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5 of the most underrated walking routes on the Isle of Wight
Away Resorts shares the top hiking trails off the beaten path, amidst peak holiday season. Visit Isle of Wight has reported a rise in day visitors to the area in summer 2025, marking a rebound year for the local tourism industry.
15 August 2025
In an exceedingly busy summer period, Isle of Wight static caravan sales provider Away Resorts has compiled the 5 most underrated walks on the Isle of Wight, for quieter walks away from the main tourist trails. Visitors have been urged to avoid the most popular spots, with destinations such as Ryde, Newport, and Shanklin experiencing increased footfall congestion during peak seasons.
1. The Monk and the Merchant Trail
The Monk and the Merchant Trail is a 7.2 km (4.5 miles) circular route near Ventnor, taking about 2 hours to complete. Starting at the Blackgang Viewpoint car park, the trail passes through scenic countryside, leading to St Catherine’s Oratory, a medieval chapel once used as a beacon.
You'll also walk through ancient grasslands and past the Hoy Monument. The trail is moderate in difficulty, with some steeper sections, gates, and steps, so sturdy footwear is recommended. It’s dog-friendly, but be prepared for muddy conditions.
2. Jubilee Car Park to Shorwell Shute Circular
This circular walk starts from Jubilee car park and covers just under 10km, taking around 2 to 2.5 hours to complete. The route leads through scenic countryside, passing Shorwell Shute, and offers a peaceful experience as it meanders through woodlands, rolling hills, and historic sites.
It’s a tranquil escape from busier trails, allowing walkers to enjoy a varied landscape of nature and history. Parking is available at Jubilee car park.
3. Rew Street to Gurnard Marsh via the Coastal Path
This walk follows the Coastal Path from Rew Street to Gurnard Marsh, taking 1 to 1.5 hours, at approximately 6km. Along the way, the route offers stunning coastal views and takes you through varied terrain, including marshland, woodlands, and coastal scenery.
The walk is relatively quiet, making it ideal for those looking to avoid crowded paths and experience a peaceful environment. Parking may be restricted at the trailhead, but there are spaces available near Rew Street.
4. Worsley Monument Circular
This scenic 5.8 km circular trail near Wroxall offers a moderately challenging hike with an elevation gain of approximately 639 feet (195 meters). The route begins in the village of Wroxall and ascends through woodlands and open downland to reach the Worsley Monument.
The trail continues along the ridge, providing panoramic views over the island's landscape. As you descend, you'll pass through peaceful woodlands, making this walk ideal for those seeking a quieter and less crowded experience.
5. Colwell Totland Freshwater Bay Walk
This 9.7 km loop trail near Freshwater offers a scenic and relatively easy walk, taking an average of 2 hours to complete. The route begins at Colwell Bay and follows the coastline through Totland, leading to the picturesque Freshwater Bay. Along the way, walkers can enjoy stunning views of the Solent, quiet beaches, and nature reserves.
Kate Watts, spokesperson for Away Resorts, said:
“With a rise in the popularity of staycations, popular beauty spots across the UK can become especially busy in recent years. It’s important to go off the beaten path to find a bit of peace and quiet, avoid the traffic and reduce impact to the local ecology. With hundreds of secluded spots to pick from across the Isle of Wight, you’ll always be able to find true wilderness”.