Ciclismo Your Way

You dream it We design it!  Whether you’re looking to organize a group or have a private departure we can help! 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 of our special ingredients that come together to form the perfect tour customized just for you.  Does that spark your interest? Contact us to speak with a travel consultant and start creating your dream vacation!

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

Why Go With a Custom Tour From 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, or graduation
  • 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 isn’t too long/short/easy/hard, it’ll be just right for you.

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 together 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 put together 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 Feast In 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 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 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 more than 30 years of experience designing the perfect bicycle tours for our 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!

Large group of bikers in Tuscany

Benefits of Organizing a Group

  • Travel with a group hand-picked by you
  • Work with a dedicated group specialist from start to finish
  • Plan an unforgettable vacation for your friends
  • If your group joins an existing trip, they can save! See our specials page
  • For more information, visit our Group Organizer FAQ.

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