Chase the Sun, Ride the Coast: A challenge of a cycling lifetime
There are few pleasures in life that match the simple joy of a bike ride — and this is no ordinary ride. Join us on the cycling tour dreams are made of: a once-in-a-lifetime journey from the Adriatic Coast to the Mediterranean Sea, through the heart of Tuscany.
Our adventure begins with sunrise over the Adriatic and a coffee in Rimini, before we set off westward into the rolling hills and timeless beauty of central Italy. This is cycling in Italy at its finest — where every turn reveals historic towns, scenic vineyards and landscapes steeped in culture.
Highlights of this unforgettable ride include pedaling through Florence, the cradle of the Renaissance, exploring the medieval streets of Siena, and crossing some of Tuscany’s most beautiful countryside on the way to the western coast.
The journey finishes in the iconic city of Pisa, where a celebratory al fresco dinner overlooking the Mediterranean awaits — the perfect finale to a coast-to-coast cycling holiday you’ll never forget.
Italy Bike Tours really is world class! The Coast to coast route was incredible. The bike was great to ride, beautiful routes, food, hotels; all top notch! What made it even more special was the care and support of my guides Davide and Michele. Thank you for a trip I’ll never forget! I’m looking forward to the next one
Terrific region. A great blend of scenic, cultural, historical,, food, geographical and riding experiences. We formed a friendship with our guides and our fellow tour participant. It was our perfect introduction to Italy.
Another great trip with IBT. 4th trip for me. Will be back for more.
Italy coast to coast, plus Sardinia. Guides were world class. Highly recommend Italy Bike Tours.
Fausto & Davide were the best riding support you could ever want. They looked after us 2 ladies & exceeded our expectations 200%. We were the only 2 & always felt safe & they treated us like family. There patience for us taking lots of photos & stopping here & there was most appreciated. Our accommodation was fabulous 👌 & nothing was ever a problem. Highly recommend Italy Bike Tours & felt sad when it ended. We Loved it. ❤️
Great team, awesome location, incredible tour! Our guides Stefano and Matteo were excellent, super fun, very flexible and made the experience all the more enjoyable! Can’t wait to return for our next tour 🫶🏻
From the Adriatic coastline to Tuscany’s rolling hills and the Mediterranean Sea, discover the moments that make our Coast to Coast cycling journey unforgettable — both in and out of the saddle.
Begin your adventure with a scenic seafront ride along the Adriatic coast.
Ride through rolling countryside and charming medieval villages in Emilia-Romagna.
Experience Tuscany’s legendary white gravel roads on the journey toward Siena.
Enjoy a beautiful final ride alongside the River Arno on the way toward Pisa.
Pedal through classic Tuscan vineyards and rolling countryside from Poggibonsi toward San Miniato.
Relax by the sea and enjoy the cafés and laid-back atmosphere of the Adriatic coast.
Unwind in the thermal waters of one of Emilia-Romagna’s most celebrated spa towns.
Enjoy a gelato in Siena’s world-famous Piazza del Campo and soak up its medieval atmosphere.
Walk through the historic streets and beautiful squares of this timeless Tuscan city.
Visit the Leaning Tower of Pisa before celebrating beside the sandy beaches of Viareggio.
Ride from the Adriatic Coast to the Mediterranean Sea, crossing the heart of Italy from Rimini through Emilia-Romagna and Tuscany, with memorable stops in Arezzo, Siena, San Miniato and Pisa before reaching Viareggio.
Start your adventure feeling instantly at ease. From airport pickup to a scenic transfer to your seaside hotel in Rimini, every detail is taken care of. Relax and recharge before a gentle spin along the Adriatic coast to test your bike and breathe in the ocean air.
Wrap up the day with a beautiful al fresco dinner overlooking the sea - the perfect start to an unforgettable cycling holiday.
Rimini
As with every beautiful coast-to-coast journey, we begin by dipping our wheels into the shimmering Adriatic Sea - a symbolic start beneath the endless Italian sky.
We pedal away from the lively streets of Rimini and into the enchanting heart of Emilia-Romagna. Here, rolling farmland and timeless medieval villages create a postcard-perfect backdrop for your ride.
Our day ends in the tranquil spa town of Bagno di Romagna, where you can unwind with a soothing spa experience before savoring a delicious Italian dinner - la dolce vita at its finest.
Bagno di Romagna
Our adventure continues through the rolling countryside of Emilia-Romagna. Today offers a rewarding challenge for both road cyclists and E-bike riders, with two scenic climbs that lead to breathtaking views over the Tuscan hills. But don’t worry - as with all our cycling trips in Italy, the support van is always nearby, ensuring flexibility and comfort throughout the day.
We arrive in the historic city of Arezzo, home to the stunning Piazza Grande - one of the most beautiful squares in Italy. In true Italian fashion, the evening ends with a well-earned dinner at a lively pizzeria tucked beneath a centuries-old church tower.
Arezzo
This morning, we leave Arezzo and head west toward the stunning city of Siena, one of Tuscany’s most iconic cycling destinations. Today’s route follows the world-famous Strade Bianche - the legendary white gravel roads of Italy - perfect for road, gravel, or E-bike tours.
Upon arrival, unwind at the hotel, enjoy a refreshing shower, relax by the outdoor pool, and savor a delightful olive oil tasting experience.
