2.9
(21)
84
riders
01:32
26.5km
150m
Cycling
Cycle the easy 16.5-mile Isleboro Island South loop, enjoying coastal views, rolling hills, and landmarks like Grindel Point Light.
Last updated: February 26, 2026
Waypoints
Start point
Ferry Terminal
Get Directions
85 m
Highlight • Monument
Tip by
7.19 km
Highlight • Settlement
Tip by
11.0 km
Highlight • Viewpoint
Tip by
26.5 km
End point
Ferry Terminal
Way Types & Surfaces
Way Types
25.8 km
692 m
Surfaces
25.8 km
659 m
< 100 m
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Elevation
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Weather
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Today
Friday 5 June
27°C
11°C
30 %
Additional weather tips
Max wind speed: 19.0 km/h
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This route was planned by komoot.
To begin this cycling route, you'll first need to take the ferry from Lincolnville to Isleboro Island. Parking is available at the ferry terminal in Lincolnville. Once on the island, the loop starts near the ferry landing.
While the island itself is generally welcoming, specific rules for dogs on cycling routes can vary. It's best to keep dogs leashed and ensure they are comfortable with cycling alongside you, especially given the narrow, winding roads. Always clean up after your pet.
The best time to cycle this route is typically from late spring through early autumn. During these months, the weather is most pleasant for cycling, and the island's natural beauty is at its peak. Summer offers warmer temperatures, while spring and fall provide cooler rides and beautiful foliage.
No, there are no specific permits or entrance fees required to cycle the Isleboro Island South loop itself. However, you will need to pay a fare for the ferry service to reach the island.
Yes, this route is generally classified as an easy bike ride, making it suitable for most fitness levels and beginners. It features mostly paved surfaces and manageable elevation changes, typically involving around 150 meters (500 feet) of gain over its 26.5 km distance.
The route primarily features paved surfaces, making it accessible for touring bicycles. While not entirely flat, you'll encounter rolling hills and winding, narrow roads, some shaded by trees. The total distance is approximately 26.5 km.
Along the route, you'll encounter several notable spots. These include the historic Grindel Point Light, the pleasant summer retreat of Dark Harbor, and Pendleton Point, which offers excellent views over the rocks and water.
The Isleboro Island South loop is designed to be completed in approximately 1 hour and 32 minutes of active cycling time. This duration is for the 26.5 km route with an easy difficulty grading.
Yes, given its easy difficulty and mostly paved surfaces, this loop can be a good option for families. The relatively low traffic on the island's narrow roads contributes to a peaceful cycling environment, though islanders driving to the ferry can be time-sensitive.
While Isleboro Island is a popular cycling destination, specific bike rental services directly on the island are not widely advertised. It's recommended to bring your own bicycle or inquire about rentals in nearby mainland towns before taking the ferry.
Isleboro Island has a few establishments, particularly in areas like Dark Harbor, where you might find cafes or small eateries. However, options can be limited, especially outside of peak season. It's always a good idea to bring your own snacks and water.
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