Isle of Wight

Isle of Wight

22nd May 2021 - 28th May 2021 (7 days)

A tour starting with a night on the mainland in the Chichester Harbour area before moving to a fixed base in Shanklin on the Isle of Wight via a ferry crossing from Portsmouth to Fishbourne. The route follows country lanes and cycle paths as much as possible. For history and art enthusiasts, there will be time for a visit to Queen Victoria's island home, Osborne House. Queen Victoria and Prince Albert thought the view of The Solent from the terrace looked like the Bay of Naples. The constant comings and goings of ships and sailing yachts on The Solent makes this a great place for sightseeing and photography.

  • Holiday Type Guided
  • Tour Manager Colin Ward
  • Grade Moderate
  • Booking Status Places Available
  • Accommodation Hotel
  • Board Basis Some Meals
  • Travel Arrangements Ferry
  • Road / Off Road Road
  • Holiday Style Multi-centre
  • Vehicle Support Carry Own Luggage
  • Holiday Ref 03632


Book Now

Ask a question about this holiday
Enquire Now

Isle of Wight

Saturday 22nd May

We meet at our hotel in Emsworth from 3.00pm. 20 mile local ride to the pretty harbour village of Bosham and back to dinner in the hotel. Stay 1 night. Meals: D

Sunday 23rd May

We ride to Clifton Hotel Shanklin, carrying our own luggage, via Hayling Island to Portsmouth ferry (across Langstone Harbour) and Portsmouth to Fishbourne ferry (across The Solent). On the Island we climb over Mersley Down (305ft). 24 miles. Dinner in hotel. Stay 5 nights. Meals: B D

Monday 24th May

We'll cycle north on the 3 mile long esplanade to begin a circular, unladen ride in the north east of the Island. We'll be climbing to Bembridge Down view point (330ft), passing Bembridge Aerodrome, exploring Bembridge Harbour, passing the IOW Steam Railway and Queen Victoria's Osborne House. 49 miles. Meals: B

Tuesday 25th May

We take a circular unladen ride to the West of the Island calling at Alum Bay (for photos of the Needles) and the harbour of Yarmouth. 48 miles. Meals: B D

Wednesday 26th May

Free Day. By this time, cyclists will have some ideas about where they would like to explore in smaller groups. The Tour Manager will be happy to lead a ride to perhaps Ventnor or anywhere else as requested. Meals: B

Thursday 27th May

We'll cycle a circular unladen route to the North West of the Island, calling at West Cowes (photos of sailing yachts close to the shore) and Newtown (which is actually very old). 40 miles. Meals: B D

Friday 28th May

We ride to Fishbourne carrying our own luggage. Cross by ferry to Portsmouth. Tour ends after disembarking. 11 miles. Meals: B

Meals: B = Breakfast  D = Dinner

The above itinerary should be treated as an indication of what is to be accomplished during the tour and not as a contractual obligation.

Accommodation & Meals

Our accommodation will be in comfortable en-suite standard twin or double rooms. Breakfasts are included each morning. A limited number of single rooms are available for a supplement of £150.
A two-course hotel dinner will be included on our first night and a three-course hotel dinner will be included on Sunday, Tuesday and Thursday evenings. Participants with special dietary requirements should indicate this on the Booking Form. There are restaurants near to the accommodation for dinners on Monday and Wednesday evenings. The group will stop at cafes, pubs or village shops to buy lunches, coffees, cakes and teas while out riding.
In the Isle of Wight hotel, there are four double rooms classified as 'superior' because of their King sized beds and superior furnishings. Two of these rooms have bay windows looking out to sea. Superior double rooms can be requested in 'Special Requests' on the booking form at a supplement of £150 per room.

Travel Insurance

Obtaining travel insurance is optional for UK residents as your Cycling UK membership provides third party cover. However, this does not cover any other risks such as cancellation charges, personal injury or lost property. We therefore strongly recommend that suitable insurance is taken out to safeguard against such risks. Members who do not reside in the UK are not covered for third party and are advised to obtain suitable cover before leaving their normal residence. If you already have an annual policy, you may need to confirm that it will cover a UK holiday or make provision for it to do so.


The price of £525 is based on a minimum number of 12 people taking part in the holiday; please note Booking Conditions, clause 3. If there are insufficient bookings by 13th March 2021, we will contact you and return all monies paid.

