Isle of Wight Cycle
Isle of Wight Cycle
Isle of Wight Cycle
5 Days Starting and ending in Ryde, England
Visiting: Ryde, Isle of Wight
Tour operator:
Tour code:
WIC
Group Type:
Independent
Guide Type:
Self Guided
Age range:
14-
Tour operated in:
EnglishInterests:
Activities:
Tour Overview
Embark on an unforgettable cycling adventure around the picturesque Isle of Wight, exploring its stunning beaches, historic landmarks, and charming villages. Begin your journey in the seaside town of Ryde, accessible by the world's last year-round passenger hovercraft service. Cycle through the island's diverse landscapes, visiting Queen Victoria’s Osborne House, the iconic Needles, and the historic towns of Newtown and Yarmouth. Enjoy comfortable accommodations in quaint inns and guesthouses, with luggage transfers and emergency support provided. This self-guided tour offers a perfect blend of scenic beauty, cultural heritage, and invigorating exercise, making it an ideal getaway for cycling enthusiasts.
Highlights
Itinerary
Day 1 : Arrive Ryde
Location: Ryde
Accommodation Name: The Wight House
Ideally, take the train to Portsmouth and then the ferry or hovercraft (world's last year-round passenger service hovercraft!) over to the island. Ryde is a typical seaside town, take your time to explore and maybe try traditional fish 'n' chips on the promenade.
Accommodation: The Wight House is situated at the higher end of town, close to the bike hire shop and with plenty of options to go for a meal around.
Day 2 : Ryde To Yarmouth 39Km / 24.25 Miles
Location: Isle of Wight
Accommodation Name: The Bugle Coaching Inn
A great first day's ride takes you from the busy suburbs of Ryde and Cowes, to the beach resort of Gurnard and then through the pastoral elegance inland, winding through Newtown and some beautiful small villages before rolling into Yarmouth, a pretty, historic seaside town. On the way, the big attraction is Queen Victoria’s Osborne House. This is a big site, so you will need to watch your time if you visit. There is also Quarr Abbey, St. Mildred's Church in Whippingham, and Cowes. Newtown was the original capital of the island, which was attacked by the French in 1377 and never recovered. The old townhall dates back to the 1690's and is now in the care of the National Trust along with much of the surrounding land. Finally, you push into the old town of Yarmouth with its small pier and castle as well as the attractive square, independent shops, cafes and church.
Accommodation: The Bugle Coaching Inn (room only) is a charming 16th century inn situated in the heart of Yarmouth's market square and only a stone's throw from the sea & harbour. Bike storage is through the back. Tea & coffee making facilities in the rooms, which are all en-suite.
Day 3 : Yarmouth To Chale (Via The Needles) 38 Km / 23.6 Miles
Location: Isle of Wight
Accommodation Name: The Wight Mouse Inn
A cycle ride full of beauty with some hills, including an optional couple of steep hairpins up to the New Battery at The Needles Park. From here you can go no further and have great views of the teeth-like stacks (The Needles) jutting out of the headland. It is not such a hard climb, and if you don’t want to cycle up, you could even walk or get the bus from the Alum Bay car park. Freshwater Bay then has a couple of attractions including a thatched church, then there is the (optional) chalky downland ride up and over the grassy downs called ‘The Tennyson Trail,’ this can also be bypassed if you don’t feel like it. The second half of the day is a bit easier with fast country roads, narrow winding lanes and pretty villages such as Brighstone, with some thatched cottages. Finally, returning nearer to the coast, you arrive at the village of Chale underneath St. Catherine’s Down with its medieval lighthouse, the oratory tower. Chale Bay was at one time known as the Bay of Death; sixty ships were lost here between 1746 and 1808. Nearby are the Wealdon Beds which have yielded fossilised remains of dinosaurs.
Accommodation: The Wight Mouse Inn is peacefully located with impressive views over the white cliffs from its big pub garden, explaining why this is such a popular place with locals and visitors alike. Rooms are spacious and en-suite with tea & coffee making facilities.
Day 4 : Chale To Ryde 42Km / 26 Miles
Location: Ryde
The final day is an interesting hilly mix of downs cycling and coastal stretches towards the end of the day. The route avoids the big tourist resorts of Ventnor, Shanklin and Sandown, opting for attractive hilly inland riding until you reach Bembridge. Here you pass around the estuarine harbour and there are a couple of venues for enjoying fresh crab or lobster. Then you are pedalling inland around pretty St. Helens with its harbour and attractive village green, before reaching the coast road at Seaview. The last few kilometres are a relaxing roll into Ryde along the coastal road, before climbing back into town to deliver your bike to the shop and return to your overnight accommodation.
