The route starts from Carisbrooke near Newport. The sign for the Tennyson Trail is present on Nodgham Lane. After this, the trail follows a steep hill in a south-westerly direction along an ancient road with banks on each side. Views to the left show Carisbrooke Castle, leading on to Bowcombe Valley. The route later crosses bridleways N125 and N127 and later passes N140 where a television mast is visible. At this point the path starts to descend before crossing a gate to a crossing track at the bottom. After crossing this, the route travels along Bridleway N136a to Brighstone Forest to another gate around 80 metres further ahead. An overhead electrical cable will later pass overhead and will follow a narrow beech plantation to the left. After passing Bridleway N198 the trail continues straight ahead and uphill through open fields before levelling off at a gate which levels off and follows the sign for Bridleway N139 to Brook and Freshwater. As the track continues, it slowly becomes enclosed in trees through Brighstone Forest.

On reaching Brighstone Forest, signs for the Tennyson Trail appear. After following these signs the track starts to descend and crosses Bridleway BS58 shortly before reaching a five-way crossing. After continuing straight at the crossing, a signpost appears showing the Worsley Trail and Shorwell to the left and the Tennyson Trail to the right. Following this leads to Brighstone Down. The trail continues west along this track with sea views to the left before descending steadily to exit at a picnic area onto Lynch Lane. Turning right, then left will lead through the National Trust Jubilee Car Park and onto the National Trust information board. After passing the Forestry Commission Brighstone Forest entrance, the trail follows the down following the ancient road to the summit. After leaving National Trust land through a gate and continuing ahead on level ground, the path will immediately pass ancient burial mounds on the right. The track then descends to a further gate into a field where the Tennyson Trail is signposted. It will then descend through the field to reach the B3399 road to Freshwater and Yarmouth to the right and Brook to the left.

After turning right onto the road towards Freshwater, the path immediately restarts to the left by a bus stop and car park onto Compton Down. This track begins to immediately climb steeply passing a chalk pit on the right then bears right to avoid overhead electric cables. The trail continues ahead, steadily gaining height towards Afton Down. It then travels through the golf course on Afton Down with the track later descending to Freshwater Bay.

From here, the Tennyson Trail joins the westbound Coastal path next to a block of public toilets on the lane to Fort Redoubt. This lane then turns sharply left passing through two sets of stiles onto Tennyson Down. From here the trail continues along the coastline, continuing to rise to the Tennyson Monument. After reaching the monument, the ground starts to descend. At the bottom of Tennyson Down will be a stile leading on to West High Down which has a steady incline until a radio aerial comes into view. After crossing a stile by the aerial, the trail then continues right onto a tarmac road. From here to the left, The Needles Battery can be seen. The road passes a row of cottages where it turns sharply left. Here there is a stile with a descending path and another stile back onto the road. This road continues downwards to Alum Bay, marking the end of the trail.