Ciclismo Classico

Ciclismo Classico Cycling tours that turn dreams into reality in Europe and North America since 1989. Connecting you to the world, one pedal at a time. What sets us apart?
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At Ciclismo Classico, creating an active experience that sparks your passion is our sole mission. Like chefs who intuitively know, love and seek out delicious flavors to blend into a succulent dish, our Ciclismo Classico team combines an insatiable love of cycling, travel and culture with a rich imagination for creating one-of-a-kind, two-wheeled and photography tours. Guides: All accomplished cyc

lists, the guides of Ciclismo Classico plan each tour with a magnificent cycling experience as their first priority. Predominantly native Italians, they have intimate knowledge of amazing routes not known to many tourists. Cultural immersion: Touring with Ciclismo Classico is experiencing foreign travel from the inside-out, getting intimately close to the local culture and mindset in a way few travelers get to experience. With passion, Ciclismo Classico transforms your cycling trip into a soul-satisfying, life-altering adventure you’ll never forget. Food: Just as family is the central fixture in Italian culture, so is the group dynamic on Ciclismo Classico tours. Each evening meal is an opportunity for your group to reconvene, share laughs and strengthen relationships. You’re deep inside the local culture and always with friends. Unique itineraries: On less-travelled roads, against a backdrop of spectacular scenery and fascinating historical and cultural locations, Ciclismo Classico transforms your cycling trip into a soul-satisfying, life-altering adventure you’ll never forget. After inspiring thousands of guests and designing the world’s most innovative cycling itineraries, one simple principle remains at our Ciclismo Core: life should be active, fun, delicious, educational, flowing, strengthening, energizing and deeply connected with beautiful places and their people. Whether you are pedaling a bicycle or looking through a lens, you will discover, on a Ciclismo Classico tour, that life itself is a dream waiting to happen.

09/04/2026

Some celebrations deserve more than a party. 🚴‍♀️🌍

A milestone birthday. A big anniversary. Retirement. A personal achievement. Or simply reaching the point where you finally say, "It's time." 💫

That's what our Bike Across journeys were made for.

These are the BIG ones. The adventures that take you across regions, landscapes and cultures, experiencing a destination from the saddle in a way few travelers ever will.

And when you reach the end?

You haven't simply visited somewhere.

You can say, "I rode across it." 💛

Ciclismo started the tradition with Bike Across Italy in 1990, and today there are even more epic ways to celebrate.

Check our Tour Calendar. Find the adventure that lines up with your big moment. Then start counting down.

Because an epic milestone deserves an epic ride.

📣 FLASH SALE: Extend your summer in Southern Italy. 🇮🇹🚴‍♀️What if summer didn’t have to end just yet?This October, escap...
09/02/2026

📣 FLASH SALE: Extend your summer in Southern Italy. 🇮🇹🚴‍♀️

What if summer didn’t have to end just yet?

This October, escape to Cilento, Italy’s best-kept coastal secret just south of Amalfi, where turquoise coves, ancient Greek temples, quiet fishing villages and spectacular roads are waiting.

Our Taste of Southern Amalfi adventure is six glorious days of riding, eating and living la dolce vita:

🌊 Coastal roads & hidden coves
🛥️ A boat excursion along the Mediterranean
🧀 Fresh buffalo mozzarella straight from the farm
🍝 Incredible Southern Italian cuisine
🏨 Boutique 4-star hotels
💛 And plenty of Ciclismo magic along the way

And for a few days only:

✨ SAVE $500 PER PERSON
✨ SAVE $1,000 PER COUPLE

Exclusively on our October 9–14, 2026 departure.

Flash Sale ends Friday, September 4.

One more adventure. One more taste of summer. One very good reason to say YES. ☀️🇮🇹

Come hungry. Ride happy. 🚴‍♀️🍷🍝In Tuscany, food isn’t something you squeeze in between rides. It’s part of the journey.🍷...
08/29/2026

Come hungry. Ride happy. 🚴‍♀️🍷🍝

In Tuscany, food isn’t something you squeeze in between rides. It’s part of the journey.

