Tuscany Bespoke
Your dream, our victory.
Bespoke travel lets you weave your passions into a uniquely shared, made-to-measure experience. Come deeper into our Tuscan world, and let us help you tell a richly inspiring travel story. Will it be a villa in Lucca, a bike tour through central Tuscany or a private self-guided adventure? We’d be honored to pave the way for you.
Villa Trip
Ultra-flexible trips with hand-selected, cycling-friendly villas to accommodate all groups and budgets.
Bike Tour
Fully supported, customized point-to-point journeys showcasing our personally researched and vetted Tuscany.
Self-Guided
Non-accompanied itineraries with support available on the periphery at all times.
Toscana 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:
Joy
Joy is one of the most underrated assets in life. Make space for it within yourself and you’ll soar.
Memories
Lasting memories are often intentionally cultivated through great planning, local knowledge and exceptional people.
Beauty
Beauty has the power to uplift and inspire — its very presence keeps you striving for the truest, highest expression of yourself.
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 Knowldege
Thanks to living and riding in the Bel Paese, we've proudly amassed an obsessively curated database of routes, restaurants, experiences and hotels across Tuscany.
03
Passion
We sweat the details and raise the bar at every turn — because details really do matter. As cycling creatives, we take pride in curating and vetting every aspect of your trip.
04
Italian Family
There are a bunch of big, well-financed travel companies operating from abroad, but that’s not us — we’re family. We’ll know you by name, not a reservation number.
05
Connections
We have the deep connections and years of insight needed to make unique experiences happen across Tuscany.
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.
Questions? Ask Away!
Whether you're a seasoned cyclist or brand new to the sport, we welcome you with open arms. Just decide how much to ride and we’ll execute.
Keep in mind that the roads in Italy are narrow and twisty. You’ll need to be in good health, feel competent on a bike, and be comfortable with both maneuvering occasional traffic alongside other cyclists. If — for whatever reason — your training plans fall through the cracks, there are always eBikes.
Because we work with a handful of bespoke groups per year and often fill up six months in advance, we suggest reserving early. Planning early also allows us to design your trip with a wider selection of hotels and villas that are often booked first.
The cost of a trip relates to the itinerary complexity, plus the number of participants, type of accommodation, and level of service. Bespoke trips are typically crafted for at least six participants while our Shop Collection clients are often couples or individuals.
The best way to accommodate a range of budgets in a single group is for ten or more riders to book a single stay villa trip.
The deposit for Bespoke Trips is €750 per person and is non-refundable. The remaining balance is due 120 days before the start of your trip.
In addition to the per-person trip deposit, a non-refundable €500 Bespoke Trip Design Fee is required to initiate your request, design your itinerary and secure the availability of hotels (or villa) for your group. Once the booking is confirmed, this design fee will be applied toward the balance due.
Understandably, you’ll have questions about what booking with us means. Please see our cancellation policies here and our full terms and conditions here.
Of course you have other questions! Feel free to initiate a request by filling in the form below. We'll set up a call to talk tactics because we love talking tactics — especially yours.
Your Next Steps
Because each inquiry is unique and we only work with a handful of bespoke groups per year, we’d love to get to know you first. Please fill out the form below including as much detail as possible. Your request will be read and responded to within two or three business days.
"Never go back — that’s what they say, keep the memories and move on... but we did."
Alison had guided two discreet rides for us last year and we had loved it. But surely then time to go back to Mallorca, seek out the Dolomites, rediscover the longer climbs of the Alps? But we were hooked. The food and the beauty of Tuscany and the everything sorted philosophy of Alison. So we agreed with her a Lucca, Florence, Siena, Lucca circular route, persuaded other friends to join in the fun and got on our bikes. We were not disappointed. It was a trip that needed logistics to be spot on, and everything was. By the end Alison was even understanding our very English humour.
Highlights were the amazing pasta stops that kept us fuelled and Alison’s quiet determination to keep us safe and moving. Tuscany was the winner.
PHIL SANDERSON
United Kingdom