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Routes
Bike touring routes & trails
United States
Florida
Orange County
Orlando

Cady Way and Cross Seminole Trails

Moderate

5.0

(4110)

18,432

riders

Cady Way and Cross Seminole Trails

03:25

58.6km

80m

Cycling

Cycle the moderate 36.4-mile Cady Way and Cross Seminole Trails, connecting urban areas to natural preserves like Spring Hammock.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

7.43 km

Cady Way Trail

Highlight (Segment) • Trail

The trail is very well developed and leads through the suburban areas directly into downtown Orlando.

Translated by Google •

Tip by

2

29.4 km

Swamps, gators, and airboats, what more can you want? Cruise through Lake Jesup, on the lookout for alligators, and check out Bird Island to learn about its history.

Tip by

B

58.6 km

End point

Parking

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Way Types & Surfaces

Way Types

45.7 km

5.20 km

4.18 km

2.45 km

1.13 km

Surfaces

47.0 km

9.59 km

1.10 km

974 m

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Elevation

Elevation

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Weather

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Today

Wednesday 6 May

33°C

18°C

0 %

Additional weather tips

Max wind speed: 18.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Cady Way and Cross Seminole Trails?

You'll find various parking options along both trails. For the Cady Way Trail, Cady Way Park is a common access point. Along the Cross Seminole Trail, there are multiple trailheads in cities like Oviedo, Winter Springs, Longwood, and Sanford, often with dedicated parking facilities. Check local city websites for specific parking lot locations and availability.

Is the Cady Way and Cross Seminole Trails dog-friendly?

Yes, these trails are generally dog-friendly. However, always keep your dog on a leash and be sure to clean up after them. It's a multi-use trail, so be mindful of other cyclists and pedestrians.

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

The cooler, drier months from late fall through early spring (roughly November to April) are ideal for cycling in Central Florida. During these times, you'll avoid the intense summer heat, humidity, and frequent afternoon thunderstorms, making for a much more comfortable ride.

Do I need a permit or pay an entrance fee to use these trails?

No, you do not need a permit or have to pay an entrance fee to access and cycle on the Cady Way Trail or the Cross Seminole Trail. They are public multi-use trails.

What is the surface and difficulty like on these trails?

Both trails are predominantly paved with asphalt, offering a smooth surface suitable for road and hybrid bikes. The terrain is largely flat, typical of Florida, with minimal elevation changes. This makes the route generally considered easy to moderate in difficulty and accessible for a wide range of cyclists, including beginners.

What kind of scenery can I expect along the route?

The route offers a diverse range of scenery. The Cady Way Trail passes through more urban and suburban areas with pleasant, shaded segments and a tree canopy. As you transition to the Cross Seminole Trail, the landscape incorporates more natural elements, including rural charm in Oviedo, tranquil areas like Big Tree Park, and cypress forests in the Spring Hammock Preserve. You'll also get views of Lake Monroe towards the northern end. Don't miss the Cady Way Trail itself and the Jones Landing Gazebo at Willow Cove.

Does the route connect to other trails?

Yes, the connectivity of these trails is a significant highlight. The Cady Way Trail directly connects to the Cross Seminole Trail at the Orange/Seminole County line. The Cross Seminole Trail is also a key component of the larger Florida Coast-to-Coast Trail and connects to other popular paths like the Seminole Wekiva Trail, the Sanford Riverwalk, and the Spring-to-Spring Trail. The route also passes through sections of the Cross Seminole Trail, Cady Way Trail, and Winter park to Winter pines.

Are there facilities like restrooms or water along the way?

Yes, both trails are well-equipped with amenities. You'll find shelters, rest stops with benches, trash receptacles, and water fountains at regular intervals, making it convenient for touring cyclists.

How long does it typically take to cycle the full Cady Way and Cross Seminole Trails?

The full route, covering approximately 58.6 kilometers (36.4 miles), typically takes around 3 hours and 25 minutes to complete by touring bicycle, depending on your pace and stops.

Is this route suitable for families or beginner cyclists?

Absolutely! With its predominantly paved, flat terrain and minimal elevation changes, the route is very suitable for families and beginner cyclists. The smooth surface and amenities along the way contribute to a comfortable and enjoyable experience for all skill levels.

Are there any specific sections of the trail that offer a more natural experience?

Yes, while much of the Cady Way Trail is more urban, the Cross Seminole Trail offers more natural settings. The section through Spring Hammock Preserve, particularly between Oviedo and Winter Springs, is highlighted for being mostly away from roads and providing a peaceful, natural environment with cypress forests and a boardwalk leading to Lake Jesup.

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