In America, professional road cycling lives in a sort of sports ghetto, almost next door to soccer and just down the street from curling and cricket. While a small core of outcast enthusiasts wakes up early to watch live feeds of the Spring Classics and Grand Tours happening an ocean and six time zones away, most of their countrymen are, at best, vaguely aware of the Tour de France, and can’t talk turkey without bringing up, well, you-know-who.
Le Tour is, of course, a great reference point to start from. Since its 1903 beginnings, it has been an outsized, spectacularly fanciful race. The first edition — dreamt up by journalist Geo Lefevre to boost the circulation of his struggling sports newspaper, L’Auto — was an unprecedented 1,500-mile lap of the French countryside. 60 cyclists set out from Paris and, over the next two and a half weeks, rode over 250 grueling miles of self-supported stages over rutted, unpaved roads. At the end of the sixth and final stage, 21 of the grittiest riders limped across the finish line before a cheering crowd of 20,000.
Today, it’s still the world’s most popular, not to mention prestigious, cycling race. For three weeks each July, the peloton races 2,000 miles between France’s rolling vineyards, through its picturesque villages, and over its alpine passes, shadowed all the way by a vast, rolling circus of fans, international journalists and corporate sponsors. This is the Big Dance, where a single brilliant day in the saddle can catapult a rider from obscurity, and forever change his career.
But there are more great races, many of them just as storied. And at least a couple of much newer races are even gaining prominence and, dare we say it — popularity — right here in States. Here’s our highly selective spin through the world’s greatest cycling races.
Additional contribution by AJ Powell.
Milan-San Remo (Italy)

When: March
First Year: 1907
Length: 185 miles
Why It’s Great: The longest one-day race in pro cycling, Milan-San Remo offers a rare test of endurance early in the season. Long and mostly flat — with just one big hump where the road crests the Passo del Turchino before plunging down to the seaside towns of the Italian Riviera — it’s often referred to as “the Sprinter’s Classic”, and usually ends in a bunch sprint. The winner isn’t necessarily the fastest sprinter, but the one who’s made the fewest mistakes throughout the long day.
Distinguishing Traits: Gorgeous coastal views. Strong winds. Unpredictable weather. Almost always won by a sprinter.
Key Segments: Cipressa-San Remo. There are two small (but noticeable after 280km) climbs, the 239-meter Cipressa and the 160-meter Pogio de San Remo, in the final 20km. If no major breaks are already up the road, this final stretch is where the race will be decided.