Grand Tour Italia
Grand Tour Italia
UMBRIA & TUSCANY
2027 Dates
INCLUDES
Distinctive Hotels
Authentic Cuisine
Professional Support
Airport Transfers
£3,300 / €3,950
Stages
5 Fully Guided
£3,300 / €3,950
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a captivating point to point cycling tour through umbria and tuscany
YOUR TRIP IN DETAIL
START POINT: Orvieto (Rome Airport)
FINISH POINT: Florence
LONGEST STAGE: Stage 4 – 110km
CLIMBING STAGE: Stage 2 – 1,900m+
AVERAGE PACE: 14-19mph | 22-30kph
EVENT CAPACITY: 15 riders
- Distinctive Hotels
- Bike Box Transport
- Breakfast, Lunch, Dinner
- Kit Laundry Service
- Airport Transfers
- Feed Stations
- Professional Support Crew
- Energy Drink
- Team Volta Ride Guides
- Veloforte Energy Bars
- Support Vehicles
- In-Room Luggage
- Collector’s Edition Jersey
- Hotel Check-In Service
Inspired by our family heritage and a deep connection to Umbria and Tuscany, the Grand Tour Italia offers a multi-day cycling adventure through Italy’s finest landscapes.
This is a journey shaped by history, tradition, and timeless beauty—tracing a route from Orvieto to Florence through rolling vineyards, hilltop towns, and quiet country roads known only to those who call this region home.
Over five days, you’ll ride through iconic locations such as Assisi, Siena, and San Gimignano, while discovering lesser-known treasures like Bevagna, Città della Pieve, and Todi. Each town reveals a piece of Italy’s rich past—Renaissance art, medieval architecture, and centuries of cultural legacy.
With moderate distances and well-paced routes, the Grand Tour Italia is designed for regular cyclists who want more than a ride: it’s an immersion in regional identity, local gastronomy, and the rhythms of daily life in central Italy. Scenic climbs lead to sweeping views, and quiet backroads bring you to long lunches, local wines, and evenings filled with conversation and hospitality.
Throughout the tour, Team Volta ensures every detail is seamless—from ride support and mechanical care to luggage transfers, energy stops, and check-in service. You’ll stay in elegant hotels full of character and charm, each one chosen for its location, comfort, and connection to the region.
Grand Tour Italia: Umbria & Tuscany is cycling as it should be: immersive, refined, and unforgettable.
S.King
WHAT OUR GUESTS SAY
Astrid Sasse
"A fantastic cycling holiday with gradual climbs and sweeping descents..."
Andrew Clark
"As a novice cyclist this was one heck of a challenge but the support from the Volta Team made such a difference..."
Martin Miesi
"Great company. Well organised, great accommodation with a stunning route, which all creates an amazing experience."
Scott Hall
"Volta Pro Tours provided an experience beyond which I had imagined. Extremely supportive, professional and friendly staff..."
Shirley Catharine
"I would highly recommend Volta Pro Tours and I cannot wait to sign up for another tour!..."
Simon King
"Volta Tours offer a premium service with excellent support for serious riders. Their rides are excellent..."
Gary Lyons
"I have just spent the most enjoyable week with all the great people at Volta Pro Tours doing..."
Lisa Bywell
"My first cycling holiday and it was an amazing experience. We were expertly looked after by..."
Lorna Rodger
"Excellent package, great cycling, great support, great accommodation great food and wine..."
Rob Evans
"I wasn't sure what to expect, a few of us knew each other and soon we all knew one another. Relaxed..."
READ ALL REVIEWS…
FULLY GUIDED
Stages
1
PROLOGO: TRANSFER ROME
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We will greet you at Rome’s Fiumicino airport before transferring you, along with your gear, to Orvieto’s ancient centre.
After assembling your bikes, we can take a stroll through Orvieto’s cobbled streets to visit the stunning Duomo and explore the mysterious subterranean caves.
As the day draws to a close, we gather for team introductions, safety briefings, and event overview.
To culminate the day’s explorations, dinner awaits at our selected restaurant nestled within one of the subterranean caves, promising an unforgettable start to the Grand Tour journey.
2
TAPPA 1: ORVIETO to ASSISI
100kms | 1,900m
62miles | 6200ft
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Begin your Grand Tour Italia adventure with a 100km ride from Orvieto to Assisi.
Cycle through the picturesque woodlands of Parco Fluviale del Tevere before pausing in the medieval towns of Todi and Bevagna to soak up Umbria’s rich legacy whilst enjoying the regional cuisine.
The stage concludes in Assisi, famed for spiritual significance and architectural marvels. Explore the Basilica of St. Francis, a UNESCO World Heritage Site symbolising the town’s sacred past.
End the day with a memorable dinner at the hotel’s restaurant, boasting a spectacular view of Assisi’s majestic skyline, relishing the memories of this remarkable first stage.
3
TAPPA 2: ASSISI to CITTA DELLA PIEVE
90kms | 1,400m
55miles | 4600ft
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This enchanting second leg of our Grand Tour Italia departs from Assisi and winds through the heart of Umbria to Citta della Pieve.
The route leads through Deruta, celebrated for its exquisite ceramics, and then to Montegabbione, a medieval village nestled among hilly sceneries adorned with olive groves and lush meadows.
