Coast to Coast Bike Tour

Coast to coast bike tour

  • 8 days/7 nights
  • Tour Type: multi-destination
  • Level: 2,5/5
  • Price From: € 3,490

Coast to Coast Bike Tour

  • 8 days/7 nights
  • Tour Type: multi-destination
  • Level: 2,5/5
  • Price From: € 3,490

Coast to Coast Bike Tour Overview

Get ready for an extraordinary cycling journey through Italy that will leave your spirits soaring. This tour will take you through the awe-inspiring natural landscapes of Tuscany, Umbria, and Marche, regions rich in beauty and history. As you embark on this adventure, you’ll have the opportunity to explore ancient towns, charming hilltop hamlets, and lush lowland forests, each with unique charm. But that’s not all. Our carefully curated route will lead you to some of the finest dining establishments in the area, where you’ll savour mouth-watering local homemade dishes and sample stunning wines, enriching your culinary experience. Our team of local, bilingual experts will be by your side to introduce you to Italy’s best-kept secrets, ensuring that you get an authentic taste of the culture, traditions, and stories that make this region so enchanting. Throughout this tour, you’ll have ample time to relax and recharge in the most picturesque locations, making it a journey of outward and inward discovery. Prepare to be captivated by Italy’s beauty and history on this Coast to Coast Bike Tour.

Bike Tour Itinerary

The adventure begins as you meet our experienced guides at Pisa International Airport. They’ll warmly welcome you and arrange your transfer to our charming hotel in Lucca, a true gem of Tuscany. After a rejuvenating lunch, we’ll gear up and prepare for a delightful warm-up ride, ensuring you get acclimated to the splendid journey that lies ahead. Starting from the heart of Lucca, within moments, we’ll find ourselves amidst some of the region’s most captivating hills, surrounded by endless olive groves and picturesque vineyards. At one of the area’s renowned local enotecas, we’ll raise our glasses to the week of exploration and excitement that awaits. Back at our cosy hotel, we’ll freshen up and get ready for an unforgettable five-star dinner at one of the town’s finest restaurants. This is just the beginning of a remarkable Tuscan cycling adventure.

Meals: Dinner

Cycling: distance 35 km, elevation 400 meters

Pick-up location: Pisa International Airport

Today, the heart of our adventure beckons! We’ll set out on a cycling journey that promises to be unforgettable. Our path initially winds along flat, tranquil roads, flanked by endless miles of lush vineyards and venerable olive groves. After the first exhilarating 30 kilometres, we’ll find ourselves in Cecina, a place famous for its enchanting cypress avenue. As we journey forth, we’ll meet a series of ascents and descents that will truly invigorate the spirit, especially as we reach the captivating Monte Scudaio. Following an exhilarating descent, we’ll pass through the picturesque Montecatini Val di Cecina. Here, the medieval Belforti Tower perches atop a verdant hill, providing us with a glimpse of a unique historical heritage before we break for lunch. Our route continues, guiding us through pastoral landscapes and the lush farmland of Tuscany. It’s a journey that culminates in the enchanting town of Volterra, a hilltop gem known for its distinctive urban layout, which serves as a beautiful reminder of its Etruscan origins. At our charming hotel, we’ll have the opportunity to refresh and revitalize with a professional post-ride massage, preparing us for an evening of culinary delights that will undoubtedly be etched into our memory.

Meals: Dinner

Cycling: distance 120 km, elevation 1.370 meters

Today, our journey unfolds on a picturesque route that will lead us through the heart of the renowned Chianti region — a place celebrated for its exquisite wines and awe-inspiring landscapes. We’ll embark on a cycling adventure featuring a succession of challenging ascents and thrilling descents that are sure to invigorate the senses. Our path will guide us to the famous villages of Castel San Gimignano, Colle Val d’Elsa, and Radda in Chianti, each a unique gem along the way. In Radda, we’ll pause for a visit to a distinguished winery, where we’ll have the delightful opportunity to savour its finest wines and sample other delectable local treats. Once back in the saddle, we’ll pedal along tranquil country roads that wind through endless vineyards and age-old olive groves, traversing the scenic rolling countryside that unfurls before us. Our day’s adventure reaches its culmination in the enchanting city of Siena, where we’ll indulge in a gourmet dinner.

