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Royal Burghs Of Kilrenny And Anstruther, And Of Cellardyke

St Andrews Cathedral Ruins – St Andrews Castle loop from Anstruther

Royal Burghs Of Kilrenny And Anstruther, And Of Cellardyke

St Andrews Cathedral Ruins – St Andrews Castle loop from Anstruther

Moderate

5.0

(1)

riders

St Andrews Cathedral Ruins – St Andrews Castle loop from Anstruther

01:52

42.2km

330m

Road cycling

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: May 21, 2026

Tips

Includes a segment in which cycling is not permitted

After 29.7 km for 270 m

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129 m

Anstruther Port

Highlight • Other

14.4 km

Historic Building by Kinness Burn

Highlight • Historical Site

15.7 km

West Port City Gate, St Andrews

Highlight • Historical Site

One of the last city gates still extant in Scotland, West Port was built in 1589 and rebuilt in 1843. There are two 'ports', or city gates still standing in St Andrews, the other being Sea Yett, where The Pends reaches the harbour.

The towers of the West Port are said to have been modelled after those of Netherbow Port in Edinburgh. The gateway consists of a decorated central arch with the addition of side arches added during the 1843 rebuilding work. West Port is in the care of Historic Scotland, and only the exterior of the gate can be viewed.

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16.8 km

View of St Andrews Castle

Highlight • Viewpoint

Excellent views of St Andrews Castle and out over cliffs onto the North Sea.

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17.0 km

St Andrews Cathedral Ruins

Highlight • Historical Site

The Cathedral of St Andrew (often referred to as St Andrews Cathedral) is a ruined Roman Catholic cathedral in St Andrews, Fife, Scotland. It was built in 1158 and became the centre of the Medieval Catholic Church in Scotland as the seat of the Archdiocese of St Andrews and the Bishops and Archbishops of St Andrews. It fell into disuse and ruin after Catholic mass was outlawed during the 16th-century Scottish Reformation. It is currently a monument in the custody of Historic Scotland. The ruins indicate that the building was approximately 119m (391 feet) long, and is the largest church to have been built in Scotland.

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17.3 km

St Andrews Castle

Highlight • Castle

The ruins of St Andrews Castle lie right on the coast, with magnificent sea views. In its near 500-year history, the castle has served as a palace, fortress and prison – and now a rather marvellous stop on a hike. The castle has an extraordinary history, so be sure to read about it and check out the information boards.

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