The Isle of Wight Railway was a railway company on the Isle of Wight, United Kingdom; it operated 14 miles of railway line between Ryde and Ventnor. It opened the first section of line from Ryde to Sandown in 1864, later extending to Ventnor in 1866. The Ryde station was at St Johns Road, some distance from the pier where the majority of travellers arrived. A tramway operated on the pier itself, and a street-running tramway later operated from the Pier to St Johns Road. It was not until 1880 that two mainland railways companies jointly extended the railway line to the Pier Head, and IoWR trains ran through, improving the journey arrangements.

Ventnor is a seaside resort town and civil parish established in the Victorian era on the southeast coast of the Isle of Wight, England, eleven miles (18 km) from Newport. It is situated south of St Boniface Down, and built on steep slopes leading down to the sea. The higher part is referred to as Upper Ventnor ; the lower part, where most amenities are located, is known as Ventnor. Ventnor is sometimes taken to include the nearby and older settlements of St Lawrence and Bonchurch, which are covered by its town council. The population is 5,567 according to the 2021 Census