Bespoke

Your dream, our victory.

Bespoke travel lets you weave your passions into a uniquely shared, made-to-measure experience. Dive deeper into our Italian world, and let us help you tell a richly inspiring travel story.

Why us? We pave the way through an Italy unknown. We vet areas where many can’t and won’t go. We’re year-round residents, and we love Italy more than anyone. Here’s how we design trips for groups of friends, families and colleagues:

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Villa Trip

Flexible packages with carefully chosen, bike-friendly villas to accommodate various budgets.

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Bike Tour

Fully supported, custom point-to-point journeys shaped by our own on-the-ground recon across Italy.

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Corporate Events

One-day or multi-day experiences crafted to strengthen relationships with colleagues and clients.

Italy Has Something Special for You

When there's little, if any, of the world left to map, the treasure lies in uncovering uniquely focused ways to experience it. We know we've done our job successfully when we hit these core metrics:

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Memories

Lasting memories are often intentionally cultivated through great planning, local knowledge and exceptional people.

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Joy

Joy is one of the most underrated assets in life. Make space for it within yourself and you'll soar.

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Beauty

Beauty has the power to uplift and inspire — its presence keeps you striving for the truest, highest expression of yourself.

What Guests Say

"You made my dream come true."

Older bald man smiling Riccardo

The Perks of Rolling with Us

01

Genuine Care

We believe in a future that’s human-centered. We design, collaborate and finesse to bring together — and bring out the best in — people, cultures and places.

02

Local Knowledge

Over 15 years, we've proudly amassed an obsessively curated database of routes, restaurants, experiences and hotels across Italy.

03

Family in Italy

There are a number of big, well-financed travel companies operating from abroad, but that's not us — we're family. We'll know you by name, not by reservation number.

04

Passion

We raise the bar at every turn because it really is about the little things. As cycling creatives, we take pride in sweating the details.

05

Connections

We have the deep connections and years of insight needed to make unique experiences happen across Italy.

06

A-Team

It all comes down to planning, experience, connections and guides. Roll with us and be surrounded by a team of A-players.

When Time is Your Biggest Luxury

Mapping out hundreds of kilometers of riding, seeking out memorable experiences and delivering an entire trip relies on extensive local knowledge, years of experience, sound logistics and a great deal of time. We exist because we know you can't afford to get it wrong.

Inquire with Us

Every trip is unique, and we host only a select number of bespoke groups each year. Please complete the form below, and we’ll be in touch within two to three business days. Now booking 2026.

Bespoke Trip Inquiry
Groups of 12 or more participants benefit from lower per-person pricing thanks to efficiencies gained at scale.
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Bespoke Trip Design Fee
Due to the amount of time allocated to the customization of each proposal, a non-refundable Bespoke Trip Design Fee is required to initiate your request, design your itinerary and secure the availability of hotels (or villa) for your group. By scheduling a call, you agree and understand that you will be quoted a design fee based on the intricacies of your trip. Once the booking is confirmed, this design fee will be applied toward the balance due.

Your personal data will be used to process your inquiry, support your experience throughout this website and for other purposes described in our privacy policy.

What Guests Say

"Alison's knowledge of the best routes is astonishing."

Group of cyclists Bernadette

"Alison's commitment to her clientele were her flexibility, availability, and passion."

Female and male cyclists Stephanie & Klaus

"The food and the beauty of Tuscany and the everything sorted philosophy of Alison."

Male cyclists Phil Sanderson

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