The longest and most unpredictable race in cycling is back. Milan–San Remo 2026 is here, and once again the question everyone is asking is simple: can Tadej Pogačar finally crack La Primavera?
Despite dominating almost every corner of the sport, San Remo has remained the one Monument that continues to resist him. Five attempts, countless attacks on the Poggio and even a brutal Cipressa assault in 2025 — yet the Slovenian superstar still hasn’t lifted the trophy on the Via Roma.
In this episode, we break down everything ahead of the 2026 edition. Why Milan–San Remo is such a uniquely difficult race to win, how the tactics on the Cipressa and Poggio have evolved in recent years, and whether Pogačar’s aggressive racing style is perfectly suited to the race… or exactly why he keeps coming up short.
We also analyse the biggest rivals standing in his way, including Mathieu van der Poel, the man who has repeatedly beaten him in San Remo, as well as the other contenders who could take advantage if the favourites start marking each other.
Could we finally see the long-rumoured Cipressa attack decide the race again?
Will the Poggio once more produce a last-minute masterpiece?
Or are we heading for one of the fastest sprints on the Via Roma in years?
From tactics and contenders to predictions and dark horses, this episode is your complete preview of Milan–San Remo 2026.
Because in cycling, there’s only one race where 300 kilometres can come down to the final 500 metres.