The Square to Square Charity Cycle Challenges Q&A section below answers many questions about the challenge.

Square to Square Charity Cycle Challenges Q&A

Some common questions about Square to Square Charity Cycle Challenges.

How long is the cycling route for each cyclist?

Each will complete the 1,400 miles in 14 consecutive days for the Square to Square Charity Cycle Challenge.

Though the team is thoroughly supported by a volunteer support team, there are no rest days.

How many days is the Square to Square Charity Cycle Challenge?

Each Square to Square Charity Cycle Challenge is over 14 consecutive days.

Whilst there are no rest days, the team is supported by a volunteer support team.

How often do the Square to Square Charity Cycle Challenges take place?

The Square to Square Charity Cycle Challenges are triennial.

When do the Square to Square Charity Cycle Challenges take place?

The Square to Square Charity Cycle Challenges usually take place August/September/October; depending on desination and route.

There is 10-11 months of fundraising and promotion during the year leading up to a challenge.

As a cyclist what equipment would I need?

You would need to ensure you have a road worthy road bike (ideally suited to endurance riding - a sportive bike - of 100 miles plus per day).

We can assist riders who sign-up for a challenge with sourcing a bike, should they need help.

  • All bikes are to be serviced by our chosen bike shop two weeks prior to the challenge taking place.
  • Spare parts taken on the challenge are at the disretion of each cyclist.

There is specific and unique Square to Square Charity Cycle Challenge team cycling and team kit (polo shirts etc.) for each challenge (which you will need to purchase - further details on signing-up), plus a team cycle helmet.

As a cyclist how much training do I need to do?

You would have had to have competently completed a 100 mile cycle ride (or have previously completed an endurance cycle ride of 100 miles plus in one day).

We provide a guided training regime over the 9 month training period, with the training starting at 4 hours per week pregressing through to 18 hours. You will be expected to regularly train during the 8-9 months period leading up to the challenge to ensure you are fit enough to complete the endurance cycle challenge.

There are additional 2 and 3 day training weekends, along with cycling events, which all cyclist must attend. Details of these will be provided to all cyclists on sign-up.

How fit do I need to be to complete a Square to Square Charity Cycle Challenge?

As per the previous question, you would have had to have competently completed a 100 mile cycle ride (or have previously completed an endurance cycle ride of 100 miles plus in one day).

With the guided training provided during the months leading up to the challenge you will be able to attain the level of fitness required. The event organisers have a great deal of experience and knowledge, along with being able to call upon additional help, support and advice with regards to training. If a cyclist is prepared to put in the work and complete the regular training then the individual will be able to complete the challenge.

We provide a guided training regime over the 9 month training period, with the training starting at 4 hours per week pregressing through to 18 hours. You will be expected to regularly train during the 8-9 months period leading up to the challenge to ensure you are fit enough to complete the endurance cycle challenge.

There are additional 2 and 3 day training weekends, along with cycling events, which all cyclist must attend. Details of these will be provided to all cyclists on sign-up.

If you have any specific medical conditions that may prevent you from successfully completing the challenge, we will seek professional medical advice and/or consent from your GP to say they believe you can complete the challenge without risk to your or your potential team mates.

How do I apply to cycle a Square to Square Charity Cycle Challenge?

You will need the following qualities to be a cyclist for one of the endurance charity cycle challenges:

  • A great member of a team; a true team player
  • Have competently completed a 100 mile cycle ride (or have previously completed an endurance cycle ride of 100 miles plus in one day)
  • Be able to train regularly over a 9-10 month period (maximum of 18 hours in final week of training); attending regular team training rides and events on the Isle of Wight and south coast of the UK.
  • Be prepared to give up time for specific dates, for promotion and fundraising for the challenge (the focus of the challenge is not only the physical and mental side of the endurance challenge, but also raising funds for the chosen charity/ies.
  • The support of your family and friends; this is an important factor, especially if you have a partner and family, as you will need to devote time to training and fundraising during the year prior to and leading up to the challenge.
  • Be able to take a period of 17-18 days away for the challenge and short stay at the chosen destination before returning to the UK..

To express an interest in being a cyclist on a future Square to Square Charity Cycle Challenge, please complete and submit the following form:

Contact us

How do I apply to be part of the support team for a Square to Square Charity Cycle Challenge?

