Get your best cycling gear on for this ride across Italy cycling holiday and prepare yourself for the cycle ride of your life on this modern cycling classic across one of the greatest cycling nations in the World on our Venice to Pisa Italy coast to coast cycle!
On this ride across Italy, you will start from one of mankind’s greatest architectural and engineering achievements, the floating city of Venice, before continuing to ride your bike through the great renaissance cities of northern Italy including the historic cities of Bologna, Ferrara, Florence and Lucca as you traverse the beautiful Tuscan hills arriving to the iconic city of Pisa complete with leaning architecture and marina to complete your Italian coast to coast bike ride… La Dolce Vita!
If you are seeking to see the very best of Italy on your bicycle then look no further – this is the ride for you!
Open to individuals, couples and groups.
5***** Reviews
Since 2015
Why the italian coast to coast Is such a unique cycling holiday?
What makes the Italian Coast-to-Coast truly unique is its geographical and cultural “narrative.” Unlike many cycling holidays that remain stationary, this is a trans-peninsular odyssey that tracks the very soul of Italy. Starting at the Adriatic sea-level of Venice, you traverse the fertile Po Valley before tackling the rugged spine of the Apennine Mountains—a physical rite of passage that rewards you with the golden, rolling dreamscape of Tuscany.
This route offers a transition of scenery and history that no single-region tour can match. You evolve from the maritime grandeur of the lagoon to the Renaissance intellect of Ferrara and Vinci, ultimately finishing at the Tyrrhenian coast. For the discerning rider, the uniqueness lies in this “hero’s journey” format: a 410km line in the sand that provides a profound sense of achievement.
Supported by expert guides who handle the logistics of 3/4* hotels and luggage transfers, you are free to immerse yourself in the “La Dolce Vita” lifestyle, where the challenge of the climb is always met with world-class cuisine and iconic landmarks like the Leaning Tower of Pisa.
Next ride across Italy cycle date – 20 May 2026
| 4 days cycling 410km | Total Ascent: 2,6200m | Max Alt: 996m | Difficulty Grade 3.5/5 |
| 5 Nights Included | Next Departure: 20 May 2026 | 8 places available | Guide Price £995 |
Itinerary
Day One – Arrive Venice airport – transfer from airport to hotel! (Times of recommended flights given at time of application.)
Build bikes before event briefing and evening dinner.
Day Two – Cycle Venice to Ferrara – 115km +290m
Day Three – Cycle from Ferrara into the Tuscan hills to the beautiful spa town ‘Porretta Terme’ – 114km +590m
Day Four – Cycle Porretta Terme to Carmignano – 82km +1,720m
Day Five – Cycle Carmignano to Pisa city – celebratory dinner on rooftop terrace with spectacular views looking over city – 96km +380m
Day Six – Pack down bikes before transfer for flight home. Times of recommended flights given at time of application.
Included
Logistical & Operational planning, Experienced Cycle Leader(s), Full Vehicle Support and Driver/Mechanic, First Aiders, Luggage Transfer, 3/4**** star B&B Accommodation (5 nights)
Excluded
Flights, Lunches, Evening Dinner
Optional
Additional nights accommodation (annexed), Bike rental, Hotel upgrade in Venice and/or Pisa
Logistics
Your personal luggage case will be carried by the support vehicle throughout the trip.
We kindly ask applicants to arrive with semi-rigid or soft bike bags, due to limited space to carry large quantities of bike boxes rigid, hardcase bike boxes are not required. Please contact us with any questions regarding the transport of your bike, we will be more than happy to discuss this with you further.
Final detailed information on logistics and operations will be given in your trip ‘Joining Instructions‘ document typically issued to you no later than six weeks from the trip departure date..
When considering your logistics, it’s worth reading our in-depth guide on flying to Europe with your road bike — it walks you through airline policies, bike packaging options and practical packing tips so your bike arrives in one piece and ready to ride. Whether you’re conquering the cols of the French Alps, cruising the sun-drenched lanes of Italy, exploring Spain’s scenic valleys, or navigating classic UK routes, getting the logistics right at the airport can make all the difference to a smooth start and finish to your trip.
Climate & Kit
We can expect warm, sunny weather, however we should expect slight temperature drop and cool conditions on the mountains (800m+) – Remember to bring layers – not heavy coverings.
