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Tuscany Siena Escape

7th - 10th July 2018

The perfect Italian cycling getaway.

A long weekend of unforgettable riding in Tuscany, based in the historic walled town of Siena. Ride the roads and white gravel tracks of L’Eroica and the Strade Bianche pro race, and enjoy the rolling hills of this classic cycling landscape. Our Tuscan trips in particular are cultural, culinary as much as cycling escapes, with local wines and produce and elegant, comfortable accommodation to help soothe sore legs at the end of each day’s effort.

Single occupancy — $1,750 per person
Double occupancy — $1,450 per person

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Who is it for

Rapha Escapes are short getaways based around one particular mountain, col or town, which will transport you to the heart of what is special about our sport. One of the great pleasures of road cycling is how close we can get to the professional peloton and share in their experiences by riding the climbs that have become legendary in the world’s great races. Each Escape stays in accommodation very close to the slopes that have made their mark in cycling history. In just a few days’ riding you will conquer a famous road, and our expert guides will show you the best that each mountain has to offer – the amazing views and the locals-only roads that will increase your appreciation of the area. When you’re not riding, simply relax in beautiful surroundings, enjoy hearty food and local wines, and deepen the friendships forged during your day in the saddle.

How Hard is it?

Escapes showcase some of cycling’s most testing battlegrounds, that are respected even by elite athletes. However, because the trips are based in one location and are shorter in duration, Escapes are suitable for a wide range of riders, including those relatively new to road cycling who are willing to put in the time training beforehand. Whether you want bragging rights over your friends, or to conquer one of the biggest names in the sport, you’ll return home with a major boost to your appreciation of cycling.

*Please note that all routes are subject to change depending on local conditions.

All trips include

  • Expert planning and guide support from guides and vehicles
  • Pre-trip discounts on Rapha apparel
  • High guide-to-client ratios
  • Unique routes
  • Top-level mechanics

Flights, bike hire and travel insurance are not included

All Escapes include

  • All meals
  • On-road food

Double occupancy as standard

Day Distance Climbing
Day 0, Arrival Day Flight to Pisa or Florence 45 KM 700 M
Day 1 Chianti Classico 93 KM 1650 M
Day 2 Strade Bianche roads 124 KM 1750 M
Day 3, Departure Day Tuscan roads 65 KM 1100 M

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Day 0, Arrival Day

Flight to Pisa or Florence

Take a morning flight to Pisa or Florence airports and self-transfer to Siena to meet the Rapha Travel team. The afternoon will see a short ride from Siena to stretch the legs.


45 KM


700 M


Hotel Garden

Day 1

Chianti Classico

We'll ride north of Siena today, taking in the best roads of the Chianti Classico region. Enjoy traditional Tuscan cuisine on the road for lunch, followed by yet more delicious Italian food and wine at dinner in Siena.


93 KM


1650 M


Hotel Garden

Day 2

Strade Bianche roads

Experience the magic of the white roads by riding the same route as ridden by the pros in the famous Strade Bianche.


124 KM


1750 M


Hotel Garden

Day 3, Departure Day

Tuscan roads

One last spin to wrap up a stunning weekend of riding. We recommend taking a late afternoon or early evening flight home.


65 KM


1100 M

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Customer Testimonials

The location was stunning and the Hotel was excellent. The rides up both Stelvio and Timmelsjoch were simply jaw dropping. I will take away many memories and photos from the trip, but one in particular that of Mattia pulling a wheelie alongside me going up the Stelvio!

— Stelvio Ascent rider, June 2016

Thank you so much for supporting us so well. The tone of the whole trip was so positive and supportive it made such a huge difference to my mental attitude to the challenge. A truly unforgettable experience.

— Ventoux Ascent rider, August 2016


What kind of assistance can riders expect on the road?

When you’re riding you’ll always have at least one ride guide on the road with the group. There will also be a mechanic with a full tool kit and spare parts not far away – usually in a support car behind the group. Your guides and mechanics will be able to help you out with ride food and drink, as well as local knowledge, first aid, a morale-boosting chat and – if necessary – a hand to push you up the hill if you’ve run out of energy. They’ll do everything they can to keep you and your bike on the road but, if for any reason you can’t make it to the end, they’ll always make sure there’s a seat in a vehicle so you get safely home.

Can I rent a bike?

We have a fleet of top-specification hire bikes available for rent on our European departures. They cost £50 per day. We ask that guests requiring a bike tell us as far as is possible in advance, so we can guarantee the right size is available, and also to send us your fit measurements, so our mechanics can set up the bike for you ready for the start of your trip. If you’re renting a bike you need to remember to bring your helmet, pedals and saddle to your trip start.

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Contact Us



Telephone: +44 (0) 207 482 9175

Hours: 9.30am-6.00pm (BST)



Telephone: 877.907.2742

Hours: 8.30am-5.30pm (PDT)

Asia Pacific


Telephone: +44 (0) 207 482 9175

Hours: 9.30am-6.00pm (BST)