Guide

The genuinely brutal ones

No sugar-coating: these are the hard ones. Big climbing, long distances, or both. If you want a race that hurts and means something, start here — but respect the cutoffs.

Ironman World ChampionshipOctober 2026Kailua-Kona · US
Triathlon140.6

Ironman Worlds (Kona)

Open · QualifierRace guide →
La Ruta de los ConquistadoresOctober 2026Jacó to Turrialba · CR
GravelStage race

La Ruta

Open · Direct entryRace guide →
The Coastal ChallengeFebruary 2027Quepos to Drake Bay · CR
UltraStage race · Ultra

Coastal Challenge (TCC)

Open · Direct entryRace guide →
Two Oceans MarathonApril 2027Cape Town · ZA
UltraUltra · Half marathon

Two Oceans

Closed · LotteryRace guide →
Sea Otter Classic Gran FondoApril 2027Monterey · US
CyclingGran fondo · Gran fondo

Sea Otter Classic

Opens Oct 6 · Direct entryRace guide →
Ironman 70.3 Hawaiʻi (Honu)June 2027Kohala Coast · US
Triathlon70.3

Honu 70.3

Open · Direct entryRace guide →
Garmin Unbound GravelJune 2027Emporia · US
GravelGravel

Unbound Gravel

Opens Nov 1 · LotteryRace guide →
Comrades MarathonJune 2027Durban · ZA
UltraUltra

Comrades

Ballot openRace guide →
Western States 100 Endurance RunJune 2027Olympic Valley · US
UltraUltra

Western States 100

Opens Nov 1 · LotteryRace guide →
SBT GRVL Steamboat SpringsJune 2027Steamboat Springs · US
GravelGravel

SBT GRVL

Opens Oct 14 · LotteryRace guide →
Maratona dles DolomitesJuly 2027Corvara · IT
CyclingGran fondo

Maratona dles Dolomites

Ballot openRace guide →

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