Price Includes

  • 6 nights hotel, sharing a standard room
  • 6 breakfasts, 4 dinners
  • CTC Cycling Holidays & Tours costs

Price Does Not Include

  • Travel to Chichester or from Portsmouth
  • Meals in Transit
  • Isle of Wight Ferry (adult return £26, senior return £19)
  • Hayling Island Ferry (£2.75 single crossing)
  • Drinks with dinner
  • Lunches or refreshments at morning and afternoon stops
  • Entry fees at any attractions visited
  • Any other personal expenses
  • Travel Insurance
  • Single occupancy supplement (£150, subject to availability)

Payment Schedule

A deposit of £53 per person is payable upon booking, with the final balance of £472 per person to be paid ten weeks prior to departure, by 13th March 2021.


Should you be forced to cancel your booking for any reason you must notify us in writing. Cancellation charges are as follows:

Written notice received:

Before 13th March 2021

From 13th March 2021 through to departure


Cancellation charge:

Deposit (£53)

100% (£525)

The Area Covered By The Holiday

The tour will use a mixture of mostly country roads and cycle paths to explore the Isle of Wight and part of the Chichester harbour area. From the cyclist's point of view, the Isle of Wight terrain is a mixture of downland hills and flat river valleys. An L- shaped cycle path, which follows the route of a disused railway line, connects Sandown in the East with Cowes in the North. Another, shorter, cycle path in the West of the island runs beside the River Yar between Freshwater and Yarmouth. There is a network of quiet country lanes to explore in the south. There are many viewing points on the island from where beautiful seascapes and landscapes can be photographed.

Rides & Rest Days

As much as possible, the group will ride together at an average fully-laden speed of about 10mph, but some riders like to go ahead on hills while others fall behind to take photographs, so, from time to time, the group will re-form at pre-arranged points. On our unladen rides the average speed will be about 12mph. There will be plenty of opportunities for sightseeing. Road surfaces are mainly smooth tarmac, but some of the lanes have broken gravelly surfaces with potholes, and there are some sections of uneven cycle path.

Accommodation & Meals

Stops will be made at village shops, cafes or pubs so that participants can buy their own lunches and snacks. Please make sure you carry some energy food and at least one water bottle.


There are railway stations in Emsworth and Portsmouth. For those travelling to and from the holiday by bike, National Cycle Route 2 passes through Emsworth and Portsmouth. For motorists, the A27/M27 is the nearest main road. There is a car parking charge of £5 for the night at the hotel in Emsworth.

Group Information

The maximum number of participants will be 16 excluding the Tour Manager.

Weather & Clothing

In the South of England, May temperatures usually fall between 10-20°C. It is hoped that the weather will be sunny and dry, but cooler conditions and rain are always a possibility. Shorts and a short-sleeved cycling top are the usual daytime riding attire, but make sure you pack some warmer things and wet weather gear. Your favourite casual clothes will be suitable for evening wear.

Cycles & Equipment

A touring cycle, gravel bike, hybrid or lightweight ATB is suitable for this tour. You should ensure your cycle is well maintained, paying particular attention to wheels, tyres and brakes. A low bottom gear (e.g. small chainring the same size or smaller than the largest cog on your rear wheel) is recommended. If you are unsure about gears, please discuss with the Tour Manager. Mudguards are optional but show courtesy to those who are following you in wet weather. Lights are recommended in case you take an evening ride. New tyres are recommended of at least 28mm diameter. Participants will be expected to carry each day sufficient spares and tools to deal with punctures and minor repairs. Your bike should be able to carry a bar bag, rear rack pack, saddle bag or rear pannier for your waterproofs, additional clothes, snacks, valuables, camera, etc for each day ride.
Each participant is expected to bring, and carry, all of their own clothing, personal items and spares. Because of this, you will need to have a sturdy rear rack fitted to your bike or sufficient bikepacking bags. You are advised to do some riding before the tour with a similar load to that which you will be carrying during the tour to get a feel for how your bike will handle.
Helmets are recommended.

Maps & Guides

You should carry a map in case you become separated from the group. Ordnance Survey Landranger Maps 196 and 197 were used to plan the tour and the Tour Manager will carry the set. The equivalent pages torn from a cheap road atlas would be perfectly adequate. The address, phone number and location of each hotel will be provided. You should carry these details each day and a mobile phone, if you use one.
For GPS users, files of our routes will be emailed. GPX, TCX and FIT files will be available. Printable Cue Sheets will also be sent.