Itinerary
- Day 1
Siena
You'll arrive in Siena with your own transport and meet up with the tour staff. There's a presentation about what's coming up, then your bikes get prepared and checked over. After that, you'll have a welcome drink to get to know everyone, and the day wraps up with dinner.
- Meals
- Dinner (Local acclaimed restaurant)
Included Activities
- Bike preparation
- Welcome drink
- Dinner in local restaurant
Landmarks Siena - Day 2
Siena to Chianti Hills Loop
This morning after breakfast, you're cycling 74 km through the Chianti Hills with rolling vineyards and gentle climbs the whole way. You'll ride through Radda in Chianti, then keep going to Castellina in Chianti where you'll stop for a cappuccino. From there, it's back to Siena for the evening. Dinner is at a typical local restaurant that's well-regarded in the area.
- Meals
- Breakfast, Lunch (Lunchtime biker's snacks and drinks), Dinner (Local acclaimed restaurant)
Included Activities
- Cycling tour through Chianti Hills (74 km)
- Visit to Radda in Chianti
- Visit to Castellina in Chianti
- Cappuccino break in Castellina in Chianti
- Dinner in local restaurant
Landmarks Radda in Chianti Castellina in Chianti Chianti Hills - Day 3
Siena to Volterra
Starting from Siena after breakfast, you'll cycle through small hillside villages with views of Monteriggioni castle along the way. You pass by Abbadia a Isola, a medieval spot that was part of the old Via Francigena pilgrimage route. Then you reach San Gimignano, which sits at 324m and has those famous intact towers from the medieval period. Your final destination is Volterra, an ancient town over 3,000 years old with an Acropolis, Etruscan walls, a medieval cathedral, and the Medici Fortress. You'll have time to walk around town before dinner.
- Meals
- Breakfast, Lunch (Lunchtime biker's snacks and drinks), Dinner (Local restaurant)
Included Activities
- Cycling tour through Tuscan villages
- Visit to Abbadia a Isola
- Visit to San Gimignano
- Visit to Volterra
- Dinner in local restaurant
- Time to visit Volterra
Landmarks Monteriggioni Castle Abbadia a Isola San Gimignano Volterra Volterra Cathedral Medici Fortress Palazzo dei Priori - Day 4
Volterra to San Vincenzo
After breakfast, you're cycling from Volterra through Saline di Volterra, known for its salt springs. You'll continue through Pomarance and Montecerboli, areas known for their geothermal energy sites, then pass through historical villages like Sarezzano, Monteverdi Maritimo, and Doronatico. By late afternoon you reach San Vincenzo on the Etruscan Coast, check into your hotel, and have time to relax. Dinner with the group features local produce from the region.
- Meals
- Breakfast, Lunch (Lunchtime biker's snacks and drinks), Dinner (Dinner with group based on typical local produce)
Included Activities
- Cycling tour from Volterra to San Vincenzo
- Visit to Saline di Volterra
- Visit to Pomarance
- Visit to Montecerboli
- Dinner in local restaurant with group
Landmarks Saline di Volterra Pomarance Montecerboli Sarezzano Monteverdi Maritimo Doronatico San Vincenzo Etruscan Coast - Day 5
Eastern Part
After breakfast, you take a ferry from Piombino across to Portoferraio on Elba Island, then start cycling the eastern part of the island. The landscape is green and quiet with beaches, cliffs, and small hilltop villages. You'll ride through Bagnaia, Nisporto, and Nisportino to reach Rio dell'Elba, a medieval hamlet with historic mills still there. From there, continue to Capoliveri at 167m elevation, a beautiful medieval village perched on the hillside. You return to Portoferraio, a 16th-century Medici town with museums, mansions, and fortresses. After checking your bikes, you'll have time to relax before dinner.
- Meals
- Breakfast, Lunch (Lunchtime biker's snacks and drinks), Dinner (Local food)
Included Activities
- Ferry transfer from Piombino to Portoferraio
- Cycling tour of eastern Elba Island
- Visit to Rio dell'Elba
- Visit to Capoliveri
- Visit to Portoferraio
- Dinner in local restaurant
Landmarks Elba Island Rio dell'Elba Capoliveri Portoferraio - Day 6
Western Part
Starting after breakfast, you're cycling the western part of Elba Island heading toward Procchio and Marciana Marina, the island's smallest municipality. The route climbs through hills past Poggio with its century-old chestnut woods, then reaches Marciana at 375m elevation, one of the island's oldest inhabited areas. You descend through Chiessi on the Costa del Sole out toward the island's western tip, then return through Procchio back to Portoferraio. An excellent group dinner wraps up your time on the island.
- Meals
- Breakfast, Lunch (Lunchtime biker's snacks and drinks), Dinner (Excellent dinner with group)
Included Activities
- Cycling tour of western Elba Island
- Visit to Procchio
- Visit to Marciana Marina
- Visit to Poggio
- Visit to Marciana
- Visit to Chiessi
- Dinner with group
Landmarks Procchio Marciana Marina Poggio Marciana Chiessi - Day 7
Elba Island to Siena
You'll have breakfast and then take the ferry from Elba Island back to the mainland. After that, a minibus transfer takes you back to Siena.
- Meals
- Breakfast
Included Activities
- Ferry transfer from Elba Island
- Minibus transfer to Siena
Landmarks Siena











