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Routes
Bike touring routes & trails
United States
Florida
Orange County
Pine Castle

Kissimmee Loop Trail

Moderate

3.3

(11)

36

riders

Kissimmee Loop Trail

03:03

53.7km

30m

Cycling

Embark on the Kissimmee Loop Trail for a moderate touring bicycle ride that spans 33.4 miles (53.7 km) with a gentle elevation gain of 95 feet (29 metres). This route, typically completed in about 3 hours and 2 minutes, guides you through a mix of urban landscapes and local parks.…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

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1

30.4 km

Kissimmee Trail

Highlight (Segment) • 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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B

53.7 km

End point

Parking

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Way Types & Surfaces

Way Types

23.4 km

17.9 km

8.31 km

4.13 km

< 100 m

Surfaces

33.5 km

19.4 km

856 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

Powered by Foreca

Today

Saturday 9 May

34°C

22°C

58 %

Additional weather tips

Max wind speed: 14.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it take to cycle the Kissimmee Loop Trail?

The Komoot route for the Kissimmee Loop Trail is approximately 53.7 kilometers (33.4 miles) long. For a touring cyclist, it typically takes around 3 hours to complete this route.

What is the terrain like on this trail?

The trail primarily features paved surfaces, including asphalt paths, sections of sidewalk, and designated bike lanes. It is generally flat, with no significant climbs or descents. Be aware that some sections involve riding alongside roads, and the eastern part of the loop is mostly sidewalk with a major road crossing at U.S. Highway 192.

Is the Kissimmee Loop Trail suitable for beginners?

Physically, the trail is considered easy due to its flat, paved terrain, making it suitable for all skill levels. However, its urban nature means you'll encounter multiple road crossings, some of which can be busy. Navigating these urban sections requires attentiveness and caution, especially for less experienced riders.

What are the main points of interest along the route?

As you cycle, you'll pass through charming neighborhoods, local parks, and historic landmarks. Notable features include the red steel trestle bridge over John Young Parkway and access to places like the Osceola County Courthouse and Kissimmee Gateway Airport. The trail also serves as a gateway to the more natural Shingle Creek Regional Trail, offering a different scenic experience.

Does the trail connect to other paths?

Yes, the route is a crucial link in Kissimmee's bicycle and pedestrian network. It connects to the Shingle Creek Regional Trail at two access points: Warbird Avenue and Hoagland Boulevard. You'll also find sections that overlap with the Kissimmee Trail Loop, Pioneer Village Trail, and Meadow Woods Trail.

Where can I park to access the Kissimmee Loop Trail?

You can find parking at various points along the loop. Oak Street Park is a convenient option, offering amenities like parking, restrooms, and water. Given the trail's urban nature, street parking or parking lots near connected parks and businesses may also be available.

Is the Kissimmee Loop Trail dog-friendly?

While the trail itself is generally open to pedestrians and cyclists, specific rules for dogs can vary by section, especially in parks or urban areas. It's best to keep dogs on a leash and be prepared to clean up after them. Always check local signage for any restrictions.

What is the best time of year to cycle this trail?

The cooler, drier months from late fall through early spring (roughly November to April) are generally the most pleasant for cycling in Florida, avoiding the intense heat, humidity, and frequent summer thunderstorms. This period offers more comfortable temperatures for your ride.

Are there any permits or fees required to use the trail?

No, there are no permits or entrance fees required to access and cycle the Kissimmee Loop Trail. It is a public trail designed for community access.

Are there places to stop for refreshments or restrooms along the way?

Yes, as an urban trail, it connects to various amenities. You'll find access to restaurants and shopping centers, particularly in downtown Kissimmee. Oak Street Park offers restrooms and water, and other local parks along the route may also provide facilities.

What's an insider tip for cycling the Kissimmee Loop Trail?

Many recreational cyclists combine sections of the Kissimmee Loop Trail with the Shingle Creek Regional Trail for a more varied and scenic experience. The Kissimmee Loop provides excellent urban connectivity, but for a more natural escape with potential wildlife viewing and shaded paths, consider diverting onto the Shingle Creek Regional Trail at access points like Warbird Avenue or Hoagland Boulevard.

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