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Routes
Road cycling routes
United States
Maine
Lincoln County

Southport Island loop from Oak Point Farm

Routes
Road cycling routes
United States
Maine
Lincoln County

Southport Island loop from Oak Point Farm

Easy

3.0

(1)

20

riders

Southport Island loop from Oak Point Farm

01:04

22.0km

190m

Road cycling

If you're looking for a delightful coastal spin, the Southport Island loop from Oak Point Farm offers a scenic escape. This easy road cycling route takes you through charming island landscapes, past the tranquil Hendricks Head Preserve & Beach, and to the picturesque Cape Harbor View, providing classic Maine vistas…

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

Get Directions

1

144 m

Oak Point Farm

Highlight • Trail

Oak Point Farm sits along the coast of Hodgdon Cove, and is the last undeveloped saltwater farm in Boothbay Harbor. The farm is a year round destination with a .7 …

Tip by

2

7.48 km

Hendricks Head Preserve is on the west side of Southport Island and this small promontory has a lot to offer. The preserve itself has a short hiking trail as well …

Tip by

3

13.0 km

Cape Harbor View

Highlight • Viewpoint

This view from the boat launch at Cape Harbor looks out at Hunting Island, Cape Island, and The Cuckolds Light far in the background.

Tip by

B

22.0 km

End point

Parking

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Way Types & Surfaces

Way Types

17.9 km

4.04 km

< 100 m

< 100 m

Surfaces

17.7 km

4.00 km

264 m

< 100 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

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Today

Sunday 12 July

27°C

13°C

0 %

Additional weather tips

Max wind speed: 16.0 km/h

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Frequently Asked Questions

Where can I park to start this cycling loop?

The recommended starting point for this loop is Oak Point Farm. Parking is available there, which is convenient for cyclists.

What is the difficulty level of this cycling route?

This route is generally considered easy, suitable for most fitness levels due to its mostly well-paved surfaces. However, some sections feature moderately hilly roadways and areas with little to no shoulder, which might make it feel more moderate for less experienced riders.

What is the terrain like on the Southport Island loop?

You can expect mostly well-paved roads throughout the loop. While generally smooth, there are sections with moderate hills and some areas where the road shoulder is limited or absent. The overall region features a rugged coastline.

What are the main scenic highlights along the route?

The loop offers stunning coastal scenery, including views of picturesque inlets, rocky beaches, and the rugged coastline of Southport Island. Key highlights include Hendricks Head Preserve & Beach and Cape Harbor View. The starting point, Oak Point Farm, is also a notable undeveloped saltwater farm.

How long does it typically take to complete the Southport Island loop?

The route is approximately 22 km (13.7 miles) long and typically takes around 1 hour and 4 minutes to complete by racebike, depending on your pace and stops for scenery.

What is the best time of year to cycle this loop?

The loop is enjoyable throughout the warmer months. However, be aware that summer months might bring more traffic to the island, which could impact your cycling experience, especially in sections with limited shoulder.

Is this cycling route dog-friendly?

While the route is primarily on public roads, specific regulations for dogs on Southport Island and at various points of interest may vary. It's best to check local signage or websites for specific leash laws and access restrictions, especially for preserves and beaches.

Do I need any permits or pay fees to cycle this route?

Generally, no specific permits or fees are required to cycle on the public roads of Southport Island. However, if you plan to visit any private attractions or preserves along the way, they might have their own entry requirements or fees.

Are there places to eat or resupply along the route?

Yes, Southport Island has a few options for refreshments. You can find general stores, cafes, and restaurants, particularly around areas like Southport General Store, which can be convenient for a break or resupply during your ride.

Is the Southport Island loop suitable for families?

The mostly well-paved surfaces make it accessible for families. However, parents should be aware of the moderately hilly sections and areas with little to no shoulder, especially during peak season when traffic might be higher. Consider the cycling experience of all family members.

Does the route intersect with other trails?

While primarily a road cycling route, it does briefly intersect with or pass near sections of local trails such as the Yellow Trail, Lichen Path, Story Trail, and Fir Path, particularly around the Oak Point Farm area.

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5.0

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Southport Island loop from Oak Point Farm

01:04h

22.0km

190m

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