Kelly Ripa thought 'naked flying' meant something else before she learned the truth


The tales of nightmare vacations came courtesy of an annual contest to find the ‘world’s unluckiest travelers’

© Lloyd L/World's Unluckiest Traveler
As his 30th birthday loomed in Greece, Steve MinOn sent a letter to his parents in Australia. Then he waited.
While day-drinking ouzo in a spiderwebbed taverna on the Greek island of Paros, I decided to write a coming-out letter to my parents. I sealed it in a surface mail envelope, moistened a ΕΛΛΗΝΙΚΗ ΔΗΜΟΚΡΑΤΙΑ (Hellenic Republic) stamp with my aniseed tongue and posted it.
It was the 1990s and I had only just relocated from Australia to London with Nick, my boyfriend at the time, and Julie, a good mate. We had gone across to Greece for a holiday, island-hopping, catching ferries on a whim, knowing nothing about the places we were visiting except that backpacking there was cheap.
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© Photograph: Steve MinOn

© Photograph: Steve MinOn

© Photograph: Steve MinOn






On a running pilgrimage in the land of my forebears I was blown away by the scenery – and even more so by the warmth of the people
As a long-distance runner, I had always wanted to use running as a means of travel, a way to traverse a landscape. I’d heard of people running across Africa, or the length of New Zealand, and the idea of embarking on an epic journey propelled only by my own two legs was compelling. I had just turned 50, and some might have said I was having a mid-life crisis, but I preferred to envisage it as a sort of pilgrimage – a journey in search of meaning and connection. And the obvious place to traverse, for me, was the land of my ancestors: Ireland.
Most summers as a child, my Irish parents would take us “home” to Ireland, to visit relatives, sitting on sofas in small cottages, a plate of soda bread on the table, a pot of tea under a knitted cosy. Having been there many times, I thought I knew Ireland, but, really, I knew only a tiny fragment.
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© Photograph: Marietta d'Erlanger

© Photograph: Marietta d'Erlanger

© Photograph: Marietta d'Erlanger

Climbing, skiing and paddleboarding also feature in our round-up of this year’s charity challenges
SwimQuest’s annual Isles of Scilly challenge is a 15km island-hopping swim, broken into five sessions with walks in between. The longest swim is the 6km leg from St Agnes to Bryher; the shortest is 600 metres from Bryher to Tresco; and the island walks in between are no longer than 45 minutes. Swimmers can opt to complete the challenge in one tough day, or space it out over two – there is a party after both events.
Entry is £299 for the one-day challenge on 20 September or £379 for two days (17 and 18 September), no minimum fundraising, scillyswimchallenge.co.uk

© Photograph: swimquest.uk

© Photograph: swimquest.uk

© Photograph: swimquest.uk


A 100km hike to raise funds and awareness for breast cancer proves uplifting and challenging in equal measure, with friends made for life
The day starts with a gentle trek. We clamber up from Flodigarry to circle under the black cliffs of the Quiraing where clouds flood around the bizarre rock formations. At the pass, we meet a howling wind and force our way down with shrieks of laughter.
I’m walking on the Isle of Skye, specifically a section of the Trotternish Ridge for CoppaFeel!, the young people’s breast cancer awareness charity. There are 120 participants in total, split into four groups of 30. Over five days, we will trek about 100km on the island’s rugged trails, traversing sea cliffs, climbing mountains, passing ruined castles, crossing bogs and jumping over rivers to raise money for the charity.
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© Photograph: Marco Barcella

© Photograph: Marco Barcella

© Photograph: Marco Barcella
Whether it’s for the satisfaction of completing a tough physical challenge or to raise money for charity, our readers select their most memorable adventures
• Tell us about your favourite beach in Europe – the best tip wins a £200 holiday voucher
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

© Photograph: Stephen Fleming/Alamy

© Photograph: Stephen Fleming/Alamy

© Photograph: Stephen Fleming/Alamy