Cady Way and Cross Seminole Trails
Cady Way and Cross Seminole Trails
5.0
(4110)
18,432
riders
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
Start point
Parking
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7.43 km
Highlight (Segment) • Trail
Translated by Google •
Tip by
29.4 km
Highlight • Structure
Tip by
58.6 km
End point
Parking
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
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Weather
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Today
Wednesday 6 May
33°C
18°C
0 %
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Max wind speed: 18.0 km/h
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This route was planned by komoot.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.