Isle of Wight Cycle

Isle of Wight Cycle

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5 Days From

$766

Isle of Wight Cycle

5 Days Starting and ending in Ryde, England

Visiting: Ryde, Isle of Wight

Tour operator:

Walkers' Britain

Tour code:

WIC

Group Type:

Independent

Guide Type:

Self Guided

Physical rating:

introductory to moderate

Age range:

14-

Tour operated in:

English

Activities:

Cycling, Sightseeing, Walking

From: $766

NB: Prices correct on 05-Nov-2024 but subject to change.

This tour is no longer available, please see similar tours below or send an enquiry

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

  • Cycling right the way around the island

  • The beaches and the beauty of the island

  • Queen Victoria’s Osborne House

  • The Needles landmark

  • Newtown the old 'Rotten Borough' and Old Yarmouth Town

  • Exploring Ryde, a typical seaside town

  • Freshwater Bay and its attractions

  • St. Catherine’s Down and its medieval lighthouse

Itinerary

Expand All

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

  • Accommodation
    4 nights in hotels and guesthouses

  • 3 breakfasts

    Enjoy 3 breakfasts during your stay.

  • 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.

  • Luggage transfer

    One piece of luggage per person will be transferred from Inn to Inn, not exceeding 15kg.

  • Information pack

    Receive an information pack including notes and an OS map (1 pack per room booked).

  • 24/7 Emergency contact

    Access to 24/7 emergency contact during your tour.

  • 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).

  • Bike helmet & panniers

    Bike helmet and panniers are provided.

  • 1 breakfast in Yarmouth

    Enjoy 1 breakfast in Yarmouth.

What's Not Included

  • Lunches, dinners & beverages

    Lunches, dinners, and beverages are not included.

  • Travel to and from Ryde

    Travel to and from Ryde is not included.

  • Transfers required during the cycle

    Transfers required during the cycle are not included.

  • Entrance Fees

    Entrance fees to attractions are not included.

  • Travel Insurance

    Travel insurance is not included.

  • Personal expenses

    Personal expenses such as laundry and phone calls are not included.

  • Guide

    This is a self-guided holiday; a guide is not included.

  • Solo traveler supplement

    A supplement will apply if you are traveling solo or book a single room.

  • Bike Hire paid locally

    Bike hire paid locally, approximately £60, is not included.

  • 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

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • Is the tour guided or self-guided?

    This is a self-guided holiday, so you will not have a guide accompanying you.

  • 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.

  • Are there any additional costs for solo travelers?

    Yes, a supplement will apply if you are traveling solo or book a single room.

  • 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.

  • 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

  • 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.

  • 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.

  • 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.

Reviews from travellers on this tour

K. Genovese(Castle Hill, Australia)  

Isle of Wight Cycle

4 Jun 2023

I was on the self guided Isle of Wight cycling tour. It all went smoothly, beginning with collecting the bike. The bike shop was friendly and helpful. The accommodation was comfortable and clean and in good locations near restaurants and shops. My bag was at each hotel when I arrived, and the route was easy to follow. I was given recommendations of where to stop and what tourist locations to visit which was very helpful.

A. Horton(London, United Kingdom)  

Isle of Wight Cycle

14 May 2024

My sister and I had a wonderful 4 day cycling break in the Isle of Wight this April. Hotels, transfer of luggage ,bike hire maps etc were all organised very efficiently as were the prompt replies to our many pre- trip questions . Thank you to all involved.

G. French(United Kingdom)  

Isle of Wight Cycle

26 Aug 2020

Enjoyed cycling along an old railway line, visiting churches and the views. The uphills really are not that bad. Overalll we had an excellent holiday.

P. Mills(Lane Cove, Australia)  

Isle of Wight Cycle

17 Oct 2023

Much better than expected!

B. Siedler(Germany)  

Isle of Wight Cycle

26 Jul 2024

the landscape was beautiful and except for the first day easy to find and it left me some time to look left and right of the road for other sights and places on the island.

P. MacCormick(Mosman, Australia)  

Isle of Wight Cycle

2 Aug 2022

The trip was very well planned my only problem was I had been advised there were very few hills on the cycle which was not true.

Desrae Cameron(Highgate, QLD, Australia)  

Isle of Wight Cycle

20 Sep 2022

Circumnavigating the Isle of Wight by bicycle is certainly a great adventure. So much history and relics to see as you ride gravel lanes and climb winding hills experiencing undulating country lanes and climbing to the summit of The exhilarating Needles. Any worries of luggage transfers are alleviated by an amazing door to door accommodation service including a great selection of bed and breakfast places. I did this ride solo and felt confident with the maps and information package provided by UTracks. Overall, a great adventure.

B. Dalsto(Australia)  

Isle of Wight Cycle

2 Oct 2024

All the hotels on Wight had character although the room at Dorset was small for 2 men. The bikes we rented were good quality, my Shimano ebike was terrific. The coastal path we followed was not always easy to find or follow, compared to cycling infrastructure on the continent.

