Call us: 857-776-4334 | Email us: [email protected]
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United States
Call us: 857-776-4334 | Email us: [email protected]
September 1st – 5th, 2025
See our flexible bookings payment plans. View Details.
Is there a better cycling tour than this? Starting on the beach in Cattolica on the Adriatic, we ride into the heart of Emilia Romagna taking in some of the climbs of the Nove Colli before heading to Tuscany with some gravel roads, rolling hills and sleepy hilltop villages. We finish on the Tuscan coast in time to watch the sunset with a glass of Prosecco. A perfect long weekend of riding.
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 interior. This small group ride is led by our expert guides & support vehicle. We all ride together on the flats and at our own pace on the climbs. Afternoons are spent relaxing with a couple of beers and some amazing local food.
We move around each night on our Italy Coast to Coast. Starting on the Adriatic coast in Cattolica, our hotel is a family run 4* hotel with excellent food. Moving onto the spa town of Bagno di Romagna our hotel has a great wellness area and even better food. Into Tuscany we stay out in the hills before the last evening on the coast. A mix of 3 & 4* hotels seeing the best of this part of Italy.
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: Scott Addict or Focus Isacco/Paralane with Ultegra components
Stay in 3* and 4* hotels
Guided group rides
Available throughout
Breakfast and 2 evening meals included
Support vehicle and luggage transport during the rides
Bike Rental available
Fly into Bologna & transfer to the hotel
Arrival day. Our airport transfer leaves Bologna Airport at 11.30am getting into Cattolica for 1:00pm. We have time for a spot of lunch while the mechanics build bikes and then a short spin in the afternoon before our welcome dinner.
107km/67m distance & 7,072ft/2,155m elevation
We roll out at 9.30am and head down the coast for a glorious stretch of road that hugs the Adriatic. We then turn inland to take on some of the climbs of the Nove Colli before finishing in the spa town of Bagno di Romagna.
This evening we stay in Bagno di Romagna, officially one of the most beautiful villages in Italy and home to hot thermal springs – perfect for relaxing after a day in the saddle. Enjoy access to the hotel spa and once you’ve recovered, dinner tonight is included.
130km/81m distance (short route) & 6,462ft/1,969m elevation
156km/97m distance (long route) & 5,654ft/1,723m elevation
Today we have a choice of a slightly shorter but punchier route or a longer route with slightly less climbing. We ride out to the South of Bagno di Romagna across the Apennines and soon cross into Tuscany, renowned for its picturesque landscape with rolling hills, vineyards and olive groves. We arrive in the Tuscan gem of Siena – this evening is free for you to explore the delights of the town including the Piazza del Campo where the world-famous Palio takes place twice a year. Dinner is not included this evening.
93km/58m distance & 3,096ft/943m elevation
A stunning ride through Tuscany travelling via Chianti & riding through famous hilltop towns including Volterra & San Gimignano. We finish before sunset on the Tuscan coast for a beer and celebratory meal.
We will pack up bikes the night before so you can have a lazy breakfast and still get home to enjoy the most of your Sunday. We’ll depart the hotel at 9:00am, to arrive at Pisa Airport for 10:00am. Please book flights to depart from Pisa after 12:00 midday.
When clicking on the booking link below, you will be taken to the Sportive Breaks booking engine. Sportive Breaks is part of the Destination Sport Experiences group, so any payments you make will show on your account as Destination Sport. If you have any questions, please contact our team [email protected]
Ask our team if you have any questions about this event by completing the form below or emailing [email protected]
We have a team of highly experienced professionals who have been organising cycling trips for over 25 years.
Did you know? We offer the biggest selection of European Gran Fondo and Cyclo-Sportive events.
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
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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