The best road cycling routes around Siesta Key
4.2
(72)
853
riders
25
rides
Last updated: November 9, 2025
4.0
(5)
120
riders
1. Longboat Key and Lido Key
56.4km
02:13
40m
40m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(2)
110
riders
2. Anna Maria Island loop — Sarasota
71.8km
02:47
10m
10m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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7
riders
3. Myakka River loop — Sarasota
106km
03:59
80m
80m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
4. Siesta Key loop — Sarasota
22.4km
00:55
20m
20m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.9
(12)
46
riders
5. Legacy Trail loop from Southside Village
23.9km
00:56
20m
20m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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