Italy Bike Tours & Cycling Trips
Unforgettable roads. Stunning landscapes. Unreplicable routes.
Escape the routine and experience outstanding destinations on Italy’s most beautiful roads: Your required recreation starts now.
Join us and be transported to Italy’s most fascinating and underrated locations—from majestic Alpine passes to scenic Mediterranean routes to unrivaled, handcrafted itineraries. Italy has something special for every persuasion of cyclist, and with our unparalleled support and trademark attention to detail, here’s your invitation to show up and press play.
what guests say
"I’ve ridden 20+ trips over the years and this one is among the best."
Mike
"I ride the trainer year-round so when Mike calls, I can say “yes” to trips like these."
Ray
“The 156 kilometers from Norcia to Fabriano is one of my top five rides of all time."
Jorg
adventure
Tuscany Traverse
From the Pisan Hills to the Argentario Coast: Through Chianti, Crete Senesi, Val d’Orcia and Maremma.
2026 dates
price
September 5 - 12
€4495
3 spots left
2026 dates
price
September 5 - 12
€4495
3 spots left
escape
Piedmont Escape
From the rolling hills of Langhe, Roero, and Monferrato: Through the vineyards of Barolo, Barbaresco and Asti Spumante.
challenge
French & Italian Alps
From the ski slopes of the Aosta Valley to winding roads of the Côte d’Azur, and over character-defining climbs of the French and Italian Alps.
challenge
Adriatico—Tirreno Coast-to-Coast
From the Adriatic Coast to the Tyrrhenian Sea: Through Abruzzo, Le Marche, Umbria and Tuscany.
challenge, adventure or escape
Bespoke
Collaborate with Lucca Cycling Club and build a once-in-a-lifetime, tailor-made cycling tour in your dream destination. Enjoy remarkable routes, outstanding hotels, and extraordinary moments in the company of those who matter most.
Our Italy Cycling Trip Types
trip type
difficulty
ride hours
training required
off-bike activities
point-to-point
challenge
8:00 - 17:00
Yes
No
Yes
adventure
9:00 - 15:00
Yes
Yes
Yes & No
escape
9:00 - 13:30
No
Yes
Yes & No
01
Beauty Is Important to Us
We all need something—beauty, love, challenge, awe—to pull us out of our small, ordinary lives and into a place where time stops and where we’re one with the world. Striving for the height of our existence promises the best life has to offer. We believe that pushing physical boundaries is life's invitation to become the person you most crave before our time runs out.
02
We Build Routes for Bikes, Not Cars
A love of Italy’s many, many roads is at the heart of everything we do, and we’re in it to share our passion with riders across the world. We’re proud to go to the earth’s end to find diamonds in the rough—the scenic route you never knew could possibly exist. Our GPX files take you down bike paths, through town centers, and to places not even Google Street View has seen.
03
We’re in the Business of Relationships
From our guests and trip team to our hotel partners and suppliers, relationships are everything to us. People—with all their quirks—are what make life worth living, and real relationships are our greatest catalyst for growth. The human desire to be looked after never goes away, which is why we prioritize people over anything else.
04
We’re Decidedly Not For Everyone
From #newbies to racers with palmarès to e-bikers in their seventies, our best guests always share a curious, growth-oriented mindset and burning desire to have a great time. From point-to-point Challenges and riding-focused Adventures to leisurely Escapes, we welcome riders of all abilities with an unshakeable appetite for what we consider “required recreation.”
05
We Believe in You
We may know you already because you’ve bought (or are aspiring to buy) property in Italy, study the Italian language, or have understated athletic ambitions. If neither of those categories, we’re here to help channel your endless well of enthusiasm into life’s most rewarding, non-linear pursuits. We believe in you because, quite frankly, we are you. Welcome to the club.
Frequently Asked Questions
Select a category below to find answers to questions you may have about our trips. Is there something else? Write [email protected], and we'll be glad to assist you.
Explore Our Expert Articles
Cycling in Italy: Discover the Most Stunning Regions
Discover the extraordinary beauty and variety of cycling in Italy: through Tuscany, Umbria, Dolomites, Italian Lakes, Lake Garda, Piemonte, Puglia and Sicily.
Cycling in Tuscany: 8 Dream-Worthy Rides
From north to south Tuscany, here are eight bike rides worth daydreaming about.
Cycling in Lucca: 10 Must-See Climbs
Climbs in Lucca are like outfits: choose one based on your mood, your schedule, and the occasion. Here are ten (of many) to get your wheels turning.
what guests say
"Tours through the Dolomites or Tuscany are a dime a dozen, whereas C2C felt special."
Chris
"Every member of your team was warm, welcoming, accommodating and personable."
Dave
"I was blown away by the attentiveness of your team."
Val