Activities
- New Cycling Holidays
- Self-Guided Cycling
- Cycling
- Food & Drink
- Foodie Holidays
- E-Bike
- — Quintessential, Italian landscapes: rolling hills, endless vines, beautifully preserved honey-hued hamlets — Mostly 4-star hotels; gorgeous swimming pools; superb local cuisine — Scenic cycling through olive groves, fruit orchards and sunflowers — Spend 4 nights in Colle di Val d'Elsa: charming piazze, Sienese frescoes, easy access to Florence and Siena — Etruscan, Roman, Renaissance and Mediaeval art and architecture
Food
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1
Arrive at Volterra
Arrive in Volterra where you've time for a dip in the hotel pool and a wander round the town's tangle of cobbled alleys and hidden squares before dinner. You stay at Hotel San Lino (breakfast and evening meal)
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2
Volterra to Certaldo
Today it's a downhill whizz out of hilltop Volterra and into the pretty Era Valley where spectacular views of the surrounding timeless Tuscan countryside open up as you pedal. After climbing out of the valley, you'll soon pass through the pretty hamlet of Castagno where we suggest a well-deserved coffee stop in the local bar. Your route continues on to Gambassi Terme, a well-preserved spa town with cobbled streets, 12th century church and lovely shaded gardens. Lunch here perhaps in one of the many trattorie then, soon after leaving the town, you'll pick up the famous Via Francigena for the gentle, mainly downhill stretch to medieval Certaldo. You stay at Hotel Certaldo (breakfast included)
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3
At Certaldo
Explore stunning Certaldo, Boccaccio's birthplace. Split into two distinct halves, the medieval centre of Certaldo Alto with its fabulous ancient buildings, is accessed by funicular and offers spectacular views across the Val d'Elsa. On the other hand, Certaldo Basso is the more modern part of the town with shops, bars and restaurants. You could also spend time today, relaxing by the hotel pool. You stay at Hotel Certaldo (breakfast included)
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4
Certaldo to Colle di Val d'Elsa
Today's route explores the panoramic wine country between Certaldo and Colle di Val d'Elsa. You'll follow the official, mainly off-road, Chianti Wine Route where you'll find lots of tasting opportunities! It's then on to the old town of Poggibonsi, a perfect stop for lunch and to visit the ruins of its unfinished 15th century fortress. The day ends with gentle pedalling through tree-lined meadows and a valley of poppy and sunflower fields to Colle di Val d'Elsa. You stay at Palazzo San Lorenzo (breakfast and evening meal)
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5
At Colle di Val d'Elsa: Suggested Day in Siena
There is so much to see and do in and around Colle di Val d'Elsa that you really will be spoiled for choice. However, today we recommend hopping on the local bus (from just outside the hotel) for the 30min ride to the great medieval city of Siena. Visit the Palazzo Pubblico with its impressive pre-Renaissance frescoes and climb the Torre del Mangia for the best views of the town and surrounding Sienese countryside. For lunch, or simply a drink, there is no better place than Siena's beautiful shell-shaped Piazza del Campo. You stay at Palazzo San Lorenzo (breakfast and evening meal)
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6
At Colle Di Val D'elsa: Suggested Day Exploring Locally
After a fairly long day yesterday, we propose that you spend a relaxed morning in Colle di Val d'Elsa. The historic town dates back to Etruscan times with a cathedral, museums and fine Renaissance buildings. After lunch in the old square, maybe spend relax in the hotel's spa before a pre-dinner stroll along the lovely River Elsa where limestone-rich rapids come crashing dramatically downstream. You stay at Palazzo San Lorenzo (breakfast included)
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7
At Colle di Val d'Elsa: Suggested Day in Florence
No trip to Tuscany would be complete without a visit to the charming city of Florence, arguably the most beautiful city in the world! It's just an hour on the local bus (which leaves from just outside the hotel) giving you plenty of time to explore the Uffizi (closed Mon), Duomo and Baptistery. If you want to escape the crowds, we suggest you cross the Ponte Vecchio to the quieter side of the Arno to visit the Boboli Gardens. You stay at Palazzo San Lorenzo (breakfast included)
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8
Colle di Val d'Elsa to Pescille
Get back on your bike this morning and enjoy superb rolling views before the ride up to Casole d'Elsa, a beautiful village characterised by ancient vermilion-hued buildings and blessed with stunning views from its hilltop position. Take time to explore its 12th century church (frescoes by Gano da Siena) and impressive fortress before an early lunch perhaps in the lovely piazza. You then wind north through wonderfully scenic countryside, the fabulous medieval towers of San Gimignano providing a formidable backdrop as you pedal on to Pescille. You stay at the Hotel Pescille (breakfast at the hotel, evening meal at a local restaurant)
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9
At Pescille
San Gimignano is just a short cycle away, its towers giving this hilltop town a distinctive Manhattan-style skyline. Explore its myriad of narrow streets and many hidden cobbled squares before popping back to your tranquil hotel for a refreshing dip in the sparkling swimming pool. You stay at Hotel Pescille (breakfast at the hotel, evening meal at a local restaurant)
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10
Pescille to Volterra
It's a short downhill ride to San Gimignano before a gentle climb up through classic Tuscan landscapes of vines, olive groves and fields ablaze with sunflowers. It's then an almost entirely downhill cycle into the pretty Era Valley. There's a real sense of achievement on your final pedal through open countryside, enjoying spectacular views, before your last climb back to the ancient cobbled streets of Volterra. You stay at Hotel San Lino (breakfast and evening meal)
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11
Leave Volterra
The tour ends in Volterra.