Italy Coast to Coast Cycling Tour
4 Night Tour
Availability
Recommended May to August (Available year round)
From
£1399
Italy Coast to Coast Cycling Tour with Sportive Breaks
Is there a better long weekend of riding than this? Embark on an unforgettable adventure from the Adriatic Sea to the Tyrrhenian Sea. Starting in Cattolica, you’ll roll through the rolling hills of Emilia-Romagna and into the heart of Tuscany. Pass through Sansepolcro, a Renaissance gem nestled in the Apennines, before gliding into the medieval splendor of Siena, with its iconic piazza and rich history. The journey concludes in Pisa, where the Leaning Tower greets you at the finish line.
Our Italy Coast to Coast Tour is a 4-night break riding from the sandy beaches of Emilia Romagna to the Tuscan Coast across Italy’s stunning mainland. This group is led by our expert guides and support vehicle as we ride together on the flats and at our own pace on the climbs. Afternoons are spent relaxing with a couple of beers and your pick of the exquisite local cuisine.
We move around each night on our Italy Coast to Coast, so expect no two days to be the same on this beautiful journey across this historic landscape.
Does this sound like your kind of ride? Get in touch to make your dream cycling holiday a reality!
Groups;
This trip is open to groups of 6 or more people. Looking for your next club trip? or maybe a holiday with old friends? Get in touch to start your holiday countdown.
Not your kind of itinerary? Let us know if you want to change the plan and we can adjust it to suit your needs! Let us know how we can make this trip perfect for you.
Spread your payments: Our payment plan is an interest-free payment method where you will have the opportunity to spread payment for your booking
Daily guided rides: Ride leader and support vehicle with mechanic providing regular stops with snacks and drinks
Accommodation: Hotels in Cattolica, Bagno di Romana, Siena and Follonica
Transfers: Airport transfers from Bologna on arrival and back to Pisa. Daily luggage transport
Bike rental: Giant TCR Advanced Ultegra Di2 or similar available for your tour
What's Included?
Accommodation
Stay in 3 or 4* hotels
Fully Supported Riding
Guided group rides
Mechanic Support
Available throughout
Meals
Breakfasts included
Support Vehicle
Support vehicle and luggage transport during the rides
Bike Rental
Bike Rental available
Itinerary
Arrival day – fly into Bologna, transfer to the hotel and warm up ride.
We offer an airport transfer for your group from Bologna Airport, based on your groups arrival time. We suggest aiming to arrive before lunch so you can get riding today.
Our mechanic will help assemble your bikes ready for your afternoon ride. If you rented a bike it will be ready for you upon arrival, the mechanic can help adjust the setup to suit you. We will go for a short spin (1-2 hours maximum) to get the legs going and make sure our bikes are prepared for the riding ahead. Your guide will brief you on the riding ahead and what to expect from your trip across Italy.
~96km distance & ~1,770m elevation
We roll out at 09:30am and head inland towards Sansepolcro. The route takes you across the rolling hills and then into the Appennine mountains. Taking on the Bocca Trabaria which tops out at 1049m above sea level, before finishing on a descent into Sansepolcro.
Today you will start in the region of Emilia – Romagna. Then ride through the regions of Marche and Umbria before finishing in Tuscany.
This evening we stay in Sansepolcro a historical town with a preserved renaissance era centre.
~115km distance & ~1,650m elevation
After breakfast we roll out at 09:30am heading for Siena. Today we will take in some stereotypical Tuscan scenery as we go through the rolling terrain. As we approach Siena you may start to recognise some scenery from Strade Bianche as we will be approaching the finish line, the famous Piazza del Campo. You even have the opportunity to take on one or two white road sections as we approach. After finishing in the historical and instantly recognisable square we will head to the hotel.
~133km distance & ~1150m elevation
Today we finish off with a bang. After breakfast we head for the coast. Firstly we visit the walled, medieval town of San Giminiano to take in the beautiful and historic architecture. We head to the coast of Marina di Pisa to complete your coast to coast, but that’s not all! After pictures at the sea, we then ride back into Pisa to finish at the Leaning Tower of Pisa. A historical end to a trip you wont forget!
We will pack up bikes the night before so you can have a lazy breakfast and still get home to enjoy most of your day.
We offer an airport transfer for your group from Pisa Airport, based on your groups flight time.
Prices and inclusions
Italy Coast to Coast – Based on an 8 Person Group
- From £1399 per person based on sharing a twin room (2 single beds) or double room (1 bed for couple)
- £309 Single Supplement for a solo traveller
What’s included:
- Four nights in three/four star hotels
- Breakfasts included and 2 evening meals included
- One cycling guide on the road
- Van support with snacks & refreshments and mechanical support
- Daily luggage transfers
- Return airport transfers
- GPX files provided
- ABTA protected – what does this mean?
Also Available:
- Bike Rental – Giant TCR Advanced Ultegra Di2 or Similar. £269 for the tour
Contact us
If you’re interested in booking this tour for a private group, please contact us directly to speak to our team
You're in safe hands
We have a team of highly experienced professionals who have been organising cycling trips for over 25 years. We are members of ABTA and ATOL, meaning you can book with confidence
Plenty to choose from
Did you know? We offer the biggest selection of European Gran Fondo and Cyclo-Sportive events.
Spread your payments
Our payment plan is an interest-free payment method where you will have the opportunity to spread payment for your booking. *Selected products. Terms and Conditions apply
Logistics covered
We know the routes, we know the roads. We know how the event works and the best hotels for the start and finish. We organise everything for you; transfers, bike transport, additional feed stops, rep support and more
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Hospitality
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FAQs
Meet the Reps
Andrea Ferrigato
About Andrea
Andrea Ferrigato is affectionately known by his former teammates and friends as “Ferri” for his legs of “Steel”. Ferri has had a professional career spanning 15 years. He competed 8 times at the Giro d’Italia and 4 times at the Tour de France. He was a stage winner of the Giro d’Italia (1994) and his best year was 1996. In that year he won the Leeds International Classic and the Grand Prix of Switzerland.
Andrea is an extremely experienced host and he has worked with Sportive Breaks since 2022. In the last few years Andrea has hosted many cycling tours and Gran Fondo weekends for Sportive Breaks. He received truly excellent customer feedback.
You can ride with Andrea on all of Sportive Breaks Italian cycling events. Andrea is also present at Mallorca 312.
Stelvio Weekender – ‘A fantastic time , Andrea was brilliant’
Strade Bianche is a great event – and going with Sportive Breaks makes it so easy, including the support at the event of pro-cyclist Andrea Ferrigato and his team. Thanks for a great weekend!
Where you are hosted by Andrea:
- March – Strade Bianche Gran Fondo
- March – Strade Bianche and Florence Tour
- March – Milan Sanremo Ride and Watch
- April – Mallorca 312
- May – Giro d’Italia Tours
- June – Stelvio Weekenders
- June – Dolomites Weekenders
- September – Italy Coast to Coast
- September – Stelvio Weekenders
- September – Dolomites Weekenders
- September – Tour of the Dolomites
- October – Il Lombardia Gran Fondo
Feefo Reviews
Reviews