Day 5 : End Of Tour
Location: Ryde
Meals Included: Breakfast
After breakfast make your way to the pier to catch your return ferry to the mainland.
What's Included
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Accommodation
4 nights in hotels and guesthouses -
3 breakfasts
Enjoy 3 breakfasts during your stay.
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4 nights accommodation in B&Bs / Inns
Stay for 4 nights in hotels and guesthouses on a twin share basis with ensuite facilities or private bathrooms where available. Note that 1 night will be in an inn on a room-only basis.
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Luggage transfer
One piece of luggage per person will be transferred from Inn to Inn, not exceeding 15kg.
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Information pack
Receive an information pack including notes and an OS map (1 pack per room booked).
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24/7 Emergency contact
Access to 24/7 emergency contact during your tour.
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Bike Hire for 3 days
Hybrid bike hire for 3 days including a puncture repair kit. E-Bike hire is available on request (supplement applies).
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Bike helmet & panniers
Bike helmet and panniers are provided.
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1 breakfast in Yarmouth
Enjoy 1 breakfast in Yarmouth.
What's Not Included
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Lunches, dinners & beverages
Lunches, dinners, and beverages are not included.
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Travel to and from Ryde
Travel to and from Ryde is not included.
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Transfers required during the cycle
Transfers required during the cycle are not included.
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Entrance Fees
Entrance fees to attractions are not included.
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Travel Insurance
Travel insurance is not included.
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Personal expenses
Personal expenses such as laundry and phone calls are not included.
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Guide
This is a self-guided holiday; a guide is not included.
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Solo traveler supplement
A supplement will apply if you are traveling solo or book a single room.
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Bike Hire paid locally
Bike hire paid locally, approximately £60, is not included.
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Bike helmet
Bike helmet is not included.
What You Carry
As the cycle ride is fully supported you only need to carry are your daily requirements including raincoat, lunch supplies, waterbottle, warm top, camera etc.
Grading
This trip involves cycling between 4-5 hours per day. You will need a good level of fitness and be in good health. *Please note that by UK law, you can ride an electric bike if you’re 14 or over.
Accommodation
4 nights in hotels and guesthouses. The hotels described are our usual accommodation, however if these are not available then alternatives are used. Rooms generally do not have baths, the main reason being that they take up a lot of space. Some hotels/guesthouses may have a separate room in the house where a bath is available to guests, but in the main it is showers. Note that for the dates of your tour we may not be able to get you into the accommodation described. We will endeavour to get you into a similar standard of accommodation nearby, but please appreciate that there is limited accommodation in rural England. Also, although we aim to get you into accommodations with ensuite rooms, this is not always possible. At a couple of places on your tour you may be sharing bathrooms, particularly if you are in a single room.
Mode of Transport
Travel to and from Ryde is included, with transfers required during the cycle. The tour also includes bike hire for 3 days, with an option for E-Bike hire on request.
Check out our Q&As
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What type of accommodation is provided during the Isle of Wight Cycle tour?
The tour includes 4 nights in hotels and guesthouses. The accommodations are usually ensuite, but in some cases, you may have to share bathrooms, especially if you are in a single room. Rooms generally do not have baths, but some hotels/guesthouses may have a separate room with a bath available to guests.
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What should I carry during the cycle ride?
As the cycle ride is fully supported, you only need to carry your daily requirements, including a raincoat, lunch supplies, water bottle, warm top, and camera.
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Is bike hire included in the tour package?
Yes, bike hire for 3 days is included in the tour package. This includes a hybrid bike with a puncture repair kit. E-Bike hire is available on request for an additional supplement.
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Are meals included in the tour package?
The tour package includes 3 breakfasts and 1 breakfast in Yarmouth. Lunches, dinners, and beverages are not included.
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What level of fitness is required for this tour?
This trip involves cycling between 4-5 hours per day, so you will need a good level of fitness and be in good health.
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Is the tour guided or self-guided?
This is a self-guided holiday, so you will not have a guide accompanying you.
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What happens if the usual accommodation is not available?
If the usual accommodation is not available, alternatives of a similar standard will be used. However, please appreciate that there is limited accommodation in rural England.
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Are there any additional costs for solo travelers?
Yes, a supplement will apply if you are traveling solo or book a single room.
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What are some of the key attractions visited during the tour?
Key attractions include Queen Victoria’s Osborne House, The Needles landmark, Newtown, and Old Yarmouth Town.
