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Available Months 2nd to 6th Oct
Nights Available 4 Nights
Italy Coast to Coast Italy The Ride of the Two Seas

The Ride of the Two Seas

4 night break riding from the sandy beaches of Emilia Romagna to the Tuscan Coast across Italy's stunning middle.

4 nights in 3* hotels
Return airport transfers
Daily group guided rides
All breakfast & dinners
Optional Extras Support van & mechanic
Italy Coast to Coast by Sportive Breaks
Routes Details
Book Now
Event Info

Ride Notes

Is there a better long weekend of riding than this? Starting on the beach in Cattolica on the Adriatic, we ride East 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 Saturday evening on the Tuscan in time to watch the sunset with a glass of prosecco. A perfect long weekend of riding.

Real Rider Reviews

Aaron, Sportive Breaks Rider, 2017: "I simply had the privilege of forgetting about all the process and concentrate on the event. Which is exactly what I wanted to focus my efforts on. "

Ride Highlights

  • Ride the rolling hills of the Nove Colli

    Our ride starts in beautiful Emilia Romagna, home of the popular Nove Colli. We take on two of the hills from this sportive on the training roads of Marco Pantani.

  • The famous Tuscan white roads

    Nearly all of this ride is over smooth tarmac but being in Tuscany we can't resist a short spin on the strade bianche. The gravel roads here are legendary due to L'Eroica and the new classic season starting pro race.

  • The World's Best Food!

    Emilia Romagna & Tuscany both claim to be the food capitals of Italy, and therefore the world. Fill your boots on guilty free calories and judge for yourself which region is the best.

Meet the Team


Road Guide

Our main tour guide, Taylor was a professional cyclist for Madison Genesis as recently as last year. He will be at the front of the group (marking any attacks!) so he can be first to the coffee stops and feed stations!



Our resident mechanic, Adam is a qualified bike fitter and will make sure your bike will be on top form for the trip. Our support van normally stays at the back of the group with our second road guide jumping ahead every 40km to set up a feed stop.

Trip Summary

  • 4 Night Break across Italy
  • Moving hotels each night from Cattolica to Tirrania
  • Rolling terrain on lovely quiet roads
  • Prices from £699
Routes Details

Route Overview

Our four night break starts on the Adriatic coast in Cattolica and over three rides we ride across Emilia Romagna, Tuscany & finish near Pisa on the Tuscan coast. The rides are all rolling with some longer climbs (10km) and a few short, steep sections. Our road guides, mechanic and support vehicle will be there to help you all the way. Our rides are:
Cattolica to Bagno di Romagna: 105km, 1700m - starting with an ocean side route on quiet roads, we then hit the hills and finish in the spa town of Bagno di Romagna.
Bagno di Romagna to Chiant: 95km, 1600m - one of our longest climbs is right at the start of today and then we roll into Chianti through stunning scenery.
Chianti to Tirrenia: 133km, 1450m - the last day goes through the rolling hills of Tuscany through famous hilltop towns like San Gimignano before finishing on the flat plains by the coast.

Climbs at Italy Coast to Coast


The main climb in the famous sportive the Nove Colli, the Barbotto is a tough hill with some very hard sectors. Marco Pantani used to train in this area and you can understand why he was one of the great climbers. The final section contains 20% gradients and is a real battle to get to the top.

Ride Distance 4.7km
Elevation Gain 8.3%
KOM  14 mins 00 secs

Italy Coast to Coast Cycling Itinerary

Our four night break starts on Wednesday with flights into Bologna and then a transfer down to the coast in Cattolica. The main rides are Thursday, Friday and Saturday. We move hotels each day, our team will take your bags from reception and they will be in the next hotel before you arrive.


Day One Wednesday


Arrival day. Our transfer leaves Bologna at 11.30 getting into Cattolica for 1pm. 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.

Day Two Thursday

Cattolica to Bagno di Romagna

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.

Ride Distance 105 km.
Elevation Gain 1700 m.

Day Three Friday

Bagno di Romagna to Chianti

After a relaxing evening we roll out at 10am and are straight onto one of our longest climbs that finishes on the border of Emilia Romagna and Tuscany, Today is in the very rural middle of the country and we finish in stunning Chianti.

Ride Distance 95 km.
Elevation Gain 1600 m.

Day Four Saturday

Chianti to Tirrenia

A ride in two halves. The first part is on rolling terrain past famous Tuscan hilltop towns of San Gimignano and Volterra before we hit the coastal plains for some quick last kms before the finish. We ride into Tirrenia in time to watch the sunset over the Med.

Ride Distance 133 km.
Elevation Gain 1450 m.

Day Five Sunday


Departure day. 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.

Airport Transfers

Our team will be in arrivals waiting for you. We run transfers on Wednesday from Bologna and Sunday back to Pisa.


Our team will be waiting for you in arrivals in Bologna. The transfer takes approx 1hr20.

Arrival Airport
Transfer Times
Bologna (BLQ)
11.30am (arrive by 11am) & 3.30pm (arrive by 3pm)


On Sunday morning we leave our hotel at 9,30am for the short 20 minute ride to the airport.

Departure Airport
Transfer Times
Pisa (PSA)
Depart after 12pm (transfer arrives at 10am)


Book Now

Our four night breaks include return airport transfers, accommodation, breakfast, dinners and all your ride support. Our average group size is 8-12 and we have a road guide and mechanic in a support van to guide you on all the rides. Choose between a single room or twin / double package for two people.

4 Nights

Date Hotel Name Room Type Price  
2 - 6th Oct 2019 4 Nights in 3* Hotels (Cattolica, Bagno di Romagno, Chianti & Tirrenia) Single Room £799 Book Now
Twin / Double Room £1399 Book Now

Italy Coast to Coast
2nd to 6th Oct

4 nights

Single Room £799
Twin Room £699
  • Return airport transfers
  • 4 nights in 3* hotels
  • All breakfast & dinners
  • Mechanics, support vehicles & ride nutrition
  • Daily guided rides
  • Lunches, drinks with dinner
  • Insurance, bike rental
  • Flights