This is a road bike tour. Your bike should be well maintained and in good running order with suitable ‘road gears’ and brakes.
A full kit list will be issued in your ‘Joining Instructions‘ document after your application.
We will be glad to discuss any aspect of kit and your bike with you, please contact us anytime with any questions.
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Crossing Italy coast-to-coast involves varied terrain from rolling vineyards to Apennine climbs. Choosing the correct gearing and bike geometry can transform your experience. Our complete guide to the best bike for a European cycling holiday helps you decide whether to travel with your own bike or hire locally.
Fitness & Training
This ride across Italy is a level 3.5 grade (out of 5) cycle event. You will be capable of riding comfortably upto 100km in a day and/or used to riding distances upto 80km over hilly terrain – minimum.
If you have any doubt as to your fitness regarding participation in this event please give us a call and we will be more than happy to chat with you.
Click here for your Italy Coast To Coast Bike Ride Training Plan
Italy Coast To Coast Route
Italy Coast To Coast Profile
Fully supported and managed Italy coast to coast cycle
Contact us to discuss how we can make cycling across Italy from coast to coast a reality for you!
Next ‘Open’ Date
20 May 2026
Contact us today for more information or to register on one of our ‘open’ dates
Remember, if you are a group of friends or cycling club or business colleagues, as a cycling holiday organiser we can plan and deliver your own private ‘Ride Across Italy’ cycling holiday!
Contact our team now with your enquiry!
“Fantastic personalised service, with unique routes which can only be devised by people who have bucket loads of experience in making and delivering truly special tour packages. Chapeau Jason & Paul!”
Tom 2018
For more testimonials tap here
Italy coast to coast bike ride
To join us on this incredible Italian Coast to Coast bike ride or for more information how to plan your own ‘private’ ride across Italy contact us now to speak with one of our team.
Ride Across Italy 2026
What is the Italian Coast to Coast Bike Ride?
The Italian Coast to Coast Bike Ride is a cycling holiday from Venice to Pisa, crossing Italy and exploring its historic cities, Renaissance sites, and stunning landscapes, culminating in the iconic city of Pisa.
Who can join the Italy Coast to Coast Bike Ride?
This ride is open to individuals, couples, and groups who are passionate about cycling and eager to explore Italy on two wheels.
What is the difficulty level and how long is the route?
The route is graded 3.5 out of 5 in difficulty, covering approximately 410 km over four days with significant elevation gain, suitable for experienced cyclists comfortable with up to 100km per day.
What is included in the package for this cycling holiday?
The package includes experienced guides, full vehicle support, baggage transfer, accommodation in 3/4-star hotels, most meals, ferry crossings, Eurostar return, and bike transfer to London.
When is the next scheduled ride across Italy and how can I participate?
The next ride is scheduled to depart on 23 May 2026. You can contact the organizers to register or to discuss creating a private group trip.
Is this tour right for me?
Designed for cyclists who enjoy structured riding days and the reassurance of group support, this tour balances challenge with comfort. A support vehicle and experienced guides are always available. If you’re unsure whether guided or self-guided cycling is right for you, this comparison guide outlines the benefits of each.
Info Box
- Italy Coast To Coast Bike Ride Overview: A scenic cycling holiday from Venice to Pisa, passing through Italy’s historic cities and beautiful landscapes, cycling from spectacular Venice island and culminating with the iconic Leaning Tower of Pisa.
- Ride Details and Highlights: This ride includes visits to Venice, Bologna, Ferrara, Florence, Lucca, and Pisa, with detailed daily routes, distances, and elevations to suit experienced cyclists.
- Next Ride Date and Availability: The upcoming cycling event is scheduled for 23 May 2026, with 16 places available, offering a fully supported, managed cycling experience
- Inclusions and Logistics: The package covers 3/4 star b&b accommodation, ride guides, support vehicle, luggage transfer, mechanical support, scenic rides, ensuring a relaxing and immersive experience.
- Practical Details and Tips for Participants: Participants should plan their flights into Venice, prepare suitable road bikes and clothing, expect mild weather, and have a fitness level to handle up to 100km daily over hilly terrain, with kit lists provided after booking.