P. Luard(Godalming, UK)  

Isle of Wight Cycle

17 Sep 2020

The Tuesday and the Thursday were excellent with good weather, lovely views while cycling and plenty of interesting places to visit. The Wednesday was very wet indeed and blowing a gale. After leaving Yarmouth, the first stop was Alum Bay and the Needles.Two visits to both the Alum Bay restaurant and the Glass Factory dried us out and warmed us up enough to set-out on the second half of the journey. By the time that we arrived at the accommodation in Chale, the wind had dropped and the sun had come out. We travelled in the 2020 summer.

D. Rogers(Wynnum, Australia)  

Isle of Wight Cycle

1 Aug 2023

Overall trip was as described. Isle of Wight is beautiful and we got great weather. Accommodation on Yarmouth and Night 3 was excellent.

Read all 10 reviews

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Sunday - Thursday

Aug 31, 2025 - Sep 04, 2025
$766

Monday - Friday

Sep 01, 2025 - Sep 05, 2025
$766

Tuesday - Saturday

Sep 02, 2025 - Sep 06, 2025
$766

Wednesday - Sunday

Sep 03, 2025 - Sep 07, 2025
$766

Thursday - Monday

Sep 04, 2025 - Sep 08, 2025
$766

Friday - Tuesday

Sep 05, 2025 - Sep 09, 2025
$766

Saturday - Wednesday

Sep 06, 2025 - Sep 10, 2025
$766

Sunday - Thursday

Sep 07, 2025 - Sep 11, 2025
$766

Monday - Friday

Sep 08, 2025 - Sep 12, 2025
$766

Tuesday - Saturday

Sep 09, 2025 - Sep 13, 2025
$766

Wednesday - Sunday

Sep 10, 2025 - Sep 14, 2025
$766

Thursday - Monday

Sep 11, 2025 - Sep 15, 2025
$766

Friday - Tuesday

Sep 12, 2025 - Sep 16, 2025
$766

Saturday - Wednesday

Sep 13, 2025 - Sep 17, 2025
$766

Sunday - Thursday

Sep 14, 2025 - Sep 18, 2025
$766

Monday - Friday

Sep 15, 2025 - Sep 19, 2025
$766

Tuesday - Saturday

Sep 16, 2025 - Sep 20, 2025
$766

Wednesday - Sunday

Sep 17, 2025 - Sep 21, 2025
$766

Thursday - Monday

Sep 18, 2025 - Sep 22, 2025
$766

Friday - Tuesday

Sep 19, 2025 - Sep 23, 2025
$766

Saturday - Wednesday

Sep 20, 2025 - Sep 24, 2025
$766

Sunday - Thursday

Sep 21, 2025 - Sep 25, 2025
$766

Monday - Friday

Sep 22, 2025 - Sep 26, 2025
$766

Tuesday - Saturday

Sep 23, 2025 - Sep 27, 2025
$766

Wednesday - Sunday

Sep 24, 2025 - Sep 28, 2025
$766

Thursday - Monday

Sep 25, 2025 - Sep 29, 2025
$766

Friday - Tuesday

Sep 26, 2025 - Sep 30, 2025
$766

Saturday - Wednesday

Sep 27, 2025 - Oct 01, 2025
$766

Sunday - Thursday

Sep 28, 2025 - Oct 02, 2025
$766

Monday - Friday

Sep 29, 2025 - Oct 03, 2025
$766

Tuesday - Saturday

Sep 30, 2025 - Oct 04, 2025
$766

Wednesday - Sunday

Oct 01, 2025 - Oct 05, 2025
$766

Thursday - Monday

Oct 02, 2025 - Oct 06, 2025
$766

Friday - Tuesday

Oct 03, 2025 - Oct 07, 2025
$766

Saturday - Wednesday

Oct 04, 2025 - Oct 08, 2025
$766

Sunday - Thursday

Oct 05, 2025 - Oct 09, 2025
$766

Monday - Friday

Oct 06, 2025 - Oct 10, 2025
$766

Tuesday - Saturday

Oct 07, 2025 - Oct 11, 2025
$766

Wednesday - Sunday

Oct 08, 2025 - Oct 12, 2025
$766

Thursday - Monday

Oct 09, 2025 - Oct 13, 2025
$766

Friday - Tuesday

Oct 10, 2025 - Oct 14, 2025
$766

Saturday - Wednesday

Oct 11, 2025 - Oct 15, 2025
$766

Sunday - Thursday

Oct 12, 2025 - Oct 16, 2025
$766

Monday - Friday

Oct 13, 2025 - Oct 17, 2025
$766

Tuesday - Saturday

Oct 14, 2025 - Oct 18, 2025
$766

Wednesday - Sunday

Oct 15, 2025 - Oct 19, 2025
$766

Thursday - Monday

Oct 16, 2025 - Oct 20, 2025
$766

Friday - Tuesday

Oct 17, 2025 - Oct 21, 2025
$766

Saturday - Wednesday

Oct 18, 2025 - Oct 22, 2025
$766

Sunday - Thursday

Oct 19, 2025 - Oct 23, 2025
$766

Monday - Friday

Oct 20, 2025 - Oct 24, 2025
$766

Book with Confidence

  • 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.

  • 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.

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