Bucket list challenges
Not every start line has an arch.
Some of the best training never gets a bib number, and some start lines take years to earn. These are the challenges beyond the race calendar: trained for like an event, planned on evidence, and done in public. Each one moves through four stages, from bucket list to planning, scheduled and completed.
Dated, booked and built into the training plan.
UpcomingMap data © OpenStreetMap contributors, © OpenMapTilesSingapore Perimeter Walk
October 23 to 26, 2026
The whole island coast in one long weekend. Park connectors, beaches and boardwalks from late Friday morning to Monday lunchtime, with work blocks along the way and three walk-in overnight stops. A Zone 2 durability block four weeks out from Langkawi, with one rule that makes it a challenge: every metre on foot.
- Clockwise loop
- 142 km
- Friday to Monday
- 4 days
- Walk-in stays
- 3 nights
- Taxis
- 0
Aspirational, with no dates and no plans yet. The start lines, summits and long trails worth building toward over the years ahead.
TriathlonIRONMAN World Championship
Kailua-Kona, Hawaiʻi, USA
The original long-distance start line, and one that cannot be bought. Slots are earned on performance at qualifying races, ranked against a global age-group standard, so qualifying is the first half of the challenge.
- Full distance
- 226 km
- Earned at a qualifier
- Slot
TriathlonChallenge Roth
Roth, Bavaria, Germany
The home of long-distance triathlon. Around a quarter of a million spectators line the course, the Solarer Berg climb turns into a wall of noise, and age-group entries sell out in under a minute.
- Full distance
- 226 km
- Spectators
- ~250k
- To sell out
- <1 min
Trail ultraUTMB Mont-Blanc
Chamonix · France, Italy, Switzerland
The reference race of trail running: one lap of the Mont Blanc massif through three countries. The lottery requires Running Stones earned at other races and a valid UTMB Index, so the start line takes years to earn.
- Distance
- 174 km
- Climbing
- 9,700 m
- Time limit
- 45.5 h
Trail ultraWestern States 100
Olympic Valley to Auburn, California, USA
The classic American hundred-miler, from the Sierra Nevada high country down through the canyons to Auburn. Entry is by lottery, open only to runners who have finished an approved qualifying race.
- Distance
- 161 km
- Climbing
- ~5,500 m
- Time limit
- 30 h
Trail ultraDiagonale des Fous
Réunion Island, Indian Ocean
The Madmen's Diagonal: a south to north crossing of a volcanic island, from Saint-Pierre to Saint-Denis, through cirques, rainforest and razor ridgelines.
- 2026 course
- 180 km
- Climbing
- 10,200 m
- Time limit
- 66 h
Trail ultraMt. FUJI 100
Shizuoka and Yamanashi, Japan
Formerly UTMF: one hundred miles around Mount Fuji through forest, ridges and foothill villages, and the big mountain ultra closest to home.
- Distance
- 165 km
- Climbing
- 6,463 m
- Time limit
- 45.5 h
Trail ultraTor des Géants
Aosta Valley, Italy
A non-stop loop of the Aosta Valley high routes from Courmayeur, with several passes above 3,000 m. There are no stages: each runner decides when, and how much, to sleep.
- Distance
- 330 km
- Climbing
- 24,000 m
- Time limit
- 150 h
Desert stage raceMarathon des Sables
Sahara, Morocco
The Legendary format: around 250 km across the Moroccan Sahara in six stages, self-sufficient, with one long stage of roughly 80 km. Walked or run, it tests the system as much as the legs.
- Distance
- ~250 km
- Stages
- 6
- Long stage
- ~80 km
High-altitude trekEverest Base Camp
Khumbu, Nepal
From Lukla up the Khumbu valley to the foot of the world's highest mountain and back, a slow climb where acclimatisation sets the pace.
- Base Camp
- 5,364 m
- Round trip
- ~130 km
- Days
- 12 to 14
High-altitude summitKilimanjaro
Tanzania
The roof of Africa via the Lemosho route: eight days on the mountain, with a climb-high, sleep-low profile that makes acclimatisation the real event.
- Summit
- 5,895 m
- Lemosho route
- ~70 km
- Days
- 8
High-altitude trekAnnapurna Circuit
Annapurna, Nepal
A full circuit of the Annapurna massif, linking two valleys over the Thorong La, one of the highest trekking passes in the world.
- Thorong La
- 5,416 m
- Route dependent
- 160+ km
- Days
- ~14
Alpine trekTour du Mont Blanc
France, Italy, Switzerland
The UTMB loop at walking pace: hut to hut around the Mont Blanc massif through three countries, with no flat days.
- Distance
- ~170 km
- Climbing
- ~10,000 m
- Countries
- 3
Alpine trekWalker's Haute Route
Chamonix to Zermatt, France and Switzerland
From Mont Blanc to the Matterhorn across 11 high passes, below 10 of the 12 highest peaks in the Alps.
- Distance
- ~180 km
- Climbing
- ~12,000 m
- High passes
- 11
PilgrimageShikoku 88 Pilgrimage
Shikoku, Japan
A full circuit of the island linking 88 Buddhist temples, walked in order: the sabbatical-scale successor to the Singapore Perimeter Walk.
- Standard course
- 1,142 km
- Temples
- 88
- Days
- 40 to 60
Bucket list items carry no dates by design. When one gets a date, it moves up to planning, then scheduled. Chasing a bucket list challenge of your own? Tell us, it belongs here too.