You will need the following qualities to be a member of the support crew for one of the endurance charity cycle challenges:

  • A great member of a team; a true team player
  • Prepared for hard work over the 14 plus days of the challenge; early and late starts.
  • Good skills of navigation or other skills required for supporting a team of cyclists
  • Be able to attend events on the Isle of Wight and south coast of the UK.
  • Be prepared to give up time for specific dates, for promotion and fundraising for the challenge (the focus of the challenge is not only the physical and mental side of the endurance challenge, but also raising funds for the chosen charity/ies.
  • The support of your family and friends; this is an important factor, especially if you have a partner and family, as you will need to devote time to training and fundraising during the year prior to and leading up to the challenge.
  • Be able to take a period of 17-18 days away for the challenge and short stay at the chosen destination before returning to the UK..

To express an interest in being a member of a support crew on a future Square to Square Charity Cycle Challenge, please complete and submit the following form:

Contact us

How can I fundraise for a Square to Square Charity Cycle Challenge?

We would love you to help fundraise for a Square to Square Charity Cycle Challenge.

The chosen charity/ies for each Square to Square Charity Cycle Challenge are announced at the launch of each challenge and there then follows 9-11 months of fundraising, promotion and events.

More details are available once the challenge in launch, but please complete and submit the following form to express an interest in helping to fundraise for a challenge:

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As a cyclist how much will a Square to Square Charity Cycle Challenge cost?

We aim to keep costs down for cyclists, but this is dependent on the level of corporate sponsorship obtained (as these help to subsidise costs for the cyclists, in return for their efforts fundraising for the nominated charity/ies).

However, as a guide the following are the estimated costs:

  • £500 to complete the challenge, with a non-refundable deposit of £150 twelve months before the challenge, paid on sign-up. The balance is payable monthly over a 10 month period
  • Team cycling kit: £250+ (depending on what you would like, but we would suggest a minimum of three sets of kit (jerseys, bibshorts/shorts and gloves
  • Team cycle helmet: £50
  • Bike service prior to departure on the challenge: £35-40
  • Energy drinks and food/snacks on the training rides and challenge; meals during the challenge are subsidised.
  • Ferry tickets (for training events in the New Forest/south Coast) and overnight accommodation for the training weekends (either budget hotels or camp sites)
  • Optional training week in Tenerife/Malorca (details and costs available to team once finalised)
  • Accommodation at destination city and meals; plus flights and accommodation costs for any family and friends meeting you in the challenge destination city.
  • Return flight from destination (booked as a group as soon as possible on sign-up to the challenge to ensure the flights are the as cheap as possible).
  • Return coach/train from Gatwick to your home address.

These are a summary and general overview of the estimated costs and these are finalised and confirmed as details of the challenge are completed.

As a support crew member how much will a Square to Square Charity Cycle Challenge cost?

We aim to keep costs down for the challenge support crew members, but this is dependent on the level of corporate sponsorship obtained (as these help to subsidise costs for the cyclists, in return for their efforts fundraising for the nominated charity/ies).

However, as a guide the following are the estimated costs:

  • Team polo shirt £12
  • Team cycle helmet: £50
  • Ferry tickets (for training events in the New Forest/south Coast) and overnight accommodation for the training weekends (either budget hotels or camp sites)
  • Accommodation at destination city and meals; plus flights and accommodation costs for any family and friends meeting you in the challenge destination city.

These are a summary and general overview of the estimated costs and these are finalised and confirmed as details of the challenge are completed.

Where/what accommodation will we be staying at during the challenge?

Generally, campsites are used for overnight stays across europe during the challenge. There may be the option for the occasional overnight stay in a hotel, but this will increase the costs for all team members so there has to be common agreement during the planning process.

How much will each cyclist need to raise in sponsorship?

Each Square to Square Charity Cycle Challenge cyclist will need to raise a minimum of £1,000 for the nominated charity/ies.

Can a cyclist raise sponsorship for their own chosen charity?

No. Each Square to Square Charity Cycle Challenge cyclist can only raise sponsorship for the chosen and nominated charity/ies, with the aim as a team of raising as much funds and publicity as possible.

If you are interested in getting involved in a forthcoming Square to Square Charity Cycle Challenge, then please initially complete and submit the following form:

Contact us