🍷 Wine grown in the vineyards you pedal past
🍝 Pasta made with simple, local ingredients
🍕 Pizza that tastes even better after a day in the saddle
🍓 Fresh, seasonal fruit bursting with flavor
😋 And, of course, our legendary Ciclismo Super Snacks to keep you fueled along the way

On Taste of Tuscany and our other Tuscan adventures, every ride is an invitation to experience la terra—the land—through the people who farm it, cook from it, and pour it into your glass.

Ride. Taste. Linger. Repeat. 🇮🇹💛

Come taste Tuscany with us. Link in bio for all our Tuscany tours.

Some journeys are even better when you take them together. ❤️🚴‍♀️🚴An anniversary is more than a date on the calendar. It...
08/22/2026

Some journeys are even better when you take them together. ❤️🚴‍♀️🚴

An anniversary is more than a date on the calendar. It’s a celebration of everywhere you’ve been together—and all the adventures still ahead.

So why not celebrate your love with a little more amore? 🇮🇹💋

🚴 Ride beautiful roads side by side
🍷 Toast to another year over incredible food and wine
🌅 Share sunsets in places you’ve always dreamed of visiting
💛 Make new memories while remembering all the ones that brought you here
💋 And apparently…stop for plenty of kisses along the way!

Whether it’s your 5th, 25th, 50th—or any year worth celebrating—a Ciclismo journey gives you something far better than another anniversary gift:

A new chapter in your story together.

Here’s to love, adventure, and many more roads traveled side by side. 🥂❤️

What a ride! 🇳🇱🚴 Our Ciclismo-exclusive Bike Across the Netherlands rolled from the fairy-tale canals of Bruges all the ...
08/21/2026

What a ride! 🇳🇱🚴 Our Ciclismo-exclusive Bike Across the Netherlands rolled from the fairy-tale canals of Bruges all the way to Amsterdam—235 miles of some of the most stunning bike paths imaginable. Led by our super-passionate guides, Issaaco Colombo and Sandro Draghi, we pedaled across islands and enormous bridges, along canals and through beautiful Dutch countryside, with those iconic windmills reminding us exactly where we were!

And because this is Ciclismo, we didn’t just bike it—we tasted it and lived it! Local beers and breweries, Gouda cheese, mussels and fries, a little wooden-shoe modeling 😂, historic towns, windmills at Kinderdijk, and plenty of stops to soak up Dutch culture along the way. Flat roads, fabulous bike paths and bicycles absolutely EVERYWHERE—this is a country made for cycling. (Ciclismo Classico)

But as always, the best part was the people. We started as a group of cyclists and rolled into Amsterdam as a group of friends—laughing, sharing beers, stories and miles together. That’s the magic of a Ciclismo trip: come for the ride, leave with the memories…and a whole bunch of new cycling friends. ❤️🚴🇳🇱

Why wait for a milestone birthday to celebrate BIG? 🎂🚴‍♀️✨Whether you're hitting a milestone—or simply turning another y...
08/19/2026

Why wait for a milestone birthday to celebrate BIG? 🎂🚴‍♀️✨

Whether you're hitting a milestone—or simply turning another year more adventurous—a birthday is a pretty great excuse to gather your favorite people and go somewhere unforgettable.

And birthdays on a Ciclismo tour just hit differently. 💛

🚴 Beautiful rides you’ll talk about for years
🍷 Celebratory dinners and incredible local cuisine
🎂 A little birthday magic from our guides
🌍 Extraordinary places you’ve always dreamed of seeing
👯 Your favorite people along for the adventure
✨ And plenty of unexpected moments along the way

Take over an existing departure with your group, choose your own dates, or let us create a custom birthday adventure around you.

Because you probably don't need another birthday present.

You need another great story.

