Countryside to Coast Hike & Bike Adventure

About the Experience

The tang of a plump green olive rolling on your tongue. The deep pleasure of a sip of red wine, as you sit before the rolling landscape of a vineyard.

Your body will tingle with joy as you bike alongside the hills and forests from one enchanting village to another. Ancient clocktowers rise in greeting, while cobbled streets lead you down crooked alleys to delight in rich, chocolatey gelatos. As the sun kisses your face, your senses work overtime to take it all in. Your eyes will struggle to take in the breathtaking, rainbow-hues of Cinque Terre, perched so improbably upon a jagged little Italian hillside. Here is so much beauty you can hardly stand it. And here is a place you never, ever want to leave.

Your Tuscany cycling trip is a biking tour through time, from the Etruscan tombs to ancient Roman ruins, from Medieval hill towns to Renaissance basilicas. Bike along cypress lined rolling hills peppered with poppies. Visit enchanting medieval villages where you can find dozens of wine cellars with free tastings of the most incredible wines in the world. And enjoy the ‘La Dolce Vita’ attitude of the Italian people, who take afternoon siestas where everything slows down and life becomes exquisitely relaxed.

Your journey continues through the charms of Italy on to Cinque Terre, to hike one of the most magical stretches of coastline in the world. Steeped in history and set against a rough mountain background, the towns of the Riviera seem like a collection of pastel coloured jewels set against the vivid blue of the Mediterranean and backed by rugged mountains.

Click here to see the full itinerary!
Countryside to Coast Hike & Bike Adventure

About the Experience

The tang of a plump green olive rolling on your tongue. The deep pleasure of a sip of red wine, as you sit before the rolling landscape of a vineyard.

Your body will tingle with joy as you bike alongside the hills and forests from one enchanting village to another. Ancient clocktowers rise in greeting, while cobbled streets lead you down crooked alleys to delight in rich, chocolatey gelatos. As the sun kisses your face, your senses work overtime to take it all in. Your eyes will struggle to take in the breathtaking, rainbow-hues of Cinque Terre, perched so improbably upon a jagged little Italian hillside. Here is so much beauty you can hardly stand it. And here is a place you never, ever want to leave.

Your Tuscany cycling trip is a biking tour through time, from the Etruscan tombs to ancient Roman ruins, from Medieval hill towns to Renaissance basilicas. Bike along cypress lined rolling hills peppered with poppies. Visit enchanting medieval villages where you can find dozens of wine cellars with free tastings of the most incredible wines in the world. And enjoy the ‘La Dolce Vita’ attitude of the Italian people, who take afternoon siestas where everything slows down and life becomes exquisitely relaxed.

Your journey continues through the charms of Italy on to Cinque Terre, to hike one of the most magical stretches of coastline in the world. Steeped in history and set against a rough mountain background, the towns of the Riviera seem like a collection of pastel coloured jewels set against the vivid blue of the Mediterranean and backed by rugged mountains.

Day 1

Day One: Under the Tuscan Sun

Arrive in the afternoon in Cortona by train from Rome or Florence. Cortona is one of the most famous villages in Tuscany, featured in the film “Under the Tuscan Sun”. Take in the stunning views, then enjoy a walk through the picturesque streets, visiting the tiny shops of local artisans and sampling gelato. Your adventure begins with an orientation and a welcome dinner with your Italian guide.

day 2 - cinque terre hike and bike

Day Two: Montepulciano

Pedal a magical bike loop of about 48 kilometres that will take you from Cortona to Montepulciano, another spectacular little town. You’ll cycle through charming villages and dazzling landscapes, along forests and rolling hills. After, indulge in a delicious wine tasting in a quaint little wine cellar.

Kms Cycled: 48km with 750m elevation gain

day 3 - pienza

Day Three: Chianciano

Today you bike a 31km loop through Chianciano and back to Montepulciano. Chianciano, known as the town of health, is a village on top of the hill between the beautiful agricultural hinterland of Val D’Orcia (a Unesco Heritage Site) and the flat area of Valdichiana. In the afternoon you’ll dive into the culinary side of Italy with a cooking class. You just might be involved in the preparation of pici, a typical pasta which originates in province of Siena in Tuscany. You will have earned this delicious home made feast, which we’ll enjoy together!

Kms Cycled: 31 km with 660m gain

day 4 - tuscany

Day Four: Pienza

Today we’ll cycle through Pienza. Once called Corsignano, it was completely restored by Pope Pio II: Enea Silvio Piccolomini beginning in 1459. The entire village was rebuilt as an ideal Renaissance town and was the beginning of urban planning concepts with the central square surrounded by important buildings (palaces, cathedrals, clock towers). Pienza became a UNESCO World Heritage Site in 1996 due to its cultural significance in urban planning.

From Pienza we’ll travel by van shuttle for the hour-long journey to the ancient Bosco della Spina, situated in Val di Merse, perhaps the most hidden of the valleys in the province of Siena.  This untouched area is not generally included in the usual tourist routes. Bosco della Spina is a turning point of the trip as you leave the rolling Tuscan hills and move to the seaside hamlets of Cinque Terre; chapter II of our adventure!

Kms Cycled: 22 km with 400m gain

Day Five: Cinque Terre

Today you travel to the sea!  You’ll take in the stunning scenery with special stops along the way, driving towards the rugged beauty of Le Cinque Terre. We’ll head to Lucca and take a chance to explore the old city. Make your way to the town of Manarola by foot, covering about 6 kilometres along the hilly and rugged coastline. The van will carry your luggage on, while you stroll a peaceful forest path into town. Along the way you’ll see many vineyards and will marvel at how people have thrived in this rugged terrain.

Kms Hiked: 3km/ 1600m gain

day 5

Day Six: Hike to Portovenere

Enjoy a magnificent 12 kilometre hike from Manarola to Riomaggiore, and continue on to Telegrafo. From here you’ll take the track that leads to Portovenere – a darling village along the coast. This trail reaches the top of the mountains, 650 meters above sea level. The landscape to the coastline is incredible. Two kilometres before Portovenere, the trail passes through Fort Muzzerone, which is now used by the Italian army for training. After, you’ll hop a boat to return to Manarola.

Kms Hiked: 13.5km/ 616m gain/ 616m descent

day 6 - portovenere

Day Seven: Trail to Vernazza

Your final day concludes with another spectacular hike from Manarola to Corniglia – or as far as Vernazza if desired, covering 8 kilometres. This hike offers extraordinary panoramic views, so get your camera ready! The first part of this trail connects Manarola to Volastra where you hike past the sanctuary ‘Our Lady of Health’. To reach the sanctuary, the road goes ever upward and consists of about 1,200 steps. The second part connects Vernazza to Mount Cigoletta and crosses a very nice village: San Bernardino, the Shrine of Our Lady of Grace. The last part of the day will be downhill to Monterosso, your destination. You’ll then boat back to Manarola, where you’ll partake in a scrumptious farewell dinner with the group.

Kms Hiked: Approx. 8 km/ Approx. 450m gain/ Approx. 450m descent

day 7 - vernazza

Day Eight: Arrivederci!

You’ll enjoy a leisurely morning before taking the train from Manarola on to Florence, Rome, Genoa, or continuing your adventure elsewhere in Italia!

Click here to see upcoming trip dates to book your spot!