Cycling & Fitness

What daily distances and elevation gains should I expect? 

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Day 1 is 76.9 miles with 2,800 ft of elevation, day 2 is 52.5 miles with 3,600ft of elevation, day 3 is 77.3 miles with 3,800ft elevation. We will be sharing the GPX files with the confirmed route and elevation gain shortly. 

How challenging is the route? Is it suitable for intermediate riders?

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The route does include some steep inclines as we move towards Monte Cassino, however the event is fully supported and there will be lots of rest stops throughout.

Do I need to bring my own bike?

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There are 2 options for you, as you are purchasing your own flights you can take your own bike with you if you wish. We also have an option to hire a bike for you in Italy which you can purchase as part of the registration process. To hire a bike is an extra £130.

How is cycling different in Italy?

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Italy is a cycling country and are very supportive of cyclists however this route will take us out from Naples therefore there will be some roads that are more industrial and that will have slow traffic on. We recommended that you have experience road cycling to take on this event.   We will not be cycling at night, but lights are recommended. The event takes place entirely on the public highway and we recommend a road bike as the most efficient option.

Will I be provided with any training advice for this event?

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Everyone has a different level of fitness and cycling strengths, if you are concerned about your training we can chat through some bespoke plans for you.

Travel & Logistics

Do I need to purchase my own flights?

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Yes, you will need to purchase your own flights that arrive in Naples on 1st October.

Are airport transfers provided?

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Yes, we will transport you from the airport to the hotel on the 1st, and from the hotel to the airport on the 5th. We will share what time you need to arrive by to make the transfers shortly.

What happens if my flight is delayed and I miss the start?

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We do not start cycling until the 2nd October, so if your flight is delayed but still arrives on 1st October, we will work with you to arrange alternative transfers to the hotel. 

Accommodation & Meals

What type of accommodation is included?

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4-star hotels on a twin sharing basis. 

Are meals included?

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All meals are included. When you arrive on 1st October, we will have dinner that night. Breakfast, snacks, lunch and dinner are provided on 2nd, 3rd and 4th. On the last day breakfast is included before your flight home.

What if I have dietary requirements?

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Please advise all dietary requirements during the registration process and these will be catered for. 

Can I upgrade to a single room?

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There is an option for a single room with an addition cost of £100. This is available to purchase during registration. There are a limited number of these and there will also be a final date that we can upgrade to a single room which we will share shortly.  

Safety & Support

Is there medical support on the route?

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All the support crew, including the Ride Captains, are first aid trained with a specific focus on cycle injuries. Also accompanying us will be a qualified medical professional who has been supporting SSAFA cycle rides for the past 10 years. 

What happens in bad weather?

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A dynamic risk assessment will be carried out each day, including regular reviews of weather conditions. As cycling is an outdoor event, participants should be prepared for all types of weather. Plans may be adapted to ensure safety, but the event will continue wherever it is safe to do so.

What happens if my bike breaks or I get a puncture on route?

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The Ride Captains are all experienced at cycle mechanics. Simple repairs can be done roadside.

What if I have medical conditions or health issues?

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We would advise you to speak to your GP before signing up to this event to discuss your specific conditions. Any medical conditions or health conditions would need to be declared during the registration process so our medical professional can plan accordingly.

Costs & Fundraising

How much do I need to fundraise?

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The fundraising target for this event is £150

Are there fundraising deadlines?

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Yes, £700 of my fundraising target needs to be raised before 1st September 2026

What fundraising support or tools do you provide? 

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We will provide you with everything you need to reach your target, you will receive regular emails with fundraising ideas, tips and materials. We are also here to chat through any ideas you have and advise how we can support.

Can corporate sponsorship contribute?

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Yes absolutely, if a company wishes to donate, they are more than welcome to. We can provide any documents they need to facilitate this.

What's included in the trip costs?

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  • Shared accommodation for the full duration
  • All meals from start to finish
  • Airport and on route transfers
  • Experienced ride leaders and mechanics
  • An experienced Historian
  • Support vehicles with refreshments
  • Bike hire options for anyone not bringing their own
  • SSAFA cycling jersey
  • Medal, certificate and celebration upon completion

What isn't included in the trip costs?

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  • Flights to Naples
  • Single person room supplement
  • Personal expenses
  • Personal travel insurance
  • Bicycle insurance

Can I self-fund?

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Yes, if you don’t want to fundraise the £1,100 target we can set up a payment plan for you to self-fund.

If I sign up to the event but can then no longer participate will I receive a refund?

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Our registration fees are not refundable, but should your fundraising supporters want a refund of their fundraising we can arrange this on request.

Event Communications

How will daily briefings be delivered?

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Before we have our evening meal we will have a short recap of the day and confirm plans for the following day. 

Will there be GPS route files?

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Yes. If you don't use them normally don't worry. We cycle in groups and your Ride Captain will have all the routes for you. 

How do we contact support during the ride?

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Support in the form of your Ride Captain is with you at all times. If additional support is needed then they will arrange that. 

Kit & Gear

What should I pack?

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A full kit list will be provided to you when you register, and you will not need any specialist equipment for this event.

Do I need to wear a helmet?

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Yes it is compulsory for a SSAFA event. 

Social / Team / Experience-Related

Are there evening activities?

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Each evening, we will all have dinner together, on some evenings there will be activities planned such as wine tastings. You will also have free time to explore the areas we are staying in. 

Can I bring a friend or non‑cycling supporter?

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Due to the location and the number of hotel rooms we cannot facilitate people who are not taking part in the event. If they would like to book their own hotel, flights and accommodation to come and support you then that is absolutely fine. 

Will there be photographs/videos taken at the event?

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Yes we will have a photographer with us throughout the event to take photos that will be sent to participants after and used in our marketing resources. You can always opt out of us using your images for marketing purposes by emailing teamssafa@ssafa.org.uk