Who would you bring along for yours? 🎉

One of the things we do really, really well at Ciclismo Classico is CUSTOM! Give us a group of friends, a dream, a speci...
08/14/2026

One of the things we do really, really well at Ciclismo Classico is CUSTOM! Give us a group of friends, a dream, a special occasion—or even a once-in-a-lifetime celestial event—and we’ll turn it into an unforgettable bike trip. This week is a perfect example: Alumni Lee Jampol, had an idea in 2025 to create a bike tour around the European Eclipse…the result—two @ trips in Spain built around the 2026 Solar Eclipse, riding along the legendary Camino de Santiago! 🌒🚴‍♀️🇪🇸 Now that’s Planetary Pedaling Magic!

So…what’s YOUR idea? A cool European event (the Siena Palio, an Opera in Verona, the Eroica of Gaiole, the Austrian Music festival) or simply a Birthdays, anniversary or reunions.

Cycling clubs, families, groups of friends—just pick a place simply you’ve always dreamed of riding. Gather your tribe and let us create the route, hotels, food, culture and those magical moments that make a Ciclismo trip a Ciclismo trip. Get started on your Custom with Ciclismo! 🚴‍♂️❤️🌍






What a joy to create this private Austria & Czech Republic adventure for Steve Zuckerman and 14 of his cycling friends! ...
08/11/2026

What a joy to create this private Austria & Czech Republic adventure for Steve Zuckerman and 14 of his cycling friends! 🇦🇹🚴🇨🇿 This is a trip that simply flows—beautiful bike paths, quiet roads, sparkling lakes, storybook villages and gorgeous countryside, all leading to the magic of Prague. One great day flows into the next…and sharing it with your own tribe makes it even better.

From Austria’s charming lake country to medieval towns and the cobbled beauty of Český Krumlov, there’s something wonderful around every bend. Ride, explore, eat, laugh, sleep—and wake up ready to do it all over again. This is what private bike travel is all about: your friends, your adventure, your memories.

Thinking about gathering your tribe for 2027? Now’s the time to roll! Great hotels fill up early, and gathering 10, 12 or 15 friends takes time. Start dreaming and planning now—we can take one of our classic itineraries or help create a private adventure just for you. Who’s in your 2027 cycling tribe? 🚴‍♀️❤️🌍

Your next adventure might be closer than you think. 💛🚴‍♀️If you've traveled with Ciclismo before, it's time to start dre...
08/10/2026

Your next adventure might be closer than you think. 💛🚴‍♀️

If you've traveled with Ciclismo before, it's time to start dreaming again.

Our Alumni Reward Program is our way of saying grazie to the guests who have become part of La Famiglia Ciclismo.

📣 Reserve your 2027 tour by September 30 and enjoy $500 in Alumni Savings per person.

Prefer a little more time? There are two more opportunities to save:

📅 Book by December 31 and receive $350 in savings per person.
📅 Book by April 1 and receive $200 in savings per person.

Whether you're dreaming of returning to a favorite destination or discovering somewhere entirely new, there's never been a better time to start planning.

Because the best journeys don't end when you arrive home...

They begin with deciding where to ride next. 🚴‍♀️✨

08/06/2026

There's still time...to taste the real Sardinia. 🌊🍷🧀🚴‍♀️

Some places are best discovered one bite—and one pedal stroke—at a time.

On Taste of Sardinia, you'll ride spectacular coastal roads and experience the island through its unforgettable flavors.

🍯 Make traditional seadas, Sardinia's iconic dessert filled with cheese, lemon, and honey.
🍷 Taste distinctive Carignano wines from centuries-old ungrafted vines.
🐟 Discover the island's fascinating tonnara tuna-fishing tradition.
🧀 Savor local cheeses, fresh seafood, and regional specialties that tell the story of Sardinia's rich culture.

Our September 15 departure is almost here, and a few places remain.

Come hungry—for incredible food, breathtaking scenery, and the kind of memories that only Sardinia can serve. 💙

Link in bio to join us.

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30 Marathon Street
Arlington, MA
02474

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