Tuscany Weekender

Lucca, Province of Lucca, Italy

Organiser's Description

Cycling holidays made easy - Sportive Breaks takes you to the best climbs, routes and rides in Europe without the hassle. Join our team of expert guides, mechanics and local hosts and discover some of the best riding on the planet!

Our packages include return airport transfers, half board accommodation, and rides each day. Four night packages in April/May and October - a long weekend in one of the great spots in the World for cycling, rolling hills, white roads and la dolce vita, welcome to Tuscany!

Join us for four nights in cycling paradise. We spend two nights in beautiful Lucca, an old walled town close to Pisa, at the start and end of the trip, and two nights in the stunning rolling terrain with the famous strade bianche (white roads) of Chianti, one of the World's most picturesque regions, where the only thing to rival the quality of the food is the quality of the riding. Discover why this region is a playground for pro cyclists and amateurs alike, with mile upon mile of empty roads, amazing views and wonderful food!

Our social, small group weekenders to Tuscany include approx 100km per day, with a couple of nice hills, but ridden at a pace where we can chat with our fellow riders, and soak up the atmosphere and beauty of this unforgettable place.


  • 4 night breaks from
    £599 BOOK

We arrive early on Wednesday in time to set bikes up and go for a quick spin from Lucca. On day two we ride to Chianti and spend two nights there before riding back to Lucca on Saturday for our last evening.

Day One - Wednesday


Arrival day. Our mechanic will be on hand to fit your rental bike or help build your own bike. We have an optional coffee spin leaving at 3pm to make sure the bikes and legs are working, before the main start tomorrow. Ride Distance 50km.

Day Two - Thursday

Lucca - Figline Valdarno

Today we ride down from Lucca to our base in Chianti. The ride goes through Quarrata, home to many pro cyclists, and takes in some gravel sections that make Tuscany so famous. The terrain is rolling pretty much all day, so our avg speed will be between 22-25km/h. We leave at 9.30am and aim to be finish by 4pm, with a lunch stop on the way. Ride Distance 125km.

Day Three - Friday

Figline Valdarno

A stunning day riding in Chianti. Today's route follows some of the best sections of the Strade Bianche route, and we get lunch in stunning Siena. We leave a bit later, at 10am today and aim to finish by 4pm. Ride Distance 110km.

Day Four - Saturday

Figline Valdarno - Lucca

The final big ride of the weekend. We head North in a different direction home, taking a stop in Vinci before getting back to Lucca for 4pm, where we will have a couple of beers & one final, amazing Tuscan dinner! Ride Distance 120km.

Day Five - Sunday


Departure day. If you want to fly back early we will transfer you to Pisa, for everyone else we will have one last 45km coffee spin in the morning before packing bikes and heading back to Pisa for 3.30pm.

Included in your booking

  • 4 Nights Accommodation in 4* & 3* hotels
  • Return airport transfers from Pisa
  • All breakfast & dinners
  • Daily Guided Rides
  • Mechanical support, feed stops & ride nutrition

Not included in your booking

  • Lunches
  • Drinks with dinner
  • 4 Night Breaks
  • Dates available: Wed to Sun at the end of April, through May, and mid October
  • Total distance: Avg 100km per day
  • Total elevation: Avg 1,500m per day

Airport Transfers

Airport collections are from Pisa (PSA) and the drive to Lucca takes around 30 minutes. If you cannot find flights to match our times please get in touch and we should be able to collect you for no extra cost.


We will meet you in arrivals and give you a number to call if you are delayed. 12.30pm (arrive before 12pm)


We leave Lucca to get to Pisa with plenty of time for you to check in with your bike, grab a last minute gift and have a stress free return flight. Depart after 6pm (transfer arrives at Pisa at 3.30pm)

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