a great spot to take a break and enjoy the surroundings.

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Circle around the heart of the City of Kissimmee! Connecting residential neighborhoods with Downtown Kissimmee, the Kissimmee Medical Arts District, and the Shingle Creek Regional Trail. Explore canals, tree-lined pathways, forest covered areas, and the John Young Parkway Pedestrian Bridge.

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The Steffee Family Historic Cabin is an interactive museum to represent how a pioneer family lived in the early 1900s. It is a great place for a break off the bike to learn more about the area.

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The Shingle Creek Trail is an almost 18-mile trail that runs through Orlando and Kissimmee. It is mostly paved walking trails, but at times it joins up with quiet roads to connect between different paths.

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Alex
February 6, 2024, Nice view of lake

You gain a fantastic view of the lake from the path and the lush grassland around it. A good spot to take a break off the bike and perhaps a bite to eat.

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Scott
February 6, 2024, Kissimmee Loop Trail

Circle around the heart of the City of Kissimmee! Connecting residential neighborhoods with Downtown Kissimmee, the Kissimmee Medical Arts District, and the Shingle Creek Regional Trail. Explore canals, tree-lined pathways, forest covered areas, and the John Young Parkway Pedestrian Bridge.

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If youโ€™re looking for a slice of nature in Orlando, head to the Shingle Creek Trail: Pine Island East Loop. This 3.4-mile loop trail takes you through a lush wetland forest that is home to many birds and wildlife. Youโ€™ll also enjoy views of the Shingle Creek. The trail is shared by hikers and bikers, so be courteous and watch out for others.

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Frequently Asked Questions

How many touring cycling routes are available in Kissimmee?

There are over 10 touring cycling routes around Kissimmee, catering to various preferences. The komoot community has explored 12 routes in total, with 10 of them rated as easy, 1 as moderate, and 1 as difficult.

What is the best time of year to go touring cycling in Kissimmee?

The best time to cycle in Kissimmee is generally during the cooler, drier months, typically from late fall through spring (November to April). This avoids the intense heat and humidity of summer, making for a more comfortable ride. You'll also find abundant wildlife viewing opportunities during these seasons.

What kind of terrain can I expect on Kissimmee's cycling trails?

Kissimmee's cycling trails are predominantly flat, offering a mix of paved pathways and some routes with unpaved segments. You can expect to cycle through diverse landscapes including pine forests, gum trees, wet meadows, and along tranquil lakes. Trails like the Shingle Creek Trail offer scenic views of cypress scenery and peaceful creek bridges.

Are there family-friendly cycling routes in Kissimmee?

Yes, many of Kissimmee's touring cycling routes are suitable for families. The region is known for its easy, well-paved trails, such as the Shingle Creek Trail โ€“ Kissimmee Trail loop from Publix, which is 16.5 miles long and offers scenic views. The Kissimmee Lakefront Park also features wide recreational pathways perfect for a leisurely family ride.

What natural features and wildlife can I see while cycling in Kissimmee?

Kissimmee offers abundant opportunities for wildlife observation. While cycling, you might spot white-tailed deer, alligators, wild turkeys, and various wading birds along trails like the Shingle Creek Trail. Conservation areas such as the Disney Wilderness Preserve are home to bobcats, river otters, and red-cockaded woodpeckers, while Lake Kissimmee State Park offers sightings of bald eagles and sandhill cranes.

Are there any specific landmarks or attractions accessible by bike?

Yes, several attractions are easily accessible or visible from cycling routes. The Lake Evalyn โ€“ Celebration Pond loop from Advent Health Celebration offers views of Lake Evalyn and Celebration Pond. The Kissimmee Lakefront Park provides scenic views of Lake Tohopekaliga. You can also cycle past historic sites like Pioneer Village near Shingle Creek Regional Park.

Are there any loop trails for touring cyclists in Kissimmee?

Yes, Kissimmee features several loop trails ideal for touring cyclists. A popular option is the Nice view of the lake โ€“ Shingle Creek Trail loop from Osceola County Welcome Center and History Museum, which is 7.0 miles long and offers beautiful lake views. The Kissimmee Loop Trail also provides a 10-mile paved loop through the urban core, connecting parks and landmarks.

What do other touring cyclists enjoy most about cycling in Kissimmee?

The touring cycling routes in Kissimmee are highly rated by the komoot community, with an average score of 4.8 stars from over 60 reviews. Cyclists often praise the tranquil lakes, lush pine forests, and well-maintained paved pathways that offer a serene escape into natural Florida. The opportunities for wildlife observation are also a frequently highlighted aspect.

Where can I find parking for touring cycling routes in Kissimmee?

Many popular cycling areas in Kissimmee offer convenient parking. For instance, routes like the Shingle Creek Trail โ€“ Kissimmee Trail loop often start near public parking facilities such as those found at Publix. Kissimmee Lakefront Park also provides ample parking for visitors looking to access its recreational pathways.

Can I bring my dog on the touring cycling trails in Kissimmee?

While many outdoor areas in Florida are dog-friendly, specific regulations for each trail or park can vary. It's best to check the individual park or trail rules regarding pets before you go. Generally, if dogs are allowed, they must be kept on a leash.

Are there options for longer touring cycling routes in Kissimmee?

Yes, for those seeking longer rides, Kissimmee offers routes that can be combined or extended. The Shingle Creek Trail itself is an extensive pathway that connects to various other trails, allowing for longer journeys. For example, the Shingle Creek Regional Trail is nearly 12 miles long, providing a substantial ride through diverse landscapes.

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