Arrive at the picturesque Citta della Pieve, perched on a hill with a striking blend of medieval and Renaissance architecture. Your stay in Citta della Pieve is made exceptional at a hotel with royal connections, originally owned by Italian Royalty and now a jewel in the Wirth family’s collection.
4
TAPPA 3: CITTA DELLA PIEVE to SIENA
110kms | 1,900m
68miles | 6200ft
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Travel through quintessential Tuscan scenery, winding along the serene roads from Citta della Pieve to Siena.
Discover Sarteano, where medieval streets wind around a castle rooted in Etruscan history, and explore Pienza, famed for pecorino cheese.
Conclude in Siena, a city of medieval marvels, featuring the majestic Piazza del Campo, stunning Duomo, and historic Palazzo Pubblico. Here, history, tradition, and vibrant Tuscan culture blend seamlessly, offering an unforgettable experience.
This stage promises immersion in Tuscany’s charm, from its ancient roots to its vibrant present, enriching your exploration through Italy.
5
TAPPA 4: SIENA to CHIANTI
100kms | 1,900m
60miles | 6200ft
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A captivating cycling route through the heart of the Chianti region, celebrated for enchanting landscapes, world-class wines, and its deep cultural legacy.
Begin your adventure in Gaiole in Chianti, a charming gateway into traditional Tuscan life surrounded by historic vineyards. Move on to Radda in Chianti, perched on a hill with medieval streets and ancient fortifications, and then continue to Castellina in Chianti, an idyllic spot to relish local gastronomy.
Your ultimate destination is San Gimignano, a UNESCO World Heritage Site with a meticulously preserved medieval structure and 14 iconic towers, offering a captivating history along the Via Francigena.
6
TAPPA 5: CHIANTI to FLORENCE
100kms | 1,500m
62miles | 4900ft
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The concluding stretch, from San Gimignano to a quaint town near Gino Bartali’s birthplace outside Florence, leads through classic Tuscan locales, providing glimpses into the region’s rich history and enduring charm.
Panzano and Montefioralle – one of the ‘Borghi piu belli d’Italia’ – boast Gothic masterpieces and medieval walls, exuding a timeless allure.
Greve in Chianti and the historic Greve Castle, offer panoramic views of vineyards and hills, connecting with the medieval origins of the Chianti Classico wine region.
Cycling through these iconic landmarks not only showcases breathtaking scenery but also reveals layers of history and tradition, defining this unforgettable final leg of the Grand Tour Italia.
7
PARTENZE: TRANSFER FLORENCE AIRPORT
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As your adventure concludes, we will ensure a smooth transfer to Florence Airport, aiming for an arrival around 11am.
Transfers to other airports can be arranged – please contact us before booking.
To allow for any unexpected delays, consider scheduling your flight for late afternoon or early evening. Alternatively, extend your stay to explore vibrant Florence before your journey home.While we will be sad to bid you farewell, we look forward to sharing more incredible rides with you on future tours.
Planning Your Fully Supported Cycling Holiday in Italy?
Here’s Everything You Need to Know
What type of cycling tour is the Grand Tour Italia?
The Grand Tour Italia is a fully supported, point-to-point road cycling holiday through Umbria and Tuscany. It combines challenging daily stages with professional support, luggage transfers, luxury accommodations, and authentic Italian cuisine.
Are there road cycling holidays in Italy with full support and luggage transfers?
Yes. The Grand Tour Italia includes full vehicle support, daily luggage transfers, feed stations, and expert ride guides. You’ll focus on the ride — our team handles the rest.
Is this cycling tour suitable for experienced riders?
Absolutely. The tour is designed for passionate cyclists who enjoy sustained climbs, long distances, and multi-day point-to-point riding. Average paces range from 20–29 km/h (12–18 mph), with up to 1,900m of climbing per day.
Do you offer guided cycling tours in Tuscany and Umbria?
Yes. Every stage of the Grand Tour Italia is fully guided by Team Volta’s experienced crew, with support vehicles and well-stocked feed stations along the route. You’ll also gain insight into the landscapes, culture, and local cuisine.
What’s included in the Grand Tour Italia cycling holiday?
The price includes:
- 6 nights in distinctive hotels
- Breakfast, lunch (feed stations or restaurant lunches), and dinner
- Full support crew and luggage transfers
- Airport transfers (Rome arrival, Florence departure)
- Daily kit laundry, energy nutrition, and a limited-edition jersey
What’s the route of this Italian cycling tour?
The route begins in Orvieto and ends near Florence, passing through Assisi, Città della Pieve, Siena, Chianti, and San Gimignano. Each stage features scenic climbs, cultural highlights, and authentic regional food and wine experiences.
Are bike rentals available for this tour?
Yes. While most riders prefer to bring their own bikes, we can help arrange high-quality road bike hire upon request. We also provide secure bike box transport and storage.
What makes this cycling holiday different from others in Italy?
This tour is grounded in our local knowledge and family heritage in Umbria. With carefully chosen routes, immersive experiences, expert support, and boutique accommodations, it offers more than just riding — it’s Italy, one stage at a time.
How do I book the Grand Tour Italia?
You can reserve your place directly through the website at the top of the page. This event only runs twice a year and places are limited to just 15, so we recommend booking early to secure your place.
The Volta Experience
Explore More of What Awaits
Gastronomy
The gastronomy of Umbria and Tuscany lies at the heart of the Grand Tour Italia