The afternoon is yours to explore Siena’s medieval streets, sample local cuisine, and soak up the charm of this timeless Tuscan gem.
Siena
Today, we’ll start our ride from charming Siena, winding through the beautiful rolling hills of Tuscany sprinkled with vineyards and olive trees. You’ll love the peaceful country roads and the chance to discover quaint little villages along the way. The route has just the right mix of gentle climbs and easy descents, making for a truly enjoyable ride.
We’ll finish in lovely San Miniato, where you can relax and soak up the town’s warm atmosphere and delicious local dinner.
San Miniato
You’ve made it - well, almost! A healthy breakfast and a final, rich Italian cappuccino will fuel you for one last easy ride along the beautiful River Arno. Passing through charming Tuscan villages, we reach Pisa for the must-have photo with the Leaning Tower of Pisa before continuing the final gentle stretch to Viareggio.
Here, tradition calls: we dip our front wheel in the Mediterranean Sea, just as we did six days earlier on the Adriatic coast - marking the end of an unforgettable coast-to-coast cycling adventure.
This evening, we celebrate together with an al fresco dinner overlooking the sunset on the sea - the perfect moment to toast new friendships, share memories of the rides, and perhaps dream about your next bike tour in Italy!
Viareggio
All good things must come to an end, and this morning we’ll assist with your transfer to Florence train station or help arrange private transfers upon request.
It’s arrivederci from us - thank you for joining our cycling journey in Italy. We hope to see you again soon for another adventure on two wheels!
Breakfast before another unforgettable day in Italy.
Scenic roads through Emilia-Romagna and Tuscany.
A classic Italian coffee stop along the way.
Lunch with fresh local flavours and regional specialities.
Relax, explore and enjoy an Italian aperitivo.
Selected Coast to Coast departures are now available at special discounted prices. Choose your preferred date and secure your place while availability lasts.
Can’t find your preferred date? Contact us to explore other available dates.
Any products or services listed on the Offers page are excluded from additional discounts, promotional codes, or special offers, including Black Friday and the Loyalty Scheme. For further details, please refer to our Terms & Conditions.
Choose the bike that best suits your riding style. All three options are included for the full duration of your tour.
Explore epic landscapes! Lightweight, responsive, and adventure-ready. Perfect for gravel, touring, and thrill seekers.
Cruise in comfort with flat handlebars, smooth ride, and stylish design. Ideal for relaxed, scenic holiday cycling.
Glide through your holiday with ease; upright comfort, smooth handling, and stylish design making every ride relaxing, scenic, and unforgettable.
Looking for a different bike model? Contact us at alberto@italybiketours.com
Everything you need to know before joining our Coast to Coast cycling tour — from what’s included and airport transfers to riding through Emilia-Romagna and Tuscany, local cuisine, hotel facilities and practical tour information.
Please arrange to meet us at Bologna Airport (BLQ) at 2 pm on Day 1. 24 hours before meeting we will contact you via WhatsApp to confirm the name of staff member meeting you.
Following the conclusion of the tour we will assist you with planning and booking of onward travel. A group transfer to Florence train station will depart from the hotel at 10:30 am on Day 7. For alternative destinations or departure times, please contact us at alberto@italybiketours.com.
Please consider eating lunch before we collect you from Bologna. The transfer time from Bologna to Rimini is 1h30 on Day 1. Transfer time from Pisa to Florence is 1h on Day 7.
The general road conditions in Emilia-Romagna and Tuscany are very good. The majority of roads are asphalt, but we will also be riding on some gravel roads - they are in good condition and can be enjoyed on a road, gravel or E-Bike.
The food as one may expect in Emilia-Romagna and Tuscany is excellent - some might say the best in Italy. There are a lot of local specialities that you can look forward to enjoying. Restaurants now cater for both vegan and vegetarians. Homemade local wines and beer - a must to try.
The hotels on this tour have pools and spas so we recommend bringing swimming costumes. The hotels also have good WiFi and bar service. All our hotels have air conditioning. Hotels may charge extra for the use of these facilities.
We welcome the opportunity to discuss a private tour with you should you be in a group of six or more. A private tour allows you to choose dates and personalize the itinerary according to your requirements.
The weather in Emilia-Romagna and Tuscany is excellent 9 months a year. It can be hot in July and August and those that prefer to ride in cooler conditions should consider joining us in April, May, September or October. Ride times may be adjusted to take into account any weather changes.
Are you thinking about joining us? You probably have some questions! There are a number of ways to contact us, email is best, we will reply within 24 hours. Please check your SPAM/JUNK folder should you not have received an email in this time. You can also find a contact form at the bottom of this page.
If you’d like help arranging any hotels or activities before or after your tour, please contact lynn@italybiketours.com.
Six nights from the Adriatic Coast to the Mediterranean Sea — staying in carefully selected hotels in Rimini, Bagno di Romagna, Arezzo, Siena, San Miniato and Viareggio, chosen for comfort, character and the perfect location along your Coast to Coast journey.
More unforgettable journeys across Italy — from the majestic Northern Lakes to the iconic Sicily.
Discover more cycling experiences, destinations and ideas for your next Italian adventure in our latest brochure.
View Our 2026 & 2027 Brochure →If you would prefer to give us a call and talk cycling and Italy, please WhatsApp us on the number below and we will arrange a call back.
You can also chat to us online using the button at the bottom right of the page, or send us an email directly.
info@italybiketours.com →