Meals: Dinner

Cycling: distance 118 km, elevation 2.000 meters

A day of enchantment unfolds as we kick-start our morning with a leisurely breakfast to prepare for yet another extraordinary ride. The landscape stretches before us, promising captivating vistas of the boundless countryside as we pedal through time-forgotten hilltop villages such as Roccastrada and Civitella Paganico. Each twist and turn of our journey unveils the charm of these hidden gems. Civitella Paganico lies in a territory that is also home to the famed Petriolo Hot Springs—a site renowned for its thermal baths, steeped in history dating back to antiquity. Here, we’ll have the chance to experience the rejuvenating properties of these soothing waters before we continue on our route. Amid our adventure, we’ll pause to savour a traditional lunch at one of our preferred local trattorias—a moment to relish the flavours of the region. Our path guides us through the Basso Merse Natural Reserve, a tranquil haven of natural beauty, and leads us to the day’s final destination: Montalcino. As the day’s sun sets, we’ll gather for a gourmet dinner, celebrating the experiences of the day and the camaraderie that makes every Pedalitaly journey truly exceptional.

Meals: Dinner

Cycling: distance 110 km, elevation 1.550 meters

Our day begins with the winding paths of charming medieval villages that grace the hills of this captivating region. We’ll meander our way through the picturesque countryside, immersing ourselves in the beauty of the Val D’Orcia. Along the way, we’ll pass through small, character-rich villages like Radicofani, each offering its unique charm. Nature enthusiasts will be delighted by the opportunity to explore Fosso Bianco—a must-see natural wonder. This enchanting stream nestled in the woods is where several hot springs converge, creating a year-round haven for those who wish to indulge in a refreshing swim. As we journey through the heart of the Val D’Orcia, we’ll encounter a wealth of delightful traditional trattorias, perfect for a cyclist-friendly lunch—a well-deserved respite. Our pedal-powered adventure continues, leading us to Cortona, a quintessentially Tuscan town that captures the essence of the region. An evening aperitivo sets the stage for a memorable dinner, celebrating the day’s explorations.

Meals: Dinner

Cycling: distance 100 km, elevation 1.750 meters

Today we’ll pedal along dreamy roads through lush rolling hills punctuated by Etruscan villages, passing through Orvieto, one of the most memorable hilltop towns in central Italy, renowned for its magnificent cathedral and the Etruscan Temple of Belvedere. We’ll hop on our bikes again along the roads that Gino Bartali also rode to get to Assisi. We’ll meet three gradual climbs followed by flatland, across an untouched landscape in the heart of Umbria, where we will stop at one of our favourite eateries to enjoy local food and wine. We’ll continue our route along smooth roads across idyllic countryside to get to Assisi, one of the most beautiful towns in Italy, famous for its Basilica of San Francesco. In the afternoon you will have the chance to visit the most beautiful sights in town, before a professional post-ride massage and a unique five-star dinner.

Meals: Dinner

Cycling: distance 117 km, elevation 1.700 meters

As the day begins with a sumptuous gourmet breakfast, we’re set for a remarkable morning ride that will take us through some of the most breathtaking regions in Italy. We’ll traverse the border that separates Umbria from Marche, a land renowned for its captivating landscape, akin to a vividly painted canvas coming to life. Our route will guide us through several charming medieval villages like Gualdo Tadino, each one a treasure trove of art and history. Here, we’ll pause for a delightful wine-tasting experience and embrace the chance to relish local delicacies such as Ascolana olives and delectable white truffles, a true culinary delight. Our journey crescendos with awe-inspiring coastal panoramas, culminating in our arrival at the enchanting town of Ancona. Here, the merging of modern amenities and grand historical edifices creates a unique and harmonious blend. This evening, we’ll come together to commemorate the conclusion of this extraordinary adventure with a dinner that promises to be unforgettable, a fitting finale to an adventure filled with remarkable experiences and lifelong memories.

Meals: Dinner

Cycling: distance 119 km, elevation 1.500 meters

Our journey together has been an extraordinary one, filled with unforgettable experiences, breathtaking landscapes, and newfound friendships. As the day unfolds, we gather for our last breakfast, savouring the flavours of Italy one more time. Following this delightful morning, it’s time to bid adieu. Our guides, who have been your companions and mentors throughout this adventure, will now see you off, helping you with any arrangements for your onward journey. This is not farewell but rather arrivederci, an Italian expression that means “until we see each other again.” While our paths may diverge today, the memories and bonds formed on this remarkable journey will always be with us. You depart with a heart full of experiences and the anticipation of new adventures on the horizon. Grazie for sharing this incredible adventure with Pedalitaly.

Meals: Breakfast

Drop-off: Ancona Airport or Bologna Airport or Pisa Airport

What’s included and Details

Upcoming Tours

Mar 24 – Mar 30, 2024

From € 3,490

Jul 21 – Jul 27, 2024

From € 3,490

Go Private or Customize your Coast to Coast bike tour

Tour Guides

Gabriele Mirra

Founder and Professional Guide

Max Pullinger

Chief Customer Engagement and Partner

Omar Marouan

Professional Guide

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