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Routes
Road cycling routes
United States
Florida
Sarasota County
Fruitville

Legacy Trail and Casey Key Loop

Moderate

3.4

(12)

80

riders

Legacy Trail and Casey Key Loop

03:56

98.4km

60m

Road cycling

Cycle the moderate 61.1-mile Legacy Trail and Casey Key Loop, enjoying diverse landscapes and coastal views in Sarasota County, Florida.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

31.9 km

Casey Key Beach

Highlight • Beach

Casey Key, a narrow barrier island on Florida's Gulf Coast, is known for its pristine, secluded beaches and luxurious waterfront estates.

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B

98.4 km

End point

Parking

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Way Types & Surfaces

Way Types

53.4 km

31.8 km

12.5 km

566 m

221 m

Surfaces

84.5 km

13.4 km

452 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

Monday 25 May

33°C

23°C

49 %

Additional weather tips

Max wind speed: 19.0 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 Legacy Trail and Casey Key Loop?

The Legacy Trail has multiple access points with parking. For the Casey Key Loop portion, you'll typically connect from the mainland roads, and parking can be found near popular spots like Nokomis Beach, which offers facilities.

Is this cycling route suitable for beginners?

The route is rated as moderate. The Legacy Trail section is largely flat and smooth, making it very beginner-friendly. However, the Casey Key Loop involves riding on Casey Key Road, which is narrow, lacks dedicated shoulders, and has blind curves, requiring more caution. Beginners should be comfortable with road cycling in mixed traffic for the Casey Key portion.

What is the terrain like on the Legacy Trail and Casey Key Loop?

The Legacy Trail is a well-maintained, paved multi-use rail trail, mostly flat with some gentle hills and overpasses. The Casey Key Loop primarily uses Casey Key Road, which is also paved but is a narrow road without dedicated shoulders, requiring cyclists to share the road with vehicles. You'll also need to walk your bike across the Blackburn Point swing bridge.

What kind of scenery can I expect along the way?

The Legacy Trail offers diverse scenery, including woodlands, suburban areas, pastures, marsh prairies, and views over Dona Bay and Robert's Bay. The Casey Key Loop, on the other hand, is renowned for stunning coastal views of the Gulf of Mexico, beautiful homes, and lush tropical foliage. It's a picturesque coastal experience.

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

The best time to cycle this route is typically during the cooler, drier months from late fall through spring (roughly November to April). Summers in Florida can be very hot and humid, with a higher chance of afternoon thunderstorms.

Are there any specific challenges or considerations for cyclists on Casey Key Road?

Yes, cyclists should exercise caution on Casey Key Road. It's a narrow road with no dedicated shoulders or sidewalks, and there are blind curves. While traffic is generally low-speed, you will be sharing the road with vehicles. You'll also need to dismount and walk your bike across the Blackburn Point swing bridge.

What notable landmarks or features will I see along the way?

Along the Legacy Trail, you'll pass through areas with historical elements from its railway past and near Oscar Scherer State Park. The Casey Key Loop offers stunning views of the Gulf of Mexico, unique architecture, and connects to Casey Key Beach and the historic Blackburn Point swing bridge.

Is the Legacy Trail and Casey Key Loop dog-friendly?

The Legacy Trail is generally dog-friendly, allowing leashed dogs. For the Casey Key Loop, which involves public roads, dogs are typically allowed but must be leashed and under control. Always ensure your dog is comfortable with cycling environments and respect local regulations.

Do I need any permits or pay entrance fees for this route?

No, there are no specific permits or entrance fees required to cycle the Legacy Trail or Casey Key Loop itself. However, if you choose to enter Oscar Scherer State Park along the Legacy Trail, standard state park entrance fees would apply.

Are there amenities like water or restrooms available along the route?

Yes, the Legacy Trail is well-equipped with amenities, including rest stops, water stations, bike repair stations, and emergency call markers. Along the Casey Key Loop, you can find restroom facilities at popular spots like Nokomis Beach.

Does this route connect with other trails?

Yes, the route primarily utilizes the Legacy Trail for a significant portion. It also passes through sections of the Stoneybrook Trail, Solar Trail, and Walkway.

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