Itinerary
- Day 1
Lucca
You'll arrive in Lucca and get fitted for your bike before heading out on a 4 km test ride around the Renaissance city's fortified walls. If you get there early, there's time to walk through the city center and check out the Roman amphitheater, Torre Guinigi with its tree-topped medieval tower, and the marble Duomo. This evening you'll meet your group for a welcome dinner at a local trattoria.
- Meals
- Dinner (Welcome dinner at local trattoria)
- Accommodation
- Hotel (Hotel San Marco)
Included Activities
- Bike fitting and welcome meeting
- 4 km test ride on Renaissance walls around Lucca
- Welcome dinner at local trattoria
Optional Activities
- Stroll through city center
- Visit Roman amphitheater
- Visit Torre Guinigi
- Visit marble-faced Duomo
Landmarks Renaissance walls of Lucca Roman amphitheater Torre Guinigi Duomo (Cathedral of San Martino) 
- Day 2
Lucca to Pisa
Your bike ride today covers 59 km roundtrip to Pisa following the river. Once there, you'll explore the medieval Square of Miracles with the Romanesque Baptistery, Cathedral, the famous Leaning Tower, and the Monumental Cemetery. After that, you cycle back to Lucca to finish the day.
- Meals
- Breakfast
- Accommodation
- Hotel (Hotel San Marco)
Included Activities
- Roundtrip bike ride to Pisa (59 km)
- Visit Pisa's Square of Miracles
- Visit Romanesque Baptistery
- Visit Cathedral in Pisa
- Entrance ticket to Pisa Leaning Tower
- Visit Monumental Cemetery
- Explore Pisa city center
- Return bike ride to Lucca
Landmarks Leaning Tower of Pisa Pisa Cathedral (Cattedrale Metropolitana di Pisa) Baptistery of Pisa Monumental Cemetery (Camposanto Monumentale) 
- Day 3
Lucca to Vinci
You'll cycle from Lucca to Vinci, Leonardo da Vinci's birthplace, and spend time in the town center checking out the museum with its wooden models showing his inventions and designs. Later you're heading to a Tuscan farmhouse in the Chianti region on the Montalbano hills, surrounded by vineyards, cypress trees, and olive groves. Your tour leader hosts a group dinner there.
- Meals
- Breakfast, Dinner (Group dinner hosted by tour leader at agriturismo)
- Accommodation
- Cottage (Agriturismo Il Piastrino)
Included Activities
- Bike ride to Vinci (60 km)
- Visit Vinci town center
- Visit museum with Leonardo da Vinci's wooden invention models
- Group dinner at agriturismo
Landmarks Leonardo da Vinci birthplace and museum (Vinci) - Day 4
Vinci to Colle di Val d'Elsa
Starting from the Florence province, you'll cycle toward Siena's territory, passing through the ceramics town of Montelupo Fiorentino. Then you climb to a ridge road with views across cypress trees, olive groves, and vineyards. By afternoon you reach Colle di Val d'Elsa, a walled medieval town on a hilltop, where you can wander the cobblestone streets and alleyways.
- Meals
- Breakfast
- Accommodation
- Hotel (Hotel Il Pietreto)
Included Activities
- Bike ride through Montelupo Fiorentino
- Cycle along ridge road with Tuscan views
- Arrival and exploration of Colle di Val d'Elsa
Landmarks Montelupo Fiorentino Colle di Val d'Elsa - Day 5
Colle di Val d'Elsa
This is an optional loop ride to San Gimignano, the famous town of towers. You'll see roughly twelve striking towers remaining from when there were dozens. After walking through the town center and trying Vernaccia wine, your tour leaders point out their favorite local restaurants before you head back to Colle di Val d'Elsa.
- Meals
- Breakfast
- Accommodation
- Hotel (Hotel Il Pietreto)
Optional Activities
- Optional loop ride to San Gimignano (36 km)
- Stroll through San Gimignano town center
- Taste Vernaccia wine (San Gimignano's signature wine)
- Explore local restaurants (osterie)
Landmarks San Gimignano 
- Day 6
Colle di Val d'Elsa to Siena
You cycle south through rolling Tuscan hills to reach Siena, which many consider the most striking city in the region. After settling into your hotel, you'll explore the Romanesque-Gothic Cathedral and the shell-shaped Piazza del Campo where the famous Palio horse race happens twice yearly. There's plenty of time to wander the alleys and tight streets. If you'd rather not cycle, you can take a public bus transfer directly to Siena instead.
- Meals
- Breakfast
- Accommodation
- Hotel (Hotel Italia)
Included Activities
- Bike ride to Siena (48 km) or public bus transfer
- Explore Siena's Romanesque-Gothic Cathedral
- Visit Piazza del Campo (shell-shaped square)
- Explore alleys and streets of Siena
Landmarks Siena Cathedral (Cattedrale Metropolitana di Siena) Piazza del Campo 
- Day 7
Siena to Florence
No cycling today. Spend your morning walking through Siena's alleys and piazzas before a private shuttle takes you to Florence. You'll join an informal walking tour hitting Piazza Santa Croce, Palazzo della Signoria, and the Duomo. Afterward, you're free to explore on your own or visit museums. This evening brings a goodbye group dinner celebrating your bike tour.
- Meals
- Breakfast, Dinner (Goodbye group dinner)
- Accommodation
- Hotel (Hotel GoGo)
Included Activities
- Morning exploration of Siena
- Private shuttle transfer Siena to Florence
- Informal walking tour of Florence city center
- Visit Piazza Santa Croce
- Visit Palazzo della Signoria
- Visit Duomo in Florence
- Goodbye group dinner
Optional Activities
- Visit world-famous museums in Florence
- Extended personal exploration of Florence
Landmarks Piazza Santa Croce Palazzo della Signoria Florence Cathedral (Cattedrale di Santa Maria del Fiore) 
- Day 8
Florence
You'll have breakfast at the hotel before saying goodbye this morning. If you're staying longer in Tuscany, Florence makes an ideal base for more exploration and wrapping up your Italian trip. Your tour operator will help with directions to Florence airport if your travels end today.
- Meals
- Breakfast (Breakfast at the hotel)
