Top 5 Reasons to Plan a Private or Custom Bike Tour with Ciclismo Classico
Top 5 Reasons to Plan a Private or Custom Bike Tour with Ciclismo Classico

At Ciclismo Classico, we believe the best adventures are the ones you share with the people who mean the most to you. Imagine pedaling through dreamy landscapes, discovering hidden gems, and savoring authentic flavors—all at your own pace and on your own schedule. That’s the magic of a private or custom bike trip! Whether you want to take over an existing departure date, make it a private group adventure, or design a completely custom itinerary, the possibilities are endless.
Here are the Top 5 Reasons to consider planning your next journey with us:
1. Ride at Your Own Pace

No two groups are the same. Some love to stop often for photos and gelato, while others enjoy longer days in the saddle. A private or custom trip allows you and your friends to set the rhythm. You’ll enjoy the same expert guides, seamless logistics, and Ciclismo Classico magic—without worrying about anyone else’s schedule.
2. Exclusive Group Savings (and FREE Travel for Organizers!)
One of the best perks of gathering your family, friends, or club members is the savings. Depending on the size of your group, organizers can enjoy significant discounts and even travel for FREE. The more friends you bring, the more everyone benefits! It’s our way of rewarding you for creating unforgettable shared memories.
3. Award-Winning Itineraries—or Your Own Dream Design

Love the idea of biking across Italy, exploring Norway’s fjords, or pedaling through the rolling hills of Spain? You can choose from our carefully crafted itineraries, perfected over decades of experience. But if you’re craving something unique, our trip specialists will help you design a custom tour from scratch—tailored to your passions, budget, and dreams. From biking and hiking to photography and soft adventure, we’ve done it all. You dream it, we design it!
4. Travel When It Works for YOU
No need to work around someone else’s calendar. With a private or custom tour, you choose the dates that best fit your group’s schedule. Want to celebrate a milestone birthday, a reunion, or simply escape during your favorite season? We’ll help you lock in dates and bring your vision to life.
5. Turn Planning into Fun!

Planning doesn’t have to be stressful—it can be a party! Schedule a Zoom Info Session with our founder and director, Lauren Hefferon, invite your group, pour some wine, and turn it into a virtual gathering. You’ll get inspired, ask questions, and start dreaming together about the adventure ahead.
Bonus: A Special Gift Just for You
Sign up your group by October 31, and in addition to our annual jersey, each rider will receive a complimentary Wines of Italy cycling jersey—a stylish reminder of your shared adventure and a fun way to celebrate your group spirit!
Ready to Roll?

A private or custom Ciclismo Classico tour is more than a vacation—it’s an experience that deepens friendships, celebrates milestones, and creates stories you’ll share for years to come. Whether it’s a private version of our classic Bike Across Italy, a sun-soaked Bella Sicilia ride, or a tailor-made adventure designed just for your group, your journey will be unforgettable.
So, why wait? Gather your crew, bring your ideas, and let us design your dream ride. Contact us today to start planning—and let the adventure begin!
Ready to Plan Your Private or Custom Tour?
Here’s how to get started:
Gather Your Crew – Invite family, friends, neighbors, or club members who share your sense of adventure.
Choose Your Path – Select from one of our award-winning itineraries or let us design a custom journey just for you.
Pick Your Dates – Travel when it works best for your group—no need to fit someone else’s calendar.
Add the Fun – Schedule a Zoom Info Session with founder Lauren Hefferon. Pour some wine, invite your crew, and start dreaming together!
Lock It In – Sign up by October 31, and every rider receives a free Wines of Italy jersey.
Contact us today to speak with one of our travel consultants and start creating your unforgettable cycling adventure!
Email: [email protected]
Phone: (617) 640-4837
Your dream ride is just a conversation away!
