There are nine islands in the Azorean archipelago, divided into three clusters: the Eastern Group (São Miguel and Santa Maria), the Central Group (Terceira, Faial, Pico, São Jorge, Graciosa), and the Western Group (Flores and Corvo).
For first-time visitors, cycling São Miguel (PDF guide) is the obvious choice — not because it’s easy, but because it’s complete. It’s the largest and most diverse in terms of topography, infrastructure, and cycling opportunity. Think of it as an Atlantic microcosm: lush crater lakes, dramatic coastlines, volcanic hot springs, quiet rural villages, and just enough urban rhythm in Ponta Delgada to keep things balanced.
São Miguel is not your typical cycle tour. It’s a challenge. Not because of the distance — the loop is modest — but because it climbs and falls like the very breath of the Atlantic. It’s volcanic, vertical, visceral. And it rewards you with things few places still can: solitude, shockingly beautiful views, the smell of wild ginger on a climb, and the satisfaction of having earned every kilometer.
You’ll walk. You’ll sweat. You’ll laugh at your lowest gear. But you won’t forget it.
In a weeklong cycling journey, you’ll ride under 500 kilometers, but with nearly 10,000 meters of elevation gain, making this a bucket-list route for anyone passionate about bike touring, climbing, and island adventure.
I’m interested in road cycling (hills required) for sometime this coming May. Two people, we could bring our own bikes or rent. I imagine a hotel from which we could set out each day on an adventure. Should we include more than one island? Or stay with São Miguel? Your suggestions are welcome.
Gmwoods@alaska.net
Sao Miguel is still the best choice of an island in the Azores to ride first. It has more than enough hills!