Kilimanjaro

From climbing Kilimanjaro to cycling the Tour de France route … readers’ favourite organised challenges | Travel

Unforgettable cycle ride on the Tour de France route

When tackling a big cycling challenge, choose an event with strong support – it makes all the difference. Riding the full Tour de France route with Ride Le Loop was tough, but the incredible staff turned it into an unforgettable experience (riders can tackle individual stages too). Their infectious enthusiasm and constant encouragement kept spirits high, even on the hardest climbs. They not only looked after logistics but created a warm, positive atmosphere that bonded riders together and amplified the joy of the journey. My advice: pick an organised challenge where the team cares as much about your success as you do. The next one is 27 June to 20 July 2026.
Neil Phillips

Running the quieter trails of the Swiss Alps

The Swiss Peaks Trail near Lake Geneva

If you’ve got a week to spare and want to experience quieter parts of the Alps in summer, then the Swiss Peaks Trail races, ranging from 10km to 643km along some of Switzerland’s most runnable mountain trails, are for you. I chose the 100km route and disappeared into a world of barely trodden peaks, challenging scree slopes and turquoise tarns, sustaining myself on punchy raclette cooked by enthusiastic aid station volunteers. The run finishes at Le Bouveret on the south-eastern shores of Lac Léman (Lake Geneva) for a cold plunge. From 25 August-6 September in 2026.
Eleanor

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Running from Asia to Europe in the Istanbul Marathon

The Istanbul Marathon passes many of the city’s famous sights. Photograph: Yagiz Gurtug/Middle East Images/AFP/Getty Images

Last November, I participated in perhaps the only organised running race in the world that starts in one continent and finishes in another: the Istanbul Marathon. I booked a week there to get a feel of the city and culture but the race itself allows you to do this, passing modern and ancient landmarks on the route. A £50 entry fee secures you free use of public transport on the day of the race, including ferries. The start is so spectacular, with runners streaming west across the 15 July Martyrs Bridge as the water laps below, heading towards Beşiktaş then to the Dolmabahçe Palace on the coast road hugging the banks of the Bosphorus. I found it inspiring to look up as I ran to see the city skyline with its majestic minarets glistening in the sunshine, seeming to urge us on. The Golden Horn and the beautiful Blue Mosque beckoned me onwards to the finishing line where delicious Turkish tea, meze and figs served by the race organisers and supportive spectators awaited all runners. The 2026 race is on 1 November.
April

Swimming in Lord Byron’s wake, Italy

The village of Portovenere on the Gulf of Poets is the starting point of the Coppa Byron swim. Photograph: Kirk Fisher/Alamy

I was lucky enough to live in Genoa for several years and participated in the most poetical swim of my life in more ways than one. The Coppa Byron is an annual swim across the Gulf of Poets, from Portovenere to Lerici, to commemorate the legendary aquatic feat of Lord Byron when he was visiting his friend Percy Shelley back in the 19th century. It happens on a Sunday at the end of July or early August (2026 not yet announced) when the water is warm and the views are to die for. Anyone can do it for an entry fee of about €20 (depending on when you register), which includes a swimming cap, drinking water, advice and a completion certificate. The 8km crossing takes 2-3 hours and there are boats accompanying the swimmers for support. All participants are greeted by cheering well-wishers on arrival in Lerici, where a hearty lunch is on offer at the Ristorante delle Palme.
Nick

Trekking Kilimanjaro the right way

Guides and porters approaching Barranco Camp on Mount Kilimanjaro. Photograph: Room the Agency/Alamy

The Lemosho route up Kilimanjaro takes trekkers through rainforests, moorland and alpine desert, with lots of opportunities for spotting wildlife including monkeys, antelope and beautiful birds. The effects of altitude can hit anyone, but taking a longer route makes this a challenge achievable for most fit and trained walkers. The summit day is long, but the adrenaline will see you through, and there is no technical climbing anywhere on the route. However, be aware that there are a lot of unscrupulous operators offering quick trips up Kilimanjaro, treks that don’t provide enough acclimatisation time, using poorly treated staff. I paid a premium to do the climb with Ian Taylor Trekking and am so glad I did – the conditions were great for trekkers and I was reassured that the staff supporting us were well paid and equipped, with good training to support their career development. Other good companies exist – do your research!
Pamela

The scenic route from the Dolomites to Venice on two wheels

Padua at dusk. Photograph: Sean Pavone/Alamy

We recently cycled 200 miles from Bolzano to Venice – the scenic route. Starting in the dramatic scenery of the Dolomites, we then pedalled through lanes surrounded by vineyards. We sampled soave and valpolicella wines at unhurried lunchtimes. Descending southward, we enjoyed a ferry passage along the beautiful Lake Garda on our way to Verona, city of Romeo and Juliet. We loved exploring the architectural genius of Palladio in Vicenza, before continuing on to Padua, cradle of the arts. After a wonderful week with all our luggage and hotels taken care of by cycling specialists Girolibero, we reached the Venetian lagoon, and the timeless beauty of Venice.
David Innes-Wilkin

Abseil from London’s highest helipad

Abseiling down the Royal London Hospital. Photograph: Mark Thomas/Alamy

Hitting my 70s, I was keen to do a charity challenge. Seeing the London Air Ambulance in Hyde Park frequently, I discovered it was their waiting zone for emergencies. I got chatting with the pilot who told me about the charity abseil from one of the highest helipads in Europe, at 90 metres. What a challenge, staggering views and an amazing charity. Something truly different.
Angela

Winning tip: a fancy dress marathon through Bordeaux vineyards

The Marathon du Médoc. Photograph: Abaca Press/Alamy

“A marathon?!” I scoffed. Surely not a feasible plan for a glaringly average runner like me. But the marathon in question was the iconic Marathon du Médoc, a festival-esque affair north of Bordeaux with more than 20 stops that allow runners to savour the Gironde region’s world-famous red wine and cuisine. The dealmaker? Each stop allows access to the grounds of the area’s most beautiful chateaux, a timeless elegance that is re-dressed each September with the arrival of 8,500 raucous participants in fancy dress. The estuary town of Pauillac is the central base for the race, and, of course, the surrounding countryside is best enjoyed with a bottle of bordeaux red, gifted enthusiastically at the finish line of this brilliantly festive affair. This year’s is held on 5 September.
Adam McCormack

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