TUSCANY EPIC GRAVEL

24 – 30 May2027

€1399 | £1249 | $1649*

​Early bird price until 31/12

Deposit €299

To stay for a shorter or longer amount of time, please contact us

Level – Expert

LIVE THE GRAVEL DREAM

When you think about Tuscany, as a cycling lover you immediately picture the iconic white roads, rows of cypress trees, and those rolling green hills that seem to go on forever.

We’ve created a one-of-a-kind gravel adventure that takes you through the heart of the region—immersing you in authentic Tuscan culture, world-class food and wine, and breathtaking landscapes.

This isn’t just a cycling trip—it’s a journey through vineyards, medieval villages, and hidden trails you’d never find on your own.

With 80% off-road riding, you’ll experience the real Tuscany, far from the tourist paths and close to its soul. Whether you’re chasing gravel dreams or just want to lose yourself in stunning scenery with like-minded riders, this is your chance.

What's included

  • 6 Nights in stunning typical Tuscan rural hotels
  • 5 Spectacular days of gravel cycling
  • 6 Buffet breakfast at the hotels
  • Airport transfers including bike and luggage transfers at the below details. Private transfers can be also organised at a supplement.
  • Ground transportation to evening restaurants
  • Every day guided cycling routes by our ex pro, experienced and friendly guides.
  • Every day full Pro Experience with van feeding zones with snack & water on route
  • Pro tips by our ex pro staffs
  • GPX files sent in advance

What's not included

    • Flights
    • Dinners – organised with a few great restaurants in the area
    • Single room limited availability at €60/night
    • Bike rental from €290 for 6 days depending on specs
    • Travel insurance
    • Massages
    Flights ​
  • Meals
  • Single room in shared two bedroom apartment at €29/night
  • Your own apartment from €69/night
  • Bike Rental starting from €250 (6 days)
  • Gran Fondo entry (However by booking the tour with us your entry will be upgraded to VIP 1-100 starting grid)
  • Travel insurance
  • Massages

Airport transfers

17/02/27 at 13:30 from Faro Airport (FAO)

22/02/27 at 14:30 from accommodation to Faro Airport (20 min drive to the airport)

​Airport Transfers 

Inbound
24/05

1:40 pm from PSA (Pisa Airport)


Outbound
30/05
10:30 am from Hotel to PSA (Pisa Airport)

 

TRIP AT GLANCE

START & FINISH LOCATION: Castagneto Carducci
DAYS RIDING 5 days
TOTAL DISTANCE 450 km approx (80% Gravel)
GROUP SIZE:: 6 to 10 max
LEVEL:: Expert
Our expert tours involve challenging distances, climbs, and technical terrain. To ensure safety and enjoyment, we reserve the right to confirm that riders meet the necessary experience, fitness, and skill levels. Booking an expert tour indicates that you understand the demands and that your participation may be reviewed.
LONGEST DAY:: Day 5 – Pienza to Marina di Grosseto

PREVIOUS TRIPS GALLERY

DAY TO DAY BREAKDOWN

GPX files will be sent before the trip.

ARRIVAL DAY

After the airport pick up, we head straight to dinner in the town of Castagneto Carducci for our first Tuscan Meal.
After dinner, setting up the bikes for the next day, when the gravel adventure begins!

CASTAGNETO - PECCIOLI
100km | 1200mt

From the start, we are in Gravel, through forest by the Tyrrhenian Sea.
After 15 km we go through the beautiful Bolgheri, where we find a famous stretch of Cypress trees for some nice pictures.
Half way through the ride, we start climbing. We go through Bocelli’s hometown Lajatico for then finishing in Peccioli.

PECCIOLI - COLLE VAL D'ELSA
70km | 1600mt

On today’s route we go by some of the most beautiful villages of Tuscany such as Volterra & San Giminiano for then finishing in Colle Val’Elsa.
Up and down through medieval villages, and stunning contryside, where everywhere you look, is a postcard!

COLLE VAL D'ELSA - PIENZA
85km | 1600mt

Possible the most beautiful day.
Shortly after starting we go through the town of Monteriggioni, then in the famous Piazza Del Campo in Siena for lunch.
After lunch, we continue heading south passing through section of the popular Strade Bianche for then soak in the most beautiful countryside that you can imagine when getting close to Pienza.

PIENZA - MARINA DI GROSSETO
120km | 1700mt

The longest day on the saddle. Starting from Pienza and finishing by the sea in Marina di Grossetto.
The first part of the ride, is up and down through medieval villages and countryside.
The second part, as we get closer to the sea, the gravel changes so as the vegetation. Going through olives trees farms and natural reserves before reaching destination.

MARINA DI GROSSETO - CASTAGNETO
100km | 1100mt

On the last day, you will experience something totally different from the previous days.
The route start by the sea with incredible views of the cliffs and beaches. On the second part of the ride, we go more in-land going through forests, hills and farms to then finishing off where we started.
After reaching destination, time for packing and enjoy our last Tuscan meal together.

LEAVING DAY

After breakfast, airport transfer to Pisa Airport.
​See you next time 🙂

ACCOMODATION

VILAR DO GOLF****

Situated in the prestigious 2,000 acre Quinta do Lago Estate in the Algarve, Portugal. It features indoor and outdoor pools, a children’s pool, whirlpool, fitness centre and spa. Free Wi-Fi is available throughout the property. The air-conditioned villas include a well-equipped kitchen with oven, hob, microwave, toaster, kettle, coffee machine, dishwasher and washing machine/dryer. Each villa has a private bathroom with bath or shower and balcony or terrace. Satellite TV, a DVD player and iHome alarm clock are also provided. With stunning views of the Quinta do Lago Golf Course, the restaurant serves a delicious range of local and international dishes made using fresh local ingredients. The seasonal pool bar and grill serves light meals and refreshments, while the café serves breakfast, lunch and snacks. For your convenience a grocery store is also available on-site.

BIKE RENTAL

There are many options available, depending on your measures and budget we work with you to find the best bike for you. From standard mechanical groupset and alloy wheels to electric shifting and carbon wheels

START & FFRAMESET ​Guerciotti, Wilier, De Rosa, Bianchi, Ktm

GRUPPO: Sram Rival/Force AXS, Shimano 105, Ultegra, Durace Di2 and Mechnical

PEDALS: Bring your own
SADDLE: Selle Itala
WHEELSET:  Alloy, Carbon

DO YOU WANT TO CUSTOMISE YOUR TOUR?

Build your tour with us. Choose your dates, location, distances and much more.

YOUR TOUR GUIDE

Professionals, with many years of experience.

MATTEO CIGALA

Founder & Head Coach

Since founding Cigala Cycling Travel in 2015, Matteo has been leading over 10 tours per year. A former pro and current amateur racer, Matteo is the 2022 European Champion Gran Fondo.

PIERO

Guide & Gravel Expert

Piero is a passionate cyclist with a keen eye for detail, a trait shaped by his full-time profession as an architect. He began his cycling journey in downhill mountain biking before discovering his true passion for gravel riding, which he now enjoys year-round, exploring new roads and trails in every season.​

READ OUR TESTIMONIALS - WHAT PEOPLE SAY ABOUT CIGALA CYCLING TOURS

TUSCANY EPIC GRAVEL

24-30 May 2027