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Self-guided holidays - inclusions
We have designed our self guided walking and cycling tours to include a number of elements to help you enjoy your holiday more, while leaving out some things to give you more freedom to tailor the trip to your needs and interests. Refer to the Trip Notes for more information on the specific inclusions for each trip. What’s included: - Detailed Route Notes - Accommodation - Luggage transfers - Any scheduled transfers as per Trip Notes - Emergency support - Some meals (mostly breakfasts) What’s NOT included: - Transport to/from start/finish points - Most meals - Any entrance/park fees - Travel insurance - Personal expenses along the way - Unscheduled transfers required during the trip
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Trip Grading & Preparation
Match your level of fitness & requirements Please read this information carefully to find out which grade is most suited to your level of fitness and requirements. To make the most of your Walkers' Britain holiday it is essential and your responsibility to choose a trip that is well within your capabilities. All our active holidays are graded and clearly marked in each trip description. All mountains have uphill and downhill sections and by definition walking and cycling demand some effort. However all things are relative, and these grades assume that you are a reasonably active person who enjoys walking or cycling. Few trips are extreme and most allow ample time for sightseeing and enjoying the scenery. If in doubt about the grade of any holiday, please contact us for advice or request the tour dossiers, you can also chat with our team about the right travel insurance for you. Grade 1 – Introductory These trips involve walking for four to five hours per day or cycling for 15-50 km per day at a slow but steady pace. You will need a reasonable level of fitness and good health. Suggested Preparation 30 minutes of aerobic-type exercise (either road cycling or jogging), three times a week for three months leading up to your trip. Grade 2 – Introductory to Moderate These trips involve a combination of what is described in our Introductory and Moderate levels. The emphasis is on introductory activity but including several moderate stages. Grade 3 – Moderate These adventures involve walking for up to six hours per day or cycling for up to 65 km per day, at a steady pace. You will need a good level of fitness and be in good health. Suggested Preparation 45 minutes of aerobic-type exercise (road cycling or jogging) three times a week for three months leading up to your trip. Grade 4 – Moderate to Challenging This trip grading involves a combination of what is described in our Moderate and Challenging levels. The emphasis is on moderate activity but including several challenging stages. Grade 5 – Challenging These active holidays involve walking up to nine hours per day in mountainous terrain with steep ascents and descents, pass crossing & alpine weather conditions, or cycling for up to 80 km per day over undulating terrain, with some steep and sustained hills. You will need an excellent level of fitness, be prepared to carry a daypack weighing up to 8 kg and be completely comfortable in adverse weather conditions. Suggested Preparation 1 hour of aerobic-type exercise five times a week for three to six months leading up to your trip. We also recommend regular hill walking with a pack in variable weather conditions or road cycling.
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Route notes
While our tours vary in terms of difficulty, route finding is made simple and convenient with our specially prepared package of maps and route notes. On many of the walks it is easy enough to navigate carefully using the route notes provided with a cursory glance at the map. As holidays reach the higher grades, you will need to take more care and we would expect you to have at least some knowledge of using a compass. Maps for our tours also vary considerably, from up-to-date GPS referenced additions, to old map copies which may still be the only ones obtainable for a particular area. The differences in style, grade and destinations of our tours are features that make them of continual interest and delight to our walkers & cyclists. Each set of route notes can contain the following elements relevant to the route: History and information on the region and the route you are walking. Detailed maps including points of interest and accommodation. Detailed step-by-step descriptions (with pictures) of the route and information on detours/optional additions. Transport timetables and information for getting there and away. Safety information and advice. Contact details of accommodation, transport, local representatives and emergency support. Advice for things to do along the way. Suggestions for dining and self catering.
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How our self-guided holidays work
Self guided walking and cycling holidays offer freedom, independence and choice, allowing you to tailor your holidays in the UK & Europe to your interest and travel style. Our detailed Route Notes will contain all of the information you need to plan how you would like to approach each day, giving you the freedom to set your own pace. As you are not limited by the constraints of group travel, you are free to shorten or lengthen your walk as the terrain permits and can even take a day off, although you may need to travel onto your next accommodation by taxi or public transport in order to do so.
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Oct 20, 2025 - Oct 24, 2025Book with Confidence
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Low Deposit
Walkers' Britain requires a minimum deposit of 250 GBP per person or the full booking value, whichever is less, with the final balance not due until 70 days before departure.
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Cancellation Policy
We don't charge a cancellation fee, here is a summary of walkers' britain charges.
Up to 70 days before tour starts: Forfeit 100% of deposit.
At 69 days before tour starts: Forfeit 50% of booking price.
At 35 days before tour starts: Forfeit 100% of booking price.