Ciclismo Your Way

You dream it, and we make it happen! Whether you’d like us to design a Custom Tour from scratch or take over an existing trip date and make it Private, we bring over 35 years of private group travel expertise, giving you “Peace of Mind Guaranteed” that you and your friends will have the experience of a lifetime. Here’s how:

Make it Private: Pick any of our existing itineraries and dates to make a private departure for you and your traveling companions. It’s that simple. You’ll experience the same Ciclismo magic – all the ingredients of our secret sauce– on the perfect tour just for you and your friends. Does that spark your interest? Contact us to speak with a travel consultant and start creating your dream vacation! Learn about our Group Travel Savings.

Ciclismo Your Way: Don’t you see what you’re looking for among our existing itineraries? We can create a custom trip just for you! Our active travel specialists have decades of experience designing award-winning biking tours. You provide us inspiration by telling us about your dream bicycle vacation, and our trip specialists will use their knowledge and passion to create an itinerary custom-tailored to your specific interests, budget, and needs.

The price of the custom tour depends on the location, number of guests, level of amenities, and other inclusions desired. No group discount applies rather, we set the price based on the amenities and your desired budget.

To get the wheels spinning for a custom tour, we ask for a $600 non-refundable deposit. This Custom Tour Design fee is deducted from your balance due.

Why Ciclismo Your Way?

We work out dates around your schedule.
We help you find the perfect way to celebrate your milestone, be it a birthday, honeymoon, anniversary, or graduation.
You and your friends know exactly what you want—be it a higher-mileage tour, an e-bike tour, a private tour based out of a villa—the options are endless!
We find the destination or point of interest you want regardless of whether or not it’s on our scheduled departures.
We make sure your trip is just right for you and your friends.

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Our All-Time Favorite Ciclismo Your Way Tours:

Family Reunions

Three-time alumnus David Baldini and his two siblings wanted to give their parents the ultimate 40th-anniversary gift. So they signed up the whole family (eight adults and twelve kids) for our Tuscany Green Bicycle Tour, based out of our favorite agriturismo, Il Molinello. They celebrated the big day at the famous Palio Horserace of Siena.

Peloton Ambassadors Homecoming in Tuscany

Peloton devotee Karen Thomas wanted a way to bring together all of her Peloton friends and their spouses for a very special Peloton Homecoming Event in Italy. She launched the idea on her Peloton Facebook Group page, and very soon, over 50 riders from all over the country raised their hands and signed on. We organized an unforgettable week of activities that included rides, cooking lessons, cultural excursions, vineyard visits and cycling clinics. Are you a Peloton Elite Instructor or rider ambassador? Call Director Lauren Hefferon to discuss an extraordinary opportunity 617-640-4837.

Have Yacht, Will Travel

Harry Thorton and his yacht club buddies decide to combine their twin passions, cycling and sailing, into one Sardinian seafaring odyssey. Day by day they kayaked and rode stunning loops out of elegant ports. By night they retreated to their chartered yacht for gourmet dinners prepared by a local chef.

Back to the Roots by Bike

John Fracassini had always dreamt of gathering his siblings and returning to their grandparent’s village in the Abruzzo Region. The only challenge was that he and his brothers wanted to do it by bike and the rest of his family thought they were pazzo (crazy) so we created a tour based out a beautiful villa near Sulmona with gorgeous bike loops into the Apennines for the fratelli Fracassini and gentle walks for his cousins and their wives. We even helped them find their cugini Italiani (cousins) who began to multiply as soon as the Fracassini Famiglia arrived.

Viva Gli Sposi! – Long Live the Bride and Groom!

David Andinolfi and his fiancé Marisa decided to tie the knot (and bike) in La Bella Italia. They invited 30 of their closest friends and relatives for our Taste of Umbria for a dream-come-true wedding at a tiny Renaissance chapel in Assisi and an unforgettable wedding feast and festa overlooking vineyards, views and a golden Umbrian sunset at a four-star historic hotel. Five days of cycling and gentle walks for their active family and friends followed.

Tandems in Tuscany

Barbara and Wayne Peters created an unforgettable experience – a duet through Southern Tuscany and Lazio. The tour included a ride with a local cycling club in which their group of tandem riders led packs of Italian cyclists around Lago di Bolsena.

Giro Loco

Each year Ciclismo Classico designs a 12-day tour that follows the Epic Italy for a group of more than 25 very advanced (and very crazy!) cyclists from Florida, Mexico, and South America. Only the best will do for this gang, including all four-star hotels, a few stages of the famous race, gourmet meals, transfers, their favorite guide Enrico and of course plenty of hills to hammer and go “loco” on.

Bike and Banquet with your Favorite Chef

One night at a dinner party, the conversation turned to a unique vacation idea: riding across Italy, accompanied by their favorite chef. We found the chef and plotted a course laden with delicacies from Emiglia Romagna to Umbria. Deliziozo!

Multilevel Island Magic

A group of friends was celebrating a mixture of birthdays and anniversaries, but not everyone was at the same level of cycling. In fact, they were all over the map! What resulted was a custom Savor Sardinia tour consisting of several different loops of varying levels and links to suit everyone’s abilities and needs. We also arranged for yoga classes, watercolor classes and massages along the way.

Custom-designing a tour “your way” or joining or taking over one of our existing departures is perfect for marking that milestone birthday, landmark anniversary, getting your company team out of the office and into the outdoors or for the ultimate multi-generational family reunion. We have over 35 years of experience designing the perfect bicycle tours for discriminating guests. Give us a call and let one of our trip specialists listen carefully to your wildest dreams. Tell them where you want to ride, what you want to see (and learn), and what you want to do off the bike. We’ll create a dream itinerary for you and your friends, we guarantee!