"Another great time had by all. Thanks for making us so welcome again. All our love"
Pat & Den Spellthorne - USA

"Thank you so much for making us all so welcome. We had a lovely weekend and look forward to returning next year".
The Portsmouth Ramblers

"Dear Bill & Jackie. Both Adrian and I felt we had to write to express our sincere thanks for such a great holiday. Your hospitality, food, staff & accommodation was all superb. The guided walking despite Adrian's bad feet was brilliant. The memory of the 19 of us crossing the finishing line at Shanklin will stay with us for a long time! Thanks once again and we look forward to seeing you next year."
Sue & Adrian Peskett

"Dear Bill & Jackie Sincere thanks for another very successful walking weekend, and of course for arranging the weather!! Thought the Hambledon looked very smart and welcoming and the lounge is lovely, you've worked very hard and it shows. Food as always was delicious and varied and plenty of it, cheerfully served by the charming Edita. The walks were well chosen and Jill was as lively and as informative as ever, a true gem."
Kathy Macy - Lymington Ramblers

Step-by-Step Walking Holidays
Welcome to the Step-by-Step Walking Holidays website. Based in Shanklin on the Isle of Wight, Step by Step Walking Holidays offer a blend of the Island's finest, most exhilarating walks and also provide you with great quality, en-suite accommodation in which to relax afterwards.

Please visit the Hambledon Hotel website here for more info about your accommodation.

Providing guided or unescorted walking holidays, Step by Step offers the walker many advantages. These include transport to and from walk locations and local knowledge, maps and guides for the Isle of Wight's finest walks. Whether you want the added enjoyment and interest provided by a local walk leader or the freedom to wander some of Britain's finest countryside, Step by Step Walking Holidays will provide you with a truly memorable walking holiday. Our aim is to enable individuals or groups with all levels of walking ability to enjoy the picturesque Isle of Wight, with its stunning coastline, downlands, woods and villages.

Please use the navigation menu at the top left of the page to find out more about Step-by-Step Walking Holidays including our range of classic walks, current prices, your accomodation and much more.

Our Walks

To many walkers, few pleasures can compare to absorbing nature's varied beauty whilst enjoying the relaxed company of other enthusiasts. These two are perfectly blended in our Step by Step guided walks. A variety of coastal and inland walks are explored in this beautiful island, boasting more walks in its locality than any other area in Britain.

Guided walking group

We pass through picturesque villages, wander shady woodland paths and discover the breathtaking splendour of the Islands sprawling downlands. Each walk averages 10 to 12 miles a day in the company of an experienced island-based guide, able to point out local aspects for added interest.

Guided walking group

A tasty bar meal at one of the many carefully selected country pubs is included with all walks. For those wishing to enjoy just a morning or afternoon walk, Step by Step can arrange a return or delivery lift at lunch time.

For extra security a mobile phone is carried on all walks and our guides are island based people with many years of walking experience.

Just look what's included:
  • En-suite accomodation
  • Bed, breakfast & evening dinner
  • Choice of menu, including special diets
  • Fully escorted walks
  • Distances tailored to suit groups
  • Points of interest explained en-route
  • Walks for all abilities
  • FREE transport to and from walks
  • Experienced walk leader(s)
  • Pub lunch on walks
  • FREE lunchtime collection if needed
  • Car ferry reservations arranged at trade rates
  • Terms & Conditions apply
  • Please click here for our current guided walks tariff
See below for guided walks
Step by Step unescorted walks offer a relaxing and tranquil quality that are so popular with many walkers. The freedom provided by the walks means that you dictate pace, direction, start and finish. When selecting your unescorted walk, the choice is entirely your own - although Step by Step will be on hand to help if required.

Unescorted walking group

Unescorted walkers enjoy the same high standards of half-board or bed and breakfast accommodation, and in addition, Step by Step offers practical assistance in the form of a FREE ORDNANCE SURVEY MAP together with a published guide to the Island's trails and paths. Packed lunches are available on request.

Unescorted walking group

Peace and solitude are qualities that feature highly for many walkers and the flexibility and independence of our unescorted walks aim to fulfil this. It is not our policy to dictate pace or direction. When selecting a route the choice is entirely your own. Route ideas are available for local, linear, circular, coastal and inland walks. The emphasis is on absorbing all the Island's natural beauty and spectacular scenery and enjoying the thatch and stone of many of its buildings.

Transport is provided at the start of our classic walks (minimum of 4 walkers) and we will also provide a copy of the comprehensive local transport timetables, covering buses and trains.

Just look what's included:
  • En-suite accommodation
  • Bed, breakfast & evening dinner
  • Choice of menu, including special diets
  • Ordnance Survey Map of the Isle of Wight
  • Assistance with planning your walks
  • Public transport timetable
  • Guide to Island trails
  • Emergency back up transport
  • Terms & Conditions apply
  • Please click here for our current unescorted walks tariff