Tuscany Gravel
Ride the famous Strade Bianche gravel
Ride the white, gravel roads that wind through the Tuscan countryside.
We’ve added a new twist to our Tuscany itinerary and included more gravel sections of the famed white roads (aka “strade bianche”) on the Italian countryside. Legends have been made on these roads during the Strade Bianche, a one-day classic bike race that has become one of the most anticipated and watched professional cycling events. Our trip will highlight some of our favorite gravel sections of the race and sprinkle in a few lesser-known segments of gravel.
Highlights
- Daily guided and supported rides among vineyards and olive groves with an emphasis on the Strade Bianche, the white gravel roads of Tuscany
- Eat family-prepared meals by our Italian hosts, including pizza made in a wood-fired oven
- Stay in cozy bed-and-breakfast accommodations off the beaten path
- Explore Siena, taste wine and try the local cuisine
- Take part in an authentic Italian cooking class
Food
It doesn’t get more authentic than this: Our food in Tuscany is prepared fresh by the Italian family who runs Palazzo a Merse, the bed and breakfast where we stay. Many of the meats are sourced from a farm down the road, and the veggies are grown in the field behind the property or by the neighbors across the street. Meats are cooked over an open flame, and pizzas are prepared in a 500-year-old wood-fired oven. Family B&B meals are balanced with dining out to enjoy the local cuisine.
Accommodations
Meet your new extended family at Palazzo a Merse, a restored 18th-century farmhouse bed and breakfast where we’ll spend the week. Owned by our guide Andréa Rossi and his wife and sister’s family, the rustic Tuscan B&B is about 10 kilometers from Siena in the quiet countryside of Val di Merse. Relax in the spacious, shady garden, or enjoy breakfast or a glass of wine as you lounge around the outdoor pool. Family-style meals are cooked by our hosts and served outside when the weather allows.
ITINERARIES
Tuscany Gravel - 6 Nights
Benvenuti in Toscana - Arrival Day
Guests will arrive in Italy, and our staff will do Florence Airport (FLR) pickups. After you register, we will email a list of suggested hotels for guests planning to arrive early. If arriving early we ask that you meet back at the Florence airport, it’s easy to take the train to/from downtown Florence. Please email us your arrival/departure plans, including flight numbers.
Everyone will have time to settle into the house and enjoy our first chef-prepared meal.
After lunch, our mechanics will work on building guest bikes or fitting people to their rentals. We will depart for an afternoon shakeout spin once all the bikes are ready, and all the guests have arrived.
Today’s Ride: Arrival Spin
20-25 miles & 1,000′ – 1,500′
Strade Bianche, Eroica & Francigena
We start the morning off with our first Italian breakfast before the day gets exciting! We saddle up from the B&B and explore famous sections of the white roads of Tuscany from the Strade Bianche and Eroica.
In the afternoon, we’ll taste wine at Trecciano one of our favorite wineries in Tuscany.
Today’s Ride: Strade Bianche, Eroica & Francigena
31 miles & 3,100′
Val d’Orcia Region
Today we’ll point to point across the Val d’Orcia region on our way to Il Il Molinello Agriturismo. Here we will have lunch, tour their lavender farm, and check out their L’Eroica museum. The ride has several Strade Bianche sectors and we ride the famed white roads lined with Cyprus trees across the rolling countryside, you won’t want to miss this ride!
Today’s Ride: Val d’Orcia Region
37 – 60 miles & 3,400 – 5,500′
Montagnola & Siena
Our route takes us North towards Pievescola, into the enchanted forest. After a stop for coffee in Pievescola, we climb towards the small village of Molli. The final 15 miles are a net loss, and we finish back at the B&B with a relaxing lunch in the garden.
For the afternoon, we’ve organized a walking tour of Siena, which is a great way to learn about the area’s amazing history. Dinner will be enjoyed in the heart of Siena.
Today’s Ride: Montagnola & Siena
36 miles & 3,400′
Chianti
Learn more about the legend of that famous black rooster as we take a tour of the Chianti region. We’ll shuttle to the start, and mid-ride, we’ll enjoy a coffee stop in the village of Gaiole, where the Eroica Gran Fondo starts and finishes. The route finishes in the medieval village of San Gusme, where we’ll enjoy lunch.
Today’s Ride: Discover Chianti
38 miles & 3,900′
Val d’Orcia
The day starts with a van shuttle from the B&B to Murlo in the heart of Tuscany. The ride finishes in the small village of Montisi, and we cap it off with a beautiful lunch overlooking the Tuscan countryside.
Today’s Ride: Val D’orcia
42 miles & 4,300′
Ciao - Departure Day
Shuttles will run to the Florence airport all morning, with the last shuttle leaving at 11 a.m. Please email us your departure times.
Today’s Plan: Departure Day
Checkout by 11 a.m.
DATES & PRICES
- 2025
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May 9 - 15 Gravel - 7 Day (Relaxed)$3,695 / Person Almost Full!
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Jun 1 - 7 Gravel - 7 Day at Palazzo a Merse B&B$4,985 / Person Limited Spots Available
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Sep 21 - 27 Gravel - 7 Day at Il Molinello B&B$4,985 / Person Almost Full!
- 2026
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Jun 8 - 14 Gravel - 7 Day at Il Molinello B&B$4,985 / Person Fully Booked - Join Waitlist
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Sep 19 - 25 Gravel - 7 Day at Palazzo a Merse B&B$4,985 / Person Many Spots Available
DETAILS
What's Included
- 7 days/6 nights accommodations (double occupancy)
- Airport transfers to/from Florence International Airport (FLR)
- All meals (breakfast, lunch, dinner)
- Wine tasting, Siena walking tour, cooking class!
- Mechanical support (including bike build and breakdown)
- Professional trip guides
- Daily sag support
- Ride nutrition products
- High-quality ride photos
What's Not Included
- Airfare
- Bike rentals
- Gratuity for guides
- Mid-ride café stops
- Personal shopping
Optional Activities
- Wine tasting
- Tuscan cooking class
- Siena walking tour
Questions?
BIKE OPTIONS
Rent A Bike
Traveling through the airport with a bike—and paying for it to fly—is not everyone’s idea of a fun way to start a vacation. Fortunately, we offer high-quality, full carbon bikes on all of our trips across the United States and Europe. Want to just show up and ride? Just bring your shoes, pedals, helmet, and saddle (if you want), and rent one of ours.
Bring Your Own
Your bike is yours—we get it. Bringing your own bike has obvious advantages in terms of individual comfort. Before your trip, we suggest getting a tune-up at your local bike shop so it’s ready to roll for your week of riding. Once you arrive, we’ll be sure to have our mechanics build it and help with any necessary tweaks. Check out some helpful resources here:
Skip The Bike
If you or your travel partner want to enjoy the trip and explore a new destination without a bike, drop us a line and we’ll discuss options. Some trips are better suited for non-rider participants than others.
TRIP TEAM
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