2.8
(10)
60
riders
01:05
26.4km
150m
Road cycling
Enjoy an easy 16.4-mile road cycling loop on Isleboro Island, Maine, featuring coastal views and landmarks like Pendleton Point.
Last updated: February 26, 2026
Waypoints
Start point
Ferry Terminal
Get Directions
100 m
Highlight • Monument
Tip by
10.9 km
Highlight • Settlement
Tip by
14.7 km
Highlight • Viewpoint
Tip by
26.4 km
End point
Ferry Terminal
Way Types & Surfaces
Way Types
26.4 km
< 100 m
Surfaces
26.4 km
< 100 m
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Elevation
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Weather
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Today
Saturday 6 June
15°C
10°C
59 %
Additional weather tips
Max wind speed: 18.0 km/h
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This route was planned by komoot.
The Isleboro Island South Loop is a road cycling route that typically takes about 1 hour and 5 minutes to complete. This is based on an average cycling pace for the 26.4 km distance.
The Isleboro Island South Loop is generally considered an easy road cycling route. While the island's terrain is described as 'rolling' and 'hilly' with some tree-shaded inclines, the primary route is mostly paved asphalt. You'll encounter an elevation gain of about 149 meters over the 26.4 km.
Isleboro Island is accessible by a 20-minute ferry ride from Lincolnville, Maine. The ferry schedule and cost should be checked in advance. Once on the island, parking is generally available near the ferry landing or other public areas, but specific parking instructions for the start of the loop are not detailed. The route itself starts and ends near the ferry terminal.
The route offers majestic vistas of Penobscot Bay and captivating ocean views. Key highlights include the historic Grindel Point Light, which also houses the Grindel Point Sailor's Museum. You'll also pass through the charming settlement of Dark Harbor and reach Pendleton Point, a popular viewpoint at the southern tip of the island known for great views and potential harbor seal sightings.
The best time to cycle on Isleboro Island is typically during the warmer months, from late spring through early fall. This period offers pleasant weather for coastal cycling and allows you to fully enjoy the island's tranquil atmosphere and scenic beauty. Summer is popular, but can also be busier.
While the route is on public roads, specific regulations regarding dogs on the cycling route itself are not provided. If bringing a dog, it's advisable to ensure they are well-behaved, leashed, and that you are prepared to clean up after them. Always check local island rules regarding pets, especially concerning ferry travel and public spaces.
There are no specific permits or entrance fees required to cycle on the roads of Isleboro Island. However, you will need to pay for the ferry service to access the island from Lincolnville.
The Isleboro Island South Loop is an easy road cycling route, making it potentially suitable for families. However, be aware that the island's roads are described as narrow, shoulderless, and winding. While residents are generally tolerant of cyclists, families with younger or less experienced riders should exercise caution and consider the traffic conditions, especially during peak summer months.
Yes, it's important to note that Isleboro Island's roads are often narrow, lack shoulders, and can be winding. While the local community is increasingly aware of and tolerant towards cyclists, always ride defensively, be visible, and be prepared to share the road with vehicles. The island's tranquil nature means traffic is generally lighter than mainland routes, but caution is still advised.
Yes, beyond the South Loop, the island offers options for a fuller cycling experience. A popular full island loop is approximately 28 miles (about 45 km), and some sources refer to a '30-mile route' option. These longer routes may include some unpaved segments, which could require good fitness or even necessitate pushing your bike.
Isleboro Island is a tranquil summer retreat, and while it has year-round residents and summer visitors, amenities like cafes and shops are limited, particularly along the cycling route itself. It's advisable to bring your own water and snacks, especially for the duration of the loop. The settlement of Dark Harbor might offer some limited options, but it's best to plan ahead.
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